A forest with tall trees and a small wooden shelter.

Photo by The Curious Zephyr

New Ashford house rentals

We found 135 house rentals — enter your dates for availability

Explore New Ashford house rentals

Image of Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak.

Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak.

Sleeps 6 · 5 bedrooms · 3 bathrooms

Image of Cozy Cottage in the Berkshires on 1.6 Acres

Cozy Cottage in the Berkshires on 1.6 Acres

Sleeps 5 · 2 bedrooms · 1 bathroom

Image of Lakefront Home on Pontoosuc Lake, the Berkshires

Premier Host

Lakefront Home on Pontoosuc Lake, the Berkshires

Sleeps 8 · 3 bedrooms · 2+ bathrooms

Image of Family-Friendly Hancock Home: Walk to Slopes!

Premier Host

Family-Friendly Hancock Home: Walk to Slopes!

Sleeps 15 · 4 bedrooms · 3 bathrooms

Image of A MAGIC SPOT: Booking all year. A perfect, private, quiet mountaintop location.

A MAGIC SPOT: Booking all year. A perfect, private, quiet mountaintop location.

Sleeps 8 · 4 bedrooms · 2 bathrooms

Image of Lake Views & Dock Access - Pittsfield Cottage!

Lake Views & Dock Access - Pittsfield Cottage!

Sleeps 6 · 4 bedrooms · 1+ bathroom

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