Holiday rentals in Oak Bluffs
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Top-rated holiday rentals in Oak Bluffs
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Oak Bluffs holiday rentals
Other great holiday rentals in Oak Bluffs
Guest favourite
Flat in Tisbury
4.94 out of 5 average rating, 124 reviewsMartha's Vineyard Pied-á-terre #1 Tisbury
21–28 Sep
$493 SGD per night
Guest favourite
Cottage in Tisbury
4.98 out of 5 average rating, 314 reviewsMartha's Vineyard Getaway Cottage
8–15 Dec
$242 SGD per night
Guest favourite
Home in Oak Bluffs
4.94 out of 5 average rating, 116 reviewsThe Lighthouse
14–21 Sep
$606 SGD per night
Guest favourite
Cottage in Tisbury
4.96 out of 5 average rating, 215 reviewsNot Your Great Aunt's Island Cottage
8–15 Dec
$525 SGD per night
Guest favourite
Flat in Falmouth
4.98 out of 5 average rating, 117 reviewsModern Luxury Apt. | 7 min from Commons
25 Oct – 1 Nov
$98 SGD per night
Guest favourite
Home in Edgartown
4.96 out of 5 average rating, 187 reviewsBrand new gorgeous 2 bedroom guest house.
2–9 Feb
$433 SGD per night
Guest favourite
Home in Oak Bluffs
4.78 out of 5 average rating, 217 reviewsCentral location for your vacation
22–29 Oct
$401 SGD per night
Guest favourite
Guest house in Tisbury
4.86 out of 5 average rating, 227 reviewsAdorable Vineyard Haven Cottage
19–26 May
$362 SGD per night
Quick stats about holiday rentals in Oak Bluffs
Total rentals
690 properties
Rentals with a pool
80 properties have a pool
Pet-friendly rentals
160 properties allow pets
Family-friendly rentals
480 properties are a good fit for families
Total number of reviews
22K reviews
Nightly prices starting at
$14 SGD before taxes and fees
Destinations to explore
- Cape Cod Holiday rentals
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