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Search results; Over 1,000 homes in Oak Bluffs

Guest favourite
Guest house in Oak Bluffs
Sweet Summer Cottage
1 bedroom, 1 bed, 1 private bathroom
26–31 Jul
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4.92 out of 5 average rating, 65 reviews
Guest favourite
Home in Oak Bluffs
Walk to Town, beach and amazing location 113A
4.95 out of 5 average rating, 206 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Aug
Flat in Oak Bluffs
Circuit Ave 2-BR Condo, AC, Walk to All
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
2–7 Jul
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
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, 341 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
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
Superhost
Home in Oak Bluffs
Hidden home in the North Bluff
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 3 bathrooms
5–10 Jul
Guest favourite
Home in Oak Bluffs
Oak Bluffs Victorian Walk to Town & Beaches
4.83 out of 5 average rating, 65 reviews, 5 bedrooms, 7 beds, 5.5 bathrooms
18–23 Sept
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
Superhost
Home in Oak Bluffs
Martha’s Vineyard Boutique Beach Cottage!
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 6 beds, 2 bathrooms
26–31 Aug
Guest favourite
Home in Oak Bluffs
Beautiful clean walk to beach and all of downtown!
4.89 out of 5 average rating, 180 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 Jul
Guest favourite
Flat in Oak Bluffs
OB Apartment-Full Kitchen/Laundry/Outdoor Shower
5.0 out of 5 average rating, 37 reviews, 1 bedroom, 2 beds, 1 bathroom
14–19 Jul
Top guest favourite
Flat in Oak Bluffs
In-Town Retreat: Deck, Walk to beach, a Gem!
4.89 out of 5 average rating, 303 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 Jul
Guest favourite
Flat in Oak Bluffs
14D Kennebec THE center of OB! No car, No problem!
4.91 out of 5 average rating, 23 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Jul – 5 Aug
Top guest favourite
Home in Oak Bluffs
**Vineyard Vacation Retreat** -3 BR
4.96 out of 5 average rating, 123 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
Guest favourite
Home in Oak Bluffs
Modern cabin in the woods.
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
1–6 Feb
Home in Oak Bluffs
Relaxing Oak Bluffs Retreat | Walk to Town & Beach
4 bedrooms, 6 beds, 2 bathrooms
2–9 Sept
Top guest favourite
Home in Oak Bluffs
The Blue Lagoon, Oak Bluffs
4.98 out of 5 average rating, 51 reviews, 3 bedrooms, 3 beds, 3 bathrooms
16–21 Sept
Home in Tisbury
Vineyard Haven Getaway - pool, walk to dining/shop
4.75 out of 5 average rating, 4 reviews, 5 bedrooms, 9 beds, 4.5 bathrooms
23–28 Aug