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Search results; Over 1,000 homes in Oak Bluffs

Descriptions are based on details hosts provide
Top guest favourite
Guest suite in Oak Bluffs
Sea View Waterfront Beachfront Apartment
1 bedroom, 1 bed, 1 private bathroom
24–29 Aug
,
4.97 out of 5 average rating, 130 reviews
Guest favourite
Flat in Oak Bluffs
14B Kennebec THE center of OB! No car, No problem!
1 bedroom, 2 beds, 1 bathroom
3–8 Aug
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Home in Oak Bluffs
Gated retreat with a private hot tub
2 bedrooms, 2 beds, 2.5 bathrooms
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, 1 bathroom
8–15 Aug
Featured hotel
Hotel in Oak Bluffs
Water view double queen
1 bedroom, 2 queen beds, 1 bathroom
16–21 Sept
Top guest favourite
Cottage in Oak Bluffs
Private beach on a 25-foot bluff
4 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Oak Bluffs
Gorgeous home in Oak Bluffs
3 bedrooms, 3 beds, 3 bathrooms
28 Sept – 3 Oct
4.8 out of 5 average rating, 5 reviews
Guest favourite
Home in Oak Bluffs
The Luxury Vineyard Yurt
2 bedrooms, 3 queen beds, 1 bathroom
16–21 Oct
4.93 out of 5 average rating, 309 reviews
Superhost
Home in Oak Bluffs
Wooded cottage with trails out back
3 bedrooms, 4 beds, 2 bathrooms
16–21 Jul
New place to stay
Top guest favourite
Flat in Oak Bluffs
Town/Beach: Vineyard Vacation Houses welcomes you!
1 bedroom, 2 beds, 1 bathroom
26–31 Aug
4.93 out of 5 average rating, 154 reviews
Superhost
Home in Oak Bluffs
Renovated with a fire pit and deck
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.77 out of 5 average rating, 131 reviews
Guest favourite
Home in Oak Bluffs
New build with cathedral ceilings and deck
3 bedrooms, 6 beds, 2.5 bathrooms
29 Sept – 4 Oct
4.98 out of 5 average rating, 81 reviews
Home in Oak Bluffs
Fire pit and outdoor bar, walk to town
3 bedrooms, 3 beds, 1 bathroom
23–28 Aug
New place to stay
Guest favourite
Home in Oak Bluffs
Renovated 1909 cottage, walk to everything
2 bedrooms, 2 beds, 1.5 bathrooms
16–21 Aug
4.95 out of 5 average rating, 209 reviews
Guest favourite
Boutique hotel in Oak Bluffs
Victorian Gingerbread inn with a private balcony
1 bedroom, 2 beds, 1 bathroom
22–27 Aug
4.91 out of 5 average rating, 54 reviews
Top guest favourite
Cottage in Oak Bluffs
Vaulted ceilings, 5-minute walk to beach
1 bedroom, 2 beds, 1.5 bathrooms
22–27 Aug
4.97 out of 5 average rating, 181 reviews
Top guest favourite
Home in Oak Bluffs
Half a mile from Eastville Beach
3 bedrooms, 5 beds, 2.5 bathrooms
10–15 Oct
4.98 out of 5 average rating, 52 reviews
Home in Oak Bluffs
Peaceful home near the Lagoon
3 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
New place to stay
Top guest favourite
Guest suite in Oak Bluffs
Private deck, minutes from the beach
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 197 reviews