Holiday Homes in Canaan

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in Canaan

Charming 3-bedroom Modern cottage with lakeside views
Property grounds

Charming 3-bedroom Modern cottage with lakeside views

2.0 star property
The price is NZ$2,487
includes taxes & fees
17 Aug - 18 Aug
Charming 3-bedroom Modern cottage with lakeside views
This is Room sharing property we only listed the master bedroom and bathroom
Fridge, microwave, oven, stovetop

This is Room sharing property we only listed the master bedroom and bathroom

The price is NZ$343
includes taxes & fees
1 Sept - 2 Sept
This is Room sharing property we only listed the master bedroom and bathroom
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Smart TV, books

Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

9.8 out of 10, Exceptional, (7)
"My wife, two kids, and chocolate lab spent a few days at the cottage to enjoy the snow and hot tub. Everything was set up exactly as described and Nicole was very friendly and proactive. We had a great time and would do it again "
The price is NZ$695
includes taxes & fees
1 Sept - 2 Sept
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Outdoor dining

Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!

10.0 out of 10, Exceptional, (3)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
The price is NZ$667
includes taxes & fees
1 Sept - 2 Sept
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Cozy & fully remodeled 4-bedroom house in fantastic Litchfield with central air
Private kitchen

Cozy & fully remodeled 4-bedroom house in fantastic Litchfield with central air

The price is NZ$696
includes taxes & fees
17 Aug - 18 Aug
Cozy & fully remodeled 4-bedroom house in fantastic Litchfield with central air
Charming Retreat at Stone Hill Estate – Nature Meets Luxury
Dining

Charming Retreat at Stone Hill Estate – Nature Meets Luxury

The price is NZ$1,391
includes taxes & fees
26 Aug - 27 Aug
Charming Retreat at Stone Hill Estate – Nature Meets Luxury
CT Gate House Goshen CT, Gate House Goshen CT
Exterior detail

CT Gate House Goshen CT, Gate House Goshen CT

2.5 star property
10.0 out of 10, Exceptional, (2)
"The property was great and the house was huge even for all 12 of us "
The price is NZ$1,212
includes taxes & fees
24 Aug - 25 Aug
CT Gate House Goshen CT, Gate House Goshen CT
Bungalow in the Berkshires
Exterior

Bungalow in the Berkshires

10.0 out of 10, Exceptional, (1)
"Renting this house was very last minute because the place we initially booked fell through - and we're so glad it did! The house was charming, cozy, up-to-date, and beautifully decorated. The neighborhood was nice and quiet, and the drive to downtown was short. I highly recommend this house!"
The price is NZ$865
includes taxes & fees
24 Aug - 25 Aug
Bungalow in the Berkshires
Deluxe Queen Room with 2 Queen Beds
Property grounds

Deluxe Queen Room with 2 Queen Beds

2.0 star property
2.0 out of 10, (4)
"Pool is caving in with pool cover partly pulled away. Gate to access pool area was unlocked. Hazard for children. Staff is not onsite. Room was clean, but sheets had stains. Used bar of soap left on bathroom sink. "
The price is NZ$222
includes taxes & fees
1 Sept - 2 Sept
Deluxe Queen Room with 2 Queen Beds
Spacious 5-bedroom house in charming Lee with WiFi
5 bedrooms, iron/ironing board, WiFi, bed sheets

Spacious 5-bedroom house in charming Lee with WiFi

The price is NZ$1,321
includes taxes & fees
21 Aug - 22 Aug
Spacious 5-bedroom house in charming Lee with WiFi
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Fridge, microwave, oven, stovetop

Mid Century Modern Studio w/ Full Kitchen - Newly Built

9.0 out of 10, Wonderful, (2)
"Super cute, clean, and convenient for our quick trip to The Millbrook School."
The price is NZ$417
includes taxes & fees
18 Aug - 19 Aug
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Cheerful 3-bedroom cottage with woodstove
Property grounds

Cheerful 3-bedroom cottage with woodstove

10.0 out of 10, Exceptional, (39)
"The property was centrally located for skiing, and was a comfortable stay."
The price is NZ$826
includes taxes & fees
14 Sept - 15 Sept
Cheerful 3-bedroom cottage with woodstove
Home in Great Barrington
Fridge, microwave, oven, stovetop

Home in Great Barrington

9.8 out of 10, Exceptional, (23)
"Our family had a wonderful experience and stay. "
The price is NZ$532
includes taxes & fees
19 Aug - 20 Aug
Home in Great Barrington
Great Barrington Get Away
Fridge, microwave, oven, stovetop

Great Barrington Get Away

9.4 out of 10, Exceptional, (23)
"Nice, cozy, clean house with character. Great location as we could walk to town. Would stay again for sure."
The price is NZ$953
includes taxes & fees
1 Sept - 2 Sept
Great Barrington Get Away
Perfect House In Hillsdale, Brings Friends & Fam
Exterior

Perfect House In Hillsdale, Brings Friends & Fam

8.6 out of 10, Excellent, (4)
"As a group of 10 friends, this house was everything we could have wanted. 5 bedrooms, a very large living room, and a dining table to fit all of us at once. Very close to Catamount, Hy’s Fried, Roe Jan brewery and more. Very clean for such an old house. "
The price is NZ$881
includes taxes & fees
25 Aug - 26 Aug
Perfect House In Hillsdale, Brings Friends & Fam
rural, serene + sophisticated space
Interior

rural, serene + sophisticated space

10.0 out of 10, Exceptional, (7)
"Beautiful property with unique accommodations in the Hudson Valley"
rural, serene + sophisticated space
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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Top Canaan Hotel Reviews

Blackberry River Inn

Blackberry River Inn

10/10 Excellent
"A very charming, historic and elegant inn. The service was excellent."
Mickey 1-night trip
Posted 11 hours ago
Blackberry River Inn