Vacation rentals in Martha's Vineyard

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Top-rated vacation 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
Oct. 19 – 26
$764 CAD per night
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!
Dec. 27 – Jan. 3
$248 CAD per night
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
May 27 – Jun. 3
$614 CAD per night
4.99 out of 5 average rating, 101 reviews

Popular amenities for Martha's Vineyard vacation rentals

Other great vacation rentals in Martha's Vineyard

Guest favourite
Guesthouse in West Tisbury
The Artist’s studio near Long Point Beach
Oct. 28 – Nov. 4
$320 CAD per night
4.87 out of 5 average rating, 149 reviews
Guest favourite
Home in Oak Bluffs
Spectacular beach & pool combo; beautiful sunsets!
Nov. 23 – 30
$1,023 CAD per night
4.93 out of 5 average rating, 165 reviews
Guest favourite
Home in Edgartown
Close to Edgartown Village Center!
Mar. 28 – Apr. 4
$665 CAD per night
5.0 out of 5 average rating, 113 reviews
Guest favourite
Home in Aquinnah
Martha's Vineyard Oceanview Retreat
Apr. 16 – 23
$925 CAD per night
4.98 out of 5 average rating, 124 reviews
Guest favourite
Guesthouse in Oak Bluffs
Coastal Bungalow
Sep. 3 – 10
$837 CAD per night
5.0 out of 5 average rating, 48 reviews
Guest favourite
Farm stay in Chilmark
The Cottage at Rockrose Farm
Nov. 17 – 24
$500 CAD per night
4.96 out of 5 average rating, 23 reviews
Guest favourite
Apartment in Edgartown
Stylish retreat | walk to town | patio | fire pit
Nov. 21 – 28
$520 CAD per night
5.0 out of 5 average rating, 80 reviews
Guest favourite
Condo in Oak Bluffs
LOCATION LOCATION!! Ocean- View TOP Floor Condo
Sep. 15 – 22
$1,217 CAD per night
4.95 out of 5 average rating, 21 reviews
Guest favourite
Cottage in Edgartown
Stroll to Edgartown, AC, NEW Remodel, NEW Listing!
Dec. 10 – 17
$908 CAD per night
5.0 out of 5 average rating, 54 reviews
Guest favourite
Apartment in Oak Bluffs
Downtown Oak Bluffs, 2nd floor Harbor house.
Oct. 16 – 23
$616 CAD per night
4.92 out of 5 average rating, 62 reviews
Guest favourite
Home in Edgartown
Peaceful Edgartown Retreat
May 17 – 24
$775 CAD per night
5.0 out of 5 average rating, 77 reviews
Guest favourite
Home in Oak Bluffs
Vineyard Vacation, 3-Bedroom, Hot-tub, Golf course
Nov. 10 – 17
$1,159 CAD per night
5.0 out of 5 average rating, 18 reviews

Destinations to explore