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Cottages in Cheshire

The Clearing - Quiet - Close To Nature
The Clearing - Quiet - Close To Nature
10.0 out of 10, Exceptional, (197)

Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires
Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires
9.0 out of 10, Wonderful, (4)

1 Mi to Dtwn: Cottage w/ Large Yard in Stockbridge
1 Mi to Dtwn: Cottage w/ Large Yard in Stockbridge
10.0 out of 10, Exceptional, (3)

Charming historic cottage on scenic road to Mt. Greylock
Charming historic cottage on scenic road to Mt. Greylock
10.0 out of 10, Exceptional, (114)

Entire cottage in Berkshire Villiage
Entire cottage in Berkshire Villiage
9.8 out of 10, Exceptional, (6)

Charming 2-Bedroom Cottage with WiFi, AC in Quiet North Berkshire Location
Charming 2-Bedroom Cottage with WiFi, AC in Quiet North Berkshire Location
10.0 out of 10, Exceptional, (7)

Charlemont Retreat on Chickley River w/ EV Charger
Charlemont Retreat on Chickley River w/ EV Charger
10.0 out of 10, Exceptional, (1)

Cozy cottage with pool, walking distance to lake
Cozy cottage with pool, walking distance to lake
10.0 out of 10, Exceptional, (15)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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