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Search results; Over 1,000 homes in Brewster

Home in Brewster
Private Beach Retreat - New 5BR Cape Escape
5 bedrooms, 6 beds
23–28 Aug
New place to stay
Home in Brewster
Modern Coastal Retreat, Beach, Pools & Bike Trails
2 bedrooms, 5 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Home in Brewster
5 Bedrooms | Water Views | Private Pond Beach
5 bedrooms, 7 beds
22–27 Aug
4.83 out of 5 average rating, 6 reviews
Top guest favourite
Home in Brewster
Nestled In Brewster
3 bedrooms, 3 beds
29 Aug – 5 Sept
5.0 out of 5 average rating, 26 reviews
Superhost
Home in Brewster
Private Beach, Sweeping Water Views, Game Room!
4 bedrooms, 5 beds
3–8 Oct
Flat in Brewster
Beautifully renovated second-floor condo
1 bedroom, 2 beds
1–6 Sept
New place to stay
Superhost
Home in Brewster
Charming Cape Cod Cottage Fire Pit, Pet Friendly
3 bedrooms, 4 beds
14–19 Aug
New place to stay
Superhost
Home in Brewster
4BR Brewster | Dual Pond Access & Kayak
4 bedrooms, 7 beds
30 Aug – 4 Sept
Superhost
Home in Brewster
Steps to Bayside Beach, Central AC, Large Backyard
3 bedrooms, 4 beds
25–30 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Townhouse in Brewster
Billington Hideaway - Ocean Edge - 3 Bdrms 2 Baths
3 bedrooms, 4 beds
10–15 Aug
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Home in Eastham
10 min walk to Beach - Amazing View & Huge Deck
3 bedrooms, 3 beds
19–24 Oct
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Guest suite in Brewster
Sheep Pond Get-Away
1 bedroom, 2 beds
1–6 Oct
4.97 out of 5 average rating, 414 reviews
Top guest favourite
Home in Brewster
4BR/3B | Walk2Pond | Screened Porch | FireTbl | AC
4 bedrooms, 7 beds
19–24 Sept
4.93 out of 5 average rating, 161 reviews
Top guest favourite
Guest house in Orleans
Rock Harbor Hideaway
1 bedroom, 1 bed
25–30 Oct
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Home in Brewster
“Rooster Cottage and Gardens” Entire Private Home
2 bedrooms, 3 beds
12–17 Sept
4.99 out of 5 average rating, 87 reviews
Guest favourite
Home in Brewster
Brewster Beach House
4 bedrooms, 5 beds
26 Jun – 3 Jul
4.89 out of 5 average rating, 18 reviews
Top guest favourite
Home in Brewster
Cape Cod Farmhouse: Walk to the Beach in Brewster!
3 bedrooms, 3 queen beds
29 Aug – 5 Sept
4.98 out of 5 average rating, 105 reviews
Top guest favourite
Flat in Brewster
The Book Nook
1 bedroom, 1 bed
30 Aug – 4 Sept
5.0 out of 5 average rating, 77 reviews