Search Vacation Homes in North Canaan

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Vacation Homes in North Canaan

Our top choices for North Canaan vacation homes

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."
$351 nightly
The price is $392
Sep 3 - Sep 4
Total with taxes and fees
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
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, (4)
"The property was great and the house was huge even for all 12 of us "
$741 nightly
The price is $771
Sep 1 - Sep 2
Total with taxes and fees
CT Gate House Goshen CT, Gate House Goshen CT
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. "
Perfect House In Hillsdale, Brings Friends & Fam
Home in Great Barrington
Fridge, microwave, oven, stovetop

Home in Great Barrington

9.8 out of 10, Exceptional, (23)
"Enjoyed our stay!!!"
$272 nightly
The price is $304
Sep 1 - Sep 2
Total with taxes and fees
Home in Great Barrington
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

9.6 out of 10, Exceptional, (8)
"My boyfriend and I loved our stay at the cottage. Nicole was very easy to communicate with. The house was cozy and had everything we needed. Even though it rained all weekend, the hot tub and games made up for it. Thank you, Nicole! Can't wait to come back!"
$346 nightly
The price is $387
Sep 3 - Sep 4
Total with taxes and fees
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Charming Retreat at Stone Hill Estate – Nature Meets Luxury
Dining

Charming Retreat at Stone Hill Estate – Nature Meets Luxury

10.0 out of 10, Exceptional, (2)
"Great experience overall! Property is beautiful and the guest home is situated nicely with access to the backyard and pond. Everything was very clean and well kept with everything in the home that we needed. The hosts were very kind and welcomed us making the stay enjoyable. Would recommend. "
$629 nightly
The price is $712
Aug 29 - Aug 30
Total with taxes and fees
Charming Retreat at Stone Hill Estate – Nature Meets Luxury
Bungalow in the Berkshires
Exterior

Bungalow in the Berkshires

10.0 out of 10, Exceptional, (2)
"Great location, very clean and well appointed with everyth"
$453 nightly
The price is $506
Sep 1 - Sep 2
Total with taxes and fees
Bungalow in the Berkshires
Charming 3-bedroom Modern cottage with lakeside views
Property grounds

Charming 3-bedroom Modern cottage with lakeside views

2.0 star property
$1,314 nightly
The price is $1,487
Aug 31 - Sep 1
Total with taxes and fees
Charming 3-bedroom Modern cottage with lakeside views
Cheerful 3-bedroom cottage with woodstove
Property grounds

Cheerful 3-bedroom cottage with woodstove

10.0 out of 10, Exceptional, (39)
"We thoroughly enjoyed our stay and would go again. The host was easy to communicate with and answered our questions quickly. Hope we get to take advantage of the pretty backyard next time. "
$450 nightly
The price is $503
Sep 9 - Sep 10
Total with taxes and fees
Cheerful 3-bedroom cottage with woodstove
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

$367 nightly
The price is $416
Sep 4 - Sep 5
Total with taxes and fees
Cozy & fully remodeled 4-bedroom house in fantastic Litchfield with central air
Great Barrington Get Away
Fridge, microwave, oven, stovetop

Great Barrington Get Away

9.4 out of 10, Exceptional, (23)
"The host was very communicative and responsive during our arrival and check out. The listing and everything was as it said we were very pleased with both the location of the home and the actual home itself and the property walking distance to town truly cannot say enough. Thank you for Your hospitality. Our family is very grateful. "
$502 nightly
The price is $561
Sep 2 - Sep 3
Total with taxes and fees
Great Barrington Get Away
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

$714 nightly
The price is $798
Sep 4 - Sep 5
Total with taxes and fees
Spacious 5-bedroom house in charming Lee with WiFi
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"
$399 nightly
The price is $447
Sep 14 - Sep 15
Total with taxes and fees
rural, serene + sophisticated space
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. "
$119 nightly
The price is $133
Sep 2 - Sep 3
Total with taxes and fees
Deluxe Queen Room with 2 Queen Beds
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 North Canaan Hotel Reviews

Find out more about North Canaan

Find out more about North Canaan

North Canaan Vacation Homes information

Number of reviews
648
Accommodation
380 Vacation Homes
Lowest Price
$503
Highest Price
$503

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