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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
30 Aug – 4 Sept
,
4.98 out of 5 average rating, 197 reviews
Guest favourite
Flat in Oak Bluffs
14B Kennebec THE center of OB! No car, No problem!
1 bedroom, 2 beds
3–8 Aug
4.94 out of 5 average rating, 17 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, 144 reviews
Place to stay in Oak Bluffs
Oak Bluffs Cottage Walk To Town
1 bedroom, 2 double beds
8–15 Aug
Featured hotel
Hotel in Oak Bluffs
Water view double queen
1 bedroom, 2 queen beds
16–21 Sept
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
Top guest favourite
Cottage in Oak Bluffs
The WestLake
4 bedrooms, 5 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Oak Bluffs
NEW! Charming Oak Bluffs Cottage - Sleeps 8
3 bedrooms, 4 beds
16–21 Jul
New place to stay
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, 81 reviews
Guest favourite
Home in Oak Bluffs
Gorgeous home in Oak Bluffs
3 bedrooms, 3 beds
28 Sept – 3 Oct
4.8 out of 5 average rating, 5 reviews
Superhost
Home in Oak Bluffs
Beach home just 0.8 miles to Farm Neck Golf Club!
3 bedrooms, 4 beds
6–11 Sept
4.77 out of 5 average rating, 131 reviews
Home in Oak Bluffs
Oak Bluffs Oasis. Walk to town, beach & ferry.
3 bedrooms, 3 beds
23–28 Aug
New place to stay
Top guest favourite
Flat in Oak Bluffs
Town/Beach: Vineyard Vacation Houses welcomes you!
1 bedroom, 2 beds
26–31 Aug
4.93 out of 5 average rating, 154 reviews
Guest favourite
Boutique hotel in Oak Bluffs
Balcony Room at the Tivoli Inn
1 bedroom, 2 beds
22–27 Aug
4.91 out of 5 average rating, 54 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
Cottage in Oak Bluffs
Beautiful and walk to everything Oak Bluffs!
1 bedroom, 2 beds
22–27 Aug
4.97 out of 5 average rating, 181 reviews
Top guest favourite
Home in Oak Bluffs
Pinkletink Plantation
3 bedrooms, 5 beds
10–15 Oct
4.98 out of 5 average rating, 52 reviews
Home in Oak Bluffs
Oak Bluffs Summer Home
3 bedrooms, 4 beds
15–20 Jul
New place to stay
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