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Search results; Over 1,000 homes in Brewster

Top guest favourite
Home in Brewster
Shop, Swim, Hike, Bike in Historic Brewster
3 bedrooms, 4 beds, 2 private bathrooms
19–24 Oct
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4.93 out of 5 average rating, 150 reviews
Home in Brewster
Private Beach Retreat - New 5BR Cape Escape
5 bedrooms, 6 beds, 2 bathrooms
23–28 Aug
New place to stay
Superhost
Home in Brewster
Walk to Beach & Dining, less than 1/2 mile
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
New place to stay
Top guest favourite
Home in Brewster
Nestled In Brewster
3 bedrooms, 3 beds, 2 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Brewster
Modern Coastal Retreat, Beach, Pools & Bike Trails
2 bedrooms, 5 beds, 2 bathrooms
30 Aug – 4 Sept
4.91 out of 5 average rating, 11 reviews
Apartment in Brewster
Linger Longer by the Sea
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 6 Sept
Home in Harwich
Harwich House· Sleeps 8 · Fire Pit ·6 min to Beach
4 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
New place to stay
Guest favourite
Home in Brewster
Good Times on Private Beach
4 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 27 reviews
Home in Brewster
5 Bedrooms | Water Views | Private Pond Beach
5 bedrooms, 7 beds, 2 bathrooms
27 Sept – 2 Oct
4.83 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Brewster
Songbird Studio- Secluded but close to everything!
2 beds, 1 bathroom
3–8 Oct
4.97 out of 5 average rating, 131 reviews
Superhost
Home in Brewster
4BR Brewster | Dual Pond Access & Kayak
4 bedrooms, 7 beds, 2 bathrooms
30 Aug – 4 Sept
Superhost
Home in Brewster
Steps to Bayside Beach, Central AC, Large Backyard
3 bedrooms, 4 beds, 2 bathrooms
25–30 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Brewster
Brewster Hideaway
4 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.91 out of 5 average rating, 88 reviews
Top guest favourite
Home in Brewster
4BR/3B | Walk2Pond | Screened Porch | FireTbl | AC
4 bedrooms, 7 beds, 3 bathrooms
19–24 Sept
4.93 out of 5 average rating, 162 reviews
Flat in Brewster
Beautifully renovated second-floor condo
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Brewster
The Brewster Pearl Brewster 3 bed 2 bath
3 bedrooms, 6 beds, 2 bathrooms
24–29 Sept
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Home in Brewster
“Rooster Cottage and Gardens” Entire Private Home
2 bedrooms, 3 beds, 1 bathroom
12–17 Sept
4.99 out of 5 average rating, 88 reviews
Top guest favourite
Home in Brewster
Hawks Nest with path to beach
4 bedrooms, 7 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Brewster
Brewster Home on Lower Mill Pond
2 bedrooms, 2 queen beds, 1 bathroom
23–30 Aug
4.96 out of 5 average rating, 185 reviews