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Compare 72 Cottages in The Berkshires with updated reviews, rates, and availability.

Private Island - Largest Fresh Water Reservoir in Mass....
Private Island - Largest Fresh Water Reservoir in Mass....
9.0 out of 10, Wonderful, (7)

East Otis Vacation Rental w/ Private Deck & BBQ!
East Otis Vacation Rental w/ Private Deck & BBQ!
9.6 out of 10, Exceptional, (7)

Charming historic cottage on scenic road to Mt. Greylock
Charming historic cottage on scenic road to Mt. Greylock
10.0 out of 10, Exceptional, (107)

Family-Friendly Richmond Cottage w/ Private Yard
Family-Friendly Richmond Cottage w/ Private Yard
10.0 out of 10, Exceptional, (4)

Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
9.2 out of 10, Wonderful, (11)

Cozy Berkshire cottage with fireplace.
Cozy Berkshire cottage with fireplace.
10.0 out of 10, Exceptional, (24)

The Blue Elm - A Historic Berkshire Cottage
The Blue Elm - A Historic Berkshire Cottage
10.0 out of 10, Exceptional, (7)
The price is SAR 750
SAR 1,508 total
includes taxes & fees
11 Apr - 12 Apr

Quiet rustic cottage with shared lake access
Quiet rustic cottage with shared lake access
10.0 out of 10, Exceptional, (103)
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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Other property types in The Berkshires

Vacation Village in the Berkshires
Vacation Village in the Berkshires
8.6 out of 10, Excellent, (1786)
The price is SAR 409
SAR 486 total
includes taxes & fees
13 Mar - 14 Mar

The Ponds at Foxhollow
The Ponds at Foxhollow
8.6 out of 10, Excellent, (120)

Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
8.2 out of 10, Very Good, (925)
The price is SAR 559
SAR 613 total
includes taxes & fees
3 Apr - 4 Apr
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.
Recent reviews of The Berkshires hotels
Recent reviews of The Berkshires hotels

Quality Inn
5/5 Excellent
"Facilities maintained well, although the tub in my room needs to be replaced and freezer in mini-fridge didn’t adequately chill the ice block for my cooler. Everything clean and neat. Snow and ice removed from sidewalks and parking lot. Friendly and helpful staff in the evening (middle of a rainstorm) and the morning. Breakfast food included sausages and eggs that were tasty and warm."
A verified traveler from Winchester stayed at Quality Inn
Posted 16 hours ago
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