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Search results; Over 1,000 homes in Oak Bluffs

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Top guest favourite
Home in Oak Bluffs
**Vineyard Vacation Retreat** -3 BR
3 bedrooms, 3 beds, 2 private bathrooms
27 Sept – 2 Oct
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4.96 out of 5 average rating, 135 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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Guest favourite
Home in Oak Bluffs
7+ Bedroom Vintage Home near Beaches and Town!
7 bedrooms, 9 beds, 2 bathrooms
2–7 Sept
4.89 out of 5 average rating, 18 reviews
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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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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, 137 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
Cottage in Oak Bluffs
#Islandbeachrose. Walk To Beach and Town!
4 bedrooms, 6 beds, 2 bathrooms
6–13 Sept
4.93 out of 5 average rating, 27 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
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
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, 18 reviews
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Guest favourite
Home in Oak Bluffs
Pinkletink Plantation
3 bedrooms, 5 beds, 2.5 bathrooms
20–25 Oct
4.97 out of 5 average rating, 61 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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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
4.79 out of 5 average rating, 140 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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Guest favourite
Home in Oak Bluffs
Renovated Downtown Charmer, 3 Blocks to the Beach
3 bedrooms, 7 beds, 2 bathrooms
17–24 Oct
5.0 out of 5 average rating, 7 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
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, 68 reviews
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Top guest favourite
Home in Oak Bluffs
Vineyard Vacation, 3-Bedroom, Hot-tub, Golf course
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 45 reviews
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Guest favourite
Home in Oak Bluffs
impeccable cottage STEPS to downtown OB & beach!
3 bedrooms, 6 beds, 1 bathroom
19–24 Oct
4.92 out of 5 average rating, 212 reviews