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Compare 139 Cottages in Great Barrington with updated reviews, rates, and availability.

Quiet rustic cottage with shared lake access
Quiet rustic cottage with shared lake access
10.0 out of 10, Exceptional, (103)

Two Bedroom Cottage Close To Town
Two Bedroom Cottage Close To Town
9.0 out of 10, Wonderful, (20)

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)

The Cottage at Highland Lake, year-round, waterfront with a boat dock
The Cottage at Highland Lake, year-round, waterfront with a boat dock
10.0 out of 10, Exceptional, (4)

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

Idillic summer getaway in Litchfield Hills, CT.
Idillic summer getaway in Litchfield Hills, CT.
10.0 out of 10, Exceptional, (13)

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

Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks
Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks
10.0 out of 10, Exceptional, (3)
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 Great Barrington

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
9.4 out of 10, Exceptional, (15)

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
7.2 out of 10, Good, (43)

Lakeside Retreat Just You, The Lake & The View!
Lakeside Retreat Just You, The Lake & The View!
9.8 out of 10, Exceptional, (69)
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 Great Barrington hotels
Recent reviews of Great Barrington hotels

The Constance, The Whitlock, & The Dewey By The Lenox Collection
5/5 Excellent
"This inn is located in a very convenient location to the town center where there are numerous boutique shops. The inn itself is quiet, clean, and safe, with a small 24-hour open dining room with a coffee station that offers Green Mountain coffee pods, and pop-corn and cracker snacks. The stay includes a breakfast that consists of cold items -- cereals, yogurt, croissants, hard-boiled eggs, etc. But the town center is but a stone's throw away with a few excellent locations for a full breakfast. "
A verified traveler stayed at The Constance, The Whitlock, & The Dewey By The Lenox Collection
Posted 19 hours ago
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