Our research is editorially independent but we may earn a commission for purchases made through our links.
Martha’s Vineyard is one of the best vacation destinations on America’s East Coast. It has long-been a popular summer playground for the rich and famous, frequently playing host to big-name celebrities — but the rest of us can enjoy staying there too. If you’re looking for a memorable escape on this island, you’ll not only find plenty of opportunities for spending your days at the beach and enjoying peaceful walks through the woods, but some fabulous Airbnb rentals. These are some of the top picks, and as they’re highly coveted, be sure to book early to avoid disappointment.
YOU'RE ALL SET!
Look out for our newsletters in your inbox soon.
Centrally located about a 10-minute drive from all the attractions, this beautiful four-bedroom home sits on a nearly two-acre property near Long Point Beach. It’s one of the best around, with surf on the side facing the Atlantic and both warm salt- and freshwater ponds on the other. The home comfortably sleeps up to eight and has a large yard with a well-manicured lawn, a stone patio, and wrap-around porch.
Inside, the open-plan main floor has large windows and wide-plank wooden floors, with a mahogany dining table perfect for large gatherings. The well-equipped kitchen is ideal for preparing those big meals and includes a breakfast bar. There’s a flat-screen HD TV for streaming your favorite movies and shows, and enjoying cable channels, Wi-Fi, and a washer/dryer too.
This three-bedroom “upside-down” house includes a great room that overlooks the beautifully landscape yard and preservation woodlands. It’s located just a mile from the town of Vineyard Haven in a country-like setting, with Owen Little Way Beach only a little over a half-mile away. There are two large outdoor decks, plenty of outdoor seating, and a grill, making it ideal for entertaining. Each bedroom and the living area have HDTVs with cable channels, three of which come with DVD players. Beach chairs, a cooler, and beach umbrella are all provided for fun days on the sand.
The ‘Country Cape’ enjoys a quiet neighborhood setting, located about two miles from South Beach, one of the island’s most popular beaches. The four-bedroom home accommodates up to eight and includes large front and backyards with beautifully manicured landscaping, a farmers’ porch and deck. Inside, it has an open floor plan with vaulted ceiling and beams in the living area and a gourmet kitchen with a breakfast bar. After making a meal, you can open the sliding door that leads to a large mahogany deck with outdoor seating an an area for dining to enjoy it alfresco.
This secluded 1950s beach cabin includes 300 feet of private beach with four lounge chairs and looks directly out to Vineyard Sound and the Elizabeth Islands. It has two bedrooms and with two sets of bunk beds it can sleep up to eight. It’s a semi-glamping experience, with a full refrigerator, stove, charcoal, and gas grill provided. A small TV with a DVD player is included too. The host provides Poland spring water for your entire stay and there is an outdoor shower for washing up under the summer sun or the stars.
Located just 10 minutes on foot to private Philbin Beach, this expansive four-bedroom home sleeps up to eight and includes a large yard, perfect for families with children or anyone who wants to relax in privacy. The kitchen, living room and deck are all upstairs providing a beautiful ocean view. There’s also a screened-in porch that includes a large table and chairs for alfresco dining and an outdoor shower.
This centrally located home is within walking distance of popular Oaks Bluff and offers a picturesque view of Fresh Water Pond. You’ll be able to take advantage of the Sengekontacket Association’s tennis or pickleball courts only steps away, and enjoy complimentary use of two kayaks that can be launched from the Salt Water Dock. It sleeps up to eight in four bedrooms and includes an eat-in kitchen, dining area, living room and a family room with cable TV. In the basement there’s a pool table, while the large garage has shuffleboard and basketball for those rainy days.
Nestled in the woods providing a secluded, private setting while still being within walking distance to downtown, this three-bedroom home sleeps up to eight and includes all the comforts of home. You’ll have a full kitchen, cable TV, a washer/dryer, and Wi-Fi, along with access to walking and biking trails that surround the property. In the backyard there’s a patio with a gas grill, and you’ll want to keep an eye out for wildlife, with frequent visits by deer, turkey, and raccoon.
At this restored 1920s cottage, you’ll enjoy stunning views of Nantucket Sound and unforgettable sunset watching too. It includes four bedrooms, sleeping up to 10, and has a huge deck for relaxing and outdoor dining. The décor is vintage coastal, and you’ll have a game room in the basement that includes a large flat-screen TV, Blu-ray player and a Foosball table. All of the other usual modern conveniences are provided as well, like a full kitchen and Wi-Fi. A Weber gas grill, beach chairs, beach umbrellas, and kids’ beach toys complete the package for an idyllic family retreat.
This historic farmhouse offers a mix of historic and modern, right across from Seth’s Pond and just over a half-mile from Lamberts Cove Beach. The highlight may be the large enclosed front porch that offers serene views, although it also has a back patio with a gas grill and a two-acre yard. It sleeps up to 11 in four bedrooms and comes with all of the other essentials too.
This is one luxurious writer’s cottage. Tucked into the woods steps from scenic trails that make it easy to reach the beach or enjoy a walk through Long Points Wildlife Refuge, it accommodates up to eight guests in four bedrooms. It has an outdoor shower and a hot tub, while families with kids will appreciate the large yard — there are even toys included to keep them entertained. A fabulous kitchen, cable TV, washer/dryer, and Wi-Fi are all included too.
This three-bedroom home for up to eight enjoys a quiet setting on 2.5 secluded acres yet it’s just a short distance from town and the beach. A walking/biking path is only steps away, making it easy to explore and you’ll have an outdoor shower to rinse off under after spending the day at the sand. The interior is extra-spacious allowing for plenty of room to stretch out and includes a fully-equipped kitchen, cable TV, Wi-Fi, and washer/dryer.
Ideal for a family reunion or any other larger group getaway, you can rent the main house, which accommodates up to 12 and a cottage for two that’s on the same property but in an entirely private space. Either way you’ll enjoy your own private beach. It’s dog-friendly and sits on a lagoon pond just a 10-minute drive from the center of Oak Bluffs. It comes with a spacious modern kitchen, air conditioning, cable TV, and washer/dryer. From a large deck, enjoy relaxing with views of the water and stunning sunsets.
Located on five wooded acres near the Tisbury Great Pond, this four-bedroom home for eight offers a tranquil respite away from the summer crowds. Boogie boards, towels, chairs, an umbrella, and other beach items are all provided for complimentary use. It has some fabulous artistic touches and unique architectural features, with a suspended walkway connecting the three bedrooms upstairs — all of which have views of the trees surrounding the house. The master bedroom sits in “the octagon” and offers wrap-around views of treetops, a skylight, and a small balcony, along with its own bathroom. Other highlights include a large eat-in kitchen, fireplace, and grand piano.