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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
Sea View Waterfront Beachfront Apartment
1 bedroom, 1 bed, 1 private bathroom
4–9 Oct
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4.97 out of 5 average rating, 141 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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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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Top guest favourite
Home in Oak Bluffs
Charming Oak Bluffs Retreat
6 bedrooms, 11 beds, 2.5 bathrooms
5–10 Oct
4.97 out of 5 average rating, 35 reviews
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Featured hotel
Hotel in Oak Bluffs
Morgan Hotel, Nashua Suite
3 bedrooms, 1 bathroom
4–9 Oct
New place to stay
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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
The Blue Lagoon, Oak Bluffs
3 bedrooms, 3 king beds, 3 bathrooms
11–16 Oct
4.98 out of 5 average rating, 58 reviews
Photo 1 of 29
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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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
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom, 1 bed, 1 bathroom
18–23 Oct
4.86 out of 5 average rating, 28 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, 22 reviews
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Top guest favourite
Home in Oak Bluffs
1/2 mile walk to Downtown Oak Bluffs
3 bedrooms, 7 beds, 2 bathrooms
17–22 Oct
4.97 out of 5 average rating, 39 reviews
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Guest favourite
Home in Oak Bluffs
Charming 3-Bedroom Home in the Heart of Oak Bluffs
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.96 out of 5 average rating, 25 reviews
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Guest favourite
Home in Oak Bluffs
9 Bedroom Home in Oak Bluffs with Ocean View & A/C
9 bedrooms, 10 beds, 6.5 bathrooms
12–17 Oct
4.78 out of 5 average rating, 18 reviews
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Guest favourite
Cottage in Oak Bluffs
111I Beautiful and walk to everything Oak Bluffs!
1 bedroom, 2 beds, 1.5 bathrooms
10–15 Oct
4.97 out of 5 average rating, 193 reviews
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Top guest favourite
Home in Oak Bluffs
Updated cottage/ ocean views
3 bedrooms, 4 beds, 1.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 29 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
Newer Home in Oak Bluffs near everything you want!
4 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
4.92 out of 5 average rating, 49 reviews
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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