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Search results; Over 1,000 homes in Oak Bluffs

Guest favourite
Cottage in Oak Bluffs
111H Beautiful clean walk to Town, Inkwell, harbor
1 bedroom, 2 beds, 1.5 private bathrooms
29 Sept – 4 Oct
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4.95 out of 5 average rating, 204 reviews
Top guest favourite
Home in Oak Bluffs
Modern Open Floor Plan House - Walk to beach/town
3 bedrooms, 4 beds, 4 bathrooms
13–19 Sept
5.0 out of 5 average rating, 49 reviews
Guest favourite
Home in Oak Bluffs
Charming Waterfront Home in Martha’s Vineyard
2 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.94 out of 5 average rating, 17 reviews
Guest favourite
Home in Oak Bluffs
Vineyard Social-Spacious 5BR Home in Oak Bluffs
5 bedrooms, 9 beds, 4.5 bathrooms
14–19 Sept
4.93 out of 5 average rating, 113 reviews
Top guest favourite
Home in Oak Bluffs
Beachfront Victorian Oasis Welcome to One
10 bedrooms, 11 beds, 4.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Home in Oak Bluffs
Brand new! MV summer home!
3 bedrooms, 3 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Oak Bluffs
Charming 3-Bedrm w/Loft.New Construct! Walk 2 town
3 bedrooms, 5 beds, 3.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Oak Bluffs
*NEW* 3 min drive to OB Circuit ave
5 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 23 reviews
Guest favourite
Cottage in Oak Bluffs
#Islandbeachrose. Walk To Beach and Town!
4 bedrooms, 6 beds, 2 bathrooms
15–20 Sept
4.93 out of 5 average rating, 27 reviews
Superhost
Home in Oak Bluffs
Oak Bluffs Allure
4 bedrooms, 4 beds, 5 bathrooms
13–18 Sept
Top guest favourite
Guest house in Oak Bluffs
Oak bluffs cottage Perfect place to honeymoon!
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 138 reviews
Guest favourite
Home in Oak Bluffs
Beach home just 0.8 miles to Farm Neck Golf Club!
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.79 out of 5 average rating, 142 reviews
Guest favourite
Home in Oak Bluffs
New Home Walk to Town & Beaches
4 bedrooms, 4 queen beds, 2.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Oak Bluffs
Walk East Chop from Dover House
5 bedrooms, 7 beds, 4.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom, 1 bed, 1 bathroom
3–8 Oct
4.92 out of 5 average rating, 25 reviews
Guest favourite
Home in Oak Bluffs
Beautiful Home in Oak Bluffs Center!
3 bedrooms, 6 beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 49 reviews
Guest favourite
Home in Oak Bluffs
Oak Bluffs Victorian Walk to Town & Beaches
5 bedrooms, 7 beds, 5.5 bathrooms
29 Sept – 4 Oct
4.82 out of 5 average rating, 71 reviews
Top guest favourite
Home in Oak Bluffs
Updated cottage/ ocean views
3 bedrooms, 4 beds, 1.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Cottage in Oak Bluffs
The Island Collection MV: Sandy Shores
2 bedrooms, 3 beds, 2.5 bathrooms
4–9 Oct
4.95 out of 5 average rating, 19 reviews