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Search results; Over 1,000 homes in Oak Bluffs

Top guest favourite
Flat in Oak Bluffs
OB Apartment-Full Kitchen/Laundry/Outdoor Shower
1 bedroom, 2 beds, 1 private bathroom
14–19 Jul
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5.0 out of 5 average rating, 37 reviews
Guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
2 bedrooms, 3 queen beds, 1 bathroom
4–9 Oct
4.93 out of 5 average rating, 307 reviews
Flat in Oak Bluffs
Circuit Ave 2-BR Condo, AC, Walk to All
2 bedrooms, 3 beds, 1 bathroom
3–8 Jul
New place to stay
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
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
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
Guest suite in Oak Bluffs
Cottage suite between the harbors: no minimum stay
2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
4.79 out of 5 average rating, 341 reviews
Superhost
Home in Oak Bluffs
NEW! Charming Oak Bluffs Cottage - Sleeps 8
3 bedrooms, 1 queen bed, 2 bathrooms
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
Home in Oak Bluffs
OB Salt & Cedar Cottage
4 bedrooms, 9 beds, 2 bathrooms
31 Jul – 5 Aug
New place to stay
Guest favourite
Home in Oak Bluffs
Walk to Town, beach and amazing location 113A
2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Aug
4.95 out of 5 average rating, 206 reviews
Superhost
Home in Oak Bluffs
Martha’s Vineyard Boutique Beach Cottage!
3 bedrooms, 6 beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Oak Bluffs
New Pristine Luxury Home on Martha's Vineyard
3 bedrooms, 6 beds, 2.5 bathrooms
31 Aug – 5 Sept
4.97 out of 5 average rating, 79 reviews
Guest favourite
Cottage in Oak Bluffs
Oak Bluffs, Martha's Vineyard; Gingerbread House
3 bedrooms, 4 beds, 1.5 bathrooms
6–13 Jul
4.88 out of 5 average rating, 16 reviews
Top guest favourite
Cottage in Oak Bluffs
Beautiful and walk to everything Oak Bluffs!
1 bedroom, 2 beds, 1.5 bathrooms
25–30 Jul
4.97 out of 5 average rating, 179 reviews
Home in Oak Bluffs
Brand new! MV summer home!
3 bedrooms, 3 beds, 1 bathroom
4–9 Jul
New place to stay
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
Top guest favourite
Home in Oak Bluffs
The Blue Lagoon, Oak Bluffs
3 bedrooms, 3 king beds, 3 bathrooms
16–21 Sept
4.98 out of 5 average rating, 51 reviews
Home in Oak Bluffs
Waterfront Retreat w/ Guest Cottage & Sunsets
4 bedrooms, 5 beds, 2 bathrooms
31 Aug – 5 Sept
New place to stay