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Search results; Over 1,000 homes in Brewster

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Guest favourite
Tiny home in Brewster
Seagrass Cottage! Tiny Luxury! Patio/firepit/PetOK
1 bedroom, 1 bed, 1 private bathroom
5–10 Oct
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4.96 out of 5 average rating, 82 reviews
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Top guest favourite
Home in Brewster
4BR/3B | Walk2Pond | Screened Porch | FireTbl | AC
4 bedrooms, 7 beds, 3 bathrooms
24–29 Oct
4.93 out of 5 average rating, 165 reviews
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Top guest favourite
Guest suite in Brewster
Sheep Pond Get-Away
1 bedroom, 2 beds, 1 bathroom
27 Oct – 1 Nov
4.97 out of 5 average rating, 425 reviews
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Guest favourite
Home in Brewster
Rare Updated Cape Cod Find!
5 bedrooms, 7 beds, 3.5 bathrooms
5–10 Oct
5.0 out of 5 average rating, 21 reviews
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Guest favourite
Home in Brewster
Brewster Beach House
4 bedrooms, 5 beds, 2 bathrooms
26 Jun – 3 Jul
4.87 out of 5 average rating, 23 reviews
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Top guest favourite
Home in Brewster
The Brewster Pearl Brewster 3 bed 2 bath
3 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 30 reviews
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Guest favourite
Cottage in Brewster
Paines Creek - steps to the beach
2 bedrooms, 3 beds, 1 bathroom
3–10 Oct
4.92 out of 5 average rating, 78 reviews
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Top guest favourite
Home in Brewster
Good Times on Private Beach
4 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 31 reviews
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Top guest favourite
Home in Brewster
Nestled In Brewster
3 bedrooms, 3 beds, 2 bathrooms
22–29 May
5.0 out of 5 average rating, 32 reviews
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Top guest favourite
Home in Brewster
Retreat by the Hot Tub & Fire Pit, Dog-Friendly!
4 bedrooms, 7 beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 98 reviews
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Top guest favourite
Guest house in Brewster
Charming Antique Cape Cod Cottage
1 bedroom, 2 beds, 1 bathroom
11–16 Nov
4.93 out of 5 average rating, 299 reviews
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Guest favourite
Home in Brewster
Brewster Hideaway
4 bedrooms, 4 beds, 2 bathrooms
17–22 Oct
4.91 out of 5 average rating, 92 reviews
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Top guest favourite
Home in Brewster
Cheerful and spacious 3BR, indoor fireplace
4 bedrooms, 7 beds, 2 bathrooms
4–9 Oct
4.97 out of 5 average rating, 60 reviews
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Guest favourite
Home in Brewster
5 Bedrooms | Water Views | Private Pond Beach
5 bedrooms, 7 beds, 2 bathrooms
1–6 Oct
4.9 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Brewster
Modern Cape, Private Heated Pool, Beach, Golf
4 bedrooms, 10 beds, 3 bathrooms
3–8 Oct
4.98 out of 5 average rating, 54 reviews
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Guest favourite
Home in Brewster
Steps to Bayside Beach, Central AC, Large Backyard
3 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Home in Brewster
SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC
3 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
4.99 out of 5 average rating, 216 reviews
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Guest favourite
Home in Orleans
Spacious Cottage near Pleasant Bay
2 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
4.81 out of 5 average rating, 99 reviews
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Top guest favourite
Guest house in Brewster
Brand new, on a secret pond
1 bedroom, 2 beds, 1 bathroom
27 Oct – 1 Nov
4.93 out of 5 average rating, 171 reviews