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Search results; Over 1,000 homes in Oak Bluffs

Guest favourite
Boutique hotel in Oak Bluffs
Porch Room 1 queen bed
1 bedroom, 1 bed, 1 private bathroom
24–29 Aug
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4.9 out of 5 average rating, 49 reviews
Place to stay in Oak Bluffs
Oak Bluffs Cottage Walk To Town
1 bedroom, 2 double beds
8–15 Aug
Guest favourite
Home in Oak Bluffs
New Pristine Luxury Home on Martha's Vineyard
3 bedrooms, 6 beds
29 Sept – 4 Oct
4.98 out of 5 average rating, 82 reviews
Guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
2 bedrooms, 3 queen beds
16–21 Oct
4.93 out of 5 average rating, 309 reviews
Superhost
Home in Oak Bluffs
NEW! Charming Oak Bluffs Cottage w/ AC - Sleeps 8
3 bedrooms, 4 beds
18–23 Jul
New place to stay
Guest favourite
Home in Oak Bluffs
Brand new! MV summer home!
3 bedrooms, 3 beds
19–24 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Oak Bluffs
Pinkletink Plantation
3 bedrooms, 5 beds
10–15 Oct
4.98 out of 5 average rating, 53 reviews
Guest favourite
Cottage in Oak Bluffs
Beautiful clean walk to Town, Inkwell and harbor!
1 bedroom, 2 beds
22–27 Jul
4.95 out of 5 average rating, 189 reviews
Guest favourite
Home in Oak Bluffs
Oak Bluffs Victorian Walk to Town & Beaches
5 bedrooms, 7 beds
29 Sept – 4 Oct
4.83 out of 5 average rating, 65 reviews
Top guest favourite
Flat in Oak Bluffs
Beautiful and Short walk beach, town and harbor!
1 bedroom, 2 beds
31 Jul – 5 Aug
4.93 out of 5 average rating, 83 reviews
Top guest favourite
Home in Oak Bluffs
** Vineyard Vacation Retreat ** with HOT TUB
2 bedrooms, 2 beds
19–24 Sept
4.92 out of 5 average rating, 145 reviews
Top guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
2 bedrooms, 2 double beds
18–23 Oct
4.95 out of 5 average rating, 424 reviews
Top guest favourite
Cottage in Oak Bluffs
The WestLake
4 bedrooms, 5 beds
3–8 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Oak Bluffs
14A Kennebec THE center of OB! No car, No problem!
1 bedroom, 2 beds
17–22 Aug
4.97 out of 5 average rating, 29 reviews
Guest favourite
Home in Oak Bluffs
Walk to Town, beach and amazing location 113A
2 bedrooms, 2 beds
16–21 Aug
4.95 out of 5 average rating, 209 reviews
Top guest favourite
Home in Oak Bluffs
The Blue Lagoon, Oak Bluffs
3 bedrooms, 3 king beds
16–21 Sept
4.98 out of 5 average rating, 51 reviews
Guest favourite
Guest suite in Oak Bluffs
Cottage suite between the harbors: no minimum stay
2 bedrooms, 3 beds
26–31 Aug
4.79 out of 5 average rating, 345 reviews
Home in Oak Bluffs
Oak Bluffs Summer Home
3 bedrooms, 4 beds
17–22 Jul
New place to stay
Home in Edgartown
Peaceful get-a-way centrally located in Edgartown
4 bedrooms, 6 beds
26–31 Jul
New place to stay