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Search results; Over 1,000 homes in Oak Bluffs

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Guest favourite
Home in Oak Bluffs
Oak Bluffs Victorian Walk to Town & Beaches
5 bedrooms, 7 beds
29 Sept – 4 Oct
4.82 out of 5 average rating, 68 reviews
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Home in Oak Bluffs
New Home Walk to Town & Beaches
4 bedrooms, 4 queen beds
10–15 Sept
5.0 out of 5 average rating, 11 reviews
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Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
2 bedrooms, 2 double beds
20–25 Sept
4.95 out of 5 average rating, 434 reviews
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Home in Oak Bluffs
Casa Luca| Serene 3BR| SunRm, Outdr Shwr, A/C, BBQ
3 bedrooms, 5 beds
4–9 Oct
4.95 out of 5 average rating, 19 reviews
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Home in Oak Bluffs
Charming Oak Bluffs Retreat
6 bedrooms, 11 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 33 reviews
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Home in Oak Bluffs
Charming 3-Bedroom Home in the Heart of Oak Bluffs
3 bedrooms, 3 beds
23–28 Sept
4.95 out of 5 average rating, 22 reviews
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Home in Oak Bluffs
**Vineyard Vacation Retreat** -3 BR
3 bedrooms, 3 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 135 reviews
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Home in Oak Bluffs
Hidden Oaks House
4 bedrooms, 5 beds
1–7 Sept
New place to stay
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Cottage in Oak Bluffs
The WestLake
4 bedrooms, 5 beds
24–29 Oct
5.0 out of 5 average rating, 12 reviews
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Home in Oak Bluffs
The Blue Lagoon, Oak Bluffs
3 bedrooms, 3 king beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 55 reviews
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Home in Oak Bluffs
Waterfront Retreat w/ Guest Cottage & Sunsets
4 bedrooms, 5 beds
4–9 Oct
5.0 out of 5 average rating, 4 reviews
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Home in Oak Bluffs
impeccable cottage STEPS to downtown OB & beach!
3 bedrooms, 6 beds
19–24 Oct
4.92 out of 5 average rating, 212 reviews
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Cottage in Oak Bluffs
#Islandbeachrose. Walk To Beach and Town!
4 bedrooms, 6 beds
6–13 Sept
4.93 out of 5 average rating, 27 reviews
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Home in Oak Bluffs
The Luxury Vineyard Yurt
2 bedrooms, 3 queen beds
19–24 Oct
4.93 out of 5 average rating, 321 reviews
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Home in Oak Bluffs
Brand new! MV summer home!
3 bedrooms, 3 beds
6–11 Sept
5.0 out of 5 average rating, 11 reviews
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Home in Oak Bluffs
The Lighthouse
3 bedrooms, 6 beds
6–11 Sept
4.94 out of 5 average rating, 161 reviews
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Home in Oak Bluffs
Studio apt in newly built barn
2 beds
5–10 Oct
4.94 out of 5 average rating, 524 reviews
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Home in Oak Bluffs
New Pristine Luxury Home on Martha's Vineyard
3 bedrooms, 6 beds
29 Sept – 4 Oct
4.98 out of 5 average rating, 90 reviews