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Compare 78 Cottages in Canaan 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)

Two Bedroom Cottage Close To Town
Two Bedroom Cottage Close To Town
9.4 out of 10, Exceptional, (19)

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)

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 2-bedroom Cottage with Access to Bantam Lake
Cozy 2-bedroom Cottage with Access to Bantam Lake
9.6 out of 10, Exceptional, (17)

Modern Escape w/ Fire Pit, Near Lake Waramaug
Modern Escape w/ Fire Pit, Near Lake Waramaug

West Cornwall Cabin ~ 4 Mi to Covered Bridge!
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
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 Canaan

Peace and quiet on the lake
Peace and quiet on the lake
9.6 out of 10, Exceptional, (210)

The Great Escape Ski Cottage w/HOT TUB @ Great Barrington
The Great Escape Ski Cottage w/HOT TUB @ Great Barrington
10.0 out of 10, Exceptional, (45)

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
9.6 out of 10, Exceptional, (39)
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 Canaan hotels
Recent reviews of Canaan hotels

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
5/5 Excellent
"The Marriot was very restful. We liked the pool and breakfast."
A verified traveler stayed at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Posted 3 days ago