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Search results; Over 1,000 homes in Brewster

Top guest favourite
Guest suite in Brewster
Sheep Pond Get-Away
1 bedroom, 2 beds, 1 private bathroom
1–6 Oct
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4.97 out of 5 average rating, 415 reviews
Home in Brewster
Private Beach Retreat - New 5BR Cape Escape
5 bedrooms, 6 beds, 2 bathrooms
23–28 Aug
New place to stay
Top guest favourite
Bed and breakfast in Brewster
The Nook at Halcyon Farm
1 bedroom, 1 king bed, 1 bathroom
22–27 Aug
4.98 out of 5 average rating, 203 reviews
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, 27 reviews
Home in Brewster
Modern Coastal Retreat, Beach, Pools & Bike Trails
2 bedrooms, 5 beds, 2 bathrooms
30 Aug – 4 Sept
4.83 out of 5 average rating, 6 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
Superhost
Home in Brewster
Charming Cape Cod Cottage Fire Pit, Pet Friendly
3 bedrooms, 4 beds, 1 bathroom
14–19 Aug
New place to stay
Guest favourite
Townhouse in Brewster
Billington Hideaway - Ocean Edge - 3 Bdrms 2 Baths
3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
4.91 out of 5 average rating, 11 reviews
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
Superhost
Home in Brewster
4BR Brewster | Dual Pond Access & Kayak
4 bedrooms, 7 beds, 2 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Brewster
The Getaweigh: Walk to private beach & town!
3 bedrooms, 4 beds, 1 bathroom
12–19 Sept
5.0 out of 5 average rating, 18 reviews
Superhost
Home in Dennis
East Dennis Gem: 5BRs | Near Bayside Beaches
5 bedrooms, 6 beds, 4 bathrooms
28 Sept – 3 Oct
New place to stay
Flat in Brewster
Beautifully renovated second-floor condo
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
New place to stay
Guest favourite
Home in Brewster
Cheerful and spacious 3BR, indoor fireplace
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 57 reviews
Guest favourite
Home in Brewster
Cute Cape - In beautiful Brewster Cape Cod
3 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 26 reviews
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
Top guest favourite
Guest house in Orleans
Rock Harbor Hideaway
1 bedroom, 1 bed, 1 bathroom
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, 1 bathroom
12–17 Sept
4.99 out of 5 average rating, 88 reviews
Top guest favourite
Home in Eastham
10 min walk to Beach - Amazing View & Huge Deck
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 12 reviews