Title: North Canaan Cottages from CA $568 | Expedia.ca [Hotels in North Canaan](https://expedia.ca/North-Canaan-Hotels.d553248635976430707.Travel-Guide-Hotels)[Vacation Rentals in North Canaan](https://expedia.ca/North-Canaan-Vacation-Rentals.d553248635976430707.Travel-Guide-VacationRentals)[North Canaan Car Rentals](https://expedia.ca/Car-Rentals-In-North-Canaan.d553248635976430707.Car-Rental-Guide)[North Canaan Vacation Packages](https://expedia.ca/North-Canaan.d553248635976430707.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search North Canaan Cottage Rentals from CA $568 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976430707&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976430707&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635976430707&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976430707&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select North Canaan Cottages ![Exterior](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/052d8e0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/70f669a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/be2467fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/ed51271f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Blue Elm - A Historic Berkshire Cottage Sheffield 10/10 Exceptional (11) "Everything was great...and beautiful!" CA $281 CA $568 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Sheffield-Hotels-The-Blue-Elm-A-Historic-Berkshire-Cottage.h101469345.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29®ionId=553248635976430707&adults=2&lodging=COTTAGE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FNorth-Canaan-Cottages.d553248635976430707-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FNorth-Canaan-Cottages.d553248635976430707-aaCottages.Travel-Guide-Accommodation) ## Top North Canaan Hotel Reviews ![Quality Inn](//images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg) ### Quality Inn 10/10 Excellent "It was very nice, clean and perfect location! Walked to all. My only issue was the ac did not work but I opened the windows so all was good. I would stay here again without a doubt. I recommend it as well. " [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![The Red Lion Inn](//images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg) ### The Red Lion Inn 10/10 Excellent "Room was comfortable and clean. The Inn is beautiful. We went to the Lions Den both evenings and had a drink and listened to live music. We couldn’t get a table at the restaurant but there are other good options in walking distance. The only disappointment was that the fireplace in our room was not working. " [](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![the Alander](//images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/35e8d8d8_y.jpg) ### the Alander 10/10 Excellent "Very nice clean place in a beautiful area. " [](https://expedia.ca/Copake-Hotels-The-Alander.h74111256.Hotel-Information) ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](//images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c_y.jpg) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG 10/10 Excellent "Lovely spot, great accommodations, friendly staff, and great location." [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/460000/459800/459706/1d74d3f4_y.jpg) ### Quality Inn 10/10 Excellent "Excellent service!!!" [](https://expedia.ca/Lee-Hotels-Quality-Inn.h459706.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](//images.trvl-media.com/lodging/1000000/900000/892300/892229/4c557ede_y.jpg) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 10/10 Excellent "The staff was friendly and helpfull. The property was clean and functional." [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Monument Mountain Motel](//images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94_y.jpg) ### Monument Mountain Motel 10/10 Excellent "This was an older property, but room was nice and bathroom was updated. " [](https://expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](//images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551_y.jpg) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 10/10 Excellent "I would say 4.7 out of five stars. Clean friendly, very comfortable bed nice breakfast. My only complaint would be the toilet paper could be a better quality…" [](https://expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ![The Litchfield Inn](//images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/9aa3fa98_y.jpg) ### The Litchfield Inn 10/10 Excellent "Upscale. Clean and quiet. " [](https://expedia.ca/Torrington-Hotels-The-Litchfield-Inn.h4978856.Hotel-Information) ## Find out more about North Canaan ## North Canaan Cottages information | Number of reviews | 10 | | --- | --- | | Accommodation | 84 Cottages | | Lowest Price | CA $568 | | Highest Price | CA $568 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [B&B in Canaan](https://www.expedia.ca/Canaan-Bed-And-Breakfast.d6003925-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Canaan](https://www.expedia.ca/Canaan-Chalets.d6003925-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Canaan](https://www.expedia.ca/Canaan-Guest-Houses.d6003925-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Canaan](https://www.expedia.ca/Canaan-Hotels-Cheap-Hotels.0-0-d6003925-tCheapHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in Canaan](https://www.expedia.ca/Canaan-Hotels-Spa-Hotel.0-0-d6003925-tSpaHotel.Travel-Guide-Filter-Hotels) - 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