15 Dreamy VRBOs & Airbnbs in Martha’s Vineyard to Book ASAP

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If you’re planning a getaway to Massachusetts, then you should head to Martha’s Vineyard. This island is located right off of Cape Cod and is filled with breathtaking beaches, making it the ideal place for a memorable getaway. 

While you could book a MV hotel or inn to stay at during your vacation, these highly rated VRBOs and Airbnbs in Martha’s Vineyard will provide you with more freedom and space. Plus, you can experience what it’s like to live like a local while you stay in a cool Airbnb, Martha’s Vineyard style!

Below, learn more about some of the best VRBOs and Airbnbs in Martha’s Vineyard!

VRBOs and Airbnbs in Martha’s Vineyard

Historic Brick Barn in Chilmark

Located in Chilmark, this is one of the best Airbnbs in Martha’s Vineyard that you won’t want to miss. This historic brick barn can host four guests at a time and has two bedrooms, one bathroom, ample outdoor space, a full kitchen, a work area, and a dining room.

The home, despite being historical, has been renovated with modern features. If you’re traveling with a small family, this is the perfect place to bring kids and even your dogs. Amenities are abundant, including access to the Sheriff’s Meadow walking trail, private parking, BBQ patio, and even a swing set and picnic table.


Charming Edgartown/Katama Home

Grey house surrounded by trees and bushes
Photo via Airbnb.com

For a charming stay near Edgartown and the beach, this is the perfect place for you to stay! The whole home is entirely dreamy, and it’s a close bike ride to get to South Beach. Six guests can stay here, and there are three bedrooms, two bathrooms, a two-story living room, an outdoor patio, a full kitchen, and a dining area.

This truly is a rare gem of a place to stay in the area. The location is ideal, and the host is known to be extremely communicative with all guests. If you need any ideas for what to do in the area during your visit, all you have to do is ask!


**FABULOUS Makonikey OCEANFRONT With Private Beach !** Wrap Around Deck, Pets Ok

A sun soaked wooden staircase beside the ocean on a private beach in Martha's Vineyard
Photo via VRBO.com

Looking for a Martha’s Vineyard VRBO with a private beach? Here ya go! This lovely little vacation rental not only has its own private Martha’s Vineyard beach, but it also features ocean views from every single room in the house!

Sleeping up to 8, this could be the perfect Martha’s Vineyard VRBO for a family or friend group looking for a beach vacation hideaway.


Carolyn’s Vineyard Haven

A dining table in front of a wall of windows overlooking a wooden deck
Photo via Airbnb.com

This Tisbury vineyard haven is an ideal place to stay in Martha’s Vineyard if you’re traveling with a larger group of friends or family! This home can host eleven guests and has six bedrooms, three bathrooms, a living room, two decks, a full kitchen, and a dining area. 

This home is filled with amenities, so you’ll truly get your money’s worth. Not only is there outdoor furniture on the patio, but there’s also a washer and dryer, free wifi, and free parking. The home is close to both Oak Bluffs and Edgartown so that you can do some exploring during your trip.


Vineyard Haven Beach House

Vacation rentals in Martha's Vineyard are seen from an aerial view with a private beach and dense greenery surrounding them under a blue sky.
Photo via VRBO.com

If you’re looking for Martha’s Vineyard VRBOs with a view, check this one out! Just 1.7 miles from Vineyard Haven, you’ll be close enough to anything you might need in town while still feeling like you’re in your own little vacation space.

This lovely VRBO can accommodate up to six and the lovely patio and private beach stairs feel like the perfect extension to an already spacious house.

Not Your Great Aunt’s Island Cottage

Interior of a house looking at the living room couch and dining area
Photo via Airbnb.com

A beautiful cottage in Tisbury, this is one of the best Airbnbs Martha’s Vineyard has. Eight guests can stay here at a time between three bedrooms. Other rooms include a full bathroom, living room, dining area, and an outdoor patio. 

The home itself has very eclectic and colorful furniture, which makes it incredibly unique. Plus, the high vaulted ceilings and open cabinetry make it an authentic, hidden gem accommodation. Plus, it’s only a few blocks away from the ferry and Main Street in Tisbury.


Private Waterfront, Private Beach, Private 90′ Dock, Views Views Views

A patio with two rocking chairs sits surrounded by green foliage with a body of water beyond
Photo via VRBO.com

VRBOs in Martha’s Vineyard with a private beach? Heck yeah! This beautiful property sits high on a bluff over Nantucket Sound, and is an excellent vacation rental for anyone who likes to feel like they’re in their own little space while still being near attractions and amenities of town.

This waterfront Martha’s Vineyard VRBO can comfortably accommodate up to 6, so grab a few friends and book this one already!

UniqueLuxury Yurt w/Free Kayaking

Large green lawn with a circular building in the distance
Photo via Airbnb.com

Who wouldn’t want to stay in a luxury yurt while taking a trip to Martha’s Vineyard? Talk about a dream vacation! Located in Oak Bluffs, this accommodation can host six guests and features two bedrooms, one bathroom, a full kitchen, a dining table, and an outdoor space.

The yurt was recently built in 2020, and the entire design was very well thought out. There’s a skylight for stargazing, floor heating, and even custom art throughout the home, making it more unique. It’s only a short few blocks away from the water!

Romantic Studio Island Inn | Balcony | Pool

A large bed and dressers with a tv
Photo via Airbnb.com

If you’re looking for one of the greatest romantic Martha’s Vineyard vacation rentals, this is it! While four guests can stay here at a time, it’s an excellent place for a romantic getaway for two. It’s located in Oak Bluffs.

The apartment is a studio with two beds, a smart TV, a dining table, a kitchen, and a patio. All guests will have access to the shared laundry room, pool area, and green outdoor space to get fresh air. It’s part of the Island Inn.

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Oceanfront Estate with Panoramic Views, Private Beach, House + Guest House

An ocean front patio is seen with a table and chairs with an umbrella and a hammock beyond in the grass with the ocean on the other side at sunset.
Photo via VRBO.com

If it’s luxury vacation rentals in Martha’s Vineyard you’re after, you’re going to want to take a look at this one! This secluded and spacious beachfront estate sits on 6+ acres, and the lodgings include a 24oo sq ft main house and a 750 sq ft guest house, so there’s more than enough space to spread out at this luxury beach rental.

Sleeping up to 10, the private beach could be the perfect spot for your next family and friends getaway. This is one of the most luxurious vacation rentals in Martha’s Vineyard!


Studio Apartment in Newly Built Barn

A frame house with a bed and a sofa
Photo via Airbnb.com

Located in Oak Bluffs, this studio apartment inside a barn is perfect for three guests. While the space feels like a tiny home, there’s a lot inside. There’s a kitchenette, living room area, and a bed and bathroom. 

Plus, there’s lots of outdoor space with a grill, heaters, picnic tables, and more. If you want more of a rustic getaway near the beach compared to some of the more luxurious stays on this list, then this is the perfect accommodation for you. 

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Waterfront Penthouse Oak Bluffs

A blue building at the edge of a dock
Photo via Airbnb.com

Who wouldn’t want to stay in a waterfront penthouse? There’s no better sound to wake up to than the sound of the calming water! This penthouse in Oak Bluffs can host two guests and is one of the best vacation rentals in Martha’s Vineyard.

The home itself is a studio apartment. There’s a private patio, kitchen area, living room space, and a bed. The inside is very comfortable and eclectic, which makes it a unique place to stay. Plus, there are epic water views!

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Casa Chica in Edgartown

A kitchen with a black and white checkerboard floor
Photo via Airbnb.com

A beautiful cottage in Edgartown, this is one of the best Airbnbs in Martha’s Vineyard. Inside, there’s one bedroom, one bathroom, a kitchen, dining area, and living room area. There’s also a lot of outdoor space. Two guests can stay here at a time.

The home’s interior is decked out in nautical decor and furniture, which adds a fun touch to the atmosphere. There’s also lots of plant life, which brings the whole interior to life. Amenities include a coffee maker, outdoor shower, and close location to downtown Edgartown!

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Perfect 4BR | Patio | Large Yard

A room with 3 white wicker chairs facing large windows
Photo via Airbnb.com

This cozy and private cottage in Edgartown can host six guests at a time and is decorated with fun, beachy furniture, and accents. There are four bedrooms, one and a half bathrooms, a patio, living room, full kitchen, and dining area.

Located closely nearby are a few beaches, including Chappaquiddick, Wasque, and East. These are some of the more popular beaches in the area and are particularly beautiful at sunrise or sunset. 

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Faraway Martha’s Vineyard

A 3 story white house with a white picket fence out front
Photo via Airbnb.com

If you’d rather stay in a hotel, then The Kelley House is perfect for you. The building itself dates back to the 18th century and has fifty-eight different rooms inside. History is abundant here, and the hotel has changed names a lot over the years.

The rooms are beautifully decorated with a couch area, television, bedroom, bathroom, and dining room area. There are a few different rooms available, each of which can accommodate between two to four guests. It’s located right near the water in Edgartown.

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As you can see, there are tons of great Martha’s Vineyard Airbnb and VRBO properties. No matter which one you choose to book, you’ll truly have a fantastic time. Good luck planning your vacation!

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