West Chop

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Explore homes for sale in Martha's Vineyard.

Explore our entire selection of premier Martha's Vineyard rentals to find the stay of your dreams.

Master Bedroom

Bedroom 2

Bedroom 3

Bedroom 4

This modern take on a New England lifestyle- three living levels of style, luxurious amenities and detailing, plus a great in-town location.

The first floor features an open floor plan with living room, dining area, and Chef's Kitchen with 48" Bertazzoni range, all with v-groove ceilings. The living area is being outfitted with large screen TV with sofa seating. The dining area sits between the living area and kitchen. The fully-equipped Cook's Kitchen has stainless and cabinet-fronted commercial appliances, center prep island/breakfast bar, quartz counters, and a sunny breakfast nook with three walls of glass windows and seating for six. 

Master bedroom is also on the first floor with  en suite bathroom. The other three bedrooms are on the second floor and all feature en suite baths as well. The lower walk-out level has a large TV/Family Room with large screen TV and seating, a work area, plus a second full kitchen with stove, refrigerator,  sink, and dishwasher. There are Laundry Areas on both the first and second floors.

A French door from the kitchen area opens out to the backyard. It has a bluestone patio with dining and grilling areas, plus a grassy backyard and outside shower. From its prime in-town location, you can easily walk to all the restaurants, shops, attractions, and ferry terminal.

29 Franklin Street

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, #7669

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 and a completely remodeled master bathroom.

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

Charming historic Cape in Vineyard Haven near West Chop in quiet residential neighborhood. Comfortable furnished and beautifully decorated by family who has owned house more than fifty years.  Open light airy high ceilinged spacious living room.  Large dining room with formal dining table that seats twelve.  Six bedrooms.  Sunny deck off kitchen for outdoor meals. Brick patio off dining room for quiet reading evening cocktails.  Back and side yard ideal for croquet bocce and more fun.  Easy walk to beach with views of East Chop main street Vineyard Haven  town library West Chop lighthouse views of sunrise.  Typical Vineyard relaxed comfort for one or two families! Very reasonably priced.

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 then stroll into town after dinner for an ice cream cone!   New washer & dryer in 2012.

66 Clevelandtown Rd.

Beautifull, 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

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

This darling cottage is right in Edgartown Village. Meant for a small family or 2 couples the convenience of walking to town and Fuller St. Beach for a fair price is priceless! The front porch is a great place to get some sun or have a cocktail after a day at the Beach.  Nicely furnished for relaxing and comfortable stay. The cottage was recently upgraded.

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.  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

29 Pine Street

This home is great for large groups. Over 30 acres on which stands a spacious home guest house barn swimming pool pond and beautiful fields. It combines the best of gracious country living with the convenience of being a short drive to Vineyard Haven & the beach. With a patio & lawn right off the kitchen it's perfect for barbeque yet is also surrounded by nature conservancy land so you can go for long walks without seeing another person. The Main house has high ceilings a sun room 2 living rooms a dining room office and great kitchen. The large windows allow for maximum sunlight as well as stunning views. Outside there is a heated in ground pool a hot tub and a barbeque. The guest house is 2 floors 2 bedrooms with a lovely living space.

140 Merry Farm Road

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

Sunny open and airy townhouse in Tashmoo Cove with Olympic-size community pool tennis courts and private sandy beach. A private upscale community beautifully appointed.

236 Sandpiper Lane

Bedroom 8

Colorful eight bedroom Victorian with water views to the ocean from bedroom balconies and wrap-around porch.  On-site parking for two vehicles and fenced-in patio and gardens.  Walk to ocean beaches town parks town center  public transportation and the ferry. This is a wonderful house and location for family reunions and wedding parties.  The porch is grand.

28 Narragansett

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 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

Stunning West Chop waterfront house with dock and beautiful views of sailboats coming in to the Harbor. Nicely landscaped yard. Stairs lead down to the water and private dock shared with neighbor. Great location. Walk to town and swim in your backyard. 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 Living area w/TV.

55 Harborview Lane

Contemporary with large wrap around deck & open-beam cathedral floor plan. 1st floor bath has Jacuzzi soaking tub. House has a screened porch DVD VCR and cable TV. It is located at the end of a paved dead end road which affords lots of privacy. Short bike ride to South Beach or Edgartown Village. Close to landing on Edgartown Great Pond which is nice for picnics and a great area for canoeing and kayaking.

3 Hotchkiss 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.

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.  New kitchen in 2018.

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

Mill Pond House is a completely restored 1840s farmhouse adjacent to the famous Mill Pond in historic West Tisbury in Martha?s Vineyard. Remodeled by the present owner an interior designer 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 has been introduced this year! The first floor has been converted to an open space plan with a cozy living room a smart TV fireplace a fully equipped kitchen and a charming dining area seating eight kept always comfortable with air conditioning . 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 2700----square feet. Upstairs there is a king queen and twin bedrooms; two with a beautiful pond view and Laundry----facilities conveniently located in one of the two full bathrooms. Mini splits have recently been installed to provide central air conditioning----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. Homeowner provides linens and bath towels. --------------------

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

New 3 bedroom Cape just a short walk to town 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.

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 Lindon Avenue

Bright and cheerful Chilmark home. This house is newly renovated with hardwood floors and a large screened-in porch for lounging or dining that seats 8 to 10 comfortably. Nestled in the woods on desirable Quenames Road this property offers the vacationer a peaceful retreat five minutes to the village of West Tisbury Alley's General Store and the old Ag Hall where they have the Farmers Market.  Enjoy access to both Lucy Vincent (10-15 minutes away) and Squibnocket beaches.

85 Quenames Road

Upside down contemporary style living room  is upstairs with big deck off rear overlooking the pool.  The master bedroom opens out to the deck.  Kitchen is cozy and well-equipped.  Plenty of room for kids to play in large side & front yards.  Relax on the Adirondack chairs or go for a spin then store your bicycles in the garage.  Hard to find privacy in Katama less than a mile to South Beach.  Central AC and whole-house dehumidifier; new bedding windows and tile flooring on the ground floor; new walk-in shower on the ground floor adjacent to the half bath fresh paint inside and out.  Expansive landscaping and cedar fencing surround the spacious yards and pool. Combined with a new screened-in patio nearby South Beach will have a run for its money.

11 Young Street

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 11 bedrooms a sleep loft seven full baths on three floors a formal living room and dining room a family room a game room and a new gourmet kitchen.   All tastefully decorated with period furnishings and artwork.

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 - 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 known to all as Ozzie - used to cut ice for the village.

11 Sheriff's Lane

Chalet-style contemporary located just off the bike path in Edgartown estates. A short ride to town and South Beach!  Home boasts a cool airy feeling with vaulted cathedral ceilings lots of natural light and a screened porch to catch those evening breezes. Enjoy grilling the day's catch on the wonderful deck.

69 Schoolhouse Rd

Just minutes to Katama South Beach. Newly Renovated  Light bright 4 bedroom one level home  beautiful wood floors open spacious living  dining gourmet Corian kitchen and 2 full bathrooms with an outside shower. This home is in a quiet Katama neighborhood and very near the bike path. Great location between town and beach.

6 Bankers Way

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 #7677

Beautiful new contemporary in Dodgers Hole.  Open living-dining-kitchen Great Room with vaulted ceilings and beach stone fireplace.  Gourmet kitchen granite counter tops. The loft/TV room has a flat screen plasma TV.  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

New construction on the Edgartown bike path and 1/2 mile to Morning Glory Farm. 3 bedroom / 2 full bathrooms with outdoor shower. The spacious open floor plan includes wide pine plank flooring recessed lighting state of the art kitchen with Bosch and Jenn Air appliances island breakfast bar large dining/entertainment area and a quaint sitting room with a cathedral ceiling with oversized skylights and ceiling fan. Beautiful natural light streams through French doors which open to a charming screened-in porch and attached sundeck.  If you need a break from the beach check out the Hi-speed Internet Flat screen TV & Blu-ray DVD.

395 Edg/W Tisbury Rd

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

This lovely 3 story townhouse is located in the very desirable area called Sengekontacket.   Relax in the living room or the family room with sliders to your private deck.  The association has very well maintained tennis courts for your use and a freshwater pond at the Community Clubhouse with large deck and ping pong. There is a dock on the larger pond good for small boats and it has open ocean access.

4 Quail Run

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 Brand new 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.

36 Winne

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 house is conveniently located on a bus route. 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 cable flat screen TV and DVD player wireless internet board games and beach reads. 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

CURRENTLY BEING RENOVATED - 2023 RATES WILL BE UPDATED SOON! 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.

10 Temahigan Ave,

Amazing panoramic views from almost every room.  Contemporary two bedrooms and two full baths end unit apartment located on the top floor with unobstructed views of Inkwell Beach and Nantucket Sound.  Spacious deck off the master suite overlooks the ocean views of the Sound from the kitchen dining room and sitting room.  Master Suite has whirl-pool tub/shower other bath has tub/shower. Laundry closet is in unit. Fifty feet to town beach walk to shopping ferry restaurants and Flying Horses from this location.  There is also an elevator and outdoor shower.  You will be delighted.

2 Pennacook

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!

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.

Enjoy gorgeous water views from this renovated upside-down Beach House across the road from Katama Bay.  The Home has 3 well-appointed bedrooms on the ground floor and a well-stocked gourmet kitchen upstairs.  A wall of windows separates the Great Room from the upper deck all gazing out toward the Bay.  If you know Martha's Vineyard you can't beat the location.  Dip your toes in the Bay or stroll over to South Beach for some body surfing.

104 Edgartown Bay Road

This state of the art home has nearly every amenity one could wish for including a steam shower top tier appliances large flat screen TVs and much more. Attention to detail was executed impeccably. Centrally located between Vineyard Haven and Up-Island this sprawling well-appointed home offers plenty of space to unwind. Relax and rejuvenate in the large steam room or connect with nature in one of the two enclosed outdoor showers.

307 Great Plains Rd

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 (see ID #90675). 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

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

Beautifully Decorated Contemporary Cape by owner Interior Designer makes this is a property you will want to come back to Year after Year. From the very comfortable Interior furnishings to the uniquely landscaped lovely calm quiet back yard this property has Style!  Located in the Ocean Pines Area of Katama the setting and atmosphere bring this rental to a higher level. Sitting on the back Deck for breakfast is a spot you will use often while entertaining or reading the morning paper. The photos show it's well thought through design.

23 Old Dunham  Rd.

Lovely 4 bedroom Colonial Saltbox in Katama.  Located on a quiet road off Herring Creek exactly mid-way between South Beach and Edgartown Village.

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

12A Chasin Road

Brand new Contemporary home at it's best in the most sought after location on Martha's Vineyard. Swimming Pool Central A/C large fenced in yard walking distance to South Beach and a block to the boat landing into Edgartown Bay for kayaking and water sports makes this a gem of a rental. Close to the bike path and bus route this property makes it easy to ride to Edgartown or hop on the bus to anywhere on island. The interior has been professionally designed for both ease and comfort making this property a wonderful choice for your summer family vacations.----

50 Edgartown Bay Rd.

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 a large deck on the front taking in plenty of sun! 3 Bedrooms and  one large room on 2nd floor that has Master end with King 4 twins at other end and Queen sleeper in the middle 2 baths along with a Sitting room / Den open to the Kitchen and sit at bar  along with the good sized dining area make this a great social house for get togethers and barbecues !  Located in the new up and coming very popular area of Windsor Dr. Dodgers Hole and Briarwood Ave near Felix Neck Wildlife Sanctuary !  Across Edgartown/VH Rd is the lovely walking neighborhood of Majors and Hidden Coves connecting to Sengy Pond looking out to State Beach. well worth the price set.

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

Surrounded by 3 acres in sought after Lower Makonikey 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 catch up on your favorite shows in the living room. All four comfortable bedrooms are located on the second floor each adjacent to a bathroom. Amenities in this home include: FERRY TICKETS; Butlers Pantry with a wine fridge dishwasher and sink; sound system through out most of the house; a home office; 3 acres of land; association beach access and so much more.

37 Memphremagog Ave

5-bed 4.5-bath (3 en suite) 3000 sqft central air conditioning Pirate's Reef is a BRAND NEW and beautifully decorated residence that offers 5 spacious bedrooms (2 master suites!) with 4.5 bathrooms and accommodates up to 12 guests. Currently being furnished. 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 AIR CONDITIONING with 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 Keurig coffee maker dishes utensils pots pans along 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 with access to apps such as Netflix Hulu and Amazon Video 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 unfinished 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

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.

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