
Discover the Best Resort Vacations
Explore the top resorts, from luxury beachfront escapes to family-friendly all-inclusive resorts and relaxing spa retreats. Whether you’re planning a weekend getaway or an extended vacation, the Brewster offers world-class resort destinations for every travel style, season, and budget.
Guests
- Hotels
- Villas
- Cabins
- Rentals
- Cottages
- Resorts
- Accommodations
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Private Pool
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Breakfast
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Parking
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Pool
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Private Pool
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Breakfast
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Parking
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Pool
- Massachusetts
- ·
- Brewster
- 1.29 mi to center
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Private Pool
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Hot Tub
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Parking
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Pool
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Private Pool
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Hot Tub
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Parking
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Pool
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Parking
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Pool
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Balcony/Terrace
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View
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Parking
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Pool
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Balcony/Terrace
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View
- Massachusetts
- ·
- Brewster
- 1.97 mi to center
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Parking
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Ocean View
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Balcony/Terrace
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View
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Parking
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Ocean View
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Balcony/Terrace
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View
- Massachusetts
- ·
- Brewster
- 1.01 mi to center
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Private Pool
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Hot Tub
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Pool
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Spa
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Private Pool
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Hot Tub
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Pool
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Spa
- Massachusetts
- ·
- Brewster
- 0.66 mi to center
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Hot Tub
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Parking
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Pool
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Spa
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Hot Tub
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Parking
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Pool
-
Spa
- Massachusetts
- ·
- Brewster
- 1.86 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
- Massachusetts
- ·
- Brewster
- 2.29 mi to center
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Pool
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Ocean View
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Balcony/Terrace
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View
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Pool
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Ocean View
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Balcony/Terrace
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View
- Massachusetts
- ·
- Brewster
- 1.42 mi to center
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Hot Tub
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Parking
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Pool
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Spa
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Hot Tub
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Parking
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Pool
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Spa
- Brewster
- ·
- West Brewster
- 0.70 mi to center
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Breakfast
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Parking
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Pool
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Balcony/Terrace
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Breakfast
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Parking
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Pool
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Balcony/Terrace
- Massachusetts
- ·
- Brewster
- 1.19 mi to center
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Breakfast
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Parking
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Spa
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Balcony/Terrace
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Breakfast
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Parking
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Spa
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Balcony/Terrace
- Massachusetts
- ·
- Brewster
- 1.58 mi to center
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Hot Tub
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Parking
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Ocean View
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Balcony/Terrace
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Hot Tub
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Parking
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Ocean View
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Balcony/Terrace
- Massachusetts
- ·
- Brewster
- 1.32 mi to center
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Parking
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Balcony/Terrace
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View
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Kitchen
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Parking
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Balcony/Terrace
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View
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Kitchen
- Massachusetts
- ·
- Brewster
- 1.33 mi to center
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Private Pool
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Parking
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Pool
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Ocean View
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Private Pool
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Parking
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Pool
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Ocean View
- Massachusetts
- ·
- Brewster
- 1.56 mi to center
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Parking
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Ocean View
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Balcony/Terrace
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View
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Parking
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Ocean View
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Balcony/Terrace
-
View
- Brewster
- ·
- West Brewster
- 0.66 mi to center
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Parking
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Ocean View
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Balcony/Terrace
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View
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Parking
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Ocean View
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Balcony/Terrace
-
View
- Massachusetts
- ·
- Brewster
- 1.42 mi to center
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Hot Tub
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Parking
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Pool
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Spa
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Hot Tub
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Parking
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Pool
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Spa
- Brewster
- ·
- West Brewster
- 0.70 mi to center
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Breakfast
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Parking
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Pool
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Balcony/Terrace
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Breakfast
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Parking
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Pool
-
Balcony/Terrace
- Massachusetts
- ·
- Brewster
- 1.19 mi to center
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Breakfast
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Parking
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Spa
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Balcony/Terrace
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Breakfast
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Parking
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Spa
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Balcony/Terrace
- Massachusetts
- ·
- Brewster
- 1.58 mi to center
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Hot Tub
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Parking
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Ocean View
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Balcony/Terrace
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Hot Tub
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Parking
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Ocean View
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Balcony/Terrace
- Massachusetts
- ·
- Brewster
- 1.32 mi to center
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Parking
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Balcony/Terrace
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View
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Kitchen
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Parking
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Balcony/Terrace
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View
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Kitchen
- Massachusetts
- ·
- Brewster
- 1.33 mi to center
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Private Pool
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Parking
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Pool
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Ocean View
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Private Pool
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Parking
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Pool
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Ocean View
- Massachusetts
- ·
- Brewster
- 1.56 mi to center
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Parking
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Ocean View
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Balcony/Terrace
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View
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Parking
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Ocean View
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Balcony/Terrace
-
View
- Brewster
- ·
- West Brewster
- 0.66 mi to center
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Parking
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Ocean View
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Balcony/Terrace
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View
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Parking
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Ocean View
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Balcony/Terrace
-
View
- Massachusetts
- ·
- Brewster
- 3.15 mi to center
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Balcony/Terrace
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View
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Air Conditioner
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Internet
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Balcony/Terrace
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View
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Air Conditioner
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Internet
- Massachusetts
- ·
- Brewster
- 3.29 mi to center
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Parking
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Kitchen
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Air Conditioner
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Internet
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Parking
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Kitchen
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Air Conditioner
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Internet
- Massachusetts
- ·
- Brewster
- 1.86 mi to center
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Parking
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Ocean View
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Balcony/Terrace
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View
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Parking
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Ocean View
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Balcony/Terrace
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View
- Massachusetts
- ·
- Brewster
- 1.90 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
- Massachusetts
- ·
- Brewster
- 2.08 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
- Massachusetts
- ·
- Brewster
- 1.64 mi to center
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Kitchen
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Air Conditioner
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Internet
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Child Friendly
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Kitchen
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Air Conditioner
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Internet
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Child Friendly
- Massachusetts
- ·
- Brewster
- 2.44 mi to center
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Ocean View
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View
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Kitchen
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Air Conditioner
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Ocean View
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View
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Kitchen
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Air Conditioner
- Massachusetts
- ·
- Brewster
- 1.57 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
- Massachusetts
- ·
- Brewster
- 1.10 mi to center
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Pool
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Air Conditioner
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TV
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Bedding/Linens
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Pool
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Air Conditioner
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TV
-
Bedding/Linens
- Massachusetts
- ·
- Brewster
- 1.85 mi to center
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Private Pool
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Private Beach
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Oceanfront
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Hot Tub
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Private Pool
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Private Beach
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Oceanfront
-
Hot Tub
- Massachusetts
- ·
- Brewster
- 1.92 mi to center
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Private Pool
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Hot Tub
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Parking
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Pool
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Private Pool
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Hot Tub
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Parking
-
Pool
- Massachusetts
- ·
- Brewster
- 1.54 mi to center
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Hot Tub
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Pool
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Kitchen
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Air Conditioner
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Hot Tub
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Pool
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Kitchen
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Air Conditioner
- Massachusetts
- ·
- Brewster
- 1.29 mi to center
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Massachusetts
- ·
- Brewster
- 1.04 mi to center
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Hot Tub
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Pool
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Air Conditioner
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Child Friendly
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Hot Tub
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Pool
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Air Conditioner
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Child Friendly
- Brewster
- ·
- West Brewster
- 0.70 mi to center
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Breakfast
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Parking
-
Pool
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Balcony/Terrace
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Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
- Massachusetts
- ·
- Brewster
- 1.42 mi to center
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Hot Tub
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Parking
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Pool
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Spa
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Hot Tub
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Parking
-
Pool
-
Spa
- Massachusetts
- ·
- Brewster
- 1.19 mi to center
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Breakfast
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Parking
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Spa
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Balcony/Terrace
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Breakfast
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Parking
-
Spa
-
Balcony/Terrace
- Massachusetts
- ·
- Brewster
- 1.58 mi to center
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Hot Tub
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Parking
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Ocean View
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Balcony/Terrace
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Hot Tub
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Parking
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Ocean View
-
Balcony/Terrace
- Massachusetts
- ·
- Brewster
- 1.32 mi to center
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Parking
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Balcony/Terrace
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View
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Kitchen
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Parking
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Balcony/Terrace
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View
-
Kitchen
- Massachusetts
- ·
- Brewster
- 1.33 mi to center
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Private Pool
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Parking
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Pool
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Ocean View
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Private Pool
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Parking
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Pool
-
Ocean View
- Massachusetts
- ·
- Brewster
- 1.56 mi to center
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Parking
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Ocean View
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Balcony/Terrace
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View
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Parking
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Ocean View
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Balcony/Terrace
-
View
- Brewster
- ·
- West Brewster
- 0.66 mi to center
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Parking
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Ocean View
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Balcony/Terrace
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View
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Parking
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Ocean View
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Balcony/Terrace
-
View
Find the Perfect Resort Vacation in the Brewster
What makes our resorts stand out?
Verified Properties
Every vacation home shown on Resort Vacation comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Popular Resort Destinations in the Brewster
What are the Top Resort Locations Across the Brewster?
Discover resorts in the most sought-after travel destinations nationwide:
Stony Brook Grist Mill
Stony Brook Grist Mill VACATION RENTALSSheep Pond
Sheep Pond VACATION RENTALSNickerson State Park
Nickerson State Park VACATION RENTALSCrosby Landing Beach
Crosby Landing Beach VACATION RENTALSCaptains Golf Course
Captains Golf Course VACATION RENTALSSea Pines
Sea Pines VACATION RENTALSCape Rep Theatre
Cape Rep Theatre VACATION RENTALSCrosby Mansion
Crosby Mansion VACATION RENTALSOcean Edge Golf Club
Ocean Edge Golf Club VACATION RENTALSRail Trail Bike Shop
Rail Trail Bike Shop VACATION RENTALSBrewster Historical Society Museum
Brewster Historical Society Museum VACATION RENTALSWest Brewster
West Brewster VACATION RENTALSHow to Reserve Your Resorts Vacation Accommodation?
Booking Made Simple
Resorts Vacations connects travelers with verified resort stays from trusted partners across the Brewster. Once you find the perfect resort, you’ll be seamlessly guided to our partner’s secure booking platform to complete your reservation with confidence.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Common Resort Vacation Amenities in the Brewster
What Amenities Can You Expect When Booking with Resorts Vacations?
Resorts Vacations offers carefully selected resort stays across the Brewster, designed for comfort, convenience, and memorable experiences.
Indoor Amenities
Spacious guest rooms and suites
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Places to Stay with Resorts Vacations
Looking for the perfect resort vacation in the Brewster? Discover a curated collection of resort stays offering comfort, convenience, and unforgettable experiences in top destinations nationwide. Whether you’re searching for a beachfront resort, a family-friendly escape, or a luxury retreat, Resorts Vacations makes it easy to explore and compare verified resort options for your next getaway.
- Massachusetts
- ·
- Brewster
- 1.29 mi to center
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Massachusetts
- ·
- Brewster
- 1.85 mi to center
-
Private Pool
-
Private Beach
-
Oceanfront
-
Hot Tub
-
Private Pool
-
Private Beach
-
Oceanfront
-
Hot Tub
- Massachusetts
- ·
- Brewster
- 1.92 mi to center
-
Private Pool
-
Hot Tub
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Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Massachusetts
- ·
- Brewster
- 1.54 mi to center
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Hot Tub
-
Pool
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Kitchen
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Air Conditioner
-
Hot Tub
-
Pool
-
Kitchen
-
Air Conditioner
- Massachusetts
- ·
- Brewster
- 1.10 mi to center
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Pool
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Air Conditioner
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TV
-
Bedding/Linens
-
Pool
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Air Conditioner
-
TV
-
Bedding/Linens
- Massachusetts
- ·
- Brewster
- 1.04 mi to center
-
Hot Tub
-
Pool
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Air Conditioner
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Child Friendly
-
Hot Tub
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Pool
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Air Conditioner
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Child Friendly
Resorts Vacations FAQs
What are the top vacation rentals in Brewster?
There are a lot of options in Brewster. If you plan on staying in the Brewster area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Brewster:
How many vacation rentals have private pools in Brewster?
There are 33 vacation rentals with private pools near Brewster. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Brewster are best for families?
If you are looking for a family-friendly vacation home in Brewster, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Brewster:
How many vacation rentals are available in Brewster?
Currently, the total number of properties listed in 2026 is over 8 in the Brewster area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Brewster.
More Resorts Vacations to Explore
- Massachusetts
- ·
- Brewster
- 1.29 mi to center
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Massachusetts
- ·
- Brewster
- 1.85 mi to center
-
Private Pool
-
Private Beach
-
Oceanfront
-
Hot Tub
-
Private Pool
-
Private Beach
-
Oceanfront
-
Hot Tub
- Massachusetts
- ·
- Brewster
- 1.92 mi to center
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Massachusetts
- ·
- Brewster
- 1.10 mi to center
-
Pool
-
Air Conditioner
-
TV
-
Bedding/Linens
-
Pool
-
Air Conditioner
-
TV
-
Bedding/Linens
- Massachusetts
- ·
- Brewster
- 1.04 mi to center
-
Hot Tub
-
Pool
-
Air Conditioner
-
Child Friendly
-
Hot Tub
-
Pool
-
Air Conditioner
-
Child Friendly
- Massachusetts
- ·
- Brewster
- 1.54 mi to center
-
Hot Tub
-
Pool
-
Kitchen
-
Air Conditioner
-
Hot Tub
-
Pool
-
Kitchen
-
Air Conditioner