Long-Term Rentals near Vineyard Haven Yacht Club

If you’re looking for sailing, tennis, or beautiful beaches, a long-term rental on Martha’s Vineyard - especially one near the Vineyard Haven Yacht Club - may be right for you.

Not everyone has the same idea about vacation. Some people choose to go hiking in the Rockies or ride the Teacups at Disney. If you’re more of the sailing, tennis, or beach-loving sort, a long-term rental on Martha’s Vineyard - especially one near the Vineyard Haven Yacht Club - may be right for you.

Why book a long-term rental on Martha’s Vineyard?

To truly relax and enjoy all that this charming island off the coast of Massachusetts offers, a weekend or even a week may not be enough. 

Booking a long-term rental on Martha’s Vineyard provides visitors the opportunity to become truly immersed in island life. And oh, what a wonderful way of life it is. 

Imagine having a month or even the entire summer to:

  • Experience the Vineyard at a slower pace
  • Enjoy the best beaches and trails on Martha’s Vineyard 
  • Try a variety of dining venues for fresh seafood and craft drinks
  • Shop the selection of boutiques on the island
  • Become a part of the island community
  • Discover hidden gems that weekenders overlook

Whether it’s for a month or six months, with a long-term rental, everything on Martha’s Vineyard will be just a quick ride from “home.”

Amazing vacation homes for rent on Martha’s Vineyard

Many people plan a trip to MV as a day trip from Falmouth, or a short summer break with the kids. For others, it’s not long enough. 

Fortunately, Martha’s Vineyard offers plenty of amazing vacation homes to lease for long stays. 

Vineyard Haven, also known as Tisbury, is an ideal place to spend a month or longer. 

Nestled on the harbor between East and West Chop, Vineyard Haven is home to a variety of quaint shops, great dining options and a thriving cultural district. It was originally a fishing village, as well as home to the whaling industry. In fact, visitors can drive past several of the stately Captains’ homes in town today.

Some of the best long-term rentals are near the Vineyard Haven Yacht Club.

Options range from classic gray-shingled cottages and sprawling homes with water views to modern, upscale properties with distinctive architecture. 

Not only is this an ideal location in Vineyard Haven, but it provides members easy access to sailing clinics, tennis, and clubhouse dining.

Vineyard Haven rentals

To give you a taste of the range of properties available for an extended stay on Martha’s Vineyard, here are some excellent Vineyard Haven rentals to consider:

Classic Cape house on a wooded lot for a couple or growing family

This classic Cape Cod-style home on a wooded lot in West Chop is a great fit for a couple or growing family. With two bedrooms, a lovely granite kitchen, and a spiral staircase, the floor plan of this cozy space maximizes efficiency. A cathedral ceiling enhances the spacious feel. 

Step through the sliding glass doors into a private wooded lot fit for family cook-outs, outdoor time, or a relaxing evening to yourselves.

“Lightside” - Sprawling home with sweeping water view sleeps 15

Looking to host a multi-generational vacation or get together with a group of friends? “Lightside” is ideal for large parties. 

With 7 bedrooms, 4 baths, generous dining and living space, and more, this newly renovated home offers classic Vineyard charm with all the amenities. 

It’s just a short walk to the beach, too. 

Guests will want to stay at this sprawling home perched high on West Chop because the home’s large porch and lookouts provide 180-degree views of Nantucket Sound. 

It’s also close to the iconic West Chop Lighthouse.

Architectural Distinction with View to Sailing on Martha’s Vineyard

This distinctive long-term rental in Vineyard Haven affords comfortable, luxurious spaces and well-appointed bedrooms. It sleeps eight, so there’s plenty of room for the family and to host a few friends.

From the marble countertops, chic decor, elegant eyebrow window, and tasteful pergola, this property will impress all who enter. 

Its understated luxury echoes throughout the home. Of special note are the two windowed turrets surrounded by peaceful water views, and the fireplace living room.

Amenities also include:

  • A manicured landscape with a dock
  • Private patio with pergola
  • Views of sailboats on the harbor
  • Stairs leading down to the beach
  • A short walk to downtown shops

Once you experience upscale living in this gorgeous waterfront rental property, you may not want to go home.

Final Thoughts on Long-Term Rentals | Vineyard Haven 

These are just a few examples of the range of homes available for long-term rentals near the Vineyard Haven Yacht Club. Each of them offers a comfortable home base so you can fully enjoy more time on Martha’s Vineyard when you visit. 

And that’s exactly why a long-term rental on Martha’s Vineyard makes so much sense. 

To see what’s currently available and to find the perfect fit for your vacation plans, have a look at these long term rental options on Martha’s Vineyard.