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Compare 480 Vacation Homes in Canaan with updated reviews, rates, and availability.

Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (240)
The price is AED 551
AED 833 total
includes taxes & fees
31 Mar - 1 Apr

Hancock Village Inn at Jiminy Peak
Hancock Village Inn at Jiminy Peak
9.8 out of 10, Exceptional, (10)
The price is AED 2,197
AED 4,030 total
includes taxes & fees
1 Apr - 2 Apr

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

Lakeside Retreat Just You, The Lake & The View!
Lakeside Retreat Just You, The Lake & The View!
9.8 out of 10, Exceptional, (69)

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 price is AED 584
AED 1,221 total
includes taxes & fees
27 Apr - 28 Apr

Secluded Lux Mansion Pool Home with Amazing Views
Secluded Lux Mansion Pool Home with Amazing Views
10.0 out of 10, Exceptional, (1)

Heart of Lenox Walk to Town Cozy Cottage!
Heart of Lenox Walk to Town Cozy Cottage!
10.0 out of 10, Exceptional, (69)

Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi
Gorgeous Hudson River Estate-with Pool and Winter Jacuzzi
10.0 out of 10, Exceptional, (46)
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

Vacation Village in the Berkshires
Vacation Village in the Berkshires
8.6 out of 10, Excellent, (1792)
The price is AED 474
AED 560 total
includes taxes & fees
2 Apr - 3 Apr

Micosta Leisure Inn
Micosta Leisure Inn
9.2 out of 10, Wonderful, (94)
The price is AED 477
AED 516 total
includes taxes & fees
10 Apr - 11 Apr

Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
8.2 out of 10, Very Good, (925)
The price is AED 493
AED 540 total
includes taxes & fees
1 Apr - 2 Apr
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

Vacation Village in the Berkshires
5/5 Excellent
"The location to jimney peak was great."
A verified traveler stayed at Vacation Village in the Berkshires
Posted 1 day ago