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Search results; Over 1,000 homes in Oak Bluffs

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Guest favourite
Apartment in Oak Bluffs
Ocean View Gem, Walk to it All, No Car Needed!
2 bedrooms, 3 beds, 1 shared bathroom
3–8 Oct
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4.83 out of 5 average rating, 23 reviews
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Home in Oak Bluffs
Hidden Oaks House
4 bedrooms, 5 beds, 3.5 bathrooms
1–7 Sept
New place to stay
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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, 15 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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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
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
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, 19 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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Superhost
Home in Oak Bluffs
Oak Bluffs Allure
4 bedrooms, 4 beds, 5 bathrooms
7–12 Sept
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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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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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Superhost
Home in Oak Bluffs
Beach home just 0.8 miles to Farm Neck Golf Club!
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.79 out of 5 average rating, 140 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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Top guest favourite
Home in Oak Bluffs
*NEW* 3 min drive to OB Circuit ave
5 bedrooms, 6 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 22 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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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
Flat in Oak Bluffs
Island Oasis
1 bedroom, 3 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 15 reviews
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Place to stay in Vineyard Haven
Vineyard Haven Sailboat, 2 Bed Private Cabin Stbd
1 bedroom, 4 single beds, 1 bathroom
13–18 Sept
4.62 out of 5 average rating, 141 reviews
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Top guest favourite
Flat in Oak Bluffs
14D Kennebec THE center of OB! No car, No problem!
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.95 out of 5 average rating, 38 reviews