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Search results; Over 1,000 homes in Oak Bluffs

Guest favourite
Cottage in Oak Bluffs
East Chop Cottage - walk to lighthouse & beach!
1 bedroom, 1 bed, 0.5 private bathroom
20–25 Sept
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4.9 out of 5 average rating, 155 reviews
Top guest favourite
Home in Oak Bluffs
Modern Open Floor Plan House - Walk to beach/town
3 bedrooms, 4 beds
15–21 Sept
5.0 out of 5 average rating, 49 reviews
Superhost
Home in Oak Bluffs
Oak Bluffs Allure
4 bedrooms, 4 beds
14–19 Sept
Place to stay in Oak Bluffs
Oak Bluffs Studio Walk to Beach - harbor & Ferry
1 bedroom, 1 queen bed
14–19 Sept
New place to stay
Guest favourite
Home in Oak Bluffs
Charming Waterfront Home in Martha’s Vineyard
2 bedrooms, 5 beds
15–20 Sept
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Home in Oak Bluffs
Beachfront Victorian Oasis Welcome to One
10 bedrooms, 11 beds
4–9 Oct
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Oak Bluffs
Vineyard Social-Spacious 5BR Home in Oak Bluffs
5 bedrooms, 9 beds
14–19 Sept
4.93 out of 5 average rating, 113 reviews
Top guest favourite
Home in Oak Bluffs
Brand new! MV summer home!
3 bedrooms, 3 beds
14–19 Sept
5.0 out of 5 average rating, 14 reviews
Featured hotel
Hotel in Oak Bluffs
King
1 bedroom, 1 king bed
4–9 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom, 1 bed
3–8 Oct
4.92 out of 5 average rating, 26 reviews
Guest favourite
Flat in Oak Bluffs
Fantastic beach Ap 0.8 miles from Farm Neck Golf!
1 bedroom, 3 beds
20–25 Sept
4.72 out of 5 average rating, 177 reviews
Guest favourite
Home in Oak Bluffs
Oak Bluffs Victorian Walk to Town & Beaches
5 bedrooms, 7 beds
29 Sept – 4 Oct
4.82 out of 5 average rating, 71 reviews
Top guest favourite
Guest house in Oak Bluffs
Oak bluffs cottage Perfect place to honeymoon!
2 bedrooms, 2 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 138 reviews
Top guest favourite
Home in Oak Bluffs
Charming 3-Bedrm w/Loft.New Construct! Walk 2 town
3 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Guest suite in Oak Bluffs
Quiet Hide Away
1 bedroom, 1 queen bed
27 Sept – 2 Oct
4.98 out of 5 average rating, 208 reviews
Guest favourite
Home in Oak Bluffs
Beautiful Home in Oak Bluffs Center!
3 bedrooms, 6 beds
16–21 Sept
5.0 out of 5 average rating, 49 reviews
Home in Oak Bluffs
Heritage Haven on the Vineyard
3 bedrooms, 4 beds
21–26 Sept
Top guest favourite
Home in Oak Bluffs
Oak Bluffs Retreat, Walk to Town, Harbor, Ferries
3 bedrooms, 3 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Oak Bluffs
*NEW* 3 min drive to OB Circuit ave
5 bedrooms, 6 beds
20–25 Sept
5.0 out of 5 average rating, 23 reviews