A windmill in a grassy field with trees in the background.

Brewster house rentals

We found 80 house rentals — enter your dates for availability

Explore Brewster house rentals

Image of Lakefront Brewster Vacation Rental w/ Private Dock

Premier Host

Lakefront Brewster Vacation Rental w/ Private Dock

Sleeps 6 · 3 bedrooms · 2 bathrooms

Image of Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT

Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT

Sleeps 16 · 11 bedrooms · 5 bathrooms

Image of Colonial Home on 2 acres with Hot Tub and Al Fresco Dining and More!

Colonial Home on 2 acres with Hot Tub and Al Fresco Dining and More!

Sleeps 12 · 4 bedrooms · 3+ bathrooms

Image of Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Sleeps 8 · 4 bedrooms · 1 bathroom

Image of Ultra Secluded mountaintop mansion amazing views-hot tub-arcade

Ultra Secluded mountaintop mansion amazing views-hot tub-arcade

Sleeps 16 · 6 bedrooms · 3+ bathrooms

Image of Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Premier Host

Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Sleeps 3 · 1 bedroom · 1 bathroom

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