Vacation rentals in Martha's Vineyard

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Top-rated vacation rentals in Martha's Vineyard

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Top guest favorite
Apartment in Edgartown
5 out of 5 average rating, 123 reviews

Outdoor Shower, Private Garden Patio, Walk to town

* Private garden patio: string lights create chill evenings around the propane fire pit. Table & chairs, propane grill, & enclosed outdoor shower * 10 min walk to Edgartown's dining & boutiques * Cable TV, Streaming services, Sonos * High-speed WiFi, comfortable workspace in the bedroom * USB charging ports in the BR & LR * Small but mighty fully stocked kitchen for home-cooked meals * Organic, local bath products * Board games & a small library * HW floors, SS Bosch appliances, DW, W/D, HVAC

Guest favorite
A wooden pathway, bordered by trees, leads down to a serene body of water. The ground is covered with fallen leaves, and gentle ripples can be seen on the water's surface, creating a calming natural setting.
Guesthouse in Tisbury
4.9 out of 5 average rating, 112 reviews

Martha's Vineyard Studio Cottage, walk to Lagoon!

This is a studio, guest cottage on a quiet woodland property, 1/4 mile from the main road (Edgartown/Vineyard Haven Road) and VTA bus service. A short walk to the Lagoon (5 min), Vineyard Haven (shopping, ferries), The Manuel F. Correllus State Forest (bike path), The YMCA of MV (day passes avail), The MVRH Performing Arts Center (concerts/performances), 10 minute drive to local beaches (Bend-In-The-Road Beach, Oak Bluffs / Joseph Sylvia State Beach, Edgartown / Beach Road, Vineyard Haven).

Top guest favorite
An aerial view reveals a spacious property surrounded by lush greenery and tall trees. The studio is located within a landscaped area featuring a driveway and a well-maintained garden, providing a serene, rural feel.
Apartment in Oak Bluffs
4.98 out of 5 average rating, 225 reviews

Sunny Studio Apartment on Martha's Vineyard

Our Sunny Studio is centrally located on Martha's Vineyard. A down-island location with an up-island feel. Open and airy studio with kitchenette and bath. The apartment has all the essentials. The apartment is located within walking distance of hiking and biking trails. A 10 to 15 minute car ride to any down-island town / beach. ***Please Note: Although conveniently located we are not within walking distance to Bars or Restaurants. We do recommend first time visitors rent or bring a car.

Top guest favorite
Cottage in Oak Bluffs
4.91 out of 5 average rating, 138 reviews

East Chop Cottage - walk to lighthouse & beach!

This quaint little cottage is located in the heart of East Chop, a neighborhood of Oak Bluffs. East Chop features the high, prominent bluffs that gave Oak Bluffs its name. A lighthouse, East Chop Light, stands at the north end of the chop on Telegraph Hill- only a five minute walk from the cottage. The cottage is a twelve minute walk to the harbor, and about a mile from the Oak Bluffs ferry! There is a public beach about 1/2 mile down the road. ***This space is not suitable for children

Top guest favorite
An open living area features a light-colored sofa adorned with blue and white cushions. A flat-screen TV is mounted above a white brick fireplace. Large windows provide natural light, and a dining area with a table and chairs is visible in the background.
Home in Oak Bluffs
4.97 out of 5 average rating, 118 reviews

**Vineyard Vacation Retreat** -3 BR

Just a stone's throw from Oak Bluffs and it's beaches, this chic 3 bedroom home provides comfort and privacy. The large bedrooms and open concept kitchen/dining/living area accommodate up to 6 people comfortably. A place for you to put your feet up, kick away your worries, and enjoy some rest and relaxation. There is so much to do and explore. The adventure is just starting so make sure to pack up your swimmers, suntan lotion and get out the door. Kick back and relax, you're home.

Guest favorite
The exterior of a charming guesthouse is framed by lush greenery. The entrance features a simple wooden door, flanked by flower boxes. A stone pathway leads to the door, and a small red object sits nearby, adding a bright contrast to the wooden facade.
Guesthouse in Edgartown
4.91 out of 5 average rating, 104 reviews

Martha’s Vineyard Cottage - A Glamping Experience!

This is your vineyard home, where you can walk or ride a bike less than a mile to the beach or two into town. Get the glamping experience with kitchenette, A/C, an outdoor shower, a composting toilet, a queen bed in the loft and futon couch that can sleep two more in the living room. Enjoy outdoor games, outdoor seating, a Weber grill for bbq, tv, WiFi, cozy indoor space and more, right on the bike path with a bus stop for easy accessibility or free car parking. Whatever you want!

Guest favorite
A modern kitchen features a spacious island with two black bar stools. Stainless steel appliances, including a microwave and toaster, complement quartz countertops. Natural light fills the space through large windows, revealing a glimpse of greenery outside.
Cottage in Oak Bluffs
4.96 out of 5 average rating, 171 reviews

Beautiful and walk to everything Oak Bluffs!

This is a beautiful cottage in the heart of Oak Bluffs! Walk to town, the inkwell beach and the harbor! This modern and comfortable space will be the perfect home base for you and your family. Enjoy all the amenities including central air. Coffee maker, full laundry, outdoor shower and a beautiful patio too. We are on property eager to make your stay as magical as possible. Please check the reviews of our other listings to see how guests enjoy our properties.

Top guest favorite
Home in Oak Bluffs
4.92 out of 5 average rating, 298 reviews

The Luxury Vineyard Yurt

Discover this exceptional Luxury Yurt firsthand! Upon entering, you will be welcomed by a distinctive experience, featuring textured concrete radiant floors and a four-foot circular central skylight. Every aspect has been meticulously designed, allowing you to relax in a generous private yard. Enjoy your evenings under the stars, utilize the complimentary paddling, practice yoga in the spacious loft, and indulge in the beauty of your private island Yurt!

Top guest favorite
Guest suite in Oak Bluffs
4.98 out of 5 average rating, 192 reviews

Quiet Hide Away

Lovely efficiency suite with private entrance in a quiet neighborhood. Private space located over attached garage. Plenty of space for two guests. Comfortably appointed with queen bed, dining set, living area with tv and full bath. Enjoy a coffee or cocktail on the private deck. Toaster oven, refrigerator and coffee maker will start your day right before heading to nearby beaches, golf courses or shopping.

Guest favorite
A welcoming entrance is framed by a neat sidewalk leading to a white front door, flanked by two windows. The exterior showcases classic shingle siding, with vibrant flowering shrubs and a well-maintained lawn adding charm to the inviting facade.
Home in Edgartown
4.97 out of 5 average rating, 197 reviews

20-minute walk to Edgartown Village!

This 1550 square foot Ranch-style Condo with loft was built in 2018 and is set on a large nicely landscaped lot with plenty of room inside and out. It has It has 3 bedrooms and sleeps 8. It’s a 20-minute walk to the Edgartown village center, a 10-minute walk to Morning Glory Farm, and just a 10-minute drive to South Beach! All updated furnishings, beds, linens, appliances. Read our reviews! Immaculate!

Top guest favorite
An outdoor terrace is shown, featuring a mix of modern seating and dining furniture. Large glass doors provide access to the cottage, while an umbrella offers shade. Lush greenery frames the space, enhancing the serene environment.
Cottage in Tisbury
4.96 out of 5 average rating, 305 reviews

Ferry (Car) Reservation Available 8/28 - 8/31

In the heart Vineyard, 1930's cottage, lovingly updated by architect-owner. • Stylish decor, open floor plan, granite terrace • 2 blocks to Main St/harbor/ferry/town beach/playhouse • Central Air • Easily walkable to bike rentals, restaurants, shops, spa, library, mini-golf, etc. • Large yard with wood/gas grills, bocce, corn hole, beach chairs, fire pit • Outdoor shower • 3BR + sleeping loft

Guest favorite
A charming waterfront building with a distinct blue facade features multiple balconies lined with railing. A lively outdoor dining area is visible on the lower level. Surrounding structures reflect a lively coastal atmosphere, with clear skies and people enjoying the vibrant setting.
Apartment in Oak Bluffs
4.88 out of 5 average rating, 164 reviews

WATERFRONT PENTHOUSE OAK BLUFFS

3rd fl Waterfront Oak Bluffs Harbor Penthouse- Sleeps 2 comfortably-3 in a pinch. (356sqft) . Queen bed & a reclining futon couch. With kitchenette & amazing harbor views, you cannot get closer to harbor, unless you fell in. Located above a seasonal restaurant, with 5 open air restaurants (2 on each side, & were in the middle with our restaurant Lobsterville Bar & Grille below)

Popular amenities for Martha's Vineyard vacation rentals

Frequently Asked Questions

  • Where is Martha's Vineyard located?

    Martha's Vineyard is an island just off the coast of Massachusetts, known for its scenic beaches and small towns. The island is reached by ferry or small aircraft, and has a unique coastal New England atmosphere.

  • When is the best time to visit Martha's Vineyard?

    Late spring through early fall is often recommended for trips to Martha's Vineyard, thanks to milder weather and more local events. Summer afternoons typically bring temperatures around 76°F (24°C), and the warmer months create an inviting setting for outdoor activities.

  • What are some things to do near Martha's Vineyard?

    Visitors frequently explore the island’s lighthouses, sandy beaches, and small villages such as Edgartown and Oak Bluffs. Martha's Vineyard also has art galleries, farm stands, and opportunities for biking, sailing, and visiting cultural sites.

  • How is the weather near Martha's Vineyard?

    Martha's Vineyard has cold winters with highs near 38°F (4°C) in January and milder, breezier summers with temperatures ranging from 63–76°F (17–24°C) in July and August. Rain is steady throughout the year, so bringing layers and a waterproof jacket is frequently suggested.

All about Martha's Vineyard

A 45-minute ferry trip from Cape Cod, this Massachusetts island was named after the daughter of Bartholomew Gosnold, a British sailor. The term vineyard is a nod to the vine-like vegetation that’s visible on the island’s coast, however, there’s very little wine-making here. Martha’s Vineyard’s almost 125 miles of shorelines play host to a wide range of leisure activities all year round. Not only are its impressive waves a big hit with thrill-seeking surfers, but its beaches also make for great fishing spots if you’re looking for something a little more low key. Then, there are the hiking trails. A third of all the island’s land is officially protected meaning visitors can bask in unspoiled, picture-perfect landscapes with no modern development in sight. The result? A tranquil escape from reality.

What are the top things to do in Martha's Vineyard?

Lobsterville Beach

This is one of the quieter stretches of surf and sand on the island. This two- mile-long, dog-friendly beach is a great place to brush up on your snorkeling skills or cast a fly rod for striped bass. You’re also likely to see seagulls dropping their eggs off at nearby nests as they fly ashore. Be warned that non-resident parking is limited, especially on weekends.

Gingerbread Houses

What started out as a 19th-century Methodist campground now attracts the attention of island visitors from across the world. The storybook design of these 300 houses in the Oak Bluffs neighborhood comprises bright colors and candy-like architectural features. Don’t forget to have your camera app ready as photo ops are everywhere.

Local markets

Sampling some of the local produce is an absolute must during your time on the island, and there’s no better place to do it than at one of the local fish markets. There you can find high-quality lobster rolls for a fraction of restaurant prices. And if you’re into cheese then head to a dairy farm to sample some award-winning formulas made using the milk produced by local dairy cows.

Destinations to explore