Vacation rentals in Martha's Vineyard

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Top-rated holiday rentals in Martha's Vineyard

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

Guest favourite
Cottage in Tisbury
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
5 – 12 Nov
4.96 out of 5 average rating, 209 reviews
Guest favourite
Guest suite in Oak Bluffs
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!
19 – 26 Jan
4.94 out of 5 average rating, 300 reviews
Guest favourite
Guest suite in Oak Bluffs
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
17 – 24 Jan
4.99 out of 5 average rating, 101 reviews

Popular amenities for Martha's Vineyard holiday rentals

Other great holiday rentals in Martha's Vineyard

Guest favourite
Guesthouse in Oak Bluffs
Coastal Bungalow
31 Aug – 7 Sept
5.0 out of 5 average rating, 48 reviews
Guest favourite
Home in Oak Bluffs
The Blue Lagoon, Oak Bluffs
3 – 10 Apr
4.92 out of 5 average rating, 12 reviews
Guest favourite
Apartment in Edgartown
Stylish retreat | walk to town | patio | fire pit
6 – 13 June
5.0 out of 5 average rating, 80 reviews
Guest favourite
Cottage in Edgartown
Stroll to Edgartown, AC, NEW Remodel, NEW Listing!
11 – 18 Dec
5.0 out of 5 average rating, 54 reviews
Guest favourite
Condo in Oak Bluffs
LOCATION LOCATION!! Ocean- View TOP Floor Condo
15 – 22 Sept
4.95 out of 5 average rating, 21 reviews
Guest favourite
Home in Edgartown
Peaceful Edgartown Retreat
17 – 24 May
5.0 out of 5 average rating, 77 reviews
Guest favourite
Cottage in Tisbury
WATERFRONT Cottage, Downtown w/ Beach
13 – 20 Apr
4.97 out of 5 average rating, 33 reviews
Guest favourite
Cottage in Chilmark
Walk to the beach: Charming Menemsha Cottage
2 – 9 June
5.0 out of 5 average rating, 39 reviews
Guest favourite
Townhouse in Edgartown
Surf and Turf Townhouse
17 – 24 June
4.97 out of 5 average rating, 33 reviews
Guest favourite
Cottage in Tisbury
Classic Vineyard Cottage - Steps to Beach/Downtown
19 – 26 Mar
5.0 out of 5 average rating, 25 reviews
Guest favourite
Home in Edgartown
Walk To Town - Beautiful Edgartown Cottage
10 – 17 Feb
4.94 out of 5 average rating, 94 reviews
Guest favourite
Apartment in Oak Bluffs
Downtown Oak Bluffs, 2nd floor Harbor house.
7 – 14 May
4.92 out of 5 average rating, 62 reviews

Destinations to explore