
Holiday rentals in Canaan
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Top-rated holiday rentals in Canaan
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Canaan holiday rentals
Other great holiday rentals in Canaan
Guest favourite

Home in Falls Village
5 out of 5 average rating, 6 reviewsPennybrook Cottage: A Design-Lover's CT Retreat
Superhost

Home in Litchfield County
5 out of 5 average rating, 25 reviewsBlackberry River Retreat

Home in Sharon
4.92 out of 5 average rating, 199 reviewsCharming Farmhouse Getaway for Groups and Family
Top guest favourite

Home in Canaan
5 out of 5 average rating, 24 reviewsA Berkshires Retreat, Stunning Views
Top guest favourite

Home in Great Barrington
5 out of 5 average rating, 14 reviewsBerkshires Black Abbey
Top guest favourite

Home in Cornwall
5 out of 5 average rating, 40 reviewsMountain View Getaway
Top guest favourite

Campervan/Motorhome in Wassaic
5 out of 5 average rating, 39 reviewsAirstream Forest Glamping near Metro North Train

Cottage in Sharon
4.74 out of 5 average rating, 254 reviewsRural small cabin with river view and access.
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- Hunter Mountain
- Yale University
- Six Flags New England
- Jiminy Peak Mountain Resort
- Thunder Ridge Ski Area
- TPC River Highlands
- Brownstone Adventure Sports Park
- Bash Bish Falls State Park
- Walkway Over the Hudson State Historic Park
- Bushnell Park
- Catamount Mountain Ski Resort
- Kent Falls State Park
- Norman Rockwell Museum
- Wintonbury Hills Golf Course
- Mount Greylock Ski Club
- Dinosaur State Park
- Yale University Art Gallery
- Mount Southington Ski Area
- Taconic State Park
- Mohawk Mountain Ski Area
- Sleeping Giant State Park
- Mount Tom State Reservation
- Beartown State Forest
- Bousquet Mountain Ski Area