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Search results; Over 1,000 homes in Oak Bluffs

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Top guest favourite
Home in Oak Bluffs
Sweet little post and beam
2 bedrooms, 1 bed, 1 private bathroom
5–10 Oct
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4.97 out of 5 average rating, 260 reviews
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Featured hotel
Hotel in Oak Bluffs
King
1 bedroom, 1 king bed, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 7 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
4–9 Oct
5.0 out of 5 average rating, 15 reviews
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Guest favourite
Home in Oak Bluffs
Charming Waterfront Home in Martha’s Vineyard
2 bedrooms, 5 beds, 2 bathrooms
16–21 Sept
4.94 out of 5 average rating, 17 reviews
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Guest favourite
Home in Oak Bluffs
Vineyard Social-Spacious 5BR Home in Oak Bluffs
5 bedrooms, 9 beds, 4.5 bathrooms
24–29 Sept
4.93 out of 5 average rating, 113 reviews
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Top guest favourite
Home in Oak Bluffs
Modern Open Floor Plan House - Walk to beach/town
3 bedrooms, 4 beds, 4 bathrooms
16–22 Sept
5.0 out of 5 average rating, 49 reviews
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Superhost
Home in Oak Bluffs
Oak Bluffs Allure
4 bedrooms, 4 beds, 5 bathrooms
15–20 Sept
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Top guest favourite
Guest suite in Oak Bluffs
Quiet Hide Away
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 208 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, 71 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, 19 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
4.92 out of 5 average rating, 26 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
27 Sept – 2 Oct
4.97 out of 5 average rating, 138 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, 56 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
Walk East Chop from Dover House
5 bedrooms, 7 beds, 4.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 38 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, 21 reviews
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Guest favourite
Cottage in Oak Bluffs
East Chop Cottage - walk to lighthouse & beach!
1 bedroom, 1 queen bed, WC
20–25 Sept
4.9 out of 5 average rating, 155 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
12–17 Oct
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Cottage in Oak Bluffs
#Islandbeachrose. Walk To Beach and Town!
4 bedrooms, 6 beds, 2 bathrooms
16–21 Sept
4.93 out of 5 average rating, 27 reviews