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Search results; Over 1,000 homes in Oak Bluffs

Guest favourite
Apartment in Oak Bluffs
113B Cutest! Walk to Beach, Town and Harbor!
1 bedroom, 1 bed, 1 private bathroom
7–12 Aug
,
4.9 out of 5 average rating, 266 reviews
Guest favourite
Home in Oak Bluffs
Studio apt in newly built barn
4.94 out of 5 average rating, 513 reviews, 2 beds, 1 bathroom
27 Sept – 2 Oct
Guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
4.95 out of 5 average rating, 424 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
Guest favourite
Guest house in Oak Bluffs
Sweet Summer Cottage
4.92 out of 5 average rating, 66 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Sept
Top guest favourite
Room in Oak Bluffs
Ocean Park Victorian
4.99 out of 5 average rating, 223 reviews, 1 double bed, 1 bathroom
13–18 Sept
Guest favourite
Flat in Oak Bluffs
Single Occupancy Oak Bluffs Studio Apartment
4.96 out of 5 average rating, 27 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Aug
Top guest favourite
Guest suite in Oak Bluffs
Quiet Hide Away
4.98 out of 5 average rating, 197 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Room in Oak Bluffs
Oak Bluffs/ Harbor Views/ Queen Bed/ In Town
4.91 out of 5 average rating, 109 reviews, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Room in Tisbury
Vineyard Haven Sanctuary- free bikes!
4.94 out of 5 average rating, 139 reviews, 1 queen bed, 1 bathroom
13–18 Sept
Top guest favourite
Flat in Oak Bluffs
Town/Beach: Vineyard Vacation Houses welcomes you!
4.89 out of 5 average rating, 303 reviews, 1 bedroom, 2 beds, 1 bathroom
15–20 Oct
Guest favourite
Cottage in Oak Bluffs
111H Beautiful clean walk to Town, Inkwell, harbor
4.95 out of 5 average rating, 191 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
30 Jul – 4 Aug
Guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
4.93 out of 5 average rating, 311 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Oct
Top guest favourite
Home in Oak Bluffs
1/2 mile walk to Downtown Oak Bluffs
4.97 out of 5 average rating, 31 reviews, 3 bedrooms, 7 beds, 2 bathrooms
4–9 Oct
Guest favourite
Guest suite in Oak Bluffs
Cottage suite between the harbors: no minimum stay
4.79 out of 5 average rating, 346 reviews, 2 bedrooms, 3 beds, 1 bathroom
29 Aug – 3 Sept
Superhost
Room in Oak Bluffs
Oak Bluffs Circuit Av Walk Everywhere Single Room
1 double bed, 1 bathroom
11–16 Sept
Guest favourite
Apartment in Oak Bluffs
Ocean View Gem, Walk to it All, No Car Needed!
4.83 out of 5 average rating, 23 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Sept
Top guest favourite
Home in Oak Bluffs
Updated cottage/ ocean views
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
27 Sept – 2 Oct
Top guest favourite
Guest house in Tisbury
Island Home. Secluded guest house in spacious yard
4.97 out of 5 average rating, 96 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Home in Oak Bluffs
Pinkletink Plantation
4.98 out of 5 average rating, 53 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
10–15 Oct