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Search results; Over 1,000 homes in Brewster

Apartment in Brewster
Brewster Bliss at Ocean Edge
2 bedrooms, 2 beds, 2 private bathrooms
19–24 Sept
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4.58 out of 5 average rating, 19 reviews
Guest favourite
Home in Brewster
Brewster Beach House
4 bedrooms, 5 beds
26 Jun – 3 Jul
4.91 out of 5 average rating, 22 reviews
Top guest favourite
Home in Brewster
4BR/3B | Walk2Pond | Screened Porch | FireTbl | AC
4 bedrooms, 7 beds
24–29 Oct
4.93 out of 5 average rating, 164 reviews
Top guest favourite
Flat in Brewster
Townhouse at Ocean Edge 2B/2B + Loft
2 bedrooms, 4 beds
21–26 Sept
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Home in Brewster
Beach & Recharge! Hot Tub, Fire Pit & EV Charger
4 bedrooms, 7 beds
19–24 Sept
5.0 out of 5 average rating, 95 reviews
Superhost
Home in Brewster
Steps to Bayside Beach, Central AC, Large Backyard
3 bedrooms, 4 beds
2–7 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Brewster
Brewster Home on Lower Mill Pond
2 bedrooms, 2 queen beds
7–14 Nov
4.96 out of 5 average rating, 185 reviews
Top guest favourite
Home in Brewster
“Rooster Cottage and Gardens” Entire Private Home
2 bedrooms, 3 beds
17–22 Sept
4.99 out of 5 average rating, 90 reviews
Top guest favourite
Guest suite in Brewster
Sheep Pond Get-Away
1 bedroom, 2 beds
2–7 Nov
4.97 out of 5 average rating, 422 reviews
Top guest favourite
Home in Brewster
Hawks Nest with path to beach
4 bedrooms, 7 beds
19–24 Sept
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Brewster
Modern Coastal Retreat, Beach, Pools & Bike Trails
2 bedrooms, 5 beds
18–23 Sept
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Home in Brewster
Beautiful 4 bed/3 bath in Brewster, MA
4 bedrooms, 6 beds
26 Sept – 1 Oct
4.98 out of 5 average rating, 51 reviews
Top guest favourite
Home in Brewster
Cozy Brewster Stay Near Beach
4 bedrooms, 4 beds
12–17 Sept
4.94 out of 5 average rating, 17 reviews
Guest favourite
Flat in Brewster
Beautifully renovated second-floor condo
1 bedroom, 2 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Brewster
Songbird Studio- Secluded but close to everything!
2 beds
3–8 Oct
4.97 out of 5 average rating, 134 reviews
Top guest favourite
Home in Harwich
Waterfront★ Pvt Beach ★ On Bike Path ★Bikes★Kayaks
3 bedrooms, 4 beds
22–27 Oct
4.96 out of 5 average rating, 84 reviews
Guest favourite
Home in Brewster
Brewster Hideaway
4 bedrooms, 4 beds
1–6 Oct
4.91 out of 5 average rating, 90 reviews
Top guest favourite
Home in Brewster
Cheerful and spacious 3BR, indoor fireplace
4 bedrooms, 7 beds
20–25 Sept
4.97 out of 5 average rating, 60 reviews
Top guest favourite
Home in Brewster
Modern Cape, Private Heated Pool, Beach, Golf
4 bedrooms, 10 beds
13–18 Sept
4.98 out of 5 average rating, 53 reviews