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Search results; Over 1,000 homes in Oak Bluffs

Guest favourite
Home in Oak Bluffs
Waterview, Private, Walk to Beach, Mile to Town
2 bedrooms, 4 beds, 1.5 private bathrooms
1–8 Sept
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4.83 out of 5 average rating, 214 reviews
Top guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
2 bedrooms, 2 double beds, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 423 reviews
Guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
2 bedrooms, 3 queen beds, 1 bathroom
16–21 Oct
4.93 out of 5 average rating, 307 reviews
Guest favourite
Cottage in Oak Bluffs
Oak Bluffs, Martha's Vineyard; Gingerbread House
3 bedrooms, 4 beds, 1.5 bathrooms
7–14 Jul
4.88 out of 5 average rating, 16 reviews
Guest favourite
Home in Oak Bluffs
Studio apt in newly built barn
2 beds, 1 bathroom
27 Sept – 2 Oct
4.94 out of 5 average rating, 511 reviews
Top guest favourite
Guest house in Oak Bluffs
Oak bluffs cottage Perfect place to honeymoon!
2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 130 reviews
Featured hotel
Hotel in Oak Bluffs
Water view double queen
1 bedroom, 2 queen beds, 1 bathroom
16–21 Sept
Top guest favourite
Flat in Oak Bluffs
Beautiful private apartment walk to everything!
1 bedroom, 2 beds, 1 bathroom
10–15 Jul
4.95 out of 5 average rating, 192 reviews
Top guest favourite
Flat in Oak Bluffs
14A Kennebec THE center of OB! No car, No problem!
1 bedroom, 2 beds, 1 bathroom
7–12 Jul
4.96 out of 5 average rating, 25 reviews
Guest favourite
Cottage in Oak Bluffs
In town Cozy-Cottage-Glam w/ Fab backyard 2bd/2B
2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
4.95 out of 5 average rating, 22 reviews
Superhost
Home in Oak Bluffs
NEW! Charming Oak Bluffs Cottage - Sleeps 8
3 bedrooms, 4 beds, 2 bathrooms
7–12 Jul
New place to stay
Top guest favourite
Room in Oak Bluffs
Ocean Park Victorian
1 double bed, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 220 reviews
Top guest favourite
Flat in Oak Bluffs
Cozy 3 bedroom apartment with King bed on Main St.
3 bedrooms, 5 beds, 1 bathroom
11–16 Oct
4.96 out of 5 average rating, 95 reviews
Top guest favourite
Home in Oak Bluffs
1/2 mile walk to Downtown Oak Bluffs
3 bedrooms, 7 beds, 2 bathrooms
4–9 Oct
4.97 out of 5 average rating, 29 reviews
Top guest favourite
Apartment in Oak Bluffs
FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach
2 bedrooms, 3 beds, 2 bathrooms
4–9 Jul
5.0 out of 5 average rating, 30 reviews
Home in Oak Bluffs
East Chop Oceanview Escape
6 bedrooms, 8 beds, 4.5 bathrooms
4–10 Jul
5.0 out of 5 average rating, 4 reviews
Home in Oak Bluffs
Oak Bluffs Oasis. Walk to town, beach & ferry.
3 bedrooms, 3 beds, 1 bathroom
6–11 Jul
New place to stay
Guest favourite
Cottage in Oak Bluffs
Beautiful clean walk to Town, Inkwell and harbor!
1 bedroom, 2 beds, 1.5 bathrooms
9–14 Jul
4.95 out of 5 average rating, 186 reviews
Guest favourite
Room in Oak Bluffs
Oak Bluffs/ Harbor Views/ Queen Bed/ In Town
1 queen bed, 1 bathroom
24–29 Aug
4.9 out of 5 average rating, 104 reviews