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Search results; Over 1,000 homes in Brewster

Guest favorite
This Brewster cottage gives you an acre of yard, a fire pit, and an outdoor shower
2 bedrooms, 4 beds, 1.5 private baths
Sep 20 – 25
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4.83 out of 5 average rating, 203 reviews
This newly renovated Brewster house gives you private beach access at Sheep Pond
New place to stay, 5 bedrooms, 6 beds, 2 baths
Aug 23 – 28
Top guest favorite
This newly renovated Brewster home nestles you among trees near bay beaches
5.0 out of 5 average rating, 29 reviews, 3 bedrooms, 3 beds, 2 baths
Aug 29 – Sep 5
Guest favorite
This Brewster cape gives you a sunroom, gardens, and fireplace to come home to
5.0 out of 5 average rating, 26 reviews, 3 bedrooms, 3 beds, 2 baths
Aug 30 – Sep 4
Top guest favorite
This Brewster house puts you a 5-minute walk from a private pond beach
4.93 out of 5 average rating, 162 reviews, 4 bedrooms, 7 beds, 3 baths
Sep 19 – 24
Top guest favorite
Soak in birdsong and salt air at this secluded Brewster studio with a private garden
4.97 out of 5 average rating, 130 reviews, 2 beds, 1 bath
Oct 3 – 8
Top guest favorite
This Brewster suite puts you walking distance to Sheep Pond with kayaks included
4.97 out of 5 average rating, 416 reviews, 1 bedroom, 2 beds, 1 bath
Oct 2 – 7
This fully renovated Brewster condo sets you up with beach chairs and an umbrella
New place to stay, 1 bedroom, 2 beds, 1 bath
Sep 13 – 18
Top guest favorite
Sip coffee on the huge deck overlooking tidal marsh at this Eastham cottage
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 3 beds, 2 baths
Oct 24 – 29
Superhost
This Beechwood Landing house gives you dual pond access, a kayak, and a fire pit
4 bedrooms, 7 beds, 2 baths
Aug 30 – Sep 4
Guest favorite
This renovated Brewster home gives you a chef’s kitchen and outdoor fireplace
4.91 out of 5 average rating, 87 reviews, 4 bedrooms, 4 beds, 2 baths
Sep 6 – 11
Top guest favorite
This West Brewster home gives you pond access, a canoe, and a fire pit on 3 acres
4.96 out of 5 average rating, 185 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 29 – Sep 5
Guest favorite
This modern coastal Brewster home puts you on Ocean Edge’s trails and pools
4.89 out of 5 average rating, 9 reviews, 2 bedrooms, 5 beds, 2 baths
Aug 30 – Sep 4
Look out over Sheep Pond from this Brewster house with a private beach and kayaks
4.83 out of 5 average rating, 6 reviews, 5 bedrooms, 7 beds, 2 baths
Sep 27 – Oct 2
Superhost
This Brewster home puts you a 5-minute stroll from Saints Landing Beach
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 2 baths
Sep 25 – 30
Top guest favorite
This East Brewster cottage gives you a fire pit, hammock, and pond access
4.99 out of 5 average rating, 211 reviews, 3 bedrooms, 4 beds, 2 baths
Oct 4 – 9
Top guest favorite
This newly built Orleans guesthouse puts you steps from Rock Harbor
5.0 out of 5 average rating, 42 reviews, 1 bedroom, 1 bed, 1 bath
Oct 25 – 30
Guest favorite
This renovated Brewster house puts you footsteps from a private beach on the bay
5.0 out of 5 average rating, 27 reviews, 4 bedrooms, 5 beds, 2 baths
Sep 13 – 18
Top guest favorite
This Brewster cottage gives you a private wooded path to the beach
5.0 out of 5 average rating, 22 reviews, 4 bedrooms, 7 beds, 2 baths
Sep 19 – 24