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Search results; Over 1,000 homes in Oak Bluffs

Descriptions are based on details hosts provide
Guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
2 bedrooms, 3 beds, 1 private bathroom
16–21 Oct
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4.93 out of 5 average rating, 309 reviews
Top 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
Cabin in Oak Bluffs
Newly built with a front porch
New place to stay, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
Superhost
Place to stay in Oak Bluffs
Private entrance, walk to the beach
1 bedroom, 7 beds, 1 bathroom
11–16 Sept
Superhost
Home in Oak Bluffs
Wooded cottage with trails out back
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Jul
Top guest favourite
Home in Oak Bluffs
Pinkletink Plantation
4.98 out of 5 average rating, 52 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
10–15 Oct
Guest favourite
Home in Oak Bluffs
Sun-filled sunroom on a quiet road
4.92 out of 5 average rating, 13 reviews, 3 bedrooms, 5 beds, 1 bathroom
28 Aug – 4 Sept
Top guest favourite
Room in Oak Bluffs
Ocean and park views from the porch
4.99 out of 5 average rating, 221 reviews, 1 double bed, 1 bathroom
13–18 Sept
Superhost
Flat in Oak Bluffs
Fantastic beach Ap 0.8 miles from Farm Neck Golf!
4.71 out of 5 average rating, 167 reviews, 1 bedroom, 3 beds, 1 bathroom
13–18 Sept
Top guest favourite
Flat in Oak Bluffs
Brand-new luxury in the heart of town
4.97 out of 5 average rating, 29 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Jul – 4 Aug
Top guest favourite
Flat in Oak Bluffs
Vaulted ceilings, 5-minute walk to beaches
4.95 out of 5 average rating, 194 reviews, 1 bedroom, 2 beds, 1 bathroom
21–26 Jul
Guest favourite
Guest house in Oak Bluffs
Walk to Inkwell Beach and Circuit Ave
4.92 out of 5 average rating, 66 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Home in Oak Bluffs
Brand new! MV summer home!
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Guest favourite
Home in Oak Bluffs
Walk to Town, beach and amazing location 113A
4.95 out of 5 average rating, 209 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
16–21 Aug
Home in Edgartown
Walk to Circuit Ave and Town Beach
3 bedrooms, 3 beds, 1 bathroom
27 Aug – 1 Sept
Guest favourite
Guest suite in Oak Bluffs
1910 farmhouse suite between two harbors
4.79 out of 5 average rating, 344 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Place to stay in Oak Bluffs
Walkable duplex with deck and parking
1 bedroom, 2 beds, 1 bathroom
8–15 Aug
Top guest favourite
Flat in Oak Bluffs
Renovated 1800s home in the heart of town
4.89 out of 5 average rating, 303 reviews, 1 bedroom, 2 beds, 1 bathroom
15–20 Oct
Home in Oak Bluffs
OB Salt & Cedar Cottage
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 9 beds, 2 bathrooms
24–31 Aug