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Search results; Over 1,000 homes in Oak Bluffs

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Guest favourite
Home in Oak Bluffs
Beautiful 3 bedroom in Oak Bluffs, walk to beach
3 bedrooms, 6 beds, 2.5 private bathrooms
15–20 Oct
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4.81 out of 5 average rating, 131 reviews
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Featured hotel
Hotel in Oak Bluffs
Summercamp, Queen
1 bedroom, 1 queen bed
13–18 Oct
5.0 out of 5 average rating, 4 reviews
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Featured hotel
Hotel in Oak Bluffs
Morgan Hotel, Nashua Suite
3 bedrooms
4–9 Oct
New place to stay
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Guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
2 bedrooms, 2 double beds
18–23 Oct
4.95 out of 5 average rating, 442 reviews
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Top guest favourite
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom, 1 bed
18–23 Oct
4.85 out of 5 average rating, 27 reviews
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Guest favourite
Home in Oak Bluffs
New Home Walk to Town & Beaches
4 bedrooms, 4 queen beds
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
1–6 Oct
4.82 out of 5 average rating, 73 reviews
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Guest favourite
Home in Oak Bluffs
Studio apt in newly built barn
2 beds
12–17 Oct
4.94 out of 5 average rating, 528 reviews
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Guest favourite
Home in Oak Bluffs
**Vineyard Vacation Retreat** -3 BR
3 bedrooms, 3 beds
1–6 Oct
4.96 out of 5 average rating, 140 reviews
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Home in Oak Bluffs
Near Farm Neck Golf | Outdoor Shower & Deck
3 bedrooms, 5 beds
12–17 Oct
New place to stay
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Top guest favourite
Room in Oak Bluffs
Ocean Park Victorian
1 double bed
1–6 Jan
4.99 out of 5 average rating, 234 reviews
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Guest favourite
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, 213 reviews
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Top guest favourite
Guest house in Oak Bluffs
Oak bluffs cottage Perfect place to honeymoon!
2 bedrooms, 2 beds
25–30 Oct
4.97 out of 5 average rating, 139 reviews
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Top guest favourite
Flat in Oak Bluffs
Town/Beach: Vineyard Vacation Houses welcomes you!
1 bedroom, 2 beds
18–23 Oct
4.89 out of 5 average rating, 315 reviews
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Top guest favourite
Guest suite in Oak Bluffs
Quiet Hide Away
1 bedroom, 1 queen bed
1–6 Oct
4.98 out of 5 average rating, 211 reviews
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Top guest favourite
Guest house in Oak Bluffs
The Nest, Comfortable, Cozy and Convenient
1 bedroom, 1 queen bed
3–8 Oct
4.94 out of 5 average rating, 103 reviews
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Top guest favourite
Home in Oak Bluffs
Charming Oak Bluffs Retreat
6 bedrooms, 11 beds
5–10 Oct
4.97 out of 5 average rating, 35 reviews
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Guest favourite
Boutique hotel in Oak Bluffs
In Town Queen Room
1 bedroom, 1 queen bed
4–9 Oct
4.96 out of 5 average rating, 81 reviews
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Top guest favourite
Home in Oak Bluffs
Beachfront Oasis
4 bedrooms, 5 beds
4–11 Oct
4.93 out of 5 average rating, 15 reviews