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Compare 97 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)

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)

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

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)
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

Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated
Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated
9.8 out of 10, Exceptional, (9)

Peace and quiet on the lake
Peace and quiet on the lake
9.6 out of 10, Exceptional, (211)

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, (14)
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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
5/5 Excellent
"I loved it so much to do"
A verified traveler stayed at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Posted 1 day ago