Vacation rentals in North Canaan
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Top-rated vacation rentals in North Canaan
Guests agree: these stays are highly rated for location, cleanliness, and more.
Apartment in Copake Falls
4.93 out of 5 average rating, 250 reviewsModern Copake Falls Getaway - 8 Mins to Catamount
Hudson Valley/Berkshires vacation rental! Located on a 13 acre former horse farm, full size apt (private entrance) features all new everything and sits in the Taconic Mtns. Has a separate bedroom, new bathroom, kitchenette with Nespresso Coffee Maker, dining and living room with a fireplace and a private bathroom. Property has a pond, stream, 360 views. Relax on property or adventure out. 8 min from Catamount, 7 min from Bash Bish Falls, tons to do locally! 7 min walk to nearest hiking trail!
Sep 14 – 21
Cottage in Sheffield, The Berkshires
4.93 out of 5 average rating, 100 reviewsCheerful 3-bedroom cottage with woodstove.
Relax with the whole family at this peaceful Berkshire getaway with easy access to all the area has to offer. A quick 20-minute drive to Butternut or Catamount ski hills, as well as downtown Great Barrington. Tanglewood and Jacob's Pillow are a half-hour's drive. Or stay at home and enjoy the peace and quiet of the surrounding woods, light a fire in the woodstove, cook in the large fully-equipped kitchen or head out back to barbecue on the large deck and play a game of badminton in the yard.
Nov 17 – 24
Apartment in Canaan
4.98 out of 5 average rating, 102 reviewsWest Main
1890s home situated on the outskirts of town, entire second floor apartment. The apartment is bright and sunny and super comfortable with 2 bedrooms both with queen beds, 1 bathroom, eat in country kitchen fully equipped.There is a spacious living room with a smart Roku TV, (not cable ) WiFi and access to a private garden space, private entrance and off street parking. Walk to town brewery, pizza and more. Great place to relax after a day of exploring Litchfield county and the Berkshires.
Apr 28 – May 5
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for North Canaan vacation rentals
Other great vacation rentals in North Canaan
Home in Colebrook
4.99 out of 5 average rating, 200 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
Dec 16 – 23
Apartment in Winchester
4.91 out of 5 average rating, 338 reviewsGateway to the Berkshires
Mar 15 – 22
Guest suite in Morris
4.99 out of 5 average rating, 340 reviewsLakeside Private Guest Suite
Mar 5 – 12
Home in Monterey
4.92 out of 5 average rating, 306 reviewsCharming cottage w/ gorgeous views.
Feb 26 – Mar 5
Cottage in Goshen
4.98 out of 5 average rating, 102 reviewsCountry Cottage in Goshen
Apr 2 – 9
Guesthouse in Granby
4.99 out of 5 average rating, 699 reviewsWindy Top Cottage ~ A Romantic "European" Getaway
Feb 28 – Mar 7
Cabin in Canaan
4.95 out of 5 average rating, 63 reviewsDog Friendly Log Cabin of Your Dreams!
Dec 6 – 13
Apartment in Winsted
4.85 out of 5 average rating, 60 reviewsHaven at Highland lake
Jan 12 – 19
Guesthouse in Sharon
5.0 out of 5 average rating, 59 reviewsCottage with a Waterfall View
Aug 19 – 26
Apartment in Amenia
5.0 out of 5 average rating, 18 reviewsAmenia Main St Cozy Studio
Sep 11 – 18
Home in Salisbury
5.0 out of 5 average rating, 20 reviewsGreystone at Twin Lakes
Jun 17 – 24
Home in Sheffield
4.82 out of 5 average rating, 65 reviewsCharming Berkshires Cottage by Evergreen Home
Apr 4 – 11
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