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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
Waterview, Private, Walk to Beach, Mile to Town
2 bedrooms, 4 beds, 1.5 private bathrooms
26 Sept – 3 Oct
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4.83 out of 5 average rating, 214 reviews
Place to stay in Oak Bluffs
Oak Bluffs Cottage Walk To Town
1 bedroom, 2 beds, 1 bathroom
8–15 Aug
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
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
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
Top guest favourite
Home in Oak Bluffs
Pinkletink Plantation
4.98 out of 5 average rating, 52 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
10–15 Oct
Home in Edgartown
Huge yard near the bike trail
New place to stay, 4 bedrooms, 6 beds, 3 bathrooms
18–23 Jul
Home in Oak Bluffs
Peaceful home near the Lagoon
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
Top guest favourite
Cottage in Oak Bluffs
Private beach on a 25-foot bluff
5.0 out of 5 average rating, 10 reviews, 4 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
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
Guest favourite
Cottage in Oak Bluffs
High vaulted ceilings, walk to downtown
4.95 out of 5 average rating, 189 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
22–27 Jul
Top guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
4.95 out of 5 average rating, 424 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
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
Home in Oak Bluffs
Fire pit and outdoor bar, walk to town
New place to stay, 3 bedrooms, 3 beds, 1 bathroom
23–28 Aug
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
29 Sept – 4 Oct
Guest favourite
Guest suite in Oak Bluffs
Cottage suite between the harbors: no minimum stay
4.79 out of 5 average rating, 344 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Guest favourite
Home in Oak Bluffs
Sun-filled sunroom on a quiet road
4.92 out of 5 average rating, 13 reviews, 3 bedrooms, 5 beds, 1 bathroom
28 Aug – 4 Sept
Home in Oak Bluffs
Brand new! MV summer home!
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in Tisbury
Open great room overlooking quiet woodlands
4.97 out of 5 average rating, 301 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
20–25 Sept