Featured Vacation Homes in Canaan

Book a stay at this luxury vacation home in New Preston. Enjoy free WiFi, free parking, and private pools. Popular attractions Hopkins Vineyard and Lake Waramaug ...

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Stay at this vacation home in Sharon. Enjoy free parking, private pools, and a fitness center. Popular attractions TriArts Sharon Playhouse and Veterans Field ...

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Stay at this vacation home in Salisbury. Enjoy free parking and a fitness center. Popular attractions Washining Lake and Washinee Lake are located nearby.

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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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Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

190 Meadow Street South Lee MA

The Red Lion Inn

30 Main Street Stockbridge MA

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.