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Search results; Over 1,000 homes in Oak Bluffs

Top guest favourite
Guest suite in Oak Bluffs
Quiet Hide Away
1 bedroom, 1 bed, 1 private bathroom
12–17 Jul
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4.98 out of 5 average rating, 195 reviews
Top guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
4.95 out of 5 average rating, 423 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
Guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
4.93 out of 5 average rating, 307 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Oct
Guest favourite
Cottage in Oak Bluffs
Oak Bluffs, Martha's Vineyard; Gingerbread House
4.88 out of 5 average rating, 16 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
7–14 Jul
Featured hotel
Hotel in Oak Bluffs
King
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Sept
Guest favourite
Home in Oak Bluffs
Studio apt in newly built barn
4.94 out of 5 average rating, 511 reviews, 2 beds, 1 bathroom
27 Sept – 2 Oct
Top guest favourite
Flat in Oak Bluffs
Beautiful private apartment walk to everything!
4.95 out of 5 average rating, 192 reviews, 1 bedroom, 2 beds, 1 bathroom
10–15 Jul
Top guest favourite
Guest house in Oak Bluffs
Oak bluffs cottage Perfect place to honeymoon!
4.97 out of 5 average rating, 130 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
Top guest favourite
Flat in Oak Bluffs
14A Kennebec THE center of OB! No car, No problem!
4.96 out of 5 average rating, 25 reviews, 1 bedroom, 2 beds, 1 bathroom
7–12 Jul
Superhost
Home in Oak Bluffs
NEW! Charming Oak Bluffs Cottage - Sleeps 8
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Jul
Guest favourite
Home in Oak Bluffs
Diamond in The Bluffs - New Home, Private Backyard
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
9–14 Jul
Guest favourite
Cottage in Oak Bluffs
Beautiful clean walk to Town, Inkwell and harbor!
4.95 out of 5 average rating, 186 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
9–14 Jul
Top guest favourite
Flat in Oak Bluffs
Cozy 3 bedroom apartment with King bed on Main St.
4.96 out of 5 average rating, 95 reviews, 3 bedrooms, 5 beds, 1 bathroom
11–16 Oct
Top guest favourite
Home in Oak Bluffs
1/2 mile walk to Downtown Oak Bluffs
4.97 out of 5 average rating, 29 reviews, 3 bedrooms, 7 beds, 2 bathrooms
4–9 Oct
Top guest favourite
Room in Oak Bluffs
Ocean Park Victorian
4.99 out of 5 average rating, 220 reviews, 1 double bed, 1 bathroom
13–18 Sept
Top guest favourite
Apartment in Oak Bluffs
FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach
5.0 out of 5 average rating, 30 reviews, 2 bedrooms, 3 beds, 2 bathrooms
4–9 Jul
Top guest favourite
Room in Tisbury
Historic Captain's House. Walk to town and ferry
4.99 out of 5 average rating, 154 reviews, 2 beds, 1 bathroom
27 Sept – 2 Oct
Home in Oak Bluffs
Oak Bluffs Oasis. Walk to town, beach & ferry.
New place to stay, 3 bedrooms, 3 beds, 1 bathroom
6–11 Jul
Guest favourite
Room in Oak Bluffs
Oak Bluffs/ Harbor Views/ Queen Bed/ In Town
4.9 out of 5 average rating, 104 reviews, 1 queen bed, 1 bathroom
24–29 Aug