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Search results; Over 1,000 homes in Oak Bluffs

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Top guest favourite
Guest suite in Oak Bluffs
Spacious 1 Bedroom Apt - 3 min walk to the Beach!
1 bedroom, 2 beds, 1 private bathroom
1–6 Oct
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5.0 out of 5 average rating, 43 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
17–22 Oct
4.92 out of 5 average rating, 26 reviews
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Guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
2 bedrooms, 2 double beds, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 442 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
1–6 Oct
4.82 out of 5 average rating, 73 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
1–6 Nov
5.0 out of 5 average rating, 11 reviews
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Guest favourite
Home in Oak Bluffs
**Vineyard Vacation Retreat** -3 BR
3 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.96 out of 5 average rating, 140 reviews
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Top guest favourite
Home in Oak Bluffs
Charming Oak Bluffs Retreat
6 bedrooms, 11 beds, 2.5 bathrooms
1–6 Oct
4.97 out of 5 average rating, 35 reviews
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Guest favourite
Home in Oak Bluffs
Studio apt in newly built barn
2 beds, 1 bathroom
5–10 Oct
4.94 out of 5 average rating, 527 reviews
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Top guest favourite
Home in Oak Bluffs
The Blue Lagoon, Oak Bluffs
3 bedrooms, 3 king beds, 3 bathrooms
11–16 Oct
4.98 out of 5 average rating, 57 reviews
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Guest favourite
Home in Oak Bluffs
New Pristine Luxury Home on Martha's Vineyard
3 bedrooms, 6 beds, 2.5 bathrooms
1–6 Oct
4.98 out of 5 average rating, 92 reviews
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Superhost
Home in Oak Bluffs
Oak Bluffs 4BR • 5 Min Drive to Downtown
4 bedrooms, 4 beds, 2 bathrooms
22–27 Oct
4.88 out of 5 average rating, 75 reviews
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Guest favourite
Home in Oak Bluffs
Modern farmhouse w/Pool and AC
4 bedrooms, 6 beds, 3.5 bathrooms
17–24 Oct
5.0 out of 5 average rating, 18 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
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Top guest favourite
Home in Oak Bluffs
Oak Bluffs Retreat, Walk to Town, Harbor, Ferries
3 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 18 reviews
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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
1–6 Oct
5.0 out of 5 average rating, 23 reviews
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Home in Oak Bluffs
Near Farm Neck Golf | Outdoor Shower & Deck
3 bedrooms, 5 beds, 2 bathrooms
12–17 Oct
New place to stay
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Featured hotel
Hotel in Oak Bluffs
Summercamp, King
1 bedroom, 1 king bed, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 7 reviews
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Superhost
Home in Oak Bluffs
Oak Bluffs Allure
4 bedrooms, 4 beds, 5 bathrooms
1–6 Oct
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Top guest favourite
Cottage in Oak Bluffs
The WestLake
4 bedrooms, 5 beds, 2 bathrooms
24–29 Oct
5.0 out of 5 average rating, 14 reviews