A snow-covered forest with a stone bridge in the background.

Photo by Elizabeth Massa Peroulakis

Middlefield houses

We found 110 houses — enter your dates for availability

Explore Middlefield house rentals

Image of Sunny, Stylish Berkshire Mountain Retreat 13 private acres near Jacob's Pillow

Sunny, Stylish Berkshire Mountain Retreat 13 private acres near Jacob's Pillow

Sleeps 8 · 4 bedrooms · 2 bathrooms

Image of The Cottage at Quill Hollow -Family friendly w/ central AC & high end appliances

Premier Host

The Cottage at Quill Hollow -Family friendly w/ central AC & high end appliances

Sleeps 8 · 3 bedrooms · 2 bathrooms

Image of Serene and Historic Farmhouse in the Berkshires

Serene and Historic Farmhouse in the Berkshires

Sleeps 6 · 4 bedrooms · 4 bathrooms

Image of Charming Farmhouse - quiet, private & peaceful

Charming Farmhouse - quiet, private & peaceful

Sleeps 6 · 3 bedrooms · 1+ bathroom

Image of Elegant Wilderness Cabin 12 Miles From Northampton

Elegant Wilderness Cabin 12 Miles From Northampton

Sleeps 4 · 2 bedrooms · 1 bathroom

Image of Wildlife Retreat in the Forest

Wildlife Retreat in the Forest

Sleeps 10 · 4 bedrooms · 2+ bathrooms

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