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Search results; Over 1,000 homes in Oak Bluffs

Descriptions are based on details hosts provide
Guest favourite
Home in Oak Bluffs
impeccable cottage STEPS to downtown OB & beach!
3 bedrooms, 6 beds, 1 private bathroom
20–25 Sept
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4.92 out of 5 average rating, 209 reviews
Guest favourite
Flat in Oak Bluffs
Luxury walkable apartment near the beach
4.94 out of 5 average rating, 17 reviews, 1 bedroom, 2 beds, 1 bathroom
3–8 Aug
Top guest favourite
Home in Oak Bluffs
** Vineyard Vacation Retreat ** with HOT TUB
4.92 out of 5 average rating, 144 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
19–24 Sept
Place to stay in Oak Bluffs
Oak Bluffs Cottage Walk To Town
1 bedroom, 2 beds, 1 bathroom
8–15 Aug
Featured hotel
Hotel in Oak Bluffs
Water views near the beach
1 bedroom, 1 bathroom
16–21 Sept
Top guest favourite
Cottage in Oak Bluffs
The WestLake
5.0 out of 5 average rating, 10 reviews, 4 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
Guest favourite
Home in Oak Bluffs
Gorgeous home in Oak Bluffs
4.8 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 3 bathrooms
28 Sept – 3 Oct
Superhost
Home in Oak Bluffs
Wooded cottage with trails out back
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Jul
Guest favourite
Home in Oak Bluffs
Luxury yurt with a circular skylight
4.93 out of 5 average rating, 309 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Oct
Superhost
Home in Oak Bluffs
Beach home just 0.8 miles to Farm Neck Golf Club!
4.77 out of 5 average rating, 131 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
Top guest favourite
Flat in Oak Bluffs
Historic 1800s cottage with hot tub
4.93 out of 5 average rating, 154 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Aug
Guest favourite
Home in Oak Bluffs
New Pristine Luxury Home on Martha's Vineyard
4.98 out of 5 average rating, 81 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
29 Sept – 4 Oct
Home in Oak Bluffs
Oak Bluffs Oasis. Walk to town, beach & ferry.
New place to stay, 3 bedrooms, 3 beds, 1 bathroom
23–28 Aug
Guest favourite
Home in Oak Bluffs
Renovated 1909 cottage, walk to everything
4.95 out of 5 average rating, 209 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
16–21 Aug
Guest favourite
Boutique hotel in Oak Bluffs
Victorian Gingerbread inn with a private balcony
4.91 out of 5 average rating, 54 reviews, 1 bedroom, 2 beds, 1 bathroom
22–27 Aug
Top guest favourite
Cottage in Oak Bluffs
Beautiful and walk to everything Oak Bluffs!
4.97 out of 5 average rating, 181 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
22–27 Aug
Top guest favourite
Home in Oak Bluffs
Half a mile from Eastville Beach
4.98 out of 5 average rating, 52 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
10–15 Oct
Home in Oak Bluffs
Oak Bluffs Summer Home
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Guest suite in Oak Bluffs
Quiet Hide Away
4.98 out of 5 average rating, 197 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept