Search Vacation Homes in Canaan
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 399 Vacation Homes in Canaan with updated reviews, rates, and availability.

4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
10.0 out of 10, Exceptional, (151)

Mountain View Getaway
Mountain View Getaway
10.0 out of 10, Exceptional, (50)

Spectacular views and close to Great Barrington.
Spectacular views and close to Great Barrington.
10.0 out of 10, Exceptional, (1)

Peace and quiet on the lake
Peace and quiet on the lake
9.6 out of 10, Exceptional, (214)

Lakeside Oasis Just You, The Lake & The View!
Lakeside Oasis Just You, The Lake & The View!
9.8 out of 10, Exceptional, (70)

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
9.6 out of 10, Exceptional, (25)

The Race Mountain House
The Race Mountain House
10.0 out of 10, Exceptional, (1)

Cheerful 3-bedroom cottage with woodstove
Cheerful 3-bedroom cottage with woodstove
10.0 out of 10, Exceptional, (36)
The price is AEDĀ 687
AEDĀ 1,621 total
includes taxes & fees
13 May - 14 May
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.
Save an average of 15% on thousands of hotels when you're signed in
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)

Lakefront Spring Stunner in New England Just 2 Hours From NYC
Lakefront Spring Stunner in New England Just 2 Hours From NYC
9.8 out of 10, Exceptional, (68)

Deluxe Queen Room with 2 Queen Beds
Deluxe Queen Room with 2 Queen Beds
The price is AEDĀ 437
AEDĀ 570 total
includes taxes & fees
6 May - 7 May
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

Quality Inn
5/5 Excellent
Walkable
"Great breakfast. So close to the town."
A verified traveler stayed at Quality Inn
Posted 5 hours ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular Destinations
- Vacation Homes in Falls Village Historic District
- Vacation Homes in Canann Village Historic District
- Vacation Homes in Weatogue
- Vacation Homes in East Canaan
- Vacation Homes in Falls Village
- Vacation Homes in Ashley Falls
- Vacation Homes in Southfield
- Vacation Homes in Salisbury
- Vacation Homes in New Marlborough
- Vacation Homes in Sheffield