A red bridge over a river with snow patches and dry grass.

Canaan houses

We found 164 houses — enter your dates for availability

Explore Canaan house rentals

Image of Bellhaven- Charming 4-bedroom house in Canaan, CT

Bellhaven- Charming 4-bedroom house in Canaan, CT

Sleeps 8 · 4 bedrooms · 1+ bathroom

Image of Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated

Premier Host

Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated

Sleeps 11 · 4 bedrooms · 3 bathrooms

Image of Cozy Log Cabin Retreat with Pool on 4 Acres

Cozy Log Cabin Retreat with Pool on 4 Acres

Sleeps 7 · 3 bedrooms · 1 bathroom

Image of Fickle Fox Farm. It’s snow season! Lifts are open. Fireplace is crackling!

Premier Host

Fickle Fox Farm. It’s snow season! Lifts are open. Fireplace is crackling!

Sleeps 11 · 3 bedrooms · 2+ bathrooms

Image of Come to the Berkshires for outdoor enthusiast, or a relaxing couple retreat

Come to the Berkshires for outdoor enthusiast, or a relaxing couple retreat

Sleeps 6 · 2 bedrooms · 1 bathroom

Image of A Design-Lover's Retreat in Litchfield County, CT - Escape to Pennybrook Cottage

Premier Host

A Design-Lover's Retreat in Litchfield County, CT - Escape to Pennybrook Cottage

Sleeps 4 · 2 bedrooms · 2+ bathrooms

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