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Search results; Over 1,000 homes in Brewster

Top guest favourite
Guest house in Brewster
Sherwood Barn - close to ski mountain
2 bedrooms, 3 beds, 1 private bathroom
10–15 Aug
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4.94 out of 5 average rating, 181 reviews
Top guest favourite
Room in Brewster
Suite by the Lake, HudsonValley/ pets welcome.
4.97 out of 5 average rating, 60 reviews, 1 queen bed, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Cottage in Brewster
Lakefront Brewster Vacation Rental w/ Private Dock
4.98 out of 5 average rating, 50 reviews, 3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
Top guest favourite
Room in Brewster
Spacious Room In a Beautiful Estate House
4.97 out of 5 average rating, 311 reviews, 1 queen bed, 1 bathroom
20–25 Jul
Superhost
Flat in Brewster
The Tipsy Gypsy
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Jul
Home in Brewster
Colonial Home with Hot Tub and Al Fresco Dining
5.0 out of 5 average rating, 18 reviews, 4 bedrooms, 7 beds, 3.5 bathrooms
4–9 Aug
Top guest favourite
Home in Brewster
Mid-Century Escape
5.0 out of 5 average rating, 44 reviews, 2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
Guest favourite
Room in Brewster
The Dandelion Room -On 127 Acres
4.9 out of 5 average rating, 31 reviews, 1 bed, 1 bathroom
22–27 Jul
Superhost
Camper van/Motorhome in Brewster
Sweet Abby Rose
New place to stay, 1 bedroom, 1 bed, 1 bathroom
20–25 Jul
Top guest favourite
Cabin in Carmel Hamlet
Cozy Log Cabin Getaway
4.97 out of 5 average rating, 93 reviews, 2 bedrooms, 4 beds, 1.5 bathrooms
29 Sept – 4 Oct
Top guest favourite
Flat in Holmes
Top Side
5.0 out of 5 average rating, 132 reviews, 1 bedroom, 1 bed, 1 bathroom
6–11 Sept
Top guest favourite
Guest house in Brewster
Hidden Hope Cottage
4.98 out of 5 average rating, 41 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
6–11 Sept
Guest favourite
Room in Danbury
Family friendly cozy house with lake and backyard.
5.0 out of 5 average rating, 5 reviews, 1 queen bed, 1 bathroom
25–30 Jul
Home in Holmes
Laurelwood Cottage at Sanita Hill
New place to stay, 4 bedrooms, 5 beds, 2 bathrooms
26–31 Jul
Guest favourite
Home in Redding
Cozy private retreat
5.0 out of 5 average rating, 13 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Guest house in Southbury
The Perch in the Purchase
5.0 out of 5 average rating, 68 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Cottage in South Salem
Oscaleta Guest House: Lakefront Cabin
5.0 out of 5 average rating, 134 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Aug
Top guest favourite
Holiday home in Holmes
The Dahlia Villa within Westerhall Gardens
5.0 out of 5 average rating, 28 reviews, 2 bedrooms, 2 beds, 1 bathroom
20–25 Jul
Guest house in Danbury
Guesthouse on Candlewood Lake with private dock
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 1 bathroom
23–28 Aug