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Martha's Vineyard vacation rentals

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Top-rated vacation rentals in Martha's Vineyard

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

SUPERHOST
  1. Entire cottage
  2. Oak Bluffs
2022 brand new walk to everything Oak Bluffs!111I

This is a beautiful and brand new 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.

ﺩ.ﺇ872 per night
SUPERHOST
  1. Entire cottage
  2. Tisbury
Martha's Vineyard Getaway Cottage

Contemporary cottage on quiet, private, wooded lot. Pristine, bright & comfortably furnished. Open living area, hardwood floors, vaulted ceilings, indoor/outdoor fireplaces, well appointed kitchen, washer/dryer, cable/internet/phone with unlimited national calling, SmartTV with Netflix and additional internet streaming services. Walk or bike to beaches and trails, 5 minute drive from downtown shops and restaurants. Property abuts West Chop Woods with lovely, quiet walking trails.

ﺩ.ﺇ1,023 per night
  1. Entire cottage
  2. Chilmark
Famous Ocean View 1 BR Martha's Vineyard Cottage

Pilot House is the Menemsha Inn Cottage made famous as the base camp for 50 summers for legendary life photographer Alfred Eisenstaedt. Upgraded with AC, internet and HD TV , the cottage has king bed in bedroom, full bath, full kitchen living room with wood burning fireplace, pullout sofa bed, screened porch, outdoor shower, charcoal grill. You are most welcome to bring one pet for a $50 nightly fee. The pet fee is due at the front desk upon arrival. Please see additional house rules.

ﺩ.ﺇ1,443 per night

Vacation rentals for every style

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Martha's Vineyard summer vacation rentals

SUPERHOST
  1. Private room
  2. Oak Bluffs
Vineyard Charm Island Memories
ﺩ.ﺇ826 per night
  1. Entire cottage
  2. Chilmark
Charming Ocean View Cottage Fireplace & kitchen
ﺩ.ﺇ1,131 per night
SUPERHOST
  1. Entire condo
  2. Oak Bluffs
Stunning. Walk to Beach, Town and Harbor 113B
ﺩ.ﺇ1,142 per night
  1. Entire rental unit
  2. Oak Bluffs
Charming studio with WiFi, pool, & tennis courts - close to beaches & golf
ﺩ.ﺇ1,084 per night
SUPERHOST
  1. Entire rental unit
  2. Tisbury
Martha's Vineyard Pied-á-terre #2 Vineyard Haven
ﺩ.ﺇ1,244 per night
  1. Entire home
  2. West Tisbury
Secluded Up Island Cottage
ﺩ.ﺇ879 per night
  1. Entire home
  2. Edgartown
Cottage near South Beach on Martha’s Vineyard.
ﺩ.ﺇ1,084 per night
SUPERHOST
  1. Private room
  2. Edgartown
The Alison Boylston Piazza House
ﺩ.ﺇ934 per night
SUPERHOST
  1. Entire rental unit
  2. Tisbury
Martha's Vineyard Pied-á-terre #1 Tisbury
ﺩ.ﺇ1,175 per night
SUPERHOST
  1. Entire rental unit
  2. Oak Bluffs
Clean and Cozy Oak Bluffs Hideaway
ﺩ.ﺇ973 per night
SUPERHOST
  1. Entire guesthouse
  2. Oak Bluffs
Mermaid Cottage with hot tub
ﺩ.ﺇ826 per night
SUPERHOST
  1. Entire home
  2. Tisbury
Private Wooded Hillside New and Spacious Studio
ﺩ.ﺇ816 per night

Martha's Vineyard oceanfront vacation rentals

  1. Hotel room
  2. Oak Bluffs
MORGAN HOTEL ~ Standard Queen w/ Private Bathroom
ﺩ.ﺇ1,676 per night
SUPERHOST
  1. Private room
  2. Tisbury
Historic Captain's House. Walk to town and ferry.
ﺩ.ﺇ578 per night
  1. Hotel room
  2. Tisbury
Boutique motel w/ private beach, steps from ferry
ﺩ.ﺇ915 per night
SUPERHOST
  1. Entire cottage
  2. Oak Bluffs
Charming water-front cottage on Martha's Vineyard!
ﺩ.ﺇ1,635 per night
  1. Entire home
  2. Oak Bluffs
The Ultimate Waterfront Cottage
ﺩ.ﺇ2,571 per night
SUPERHOST
  1. Entire cottage
  2. Tisbury
WATERFRONT Cottage, Downtown w/ Beach
ﺩ.ﺇ3,596 per night
SUPERHOST
  1. Private room
  2. Oak Bluffs
Ocean Park Victorian
ﺩ.ﺇ826 per night
  1. Hotel room
  2. Tisbury
Vineyard Harbor - Unit 233
ﺩ.ﺇ915 per night
SUPERHOST
  1. Entire rental unit
  2. Tisbury
"Osprey Nest" Studio Apartment /Downtown VH
ﺩ.ﺇ1,181 per night
  1. Hotel room
  2. Tisbury
Vineyard Harbor - Harbor View Unit 224
ﺩ.ﺇ1,098 per night
SUPERHOST
  1. Private room
  2. Tisbury
Cute private suite in Vineyard Haven!
ﺩ.ﺇ687 per night
SUPERHOST
  1. Entire home
  2. Chilmark
Cozy Waterfront Cottage, Newly Remodeled!
ﺩ.ﺇ2,200 per night

Martha's Vineyard summer home rentals

SUPERHOST
  1. Entire home
  2. West Tisbury
Wild Child Artist's Studio nestled in the woods
ﺩ.ﺇ653 per night
SUPERHOST
  1. Entire home
  2. Edgartown
Walk to Town/Golf Club - Renovated Edgartown Home
ﺩ.ﺇ2,362 per night
  1. Entire home
  2. Edgartown
Charming Martha's Vineyard Home on State Forest
ﺩ.ﺇ744 per night
SUPERHOST
  1. Entire home
  2. West Tisbury
West Tisbury Escape, Long Point Beach
ﺩ.ﺇ1,751 per night
SUPERHOST
  1. Entire home
  2. Edgartown
Brand new gorgeous 2 bedroom guest house.
ﺩ.ﺇ1,653 per night
  1. Entire home
  2. Edgartown
Charming Cottage on Great Pond
ﺩ.ﺇ1,377 per night
SUPERHOST
  1. Private room
  2. Aquinnah
Water View "Tower" Room on Martha's Vineyard
ﺩ.ﺇ680 per night
SUPERHOST
  1. Entire home
  2. Oak Bluffs
Studio apt in newly built barn
ﺩ.ﺇ1,076 per night
SUPERHOST
  1. Entire home
  2. West Tisbury
Idyllic renovated home across from Seth's Pond
ﺩ.ﺇ1,422 per night
SUPERHOST
  1. Entire home
  2. Oak Bluffs
Sweet little post and beam
ﺩ.ﺇ1,653 per night
  1. Private room
  2. Tisbury
Lovely Room in Vineyard Haven
ﺩ.ﺇ643 per night
SUPERHOST
  1. Entire home
  2. Tisbury
Right in town, stone’s throw from ferry! Gorgeous!
ﺩ.ﺇ2,725 per night

Your guide to Martha's Vineyard

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.


How do I get around Martha's Vineyard?

Martha’s Vineyard is commonly accessed by ferry. That said, the island does have its own airport, Martha’s Vineyard Airport (MVY), with direct flights to Boston and New York. For those wanting to make the most of their time in their Martha’s Vineyard rental, hiring a car is highly recommended. The great news is you can drive it straight onto the ferry. But if you’re tired of driving and want to relax then you can easily get around using public buses, which run regularly and will take you to all of the island’s best spots.


When is the best time to stay in a vacation rental in Martha's Vineyard?

Martha’s Vineyard welcomes hikers and nature seekers all year long, though the island experiences high winds in June and November. Swimming and surfing are best done in July and August, when the water in the Atlantic Ocean is pleasantly warm but the waves are still rolling in. There’s also a famously tranquil spell between Labor Day and Columbus Day when you can steal some warm weather without the summer holiday crowds.


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.