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Search results; Over 1,000 homes in Oak Bluffs

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Top guest favourite
Apartment in Oak Bluffs
FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach
2 bedrooms, 3 beds, 2 private bathrooms
26 Sept – 1 Oct
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5.0 out of 5 average rating, 34 reviews
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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
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, 73 reviews
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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
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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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
**Vineyard Vacation Retreat** -3 BR
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 139 reviews
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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, 209 reviews
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Room in Oak Bluffs
Ocean Park Victorian
1 double bed, 1 bathroom
1–6 Jan
4.99 out of 5 average rating, 234 reviews
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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, 57 reviews
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Cottage in Oak Bluffs
The WestLake
4 bedrooms, 5 beds, 2 bathrooms
24–29 Oct
5.0 out of 5 average rating, 14 reviews
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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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Home in Oak Bluffs
Oak Bluffs Retreat, Walk to Town, Harbor, Ferries
3 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 18 reviews
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Flat in Oak Bluffs
Town/Beach: Vineyard Vacation Houses welcomes you!
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
4.89 out of 5 average rating, 314 reviews
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Home in Oak Bluffs
Updated cottage/ ocean views
3 bedrooms, 4 beds, 1.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 28 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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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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Top guest favourite
Home in Oak Bluffs
Beachfront Oasis
4 bedrooms, 5 beds, 1.5 bathrooms
4–11 Oct
4.93 out of 5 average rating, 15 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