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Search results; Over 1,000 homes in Oak Bluffs

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Guest favourite
Holiday home in Oak Bluffs
Charming apartment
2 bedrooms, 2 beds, 1.5 private bathrooms
12–17 Sept
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5.0 out of 5 average rating, 17 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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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
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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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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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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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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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
#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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Superhost
Home in Oak Bluffs
Stunning OB retreat mins from best attractions
5 bedrooms, 8 beds, 3.5 bathrooms
28 Sept – 3 Oct
New place to stay
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Superhost
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, 174 reviews
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Top guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
2 bedrooms, 2 double beds, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 434 reviews
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Top guest favourite
Home in Oak Bluffs
Casa Luca| Serene 3BR| SunRm, Outdr Shwr, A/C, BBQ
3 bedrooms, 5 beds, 1 bathroom
4–9 Oct
4.95 out of 5 average rating, 19 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
Beach home just 0.8 miles to Farm Neck Golf Club!
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.78 out of 5 average rating, 139 reviews
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Top guest favourite
Home in Oak Bluffs
The Blue Lagoon, Oak Bluffs
3 bedrooms, 3 king beds, 3 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 55 reviews
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Home in Oak Bluffs
The house of you're dreams
4 bedrooms, 7 beds, 3.5 bathrooms
7–12 Sept
New place to stay
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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, 48 reviews