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

Brewster houses

We found 79 houses — 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 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 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 · 10 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 8 · 4 bedrooms · 3+ bathrooms

Image of Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Premier Host

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Sleeps 4 · 2 bedrooms · 1 bathroom

Image of Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Premier Host

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Sleeps 6 · 3 bedrooms · 1 bathroom

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