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.

Guest favorite

Cottage in Tisbury

4.96 out of 5 average rating, 209 reviews

Not Your Great Aunt's Island Cottage

CAR FERRY RESERVATIONS AVAILABLE - 7/7-7/13, 7/27-8/3, 8/24-31 In town, 1930's winterized cottage, lovingly updated by architect-owner. • Stylish informal decor, open floor plan, outdoor terrace • 2 blocks to Main Street/harbor/ferry/town beach/movie theater/playhouse • Central Air / Daikin Emura Zoned A/C • Close 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

Oct 20 – 27

€ 521 per night
Guest favorite

Guest suite in Oak Bluffs

4.94 out of 5 average rating, 301 reviews

Lovely 2 BR Oak Bluffs Apartment

This 100% private apartment is on the first floor of a shared house where owners and their son live upstairs. There are no shared spaces. You have a private entrance and parking. The living room, bedrooms, bathroom, and kitchenette are bright and clean. It is exactly 1 mile from Oak Bluffs Center, a half mile from The Cottages and Farm Neck Golf Course, and a block from Tradewinds walking trails. Across the street is the bike path, & the bus stop is on the corner for easy island transportation!

Jan 14 – 21

€ 127 per night
Guest favorite

Guest suite in Oak Bluffs

4.99 out of 5 average rating, 101 reviews

Sea View Waterfront Beachfront Apartment

Prime location- right across the street from a sandy beach, a few minutes walk to the harbor, downtown, and transportation (boat, bus, etc). This beautiful street-level one-bedroom apartment sits across the street from the ocean, where you can take a dip and enjoy the beach. The apartment was recently redone and has a small bedroom with a queen size bed, small bathroom, full kitchen, and living room area with pull-out couch. Convenient to take the ferry into Oak Bluffs and walk to the apartment

Feb 14 – 21

€ 435 per night

Popular amenities for Martha's Vineyard vacation rentals

Martha's Vineyard home rentals

Guest favorite

Home in West Tisbury

4.98 out of 5 average rating, 183 reviews

West Tisbury Escape, Long Point Beach

Nov 11 – 18

€ 389 per night
Guest favorite

Home in Oak Bluffs

4.78 out of 5 average rating, 216 reviews

Central location for your vacation

Apr 6 – 13

€ 211 per night
Guest favorite

Home in Oak Bluffs

4.95 out of 5 average rating, 425 reviews

Studio apt in newly built barn

Dec 16 – 23

€ 261 per night
Superhost

Home in Oak Bluffs

4.82 out of 5 average rating, 179 reviews

Waterview, Private, Walk to Beach, Mile to Town

Oct 18 – 25

€ 514 per night
Guest favorite

Home in Edgartown

4.92 out of 5 average rating, 140 reviews

✅Beach ✅Downtown ✅Restaurants/Bars ✅Bike Path

May 28 – Jun 4

€ 559 per night
Guest favorite

Home in West Tisbury

4.97 out of 5 average rating, 119 reviews

Secluded Up Island Cottage

Jun 9 – 16

€ 394 per night
Guest favorite

Home in Edgartown

4.89 out of 5 average rating, 109 reviews

Edgartown Village: Walk to Everything

Nov 30 – Dec 7

€ 532 per night
Guest favorite

Home in Tisbury

4.98 out of 5 average rating, 244 reviews

Vineyard Retreat: Just a mile from Tisbury center

Jun 1 – 8

€ 475 per night
Guest favorite

Home in Edgartown

5.0 out of 5 average rating, 113 reviews

Close to Edgartown Village Center!

Aug 25 – Sep 1

€ 1,072 per night
Guest favorite

Home in Oak Bluffs

4.94 out of 5 average rating, 140 reviews

Walk to Town, beach and amazing location 113A

May 23 – 30

€ 479 per night
Superhost

Home in Edgartown

4.86 out of 5 average rating, 138 reviews

Martha's Vineyard Vacation Home

Apr 14 – 21

€ 306 per night
Superhost

Home in Oak Bluffs

4.78 out of 5 average rating, 101 reviews

Cozy Vacation Getaway On Bike Path

Nov 17 – 24

€ 308 per night

Other great vacation rentals in Martha's Vineyard

Guest favorite

Apartment in Oak Bluffs

4.88 out of 5 average rating, 146 reviews

WATERFRONT PENTHOUSE OAK BLUFFS

Sep 13 – 20

€ 404 per night
Guest favorite

Cottage in Bourne

5.0 out of 5 average rating, 143 reviews

140 Steps to Beach. Cottage with Views

Feb 22 – Mar 1

€ 149 per night
Superhost

Tiny home in Edgartown

4.89 out of 5 average rating, 126 reviews

Unique Vineyard Tiny House “The Banana Stand”

Oct 24 – 31

€ 233 per night
Guest favorite

Tiny home in Tisbury

4.89 out of 5 average rating, 213 reviews

A Cute and Cozy Vineyard Cottage!

Aug 25 – 30

€ 247 per night
Guest favorite

Guesthouse in West Tisbury

4.87 out of 5 average rating, 149 reviews

The Artist’s studio near Long Point Beach

Apr 26 – May 3

€ 219 per night
Guest favorite

Farm stay in Chilmark

4.96 out of 5 average rating, 23 reviews

The Cottage at Rockrose Farm

Nov 24 – Dec 1

€ 341 per night
Superhost

Guest suite in Edgartown

4.93 out of 5 average rating, 81 reviews

Step Away; A Martha's Vineyard Retreat

Apr 17 – 24

€ 160 per night
Guest favorite

Apartment in Edgartown

5.0 out of 5 average rating, 80 reviews

Stylish retreat | walk to town | patio | fire pit

Nov 26 – Dec 3

€ 372 per night
Guest favorite

Guesthouse in Oak Bluffs

5.0 out of 5 average rating, 48 reviews

Coastal Bungalow

May 22 – 29

€ 491 per night
Guest favorite

Cottage in Chilmark

5.0 out of 5 average rating, 39 reviews

Walk to the beach: Charming Menemsha Cottage

Oct 7 – 14

€ 619 per night
Guest favorite

Cottage in Tisbury

4.97 out of 5 average rating, 33 reviews

WATERFRONT Cottage, Downtown w/ Beach

Apr 18 – 25

€ 940 per night
Guest favorite

Cottage in Edgartown

5.0 out of 5 average rating, 54 reviews

Stroll to Edgartown, AC, NEW Remodel, NEW Listing!

Dec 19 – 26

€ 619 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.


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.


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