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Search results; Over 1,000 homes in Oak Bluffs

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Guest favourite
Flat in Oak Bluffs
WATERFRONT PENTHOUSE OAK BLUFFS
Studio, 1 private bathroom
13–18 Sept
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4.89 out of 5 average rating, 176 reviews
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Featured hotel
Room in Oak Bluffs
Water view double queen
2 queen beds, 1 bathroom
23–28 Oct
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Top guest favourite
Home in Oak Bluffs
Beachfront Victorian Oasis Welcome to One
10 bedrooms, 11 beds, 4.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 14 reviews
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Superhost
Home in Oak Bluffs
Oak Bluffs Allure
4 bedrooms, 4 beds, 5 bathrooms
7–12 Sept
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Top guest favourite
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom, 1 bed, 1 bathroom
3–8 Oct
4.89 out of 5 average rating, 18 reviews
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Top guest favourite
Flat in Oak Bluffs
Town/Beach: Vineyard Vacation Houses welcomes you!
1 bedroom, 2 beds, 1 bathroom
15–20 Oct
4.89 out of 5 average rating, 310 reviews
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Home in Oak Bluffs
Charming 3BR Cottage Near the Beach w/ Deck
3 bedrooms, 4 beds, 1 bathroom
1–7 Sept
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Home in Oak Bluffs
Charming Waterfront Home in Martha’s Vineyard
2 bedrooms, 5 beds, 2 bathrooms
9–14 Sept
4.94 out of 5 average rating, 16 reviews
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Guest favourite
Cottage in Oak Bluffs
#Islandbeachrose. Walk To Beach and Town!
4 bedrooms, 6 beds, 2 bathrooms
6–13 Sept
4.92 out of 5 average rating, 26 reviews
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Guest favourite
Home in Oak Bluffs
Modern Farmhouse IN OB - walk to beach/home gym
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.92 out of 5 average rating, 49 reviews
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Guest favourite
Flat in Oak Bluffs
Fantastic beach Ap 0.8 miles from Farm Neck Golf!
1 bedroom, 3 beds, 1 bathroom
7–12 Sept
4.72 out of 5 average rating, 175 reviews
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Guest favourite
Cottage in Oak Bluffs
111G Beautiful walk to Town, Inkwell and harbor!
1 bedroom, 2 beds, 1.5 bathrooms
20–25 Sept
4.94 out of 5 average rating, 227 reviews
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Top guest favourite
Home in Oak Bluffs
Brand new! MV summer home!
3 bedrooms, 3 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Guest house in Oak Bluffs
Oak bluffs cottage Perfect place to honeymoon!
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 136 reviews
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Guest favourite
Cottage in Oak Bluffs
In town Cozy-Cottage-Glam w/ Fab backyard 2bd/2B
2 bedrooms, 3 beds, 2 bathrooms
11–16 Sept
4.96 out of 5 average rating, 23 reviews
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Guest favourite
Guest house in Oak Bluffs
Charming guesthouse in OB
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.89 out of 5 average rating, 19 reviews
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Guest favourite
Home in Oak Bluffs
New Home Walk to Town & Beaches
4 bedrooms, 4 queen beds, 2.5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Home in Oak Bluffs
1/2 mile walk to Downtown Oak Bluffs
3 bedrooms, 7 beds, 2 bathrooms
17–22 Oct
4.97 out of 5 average rating, 35 reviews
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Guest favourite
Home in Oak Bluffs
impeccable cottage STEPS to downtown OB & beach!
3 bedrooms, 6 beds, 1 bathroom
20–25 Sept
4.92 out of 5 average rating, 212 reviews