Vacation rentals in Oak Bluffs
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Top-rated vacation rentals in Oak Bluffs
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Oak Bluffs vacation rentals
Other great vacation rentals in Oak Bluffs
Guest favourite
Home in Oak Bluffs
4.94 out of 5 average rating, 116 reviewsThe Lighthouse
Apr. 2 – 9
$704 CAD per night
Guest favourite
Apartment in Tisbury
4.92 out of 5 average rating, 102 reviewsHarbor view apartment, a quick walk from the ferry
Jun. 5 – 12
$367 CAD per night
Guest favourite
Cottage in Tisbury
4.96 out of 5 average rating, 217 reviewsNot Your Great Aunt's Island Cottage
Dec. 8 – 15
$647 CAD per night
Guest favourite
Home in Tisbury
4.98 out of 5 average rating, 248 reviewsSunny, Spacious Vineyard Retreat
Oct. 19 – 26
$561 CAD per night
Guest favourite
Home in Oak Bluffs
4.78 out of 5 average rating, 218 reviewsCentral location for your vacation
Sep. 16 – 23
$527 CAD per night
Guest favourite
Apartment in Oak Bluffs
5.0 out of 5 average rating, 23 reviewsDown island woodsy retreat.
May 14 – 21
$302 CAD per night
Guest favourite
Home in Oak Bluffs
5.0 out of 5 average rating, 17 reviews#CozyBluffs #Oak Bluffs | walk to town/ferry/beach
Oct. 8 – 15
$1,123 CAD per night
Guest favourite
Guesthouse in Oak Bluffs
5.0 out of 5 average rating, 48 reviewsCoastal Bungalow
Jun. 5 – 12
$738 CAD per night
Quick stats about vacation 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 CAD before taxes and fees
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