10 Best Luxury Rentals In Martha's Vineyard, Massachusetts, USA - Updated 2024

Louise
Louise 
Updated
| 5 min read

Located south of Cape Cod, Martha’s Vineyard is a lovely island and a slice of heaven on Earth. Adorned with the turquoise waters of the Atlantic Ocean, this must-visit destination offers visitors dreamy beaches, You can swim and sunbathe in Menemsha Public Beach, Joseph Sylvia State Beach, or Katama Beach to your heart’s content. Fall in love with the beauty of the ocean and the magical sunsets from Aquinnah Cliffs Overlook. You can also breeze through quaint towns, such as Oak Bluffs, Edgartown, and Tisbury, for some sightseeing and food trips. A place as breathtaking as Martha’s Vineyard also sprawls with exquisite vacation havens. To help you find the right fit for you, browse through this list of the best luxury rentals in Martha’s Vineyard, Massachusetts, USA.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to luxury services and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.

1. Elegant farmhouse in a pastoral setting, West Tisbury (from USD 525)

Surprising your family with a much-deserved break to West Tisbury on Martha’s Vineyard? Start by booking this upscale house tucked among towering trees. Housing five bedrooms, the place can accommodate up to ten people. Modern comforts, such as a top-notch kitchen, a fireplace in the living area, entertainment, and central air-conditioning, can be found inside the property. While the conveniences of the indoors are already irresistible, it’s the outdoor area that will make you fall in love.

As soon as you leave the walls of the house, a sun deck with loungers will welcome you. Taking a short walk from the place will lead you to Lambert’s Cove Beach.

Stayed at this property?
West Tisbury, Massachusetts, United States
35.3 km (22.0 mi) from Water Wizz of Cape Cod
PRIVATE VACATION HOME 10 Guests 5 Bedrooms 4 Bathrooms

Top guest reviews
Cleanliness:
it was perfectly clean and well appointed
colin was great the house was beautiful very clean and comfortable
my stay was amazing the house was clean and the landscaping was impeccable
the bright spacious house is nicely decorated and very comfortable
Host:
the owner was very responsive to our requests
the owners were very kind and accommodating
i communicated with the owner easily and he was extremely helpful
the owner colin was generous attentive and extremely easy to communicate with
the property is well maintained colin is a great host and was responsive to our questions
Location:
the location was also amazing
highly recommend this location
Read more reviews
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2. Centrally located accommodation, Vineyard Haven (from USD 890)

This getaway haven is everything you’ll want and more. Guests staying here are guaranteed bliss and serenity, especially since it is surrounded by nature. Enjoy a refreshing dip in the outdoor pool during sunny days. Afterward, you can enjoy playing foosball to pass the time. If you’re up for more activities, you can venture out and enjoy the property’s central location. Historic villages, beaches, and downtown Vineyard Haven are only a short distance away.

At night, you can lounge in the living room, exchange stories with your friends, or watch movies while the fireplace keeps you warm.

Stayed at this property?
Oak Bluffs, MA, US
38.63 km (24.1 mi) from Water Wizz of Cape Cod
23 reviews  
House 10 Guests 5 Bedrooms 4 Bathrooms

Accommodates: 10
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
a/c worked verify well as it was warm the week we stayed
very roomy nicely designed and the pool and hot tub are definitely a plus
beautiful home and the pool/spa is awes
the backyard pool and all around decor was lovely
Cleanliness:
the beds/couches were all so comfortable and the house spotless
overall we had a wonderful time we had a few issues with cleanliness and freezer problems
Read more reviews
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3. High-end dwelling with lovely views, Edgartown (from USD 400)

Surprising your family with a much-deserved holiday in Martha’s Vineyard? Start planning for your vacation by booking this upscale abode ahead of time. You might be impressed with its large facade, but wait until you see its modern beach-inspired interiors. Views of lush surroundings can be enjoyed from inside, thanks to the presence of floor-to-ceiling windows. A kitchen with granite countertops, four climate-controlled bedrooms for eight, and an open-plan living space with a gas fireplace are laid out in the house.

The outdoor provides a wrap-around deck with a lounge area. Views of the Atlantic Ocean are a delightful bonus

Stayed at this property?
Edgartown, Massachusetts, United States
47.48 km (29.5 mi) from Water Wizz of Cape Cod
23 reviews   Wifi Available
ENTIRE HOME 6 Beds 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
we loved the open concept large windows outdoor shower wraparound deck comfortable sofa and spectacular sunset views
Host:
lisa was a great host responsive and thoughtful
super friendly and super responsive host
Location:
great place in a terrific location
it was a perfect place to be located for the best fishing beaches on martha's vineyard
beautiful secluded spot on chappy - close enough to edgartown and walking access to some great trails and beaches
the beach was easy to walk to or drive to
chappy is a serene and quiet island
Read more reviews

4. Ultra-modern masterpiece, Vineyard Haven (from USD 534)

An interior design masterpiece, this brand new ultra-modern Airbnb is a sight for sore eyes. Featuring bright furnishings, expansive windows that lure plenty of natural light, and up-to-date furniture, this holiday haven pleases all guests, including the meticulous ones. With its in-house gourmet kitchen, you are more than equipped to unleash those hidden culinary talents.

Additionally, this Airbnb has plenty of cozy spaces besides its four bedrooms. It has indoor and outdoor lounge areas, as well as indoor and outdoor dining. A gas grill, a fire pit, and an outdoor shower are accessible, as well.

Stayed at this property?
Vineyard Haven, Massachusetts, United States
33.84 km (21.1 mi) from Water Wizz of Cape Cod
10 reviews   Wifi Available
ENTIRE HOME 8 Beds 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8

Top guest reviews
Cleanliness:
very clean spacious and walkable to town center
Location:
ideal location it was absolutely worth it
great house great location the house perfectly matched the description and pictures
a wonderful place to stay just a short walk to vineyard haven
Read more reviews

5. Gorgeous beach house with a pool, Oak Bluffs (from USD 450)

When vacationing in a dreamy place like Martha’s Vineyard, consider making the most of your holiday by staying in this luxurious Airbnb. It boasts proximity to the beach and features a massive space for 10, dividing them into 4 cozy bedrooms. On days you’re not in the mood for saltwater swims, you can enjoy your soaks in the outdoor pool.

Housing a well-equipped kitchen, this accommodation is loved by culinary enthusiasts. The living room is designed with glass doors that afford patrons mesmerizing water views.

Stayed at this property?
Oak Bluffs, Massachusetts, United States
36.44 km (22.7 mi) from Water Wizz of Cape Cod
168 reviews   Superhost Wifi Available
ENTIRE HOME 5 Beds 10 Guests 4 Bedrooms 5 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
the light filled living room and kitchen are definitely a highlight
the house is amazingly spacious and cozy with the most amazing view
it was very spacious with lots of indoor and outdoor seating and comfortable beds
it has a wonderful location for yard games beautiful pool to enjoy and a spectacular view
more than enough room for 8 people to spread out and be comfortable
Cleanliness:
the house is beautiful clean and felt right at home
great house pictures don't do it justice amazingly clean upon arrival
it’s spacious clean and has every accommodation imaginable
this is a great house: clean great location and with great amenities
house was clean with plenty of natural light and plenty of bedrooms/bathrooms
Host:
the host was very responsive and helpful with the questions
the property mgr and the host were very responsive in keeping us updated
the homeowner (larry) and property manager (mike) were very responsive and accommodating
beautiful home in a great location quick and easy communication with the owners thanks
Location:
amazing location and amazing house
beautiful location and stunning house
great location and beautiful home
location was perfect for our stay
great place and terrific location
Read more reviews

6. Modern farmhouse close to Oak Bluffs (from USD 1200)

Fall in love at first sight with this modern farmhouse set within walking distance of Oak Bluffs. The lush greens and mature trees surrounding the property make the outdoor space ideal for relaxation. Aside from that, guests won’t feel the summer heat, thanks to the cool air of nature. Plus, they can always take a refreshing soak in the outdoor pool.

On a different note, groups of friends might find this suitable for them as it can accommodate up to 10 people. There are many seating areas where everyone can gather around. The property also has an open-plan living area with a fireplace and a wide-framed television, perfect for movie nights.

Stayed at this property?
Oak Bluffs, Massachusetts, United States
34.29 km (21.4 mi) from Water Wizz of Cape Cod
PRIVATE VACATION HOME 10 Guests 4 Bedrooms 4 Bathrooms

Top guest reviews
Amenities & Room:
it is very spacious and we especially enjoyed the pretty patio updated bathrooms and kitchen/family rooms
the beautiful house was spotless comfortable and full of useful amenities at our disposal
the adults enjoyed the extremely comfortable living room and family room areas
the pool was a great touch
Cleanliness:
it was clean updated and beautifully decorated
we really enjoyed staying in this home it was very clean and inviting
Host:
the host was very friendly and responsive
Location:
really enjoyed our stay and perfect location near the shops
Read more reviews
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7. s abode with fire pit, West Tisbury (from USD 1000)

If you dream of staying in a place with so much character, consider booking this 1840’s building on Martha’s Vineyard. It was once the oldest Methodist Church around the area and is now a two-bedroom accommodation. Even after its renovations, the place remains true to its old-world vibe accentuated with contemporary decor. French doors will lead you to well-curated living and dining areas.

Early morning is best spent at the patio, where you can gaze at nature. You can unwind in the outdoor lounge and enjoy some barbecue in the afternoon. Stargazing by the fire pit makes the perfect day ender.

Stayed at this property?

35.55 km (22.1 mi) from Water Wizz of Cape Cod
13 reviews   Wifi Available
House 6 Guests 2 Bedrooms 4 Bathrooms

Accommodates: 6
Minimum Nights: 5
Refund Policy :

Top guest reviews
Host:
the owner (sarah) was very easy to work with helpful and responsive to any questions etc
the owners were extremely conscientious in setting up this very special home and we had everything we needed
a+ on all fronts for me: chic well located lovely owners responsive property manager and all details that matter
Location:
so pretty and close to the beach for a quick walk to see the sunset
Read more reviews
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8. Five-bedroom home for large group, Katama (from USD 764)

This five-bedroom property in Katama might pique your interest. It has a maximum occupancy of 14 people, making it the perfect venue for large retreats. Aside from that, its amenities guarantee that you can only relax and have fun. You won’t have to worry about your meals, thanks to the well-stocked kitchen. It is also not short on entertainment, featuring Apple TV access, a DVD player, stereo, and WiFi.

An outdoor pool with beach chairs is available for your enjoyment, as well.

Stayed at this property?
Edgartown, Massachusetts, United States
44.84 km (27.9 mi) from Water Wizz of Cape Cod
PRIVATE VACATION HOME 14 Guests 5 Bedrooms 6 Bathrooms

Top guest reviews
Amenities & Room:
the kitchen was well stocked and made cooking easy
Cleanliness:
the home has comfortable beds clean bathrooms and a nice sized side yard with heated pool
Host:
spotlessly clean and a friendly host/owner who checked in to make sure all was well
Location:
in summer it would be ideal positioned close to the bike path
what a joy perfect location to the beach and to downtown we rode bikes everywhere
an easy 10 min cycle to both locations
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

9. Charming property near Lambert's Cove Beach, West Tisbury (from USD 434)

Surrounded by towering beech trees, this revamped property promises vacationers a holiday filled with relaxation and bliss. Housing three bedrooms, it can accommodate families and groups of friends. Modern conveniences, such as kitchen appliances, a fireplace in the living area, central air-conditioning, and entertainment facilities, can be found inside the house.

As soon as you leave the confines of the house, you’ll be welcomed by a sun deck with loungers, where you can drift away while admiring the view. A short stroll from the house will take you to Lambert’s Cove Beach.

Stayed at this property?
West Tisbury , Massachusetts, United States
35.53 km (22.1 mi) from Water Wizz of Cape Cod
19 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the beds were super comfortable
Cleanliness:
perfectly clean and tidy
sparking clean and beautiful location
beautiful clean bright spacious communications was phenomenal
lisa’s house is perfect it is sparkling clean stylish and comfortable
Host:
amazing place an exceptional hosts
lisa is a wonderful host who greeted us upon arrival to familiarize us with her lovely home
lisa is a wonderful host who cares very much about the well-being of her guests
lisa our host was very kind and thoughtful
lisa and ivory were very responsive highly recommended
Location:
the location is easily accessible yet feels quite remote
this is a new beautiful home a short walk from one of the best beaches in martha’s vineyard
Read more reviews

10. Brand new rental with a chef's kitchen, Tisbury

If you wish to live a day—or a week—in the life of the rich and famous, you can make this luxurious four-bedroom rental your home for the holidays. It is brand new, sparklingly clean, and comfortable for a group of eight. The state-of-the-art kitchen is a sanctuary for culinary enthusiasts, while the living area can coddle up the kids as you prepare their favorite homecooked meals. For a more joyful experience, light up the grill and bond over a barbecue with your loved ones.

If you fancy taking the adventure elsewhere, Owen Park Beach is right within walking distance.

Stayed at this property?
Tisbury, Massachusetts, United States
33.75 km (21.0 mi) from Water Wizz of Cape Cod
63 reviews   Superhost Wifi Available
ENTIRE HOME 5 Beds 8 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the house has all the amenities great kitchen space lots of bathrooms
we cooked in the stunning kitchen and enjoyed our cozy sleeping accommodations in the bedrooms
the inside is immaculate containing high quality appliances and furniture and incredibly comfortable climate control with every room
the kitchen is fit for a professional chef with all high end appliances
the house had everything as indicated- plenty of towels beach towels chairs kitchen was excellent
Cleanliness:
the house is perfectly laid out and so clean with tons of kitchen utensils and towels
house was clean brand new and well furnished
the house was spotless when we arrived and check in was super easy
everything was smooth house is very clean and has all you need
very spacious totally renovated extremely clean very tastefully decorated
Host:
sharon and ronn were wonderful hosts
sharon and ronn were wonderful hosts
sharon and ronn are wonderful hosts
the hosts are very responsive to our questions and needs
sharon and ronn are very responsive and kind hosts
Location:
amazing location 5 minute walk to town
very great location and price
it’s excellently located and you can walk everywhere
the location is fantastic - close to the ferry and short walk into town for shopping and restaurants
beautiful house in a great location
Read more reviews

Escape to Martha's Vineyard

Due to its beauty, Martha’s Vineyard often makes it to people’s travel bucket lists. Make your dream holiday on the island come true by inviting all the people dearest to you and staying in a luxurious vacation rental fit for royalty.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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