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Luxury Homes With Pool - Vacation Rentals Martha's Vineyard

Master Bedroom

Bedroom 2

Part of an acre+ compound on the bluffs of Chappaquiddick this beach cottage offers a spectacular view of Edgartown's Lighthouse and outer harbor.  Privacy landscaping & private beach just down a stairway guarantee a peaceful vacation amid Chappy's gorgeous vistas. You can walk to the ferry dock in 5 minutes.
Chappaquiddick Rudder cottage furnished with cottage antiques. 
TENANT supplies sheets and towels.

4 Caleb Pond Lane - "Rudder"

Bedroom 3

Bedroom 4

Bedroom 5

Welcome to the gentle breezes of Ocean Pines in Katama.  This 2866 sq. ft. contemporary home and privately sited on 1 acre offers easy summer living near South Beach and a few minutes from the village of Edgartown.  There are two ensuite master bedrooms. The media room has a  plasma TV.  This room can double as a 5th bedroom with its daybed & trundle that can combine into a king size bed. The basement game room has ping pong table.  The private association tennis courts are nestled in the woods next door.  Smooth paved roads and safe bike paths provide easy access to South Beach and Edgartown Village. Multiple AC splits provide cool air throughout the house.

10 Old Dunham Corner Way

READY FOR 2023 BOOKINGS!
Beautifully crafted post & beam home nestled in a pastoral setting. To reach this three-bedroom air-conditioned oasis you drive past grazing Alpacas before turning right at the strawberry field. You enter thru the farmer's porch into an open floor plan. Three skylights in the family room provide natural sunlight. The dining area accommodates seating for eight. The kitchen includes all new appliances. The two bedrooms on the main floor each have large windows to take advantage of the island breezes and a set of French doors that lead to outdoor decks. The second-floor bedroom has an en-suite powder room and a private deck that provides a great spot for star gazing. Recent improvements to this charming house include a large screened porch off the great room, a completely remodeled master bathroom, updated to 3.5 bathrooms,  a new TV room and another primary bedroom en suite with a walk-in closet.

26 Bridle Path Road

Beautiful little 2 bedroom home in a quiet neighborhood.  It is brightly decorated and nicely furnished with an open living area porches & new appliances.  Impeccably maintained cottage used to be in the Campground before moving to the edge of East Chop.

12 Chickawaukee Street

Bedroom 6

READY FOR 2023 BOOKINGS! 
A Martha's Vineyard Landmark property on a small road in West Chop just a few houses up from the original Holmes Hole landing. There's a water view from the end of the driveway and the beach is a few steps away! This Historic Cape is minutes from downtown and the ferry yet nestled in a quiet residential neighborhood on an oversized lot for plenty of privacy and space for the family to spread out. A visit to the MV Museum and you will learn of Captain Eldridge and this home that was once home to his daughters. This is not a restored or renovated property but rather a well-cared-for home that is remarkably preserved as if frozen in time.  Decorated and adorned by a family that has called this place their home for many generations.  Open light airy high ceilings, spacious living room and a large dining room with a formal dining table that seats twelve.  Six bedrooms.  2 queen bedrooms, the Master being on the main floor with an ensuite Bath, sitting area that steps out to a brick patio for morning coffee or a little stargazing before bed. Another queen and a shared full bath on the main floor. 3 bedrooms upstairs. 2 of the twin bedrooms share a half bath with a full bedroom upstairs.  Sunny deck off kitchen for outdoor meals. Both a gas and charcoal grill.  Brick patio off the dining room for quiet reading or evening cocktails.  Back and side yard ideal for croquet bocce and more fun. There are bicycles and kayaks as well as an outdoor shower. Easy walk to the beach with views of East Chop main street and West Chop lighthouse views of the sunrise.  Relaxed Vineyard comfort that has been enjoyed since the 1900s for one or two families!  Linens are not included. Ferry tickets may be available at the tenant's expense.  MORE PHOTOS COMING!

22 Grove Avenue

Lovely 1930's Cape with wraparound front porch and full deck across the rear. Less than a mile from the center of Edgartown it is a pleasant walk or easy bike ride to shops & restaurants or in the opposite direction to Morning Glory Farm.  Stepping back in time the house is charmingly furnished has original refinished wood floors on the main level & painted wood floors upstairs.  Spend the day at South Beach or State Beach, enjoy the outdoor shower, then stroll into town after dinner for an ice cream cone!

66 Clevelandtown Rd.

READY FOR 2024 BOOKINGS!
Beautiful contemporary house.  New furniture and bedding. There is a 75" TV in the living room 6 TV's in total. Another TV in the finished basement rec room. Abundant living space indoors and out. Located in a private area next to Thimble Farm and conservation lands this property has split-level decks overlooking the swimming pool and picturesque landscaping. Renovated pool house has half-bath kitchenette wet bar and outdoor TV ! Extended outdoor living area includes patio table that seats 8. This location is a getaway convenient to all island towns! It is a short walk to the fresh water Duart's Pond and there are 3 fishing poles available for your use. This property is Pet Friendly on a case to case basis at the owners discretion and has a fenced in yard!

56 Head of the Pond Road

READY FOR 2024 BOOKINGS! A comfortable Contemporary home that includes a key to private beach is ideal for laid back Vineyard living or elegant entertaining with both ocean and hillside views.  The open floor plan for the common areas brings the outdoors inside with spectacular sunshine and sweeping views. Privacy in the living quarters both upstairs and down allow for downtime and quiet moments alone or with a group.  The unique set up of three bedrooms and a common area on the lower level floor provide the children with a sunny place to relax while the adults entertain on the main and upper floors. Two master suites on the main floor gourmet kitchen separate computer/utility room 2 decks private balcony and over 3 acres add to make this home one that you'll want to come back to year after year. ADA handicap compliant.

11 Oceanview Farm road

Only two blocks to picturesque Edgartown Village this newly constructed home features an open floor plan with full kitchen dining area and living room with wood burning fireplace along with an attached small study and full bathroom. On the second floor there are three bedrooms and one full bath. The third floor offers a large bedroom with king bed cable TV and full bath. Enjoy the oak floors throughout the house along with central A/C Wi-Fi Flat TV’s and washer/dryer in the finished basement. This home is a short walk to salt water beach Movie Theater and Edgartown's historic district.

127 Main Street

READY FOR 2023 BOOKINGS! This darling 2-bedroom cottage is right in Edgartown Village. Meant for a small family or 2 couples the convenience of walking to town and Fuller Street Beach for a fair price is priceless! Enjoy the recently updated accommodations inside and out with comfortable furnishings, an outdoor shower and a front porch that is a great place to get some sun or have a cocktail after a day at the Beach. There is adequate parking for 2 vehicles. On-site washer and dryer. *Note Linens and Towels are not provided. Tenants may inquire on renting or bring their own.

5 Silva Lane

WOW Is the only way to describe this Newly built Country Colonial in town Vineyard Haven.  Stainless kitchen has Granite counters 4 large bedrooms and 2.5 bathrooms. Enclosed outdoor shower. Green grass to run barefoot patio on lowest level back sun bathing deck off of the kitchen for easy snacking covered country porch for shade lovers and the landscaping is just beautiful.  This is a home you'll love to re-rent year after year!

206 Spring Hill Road

Bedroom 7

Enjoy the best of Oak Bluffs from the cornerstone of Ocean Park.   This elegant home overlooking Nantucket Sound is one of the premiere houses on Martha's Vineyard. A glass enclosed porch with antique wicker swings is the perfect spot to enjoy band concerts in the gazebo or view the annual August fireworks display. Wide porches envelop three sides of the house a five minute walk from Circuit Avenue the Flying Horses Carousel and the ferry terminal. 
----Six airy bedrooms and an open attic loft with picture windows and two skylights.  Large den spacious living room with a jukebox and game table and fully equipped antique pool room. Newly renovated eat-in kitchen. Hardwood floors and high ceilings throughout. Enclosed yards are large enough for several tents. Ideal for vacationing weddings reunions retreats and corporate events

101 Ocean Ave

A great vacation home to experience the beautiful island setting in the town of Aquinnah. This new 4 bedroom 3.5 bath home overlooks the Vineyard Sound with breathtaking panoramic views out to the Elizabeth Islands. With state of the art decor and interior furnishings guests will enjoy environmentally sensitive energy-efficient and sustainable design. Just a short path to the private sandy beach a great fishing spot and perfect for families with younger children. An outdoor shower jacuzzi and sauna complete this spectacular modern home.

310 Lighthouse Road

Lovely and cozy cottage in Katama. Light, bright and fresh with beautiful hardwood floors and updates throughout. A/C if needed or just relax on the patio overlooking the expansive back yard.

8 Crocker Drive

New Luxurious POOL home tucked away in a quiet spot behind upper Main Street(between the Triangle and Edgartown Village). Large Bedrooms and open concept living spaces create space for the family and light galore throughout. Gourmet Kitchen large Dining area and Living Room facing out onto the heated salt-water Pool and Patio. Private outdoor patio in the sun and even a swing set for the kids!

10 Mayfield Way

Beautiful cape style home with a contemporary interior.  Main floor has a large kitchen/dining area and a bedroom with a Queen bed.  Upstairs has two bedrooms with two single beds each a king converter is available. There is cable television and cathedral ceilings in the living room.  This house sits high up on a hill with over two private acres of land.  There is a large rear deck great for cook outs.  You can bike to beautiful Lambert's Cove Beach or walk to town.  It is on a quiet secluded lot and tastefully furnished. It is an ideal location for wedding parties and off-season solitude.

21 Cardinal Way

Ready for 2023 Bookings!
This Gorgeous Rebuilt Home is bright, fresh & inviting! With 5 Bedrooms and 3 baths this spacious home can sleep 9 guests in a comfortable and quiet neighborhood. Tucked back on a road off of Main St you can easily walk into town or to upper Main St for some provisions. Take a short drive out to South Beach, bike ride to State Beach or stroll down to the Edgartown docks. This is an amazing in-town location but steps away from the crowds in downtown proper.

29 Pine Street

Situated with two other houses on a magnificent 88 acre ocean-front property this secluded barn house has a 2 story living room with oak beams fieldstone fireplace and sliding  glass  doors overlooking the deck a long sweeping meadow and private beach.  Loft has queen bed 2nd bedroom has pull out couch (Single). Master Bedroom with Queen. Large estate offers nature walks and trails two tennis courts and a basketball backboard.  Kitchen is modern neat and cheerful. Evokes the flavor of an artist's studio in Cornwall England.

14 Quammox Rd

Set on 2 beautiful private end of the road acres you will find this wonderful fenced-in compound with a landscaped yard and a 20'x 40' in-ground pool.  Three more acres of woods surround the property on two sides. The main house has a large gathering room with comfortable furniture walls of glass on both sides to take in the private wooded scenery a full kitchen dining area master bedroom suite upstairs with sitting area and large whirlpool tub bath. There is an extra separate full kitchen and dining area on the main floor which can be accessed by the huge deck so the folks in the guest quarters and the main house will have plenty of cooking facilities for a large group. The guest quarters are in a separate building a few feet away from the main house and have 5 bedrooms 2 full baths a laundry area and hot/cold outside shower facility.

19 Farms End Rd.

Tranquility on Chappaquiddick.  Charming restored antique farmhouse on 80 acre estate. Eat-in country kitchen large sunporch fabulous views of South Beach and Katama Bay private beach.   The 2nd floor was renovated in 2010 with new sheetrock & insulation and redone floors.  At that time the screened porch was turned into a year round sunporch.  As of 2013 there is a large TV with Blu-Ray player and Hulu.  and The compound has 2 tennis courts and a basketball backboard.  May moor small boat good warm water swimming no traffic and lots of room to roam.  Prohibited - spike heel shoes pets open fires and off road driving.

8 Quammox Rd

Part of an acre+ compound on Chappaquiddick this cottage offers some of the best views on the Vineyard--the spectacular Edgartown Lighthouse and Outer Harbor.  With some tackle & a good book you'll be all set for a peaceful stay amid Chappy's gorgeous vistas. You can walk to the ferry dock in 5 minutes.  New owners in 2015 have improved the views raised the foundation redone the kitchen and deck and installed WiFi.

6B Caleb Pond Lane-Mizzen

Beautiful 1880s Circuit Avenue home has been recently renovated.  Walk to shops the beach restaurants the campgrounds and parks from this terrific central location.  Recently finished basement has Air-Conditioned TV room and queen sofa bed and the fenced-in yard has a new deck.

145 Circuit Ave

Bedroom 8

Bedroom 9

Magnificent waterfront palatial 18 room Victorian mansion. An absolute fantasy property that has become one of the most extraordinary homes on the island. Stay where the legends vacationed. Recently renovated (with central air and much more).  Exotic antiques throughout spectacular views porches verandas marble baths fireplaces billiard room garden.  Live like the rich and famous at Martha Vineyards' premier Victorian Seaside luxury property. This charming Victorian is within walking distance to town and directly across from the beach!  Recent upgrades include a new gourmet kitchen and Architectural roof.

2 Narraganssett Ave.

Searching for a family retreat? This is a wonderful Yankee Barn style home on one acre located in Chilmark just off of South Road. Preferred two consecutive week rentals. ----The home is filled with natural light and located and very peaceful on a dead end road. It has a large back yard with a hammock to read in and lovely outdoor decks for dining grilling relaxing and bonding. This home has 4 bedrooms and two and one half bath. There are five mini-splits for A/C that cool the entire home. There is one television located in the loft area with a cable for streaming internet so you are able to watch things on Netflex/Hulu. The fireplace is not for Tenants use. The Homeowners thoughtfully have the yard sprayed by Pure Solutions- Organic tick & mosquito repellent - Done every three weeks. You can enjoy Beach Passes to some of Martha's Vineyards most beautiful beaches! Resident beach parking stickers are for use by residents and their renters only. Resident beach parking stickers are required for anyone wishing to park at Squibnocket Beach or Lucy Vincent Beach. Enjoy your stay!

14 Swans Way

READY FOR 2023 BOOKINGS! This breathtaking West Chop waterfront property boasts a prime location with stunning views of sailboats entering the Harbor. The property features a private dock that is shared with a neighbor, providing direct access to the water. The beautifully landscaped yard enhances the natural beauty of the area, and a set of stairs leads down to the water, allowing for easy access to the private dock. The location of this property is highly desirable, as it offers the convenience of being within walking distance of the town. In addition, the backyard provides the perfect spot to swim and enjoy the water. This exceptional property offers the perfect blend of luxury, convenience, and natural beauty, making it a truly remarkable find.
This listing is for the Main House Only. ----If you need additional accommodations ask about adding the in-law apartment over the garage for an additional fee. It offers a King bed bathroom w/shower kitchenette and a Living area w/TV.

55 Harborview Lane

Pleasant 4 bedroom home on the outskirts of Oak Bluffs' Arts District in the heart of town.  Enjoy this well maintained home located at the end of a short road. The master bedroom has its own good size deck above the large porch perfect for entertaining. Savor warm island nights from the screened in porch. Basement renovated in 2012  with family room (couch Big TV)  The yard has some privacy provided by its location and fencing with a nice arbor seat in one of back corners!  A great walk to town Vineyard getaway.

12 Potato Farm Road

Beautiful modern colonial - style house on 2 acres of private landscaped property within walking distance of downtown Edgartown and Fuller Street Beach.  The house has sweeping views of Nantucket Sound and is accessed by a long private driveway.  The house itself abuts ten acres of ocean front conservation land that adds to the property's feeling of privacy and space.  All bedrooms have views of the water and the great room (living room and dining room combined) has a two-story living room with views of the water and a twenty-six foot wall of windows.  There is parking for approximately four cars on the gravel driveway.

7 Angevin Lane

Wonderful Chappy cottage with absolutely gorgeous views of Katama Bay. Open kitchen/dining/living area with sliders to big sundeck. Walk to a very pretty private sandy warm water beach. shallow and safe for small children. If you walk out a ways it gets good and deep and you can moor a small boat there.  The clamming is terrific.
PROPERTY DOES NOT PROVIDE LINENS AND TOWELS

85 Bayview Avenue

This charming Chappaquiddick Cottage was designed for the vacationer in mind. The home features a furnished wrap-around deck to enjoy the quiet natural surrounds of the island and a charcoal Weber Grille for your culinary delights. The enclosed outdoor shower is guaranteed to be a summer memory! Sunlight streams through palladium windows into a great room with earth friendly Bamboo floors. A well-appointed family room with bar area has an ice maker mini fridge a 54' LCD TV with DVD player and high speed internet. The dining area seats 8 and is situated by full-length windows with a wonderful garden view.  For the cooler evenings you might light the wood stove.  The quaint tiled kitchen and breakfast nook is fully equipped with dishwasher microwave and ice maker plus all the accessories needed to enjoy your summer fare.

19 Litchfield Road

Very nice private well-furnished, 3 bedroom country Cape with two decks and a hammock to enjoy the lazy afternoons in the garden. Quick drive to Lambert's Cove Beach. Only a 12 minutes to Long Point Beach.

77 Great Plains Road

Brand new contemporary classic style home on the edge of historic Edgartown Village. This immaculate home boasts central air conditioning and heat and every amenity for a wonderful Vineyard vacation. An attractive screened porch with a full dining table adjacent to the kitchen.  Large balcony with French doors overlooks the garden from the master bedroom.  Fully equipped kitchen and brand new linens complete the package.

19 Clevelandtown Road

Brand new kitchen and bathrooms in this Western style guest house in Katama overlooking 50 acres of conservation fields pasture and a working horse barn.  Cute airy with a full kitchen full bathroom off the 1st floor master bedroom and a half bath in the upstairs bedroom suite.  Perfect for a summer escape and so close to the popular South Beach!

81-A Herring Creek Road

Bright well-maintained and nicely decorated cape in Westminster Acres. First floor master bedroom.  Perfect for families situated on a quiet safe cul-de-sac.  A very private setting close to all towns.  Wood flooring throughout and recently updated bathrooms.  Updated Kitchen and Outdoor Shower!!

3 Westminster Court

Reverse contemporary designed with pleasing architectural angles to catch an ocean glimpse or open fields of conservation land. Cathedral living room open kitchen/dining plan with sliders to the large wrap-around deck. Perfect vacation home just a five minute walk to beautiful South Beach!  For 2019 many improvements - new kitchen counters cabinets & sink new 2nd floor shower and LR couch.

7-A Katama Farm South

READY FOR 2024 BOOKINGS! 
Mill Pond House is a completely restored 1840s farmhouse adjacent to the famous Mill Pond in historic West Tisbury. Remodeled by the present owner, it is beautifully appointed with antiques charming accessories and comfortable furnishings. An old pine floor and columns add to the ambience of the interior. A new heating and cooling system throughout! The first floor has been converted to an open space plan with a cozy living room a smart TV, fireplace(no burning), a fully equipped kitchen and a charming dining area seating eight. Adjoining is a double bedroom with half-bath as well as a screened porch with a dining table TV seating area and beautiful view of the spacious deck container plantings and yard rolling down toward to the Mill Pond. The main house is 2700sf. Upstairs there is a king, queen and twin bedrooms; two with a beautiful pond view. Laundry conveniently located in one of the two full bathrooms. THE SUMMER HOUSE An adjacent old barn converted to a studio with living space a half-bath bar sink and WiFi serves as a wonderful private space for work or play. Children will delight in a full size playhouse toys and games. A fence around the front of the property secures small children. The back yard and vista provide a lovely pastoral setting often enhanced by brilliant sunsets. Linens need to be supplied by tenant/rented. BRAND NEW MINI SPLITS A/C!

709 Old County Road

This is a great location off of Lambert's Cove Road quiet serene and peaceful.  Many improvements to this spacious contemporary home including new full bathrooms clean wood flooring and new kitchen in the Guest Wing. Beautifully set on scenic Seth's Pond the Island's largest fresh water swimming pond and within short walk to private Lambert's Cove Beach. Ideally suited for 2 families or large extended family the expansive home consists of a 3-bedroom 2.5-bath main house and a 3-bedroom 2 bath guest wing. The Main House has a large master bedroom suite with  and balcony with new bathroom. The refurbished gourmet kitchen has granite counters. Expansive Great Room w/skylights and cathedral ceiling overlook Seth's pond and abounds with natural light. A wall of floor-to-ceiling sliders open to the roomy 50ft main deck & patio. The Guest Wing includes 3 bedrooms living area kitchen full bathroom w/laundry closet. This Wing has a deck and private outdoor shower. Enjoy swimming fishing and boating on the pond in the rowboat or walk to the beautiful Lambert's Cove Beach. 10-min. ride to Vineyard Haven 20 min. to Edgartown. Enjoy nearby tennis horseback riding biking and hiking trails.  Main House and Guest Wing are rented together in-season - Truly tranquil.

7 Seth's Lane

READY FOR 2024 BOOKINGS! 
3 bedroom Cape just a 15-20 min walk to downtown OB and beach.  Open floor plan has large living/dining/kitchen area on first floor along with 2 bedrooms and both full bathrooms.   Upstairs is one huge room with 2 twins at one end and a family room w/kids' TV at the other end.  House is comfortably furnished and has Hi-Speed internet & cable TV on main floor.  Large landscaped yard. Close to everything but out of the traffic - Bike to Inkwell in under 5 minutes! *Linens not provided by owner

73 Wing Road

Charming classic Oak Bluffs cape tucked away in a quiet neighborhood within walking distance to the Lagoon. A 4 min. walk from the house to a little inlet on Lagoon Pond!!

11 Linden Avenue

UPDATED FOR 2023 BOOKING! 
This Bright and Tasteful Chilmark home is tucked away yet around the corner to the Grey Barn, 7a and Alleys General. A true cottage feel yet open and spacious with plenty of space to share or relax in privacy.  Newly renovated with hardwood floors and a large screened-in porch for lounging or dining that seats 8 to 10 comfortably.  The Master suite is off to one side of the home with a full sitting room, new tile & glass shower and double sinks in the private bathroom.  On the other side of the living room are a Queen bedroom and a bedroom with a bay window that is shared by 2 twin beds. There is a full bathroom in the shared hallway. Another full bathroom off of the living room adjacent to the generous sized laundry room. A fully updated kitchen and another inside dining area all nestled in the woods on desirable Quansoo Road. This property offers a true Vineyard vacation, a peaceful retreat only five minutes to the village of West Tisbury. Take a right and head to the farmers Market at the Grange Hall. Turn left and enjoy the long winding roads with spectacular view heading to Lucy Vincent and Squibnocket beaches. Tenants can obtain passes to pristine Chilmark beaches and enjoy an outdoor shower when returning from a day out exploring!

85 Quenames Road

Newly remodeled vintage Farmhouse in a great Oak Bluffs location. Stylish Kitchen with dining nook that steps out to a spacious back deck and yard.  Beautiful hardwood floors and mahogany deck.  The master bedroom has a walk-out balcony that overlooks the back yard.  The shabby-chic bunkhouse has a kitchenette Queen bed pull-out single window AC and bathroom with shower.  As of 2015 the main house has 3 AC splits (in the living area & bedrooms) new lighting flat-screen TV and new kitchen service.

14 Shawmut Avenue

Wonderful family-friendly contemporary home in Edgartown.  Open concept kitchen vaulted ceilings skylights three floors of living area.  The first floor has mini kitchen full bath and spacious game room with pool table vintage Coke machine telephone booth and pinball machines from the '70's.  Second floor features a large kitchen that opens to the deck a marble fireplace and 50" Plasma TV in great room.  2 bedrooms are on the 2nd floor while a 3rd bedroom and the Master Suite occupy the 3rd floor.  Walk to a salt water beach.

30 7th Street North

Newly renovated 750 square foot cottage on 2 beautiful acres minutes from Oak Bluffs. This cottage is set back from Fresh Pond which is ideal for swimming fishing and boating and adjacent to the bike path. This delightful getaway has a wraparound deck with built-in seating and Adirondack chairs and an L-shaped screened in porch. The kitchen has stainless steel appliances and slate floor. The living room has a 42' flat screen TV. The den off the Living Room has pocket doors and a trundle bed that sleeps 2 + comfortable chair and desk. The two bedrooms have King and Queen W Hotel bed mattresses assuring a restful vacation. The bedrooms also have wall mounted flat screen TVs and one has an en-suite bath. All new furnishings ceiling fans 2 bikes wireless Internet and Central Air Conditioning complete this wonderful cottage.

2 Fresh Pond Road

Bedroom 10

Bedroom 11

Bedroom 12

The Captain Morse House at the corner of Morse and North Water streets is one of Edgartown's finest homes. This fully renovated and exquisitely detailed home is perfect for your dream vineyard vacation.  Including central air-conditioning although you will hardly need it as the home is just up the street from the harbor. The home features 12 bedrooms, 7 full baths on three floors a formal living room and dining room a family room a game room, a gourmet kitchen 22 rooms in total.   All tastefully decorated with period furnishings and artwork. You can rent East or West wing or both - Please inquire!
*Rates for the Captain Morse House do fluctuate. Please contact our office directly for an accurate price quote

80 N. Water

This updated Village classic is truly charming with an ideal location.  The house is furnished with original wallpaper antiques an ample library (please be good to it!) and contemporary amenities.  The gently sloping backyard is great for playing games reading or grilling & entertaining friends on summer evenings.  Just a short stroll to the center of the village where there are many restaurants and shops. The Chappy Ferry is nearby and the town dock - is always a hub of activity good for fishing or ice cream.  Fuller St. beach is an excellent place to swim & sunbathe just a 10-minute walk. State & South Beaches are 10 minutes by car or bike.  Perhaps the most compelling aspect of the location is Sheriff's Meadow nature preserve to the right of the front door.  It's a leafy quiet place to walk or picnic with incredible views of Nantucket Sound.  An ideal place for children with much to explore.  A path winds around between Sheriff's and Eel ponds where the first owner of the house Oscar Pease is known to all as Ozzie - used to cut ice for the village.

11 Sheriff's Lane

Enjoy the best of both worlds in this delightful Village property.  The original wing of the house is very quaint with a wood-paneled dining room & brick fireplace updated kitchen and two cozy bedrooms.  The recent addition has central AC a large family room with wet bar on the first floor and a beautiful Master Suite upstairs with views of Nantucket Sound.  All just a few blocks from Main Street and the beach.   The bedrooms in the original section of the house have wall-unit AC and newer window treatments.  Also a bigger outdoor shower and new grill. Studio with A/C and full bath available for July and August rentals.  Property overlooks Sheriff's Meadow Sanctuary with water view from upstairs master bedroom.  Key to private Black Point Beach is provided. Sleeps 9 in season with studio /7 off season without studio.

23 Pierce Lane

You will have amazing views from this well-maintained beach house on Upper Chilmark Pond. Boat across the pond to gorgeous Lucy Vincent Beach or relax on the spacious deck overlooking the pond the dunes and ocean. This home has an open floor plan perfect for a relaxed vacation. The master bedroom and great room (living room/dining room/kitchen) open onto an expansive deck through sliding glass doors. With lots of glass this home is light and airy. A convenient location (an easy drive to Chilmark Community Center the Chilmark Store Alley's etc.) and a truly spectacular setting. Enjoy magnificent sunrises on the beach!

22 Tilton Cove Way

Beautiful new contemporary in Dodgers Hole.  Open living-dining-kitchen Great Room with vaulted ceilings and beach stone fireplace.  Gourmet kitchen granite counter tops. 2 flat screen TV's.  Two master bedroom suites on the 2nd floor. A large deck and landscaped yard are perfect for outdoor entertaining or relaxing after a sunny day at the beach.

7 Sparrow Lane

Secluded 4 bedroom contemporary perched on a hill with a distant water view across Vineyard Sound to the Elizabeth Islands.

39 North Slope Lane

This charming & unique house has graced Ocean Park for more than 100 years.  New kitchen and bathrooms with granite counters central AC Wi-Fi and more.  You can walk to everything. The child friendly beach is just across the road where you can make sandcastles in the sand or stroll along the boardwalk above the beach and rest on a bench facing the water. Or stay at home sit on the porch and gaze over Ocean Park with its iconic gazebo. Have your own private front seat to the concerts and fireworks in Ocean Park during the summer.

37 Ocean Park

This is a large single house with 2 levels 4 bedrooms on 2nd level master bedroom with separate full bath  front porch with lounging chairs full deck with table chairs and gas grill off dining room through sliding doors.  Good-size yard and walk-to-town make for a terrific family accommodation.  The finished basement has high ceilings and a media space perfect for the kids to hang out! The basement has a full bath with a shower and washer/dryer. The studio suite above the attached garage is very convenient for in-laws and guests.  It contains a Queen bed TV kitchenette full bath with shower private deck & grill.  Doors between the units can be locked for privacy.  There is an outdoor shower for use to remove sand.

80 Midland Avenue

This classic two story Vineyard home is located in the popular Katama area. Off the beaten path on a private way two miles from South Beach and beautiful downtown Edgartown.  It features a modern kitchen with granite countertops maple cabinets and an island bar leading to an open dining/living room. All is bathed in sunlight from the numerous windows and the sliding glass doors that lead out onto a wraparound deck. Whether it be a summer retreat or just a long weekend away in October this property will feel like your home away from home. Master bedroom is bright and airy with skylights marble fireplace and balcony. Comfortably and tastefully furnished. Also on this large property a good distance away is a second home.  The homes may be rented separately or together and in total accommodate up to 10+ guests. Our guest house has two bedroom both on the second floor. Master bedroom has a Queen size bed and the second bedroom has a Full size bed.

19A Sutton Way

This charming Katama Cape house is located at the end of a private way in the desirable Katama area. Just two miles from South Beach and the historical village of Edgartown with lots shopping and great restaurants. The bike path and Morning Glory Farm are also close by.  Bright open dining room with cathedral ceilings skylights and hardwood floors. A brand new kitchen that features a center island with granite counter top and French doors leading out to a sunny deck. This home is comfortably and tastefully furnished.  Whether it is a summer retreat or just a long weekend away in October this property will feel like your home away from home. A privacy fence divides this home from a lovely two bedroom cottage and also may be rented together for large parties up to ten people.  Please call for rates and additional pictures. This cottage has also been completely renovated in 05 with vaulted ceilings granite counter tops skylights and pine floors.  This house with Three Bedrooms has a Queen size bed in the upstairs master bedroom the loft has 2 "Twin" size beds and the first floor bedroom has a Full size bed. A privacy fence divides this home from an owner occupied cottage located in the back

21 Sutton Way

This Colonial style home located in Edgartown Estates in the desirable Katama Area is two miles from South Beach and downtown Edgartown with lots of shopping and great restaurants. First floor has a bright dining area with sky lights paddle fan cathedral ceilings with an open floor plan to living room making it bright and airy. Living room has a fireplace with gas log and new plasma HD-TV. A well-equipped kitchen one bedroom full shower bathroom and laundry room. Second floor has two bedrooms and full bath. TVs in all bedrooms. Large outside deck with patio furniture and outdoor shower. This home is comfortably and tastefully furnished.

34 Schoolhouse Rd

This charming Katama Cape house is located at the end of a private way in the desirable Katama area. Just two miles from South Beach and the historical village of Edgartown with lots shopping and great restaurants. The bike path and Morning Glory Farm are also close by.  Bright open dining room with cathedral ceilings skylights and hardwood floors. A brand new kitchen that features a center island with granite counter top and French doors leading out to a sunny deck. This home is comfortably and tastefully furnished.  Whether it is a summer retreat or just a long weekend away in October this property will feel like your home away from home. A privacy fence divides this home from the Front House which can be rented together with this cottage if desired. Privacy is maintained!

21a Sutton Way

READY FOR 2023 BOOKINGS! A gem in Edgartown Village!   Walk to Boutiques restaurants in town beach. This is a wonderful family Cape right in town! Take your bike or hop the trolley to South Beach or sit on back deck overlooking the great fenced in yard.. Main bus station is also within walking distance for easy access to other parts of the island. Well priced for the superb location and room for everyone!  Wonderful addition in 2013 has a large gourmet kitchen/ family room with fireplace 55" TV and hardwood floors.   A 2nd Master Bedroom Suite is up the stairs.  The addition has two AC splits. The bedrooms in the original portion have AC units.

59 Pease's Point Way South

Lovely well-appointed Condominium in Tashmoo Woods with association swimming pool tennis courts and beach. Open Floor Plan with Cathedral Ceilings. Very light. Windows all along the back side of the unit. Door to back deck and wooded/garden area.  Living Room with Fireplace. Spacious Kitchen and separate Dining Room. First floor Den. Lovely open rung wood railed stairway to 2nd Floor leads to Two Bedrooms each with a private bath.  The finished basement has a rec room with large flat screen TV sofa bed and full bathroom.

256 Sandpiper Lane

Enjoy luxury on the Vineyard. Beautiful 3 bedroom home with beach stone fireplace. Gorgeous "Costa Esmeralda" granite counter tops with solid cherry cabinets French doors to patio 3.5 marble bathrooms with Calcutta gold marble master bath has rain shower with cast iron herring bone tub. Master has walk in closet. All new designer furniture. Custom stairways with entertainment center in basement with 52 inch plasma screen. Enjoy high speed internet with two additional plasma TV's. Close to bike path for easy ride into town. Short walk to beach. Backyard cobblestone patio and outdoor shower complete this wonderful luxurious getaway.
*Linens and towels are not provided. Tenants may use a linen rental service or bring their own.

36 Winne

READY FOR 2023 BOOKINGS! This bright cheerful home is the perfect vacation spot for your family and friends. Sleeps seven comfortably and is only an eight minute walk from shopping fine dining and the Vineyard Haven ferry. The Master bedroom is a Queen ensuite on the main level. If you prefer to eat at home the home has a kitchen designed to please the avid chef and even boasts a wine refrigerator so you can enjoy your favorite vintage during your stay. We've recently added an outdoor pizza oven as well. The spacious yard and patio are perfect for relaxing or grilling with friends and family. Amenities for summer fun include beach chairs, towels and umbrella.  Flat-screen TV's in each bedroom.  Within walking distance of the Vineyard Haven ferry and just 3 miles from Oak Bluffs.

65 Edgartown Vineyard Haven Rd

This rustic wood paneled up-Island charmer sits on a hill with a lovely view of Menemsha Pond. The comfortable high-ceiling great room has a wall of windows facing east looking toward the beautiful sunrises on over the Pond with a sliver of sea visible beyond?enjoyable from the new deck. Walk to a nearby beach and kayak on the pond bike or ride to gorgeous Philbin Beach with parking rights and the famed Aquinnah cliffs. Five miles to Beettlebung Corner.

11 State Road

Lightside is a home on the northern point on Martha's Vineyard next to the West Chop Lighthouse with an unobstructed 180 degree view of Vineyard Sound.  Located in the historic upscale area of West Chop, this house has 7 bedrooms, 4 baths, 1 powder room, 1 office, large dining and living room and a large porch.  A new wing includes a new kitchen with large eating area 4 of the bedrooms and 2 of the bathrooms listed above.  The new wing also has air conditioning and heating.  The three bedrooms in the other part of the house have window A/C units.  There is a very large lawn surrounding the house with automatic sprinkling system an outdoor shower propane grill and one car garage.

907 Main Street

Historic Cape reverse set up, with living area, kitchen and powder room on the upper level with spectacular ocean views and the remaining living space on the lower level, consisting of an additional family room with a fireplace and double sofa bed, four bedrooms and two bathrooms. Upstairs the kitchen is fully equipped to create any meal. The living areas include dining as well as a tv and of course the panoramic ocean view. This private beachfront home is set back on one acre of lush lawn and landscaping. Be sure to meander to the beach which overlooks the sound depicting a clear view of the steamship authority ferry and various fishermen. You are minutes from the village of Oak Bluffs and an East Chop stroll.

BR1 King en suite with shower stall, 1st floor
BR2 Queen, 1st floor
BR3 Double, 1st floor
BR4 (2)Twin beds, 1st floor
Hall bath with tub/shower, 1st floor
Double sofa bed, 1st floor sitting room
Half bath, 2nd floor

10 Temahigan Ave

READY FOR 2023 BOOKINGS! Located in the heart of Oak Bluffs this spacious Campground cottage offers a very convenient location.  Minutes away from all the town shops local beaches beautiful Ocean Park and the Oak Bluffs ferry terminal.  Sleeps up to 8 people, has a fenced-in yard and onsite parking and a great covered porch for relaxing on those lazy days.  A great place for your summer vacation!*Linens and Towels not provided by owner

5 Rock Ave

Oak Bluffs: Ocean Park Gem: Located in the heart of Oak Bluffs on historic Ocean Park.  A quintessential spacious Seaside Victorian home with 7 bedrooms and 4 bathrooms. This renovated 1850's home has hardwood floors throughout A/C a brand new kitchen and totally renovated beautifully tiled Bathrooms. The large open front porch has a separate covered porch overlooking Ocean Park with a spectacular view of the Atlantic Ocean and lots of room for the kids to play and fly kites.

53A Ocean Avenue

Situated in quiet East Chop this home offers close proximity to Oak Bluffs and the public East Chop Beach. On Sunday take a leisurely stroll to the East Chop Lighthouse and climb to the top for a view like no other. Sit back and relax in this large home that's perfect for creating memories whether from the front porch rockers the upstairs deck or the screened porch out back.  Did we mention the lovely views of Nantucket Sound from 3rd floor tower?

125 Munroe Ave.

Spacious Expanded Cape house. Updated kitchen with dining area. Lovely wood floors throughout.  Dining area Main Living Room with fireplace and Family Rm/Den all have direct access and wonderful views of the spacious brick patio with flower beds. A lovely landscaped lawn area in this fully enclosed backyard with private in-ground pool. Great flow for both entertaining and family enjoyment.  First floor Master Bedroom with King. Two spacious and comfortable bedrooms upstairs with cathedral ceilings. Finished basement for additional recreation area.  Off Old County Road in West Tisbury this location has easy access to both Vineyard Haven and Up Island. Lamberts Cove Beach access. Beach pass can be purchased from the town on arrival.

26 Otis Bassett Road

This four-bedroom three and 1/2 bath Edgartown Contemporary home located in Dodger's Hole/Edgartown Estates is perfect for creating memories. The house is on a cul-de-sac and abuts the Edgartown state forest. The wraparound deck is the perfect place for sunning dining and watching Vineyard sunsets over the 50000+ acre conservation forest abutting the property. The first floor of this two-story well-appointed home has an open concept layout with cathedral ceilings in 1st floor master bedroom and the living room with down-filled sofa chairs and chaise wood-burning fireplace and fully equipped kitchen with island that opens onto dining room a family room a half-bath/powder room and an enclosed porch. There is also a master bath room with separate shower stall and Jacuzzi. On the 2nd floor are three bedrooms including a second master suite with king-size bed seating area with loveseat/ sleeper private bath with tiled Jacuzzi and separate shower. The home has a landscaped yard with a sunny garden of native flowers ornamental grasses hydrangea and native shade trees. There are beautiful meadow views from the entire house-- including the outdoor shower-- to complete the perfect Martha's Vineyard vacation.

88 Dodger's hole

Beautiful West Chop property with a heated in-ground pool just a short distance from Mink Meadows Public Golf Course.  The first floor has an open living/ kitchen area with sliders leading to the spacious deck.   The grounds are beautifully landscaped. The well-designed house has several living areas to help everyone relax.   The 2nd floor has an en-suite Master Bedroom and 2 bedrooms that share the guest bathroom.   A 4th bedroom en suite is located above the attached garage.   If you need a bit more space there is a remote 2 bedroom Guest Cottage that sleeps four. There is also a short walk to a private beach!

100 Connie's Way

Cozy West Chop guest cottage overlooking Mink Meadows Golf Course.   Completely private from the main house (#90675) the cottage is full of light in the cathedral  living/dining/kitchen space.  After a round of golf on the public course take a dip in the nearby Association Beach on Vineyard Sound.

83 Ashton's Way

Katama at its simplest.  The way rentals used to be; Neat Clean Great back yard for just hanging out after the Beach. Nicely lit Dining Room in a connecting room all to itself with lots of natural light. Open concept Livingroom Kitchen area all on one level with the Master Bedroom set away from the other 2. This home just has a real way about it that feels like you've been renting it for years. Outdoor Shower and Extra Bunkhouse sleeps 2 extra in sleeping bags. You can't go wrong with this cute Vacation Sanctuary

16 Hillman Drive

READY FOR 2023 BOOKINGS with Ferry tickets! Simple Elegance in Chilmark! Only a mile away from Lucy Vincent Beach this refined beach house is wheelchair accessible has 4 bedrooms and floor to ceiling windows in the Kitchen & Dining Room allowing for superb natural light. Centrally located between Middle & South Road in Chilmark this home is perfectly situated to afford you privacy and proximity to Chilmark town center. Hollywood in Flip Flops is the best way to describe this rare gem of a home. It even has an exercise pool.

6 Trails End

READY FOR 2023 BOOKINGS! Lovely 4-bedroom, 2bath Colonial Saltbox in Katama.  Located on a quiet road off Herring Creek exactly mid-way between South Beach and Edgartown Village. This natural light-filled home has a modern kitchen, an open floor plan and glowing hardwood floors beneath your feet. Warm, spacious and inviting whether you are inside or outside. Enjoy a refreshing outdoor shower after a day at South Beach. Relax inside with A/C provided in all areas. There is a full laundry on the premises and everything you could need to feel at home at your MV retreat! A very reasonably priced home in a very great location! This home does not provide linens or towels (tenant may bring their own or rent).

20 Prada's Way

Updated Contemporary in Waterview Farm a short drive to the Farm Neck Golf Course and 2 miles from town & beach. The Association beach on Sengie Pond is just a quarter mile away great for kayaking and splashing around.  The ground floor has a new kitchen and 2 bedrooms each with a queen.  A spiral staircase leads to the living room with a wood stove small bar and sliders to a small deck.  Up a flight of stairs to the sleep loft with twin beds.   Back on the ground floor you'll find the main deck - for grilling and chilling.

24 Pulpit Rock Road

Charming summer house on a quiet road with water views of the Lagoon.  An Association beach is just a short walk down the hill.

3 Old Barnes Road

Part of a large private waterfront estate. This 2 bedroom 2 bathroom "guest house" feels more like a regular home.  All light oak floors throughout. The kitchen has new appliances and is very expansive. The living room is also large enough for family to gather. Both bathrooms come fully equipped and are also very spacious.  On the grounds of this estate, there are two tennis courts, a basketball backboard, hiking trails, play-set & fixings for badminton, softball and croquet.Sure to be a memorable vacation for your family and guests at this exclusive compound. On this 80 acre compound there is a 6 bedroom Farmhouse 2 bdrm Retreat and 2 bdrm Barn/house that may be rented separately. Ask your Rental Agent for details.

12A Chasin Road

READY FOR 2024 BOOKINGS!
A bright, open, contemporary home at its best located in Katama at South Beach! This 4 bedroom - 3 bath home can sleep up to 12! Yes 12 in comfort! Perfect for a large family or for 2 families to share. A heated Swimming Pool, Central A/C, large fenced-in yard, and an outdoor shower all within walking distance to South Beach. Just a block to the boat landing into Edgartown Bay for kayaking and water sports makes this really a gem! Very spacious King ensuite and Queen ensuite bedrooms are on the front side of the home. The other 2 bedrooms each have a set of 2 bunk beds with full-size bottoms and twins on top keeping everyone quite comfortable. In between there is a sitting space, 2 home office desks, and a long dining table all looking out to the lush lawn, garden, deck and pool.  The galley-style kitchen is fully equipped including a bar at the end near the dining room. The family room on the end has high vaulted ceilings, a TV, books, games, comfy couches and also leads out to the deck and pool. There is a gas fire pit on the deck and plenty of seating. The large backyard is perfect for games of all kinds and is fenced-in. Mature trees surround the property providing privacy on this quite large lot.  There is plenty of space for vehicles to park and even a second entrance to the property from another road(see aerial photos)  There are two kitchen pantries, and a full laundry room which also has a second full-size refrigerator. You will find the layout of this home to be designed for both ease and comfort.  Close to the bike path it is easy to ride into Edgartown.  This is an Amazing property that your family (or families) will want to return to for your MV summer vacations year after year.

50 Edgartown Bay Rd.

Come and enjoy this light-filled, beautifully maintained three-level contemporary home complete with gardens, landscaped yard as well as a children's backyard playground. 
The main level features an open kitchen, dining and TV/living room area all leading to an expansive deck to accommodate large outdoor dining and seating areas. This home is designed for easy vacation meals, entertainment and relaxation. The main floor also features a separate living room with a fireplace in addition to the en-suite master bedroom with a queen size bed. Two Queen en-suite bedrooms are located on the second level. To complete your vacation experience, the lower level of the house features a well-equipped children's playroom, an adult workout area with a treadmill and stationary exercise bike, a TV room, an office nook, a full bathroom and a Den with two twin beds. Meadow View Farms is close to town beaches, Farm neck Golf Club and more.  Sitting on one acre of beautifully landscaped property. Enjoy the summer days on the magnificent back porch overlooking an additional patio and a swing set. 
Association tennis courts, outdoor shower, central AC and all the amenities you need for your Vineyard vacation!

17 High Meadow Lane

READY FOR 2023 BOOKINGS! Great central location! Close to the Lagoon bike path and town. Three bedrooms two baths with additional space in the second floor loft. Home features an open living kitchen and dining area as well as a full bath and queen bedroom (with privacy curtain) on the first floor. The second floor consists to 2 bedrooms (1 queen 1 twin) full bath and loft area. There is a covered front porch a side screened in porch and an enclosed outdoor shower. Home is fully equipped with all the modern conveniences.

23 Beacon Ave

93 Pennsylvania Ave

This very comfortable property will be one the family or friends want to return to year after year.  A clean well kept rental with two outdoor showers and a large deck on the front taking in plenty of sun! 4 Bedrooms with one being a large room on the 2nd floor that has King at one end,  4 twins at other end and Queen sleeper in the middle.  On the first floor  1 queen size bedroom. Primary ensuite bedroom with king size bad.  Living room  open to the Kitchen with an island and dining area make this a great social house for get togethers and barbecues !
Studio above garage - queen size bed plus a futon.
Property is located in the very popular area of Windsor Drive.  Close to the bike path. Across VH/Edg Rd is Felix Neck Sanctuary,  lovely walking neighborhoods of Majors and Hidden Coves connecting to Sengy Pond looking out to State Beach. Well worth the price!

1 Essex Court EDG

This wonderful expanded Cape has great light and space galore! Located on a cul de sac in Sandy Valley . Enter through the Farmer's Porch to a Tiled entry foyer. Large kitchen with great counterspace updated appliances working island and counter seating. Dining area with glass doors that open to deck facing good size back yard. Comfortable living room with plenty of seating. First floor Queen Master with private bath. Laundry room and half bath open to brick patio adjacent to deck. Second floor has King Master with private bath and 3 additional bedrooms. A/C throughout.  Berber style carpet. Celing fans in every room. Open living area connecting Living Room and Dining Rm/Kitchen all decorated in a soft color pallete. Oversized windows.  This vacation home has both gathering space for entertaining and separate areas for privacy. Centrally located. Near the bike path to Edgartown Oak Bluffs and Vineyard Haven.

5 Willow Run

UPDATED FOR 2023 BOOKINGS! 
This 4 Bedroom, 4 Bath home is tucked down a winding dirt road off of Lamberts Cove Road. Sitting peacefully on 3 acres in Lower Makonikey - just a short walk to the private beach. This well appointed home has it all. Imagine picking fresh food from the complimentary herb garden and cooking your meals in a gourmet kitchen with a sub zero fridge and viking stove with a faucet to fill your pots. You can enjoy your meals in either the eat in kitchen formal dining room or on the south facing deck while listening to music through the outdoor speakers. Unwind after a long day at Lower Makonikey Association beach with an outdoor shower then relax on the deck. All four comfortable bedrooms are located on the second floor. A King and a Queen both ensuite bathrooms. A full bathroom shared by a Queen bedroom and the 4th bedroom of 2 twin beds. Amenities in this home include: FERRY TICKETS (inquire) Butlers Pantry with a wine fridge dishwasher and sink, sound system through out most of the house,a home office, full bath on main floor, private beach access and so much more!

37 Memphremagog Ave

READY FOR 2023 BOOKINGS! 5-bed 4.5-bath (3 en suite) 3000 sqft central air conditioning Pirate's Reef is a beautifully decorated residence that offers 5 spacious bedrooms (2 master suites!) with 4.5 bathrooms and accommodates up to 12 guests.  Pirate's Reef is the PERFECT vacation home for you and your guests. This home is nestled behind the historic Shearer Cottage on a quiet lane in East Chop located just minutes away from all the charm and activities that Oak Bluffs has to offer. The beach harbor and town are all just a pleasant 10-15 minute walk away or less than a 5 minute drive/bike ride. Each floor boasts 1 master bedroom suite and 1 living room. This home is perfect for multiple groups and entertaining. Pirate's Reef was built with lots of custom carpentry a gas fireplace central AC, ceiling fans and gas heat. The house has cable and high-speed internet access. The main level has a gourmet kitchen with a breakfast bar. A fully equipped kitchen with a gas range and stainless steel appliances. The dining room has a large farmhouse table that seats at least 8 people. The living room has a 55" SmartTV along with a DVD player. The main floor master bedroom has a king bed flat screen TV two large closets and the bathroom has a huge walk-in shower. The second level has 4 bedrooms. The upstairs master bedroom has a king bed flat screen TV and an en suite bathroom. The upstairs living room/bedroom has a sliding door and a private bath flat screen TV sleeper sofa and a twin bed. The 4th bedroom has a full and twin bed and shares a Jack and Jill bathroom with the 5th bedroom which has a queen and twin bed. Off the living and dining room there is a wraparound deck with a Weber gas grill and outdoor seating which provides a great environment for cookouts and gathering with friends and family. An outdoor shower enables you to rinse off after a long day at the beach. The washer and dryer is located in the finished basement. There is also ample parking in the driveway for 8 cars. This is a quintessential Martha's Vineyard vacation home and will exceed your expectations!

6 Coral Ave

Bright open and light filled contemporary in a wonderful Katama location - off the beaten track but within minutes of beach and town trolley stop and bike path.   First floor has living room with cathedral ceiling lots of skylights and 2 paddle fans a dining area well equipped kitchen bedroom shower bath and laundry closet. There are three sets of sliders leading out to front and side decks creating a light relaxing vacation destination.  Two bedrooms and a full bath on the second floor complete the house. These Main and Guest house can be rented together to accommodate large parties up to 10 people. All our Edgartown houses are located close by and can also be rented together to accommodate large parties.

19 Sutton Way

Ferry tickets!!!

Beautiful sunny contemporary home in quiet private setting. Spacious living room with fireplace dining room with oak floors and light bright kitchen including all amenities.  Large screen TV's all with cable. There are 6  Mini Splits to cool you off on a hot day! Main floor has master bedroom with large walk in closet and slider to deck.  Both bathrooms have double vanities.  Basement has rec room with ping pong table and workout equip. Large wraparound deck has lounge chairs and 8 deck chairs. Two Tennis courts nearby for your pleasure.

8 Night Heron Rd

Situated in the Copland District this in-town home is just steps to restaurants shops and more. situated directly across from Natic Park and the basketball courts you can also walk to the beach.

20 Pocasset Ave

READY FOR 2024 BOOKING! This very well maintained 4 bedroom, 3 bath home recently updated with new wood flooring, appliances, A/C and more.  Tucked into Hidden Cove, an established quiet neighborhood in Oak Bluffs - central to all down Island towns. 
You are less than a 10 minute drive to the beach. There are association tennis courts to enjoy and you are located just off a main bike path that can bring you to any town. Easy access to Sengekontacket Pond. This 3 level home has a Queen bedroom as well as a 2 twin bedroom on the lower level. On the second level is a Queen bedroom and a Master Queen ensuite with its own access to the deck. All Linens, with the exception of towels, are included for your stay.

19 Hidden Cove Rd.

Situated behind the famous Field Gallery This immaculate property has everything you could possibly need. Cool off after a long day at the beach in one of three outdoor showers or enjoy sitting by the outdoor fireplace if the night is chilly. With Sonos speakers throughout the house you can enjoy listening to your favorite Pod Cast or playlist while making dinner. Perhaps watch the shooting stars from the rooftop deck when you're not enjoying the Hot Tub. There is a sense of calm and serenity in this home and with all the amenities you hardly need to leave (well except to enjoy the private beach access that comes with this property). A key to the coveted Quansoo beach is included with this rental!

40 Sweet William Way

Bright and Fresh Katama House will not disappoint! 3 Bedrooms and 2 Baths and plenty of space for a group of 6 family or friends! Updated Kitchen!

3A Zoll Road

Enjoy a quiet upscale location in the Katama section of Edgartown. This 3 bedroom 2 full bath home with outdoor shower is situated on 3 secluded acres and has a large backyard. Sleeps 6 people in queen full and  twin bedrooms. Relax outdoors on a large deck with lounge chairs tables and umbrellas overlooking a private backyard. Fully applianced and well-equipped kitchen with an outdoor BBQ grill. Linens and beach towels are provided. Additional amenities include beach chairs umbrella and cooler. Just 1 mile to fabulous South Beach and only 2 miles to Edgartown shops and restaurants. A private enclave to enjoy.

23 Turkeyland Cove Road

Welcome to The Tree House! This is a 4 bedroom home that sleeps 8 located in Oak Bluffs.  This home is located just 0.7 miles to Farm Neck Golf Club and 1.8 miles to Oak Bluffs Center and the Flying Horses. Easy access to beaches restaurants and everything Martha's Vineyard has to offer! The homeowners have updated the kitchen and the home is very relaxing. There is a large back deck where you can grill and have a wonderful gathering with friends and family.

67 Alpine Avenue

READY FOR 2023 BOOKINGS!

With endless water views, remodeled, fully updated, and steps from a sandy beach excellent for swimming, our walk-to-town home has been gorgeously redone and designed with a simple yet sophisticated Martha's Vineyard-meets-California feel. 
Airy and uncluttered, with central air conditioning, and wide open ocean views, the home has 4 bedrooms and sleeps 9. We have the rare (in Oak Bluffs) benefit of being buffered by a generous lawn; so you can enjoy all the beach-going and socializing of Inkwell Beach and the Ocean Park area, but we are set back a little, with more breathing room. 
Inside you'll find wide-plank pine floors, a kitchen with a cook's view to the sea, and pro-style appliances including: dishwasher, gas range, French door refrigerator with ice maker & filtered water, and a full-sized washer/dryer set apart in its own laundry room. There's a back entrance here, off the wraparound porch, for easy access to, and from, the enclosed outdoor shower (outdoor shower is in addition to subway tile/glass door indoor shower). There is a king-size bed in a larger than usual (for OB) master BR. Plentiful seating inside at a large table as well as at bar stools at the butcher-block topped island/bar area, as well as the spacious, level, wraparound porch (3-sided). You're perfectly situated for the annual fireworks, dining/coffee/cocktails outside or just watching the world go by.*Linens not provided by owner

4 Canonicus Ave

34 Pilgrim Road

Minutes from downtown Vineyard Haven and the ferry this lovely 5 bedroom Cape Cod style home includes a large backyard and wraparound deck perfect for yoga lawn games and stargazing. Enjoy your morning cup of coffee overlooking the Bare Hill trail. While the home's indoor footprint is 1600 sq ft (including the 2-room finished basement) it is more than doubled by the giant wraparound deck and private backyard. Ideal for those that love the outdoors. The property sits on a full acre of land making it perfect for big groups that want enough space to spread out and have fun! The outdoor shower can be heated or cold -- perfect for warming up on a brisk summer night or cooling off after a hot day at the beach. This home has central air which can still be a bit of a rare luxury on the island which is known for its humid nights in July and August. The kitchen is modest in size but includes a cozy breakfast nook that looks out at the woods. A brand new dishwasher and recently installed double stove is perfect for cleaners and cooks alike. A large wrap-around couch in the living room provides ample space for 7 people to sit. Want a second living room or playroom? Head downstairs to the basement level "den" which includes a TV reading chair and workspace. The futon bed down here can be used as an additional bed. The two bedrooms on the first floor are adjacent. The two bedrooms on the second floor are across a small hallway from each other.

211 Edgartown - Vineyard Haven Road

UPDATED FOR 2023 BOOKINGS! Spacious reverse contemporary home located in lower Makonikey.  Off Lambert's Cove Rd, down a winding dirt road is the ideal location for a real Vineyard style vacation. It has beautiful sweeping waterviews from all rooms. There are hardwood floors throughout the house as well as many beautiful dark wood beams. The large sliders and windows allow for ample sunlight to flow inside and provide a bright interior. The main level includes the master queen bedroom with a private bath plus jacuzzi tub and a large deck. The second bedroom has two twins and the third has two double beds. The second full bath is also on this level.  Upstairs is the living room( also with sliders to a large deck.) Kitchen and formal dining room. There is another deck off the dining room perfect for outside dinners with a view of Vineyard Sound and sunsets. There is a large backyard and a path to a small private beach.

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