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
A kitchen area features a bar with three wooden stools, inviting casual dining. Hanging pots and pans are showcased above the counter, while a vase of red roses adds a touch of color. A brick wall complements the white cabinetry and appliances.
Apartment in Tisbury
4.92 out of 5 average rating, 143 reviews

Harbor view apartment, a quick walk from the ferry

This is a great one bedroom apartment on the second floor of a house. My place is close to the beach, public transport, the Steamship Authority ferry, Black Dog Tavern, Main Street Vineyard Haven, Stop & Shop grocery, and lots of great shopping. You’ll love the convenience! Walk to the apartment right off the ferry boat. Lots to do in walking distance, and onsite parking. The Martha's Vineyard Museum is a 5 minute walk, down the same street. My place is great for couples and solo adventurers.

Top guest favorite
An open studio space features a cozy sleeping area with a spacious bed covered in light bedding. A soft armchair and a wooden bench provide additional seating. Natural light streams in from a window, enhancing the room's bright atmosphere. Shelving displays books and decorative items.
Apartment in Oak Bluffs
4.98 out of 5 average rating, 223 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
The open living area features exposed wooden beams overhead and includes a spacious wooden dining table. Two lounge chairs, a round pouf, and a day bed are arranged for seating. Natural light filters in through large glass doors, leading to an outdoor area.
Guesthouse in Chlmark
4.99 out of 5 average rating, 106 reviews

4-Season Guest House on Historic Chilmark Estate

Beautiful private guest house in Chilmark on Martha's Vineyard. Secluded yet convenient. Drive on pass to spectacular Chilmark beaches! Newly renovated and gorgeous. Great location - 10 minute walk to Chilmark Store. Full kitchen, living area, kitchen island/dining table, queen bed, day bed (not for sleeping), fireplace/heater, private outdoor shower, deck and picnic table, full bath inside. Keurig machine. 2 friendly labs/2 chickens on premises. Easy bus access. Old-style MV charm.

Guest favorite
A charming cottage is framed by a lush garden with vibrant flowers. The front porch features two rocking chairs, inviting relaxation. Soft lighting emanates from inside, through the gothic-style windows, under a welcoming blue roof surrounded by greenery.
Home in Oak Bluffs
4.91 out of 5 average rating, 199 reviews

impeccable cottage STEPS to downtown OB & beach!

Unique opportunity to stay in an impeccable cottage in Downtown Oak Bluffs. With a front porch with rocking chairs, a back deck & grill, & an outdoor shower, and A/C! - this is the ideal oasis for your Vineyard Vacation. Turn right and find yourself steps from restaurants & shops on Circuit ave. Turn left and walk 5 mins to beautiful beaches. Everything you want out of vacation at your fingertips. Relax, and truly experience the Vineyard the way it was meant to be, at the @WeePackemInn

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
4.96 out of 5 average rating, 113 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.

Top guest favorite
A charming post and beam guest house is set amidst lush greenery, featuring an inviting entrance with a peaked roof. The landscape is softly accented by manicured shrubs and a path leading to the front door, enhancing the serene outdoor environment.
Home in Oak Bluffs
4.97 out of 5 average rating, 249 reviews

Sweet little post and beam

A 700 sq ft post& beam guest house that sleeps 2 people. Open kitchen, living, dining area with full bath. Stairs lead to a full second story bedroom- a queen size bed, half bath, separate seating area. Private back patio and outdoor shower. Cozy off season cottage as well- radiant heat and AC. Central location to everything you want to see! Easy bike to town/beach. Very quiet and spacious. Everyone says "so much nicer in person than in the photos". Come see for yourself!

Top guest favorite
A light-filled living room is showcased with a comfortable sofa, side chairs, and a flat-screen TV. A brick fireplace is centered in the room, adorned with a round mirror and decorative items. Natural light filters through the windows, enhancing the inviting space.
Home in Edgartown
4.95 out of 5 average rating, 126 reviews

Walk To Town - Beautiful Edgartown Cottage

Walk to downtown Edgartown in minutes while staying in this newly renovated 2-story home in the heart of Upper Main St. The 3-bedroom, 2-bathroom house has been completely renovated, with brand new bathrooms, kitchen appliances, etc. You cannot beat the location of this home! You're a short 10 min walk from Edgartown's amazing restaurants & shops, in addition to a short bike ride to Katama's famous South Beach or Oak Bluff's State Beach. Both easily accessible via bike paths.

Top guest favorite
A modern kitchen features dark cabinetry and a spacious granite island. Stainless steel appliances, including a refrigerator and oven, are visible. Decorative items are arranged on open shelves, and light enters through a nearby window, highlighting the kitchen's functionality.
Cottage in Oak Bluffs
4.92 out of 5 average rating, 247 reviews

Beautiful walk to beach and Downtown Oak Bluffs!

Walk to all Oak Bluffs has to offer. 5-10 Min. walk to the Harbor, Town and Inkwell Beach. Amazing location! This property is 2 minutes walk from the Gingerbread cottages. Outside there is a private patio, outdoor shower and Gas grill. Inside there is two smart Tv, Wifi, Tile floors, Marble shower, Laundry and all turn key including linens. The added bonus is this unit is spotless and complete with all the amenities of home and a stocked full size kitchen.

Top guest favorite
The exterior of the yurt showcases a circular wooden structure with large, rounded windows, complemented by a metal roof. A private yard features lush greenery, colorful flora, and outdoor seating arrangements, creating an inviting space for relaxation and outdoor activities.
Home in Oak Bluffs
4.92 out of 5 average rating, 295 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
A private garden patio is showcased, featuring a circular table surrounded by four chairs. Plush cushions in vibrant blue patterns adorn the seating. Nearby, two wooden lounge chairs offer additional relaxation options. Lush greenery and flowers provide a natural backdrop, enhancing the outdoor ambiance.
Apartment in Edgartown
5 out of 5 average rating, 119 reviews

Stylish Getaway|Outdoor Shower|Patio|walk to town

* Private garden patio: table & chairs, propane grill, propane fire pit & 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

Top guest favorite
A well-appointed efficiency suite features a spacious bed with soft linens against a light-colored wall. Two comfortable chairs and a small table are positioned near the bed, creating a quaint sitting area. Natural light enters through several windows, enhancing the inviting ambiance.
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
The entrance of a condo is framed by a well-maintained lawn, with vibrant greenery and colorful flowers surrounding the doorway. The front door, featuring a decorative glass panel, opens to a sunlit pathway lined with stone pavers.
Home in Edgartown
4.98 out of 5 average rating, 178 reviews

Close to Edgartown Village Center!

This 1800 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 3 bedrooms and a loft and sleeps 9. 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!

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