Title: East Canaan Cottages from CA $364 | Expedia.ca [Hotels in East Canaan](https://expedia.ca/East-Canaan-Hotels.d6341133.Travel-Guide-Hotels)[Vacation Rentals in East Canaan](https://expedia.ca/East-Canaan-Vacation-Rentals.d6341133.Travel-Guide-VacationRentals)[East Canaan Car Rentals](https://expedia.ca/Car-Rentals-In-East-Canaan.d6341133.Car-Rental-Guide)[East Canaan Vacation Packages](https://expedia.ca/East-Canaan.d6341133.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search East Canaan Cottage Rentals from CA $364 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6341133&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6341133&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6341133&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6341133&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select East 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/102000000/101470000/101469400/101469345/04dddce7.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) ![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) ### The Blue Elm - A Historic Berkshire Cottage Sheffield 10/10 Exceptional (10) "Everything was great...and beautiful!" CA $277 CA $560 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Sheffield-Hotels-The-Blue-Elm-A-Historic-Berkshire-Cottage.h101469345.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547893/9b0a12c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547893/5f52ca5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547893/142c6abe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547893/197f0ed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Summer Lake Cottage, private beach, Berkshire Hills, small village Lakeville 9.4/10 Exceptional (82) "The house has rustic charm and sits right on the lake. It is a beautiful peaceful spot. " [](https://www.expedia.ca/Lakeville-Hotels-Summer-Lake-Cottage.h33547893.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/86000000/85960000/85954400/85954358/f9e73d52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/86000000/85960000/85954400/85954358/d80936a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/86000000/85960000/85954400/85954358/3e946e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathtub, towels, soap, shampoo](https://images.trvl-media.com/lodging/86000000/85960000/85954400/85954358/eadc42da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two Bedroom Cottage Close To Town Sharon 9.2/10 Wonderful (24) "The house had everything we needed. The full kitchen served us well, the beds were comfortable, and the showers were great!" [](https://www.expedia.ca/Sharon-Hotels-Two-Bedroom-Cottage-Close-To-Town.h85954358.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92340000/92330500/92330469/973d2b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/93000000/92340000/92330500/92330469/0faad986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92340000/92330500/92330469/2e7b6c0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92340000/92330500/92330469/05626dd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cottage at Highland Lake, year-round, waterfront with a boat dock Winsted 10/10 Exceptional (7) "Really enjoyed this cute little cottage right on the lake. Brought our 3 year old to visit family. Nice bedrooms. Gorgeous deck. Really good communication from the owner as far as directions and such. Would go back for sure. " [](https://www.expedia.ca/Winsted-Hotels-The-Cottage-At-Highland-Lake.h92330469.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/58000000/57420000/57410100/57410074/d0b84735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/58000000/57420000/57410100/57410074/5e5daa4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57420000/57410100/57410074/cead856c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57420000/57410100/57410074/19541e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Idillic summer getaway in Litchfield Hills, CT. Sharon 10/10 Exceptional (13) "Great spot close to Limerock Raceway - private, cute, and a perfect spot to stay! The owners are so nice and accommodating - I couldn’t say nicer things about this place and will be back!" [](https://www.expedia.ca/Sharon-Hotels-Idillic-Summer-Getaway-In-Litchfield-Hills.h57410074.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70560000/70557300/70557203/54aec089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70560000/70557300/70557203/43eae447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/71000000/70560000/70557300/70557203/acdb3a4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70560000/70557300/70557203/9e390d74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Tranquility/Fishermans Delight New Hartford 10/10 Exceptional (21) "Great cabin very relaxing" [](https://www.expedia.ca/New-Hartford-Hotels-Lakefront-Tranquility.h70557203.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94330000/94322500/94322441/9fc55804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94330000/94322500/94322441/cbffaf49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94330000/94322500/94322441/dd8bde23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94330000/94322500/94322441/dc06cb77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Pine Plains Home Near Parks & Hiking! Pine Plains 10/10 Exceptional (1) [](https://www.expedia.ca/Pine-Plains-Hotels-Stylish-Pine-Plains-Home-Near-Parks-Hiking.h94322441.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112020000/112011700/112011610/51eccdc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112020000/112011700/112011610/664c50bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/113000000/112020000/112011700/112011610/33760696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112020000/112011700/112011610/931631df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3bdr Magnolia cottage with heated saltwater pool, AC and WiFi in Amenia Amenia 10/10 Exceptional (4) "This was the perfect size cottage for 5 of us, with two rooms with queen size beds and one small room with a twin. The setting was very pretty, and the salt water heated pool was a good size and my grandchildren enjoyed swimming in it. We were within walking distance of the small town, and I would recommend staying there." [](https://www.expedia.ca/Amenia-Hotels-Charming-3bdr-Magnolia-Cottage-With-Heated-Saltwater-Pool.h112011610.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95080000/95072400/95072316/1c0d5488.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95080000/95072400/95072316/acef5f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95080000/95072400/95072316/91a02bca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/96000000/95080000/95072400/95072316/8d212a65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Hudson Valley Lake Cottage :4 Kayaks + a Canoe, 400 acre Lake Craryville 10/10 Exceptional (7) "Very cozy, very nice views, tranquil, serene. " [](https://www.expedia.ca/Craryville-Hotels-Cozy-Hudson-Valley-Lake-Cottage-CATAMOUNT-SKISNOW-BOARD.h95072316.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/c8b755bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/eb0a776d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/61b3f659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/4b89dca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Island - Largest Fresh Water Reservoir in Mass Otis 8.8/10 Excellent (8) "We had a great time. The owner Bill was a great host." [](https://www.expedia.ca/Otis-Hotels-Private-Island-On-Largest-Fresh-Water-Reservoir-In-Mass-Ski-Boat-Included.h67255071.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/95000000/94910000/94905400/94905364/w1024h681x0y0-35b585d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94910000/94905400/94905364/c212bf26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94910000/94905400/94905364/36e5f192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94910000/94905400/94905364/85bd5591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly! New Marlborough 9.4/10 Exceptional (15) "A short getaway with family. " [](https://www.expedia.ca/Great-Barrington-Hotels-Pine-View-Cottage.h94905364.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99250000/99248300/99248211/c6edc39c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99250000/99248300/99248211/6e4e9c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99250000/99248300/99248211/02262e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/100000000/99250000/99248300/99248211/dbea8017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A-frame Cabin w/ Furnished Deck in Becket! Becket [](https://www.expedia.ca/Becket-Hotels-A-Frame-Cabin-In-Becket-Deck-Private-Acreage.h99248211.Hotel-Information) ![Cottage (4 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/111000000/110140000/110132800/110132708/4b142629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/111000000/110140000/110132800/110132708/447b1871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/111000000/110140000/110132800/110132708/7a714468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/111000000/110140000/110132800/110132708/88e7e575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 Mi to Dtwn: Cottage w/ Large Yard in Stockbridge Glendale 10/10 Exceptional (1) [](https://www.expedia.ca/Glendale-Hotels-1-Mi-To-Dtwn-Cottage-W-Large-Yard-In-Stockbridge.h110132708.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33565100/33565084/6100fc6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33570000/33565100/33565084/3a208b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33570000/33565100/33565084/48386698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/34000000/33570000/33565100/33565084/33b871ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect Vacation Get Away - Historical New Marlborough New Marlborough 9.2/10 Wonderful (57) "Had a great time. If you love to get away from the cities and relax this is it. Bring what you need as theres no stores close." CA $187 CA $364 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Great-Barrington-Hotels-Perfect-Vacation-Get-Away-Historical-New-Marlborough.h33565084.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34010000/34009800/34009743/270-a681b8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34010000/34009800/34009743/8c0adfe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/35000000/34010000/34009800/34009743/162a1406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/35000000/34010000/34009800/34009743/w1535h2048x1y0-e622f70d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Our Cottage - Small in size, Big in character, On beautiful Highland Lake Winchester 10/10 Exceptional (45) "Excellent place with modern decor inside and beautiful view of lake from very nice deck. Will definitely stay again! " [](https://www.expedia.ca/Winsted-Hotels-Our-Cottage-Small-In-Size.h34009743.Hotel-Information) ![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93199600/93199598/1a4d8451.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93199600/93199598/b7ae9889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93199600/93199598/28c5a135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93199600/93199598/8aadf490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Goshen Cottage w/ Screened Porch & Views! Goshen [](https://www.expedia.ca/Goshen-Hotels-Peaceful-Goshen-Cottage-W-Screened-Porch-Views.h93199598.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90930000/90929700/90929618/159c7097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90930000/90929700/90929618/c434a4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90930000/90929700/90929618/67cfec20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90930000/90929700/90929618/6bf32f8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge! Lee [](https://www.expedia.ca/Lee-Hotels-Cordelia-By-Avantstay-Amazing-Backyard.h90929618.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94342300/94342285/226e3b10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94342300/94342285/b07fe335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94342300/94342285/f04d97a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94342300/94342285/84f36385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Skiing & Hiking: Water-view Home in the Berkshires Sheffield [](https://www.expedia.ca/Sheffield-Hotels-Waterfront-Sheffield-Escape-W-Spacious-Yard.h94342285.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94340000/94335700/94335615/2af9ab6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94340000/94335700/94335615/ac7023ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94340000/94335700/94335615/160ed3f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94340000/94335700/94335615/b20eb0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Berkshires Retreat w/ Deck, Dock & Boat! Great Barrington [](https://www.expedia.ca/Great-Barrington-Hotels-Lakefront-Berkshires-Retreat-W-Deck.h94335615.Hotel-Information) ![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/94000000/93550000/93545800/93545722/3037507f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93545800/93545722/83b0bc2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93545800/93545722/872ebc84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93545800/93545722/34b65461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Sharon Dwelling w/ Deck & Fire Pit! Sharon [](https://www.expedia.ca/Charming-Sharon-Dwelling-W-Deck-Fire-Pit.h93545722.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=2025-10-08&endDate=2025-10-09®ionId=6341133&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%2FEast-Canaan-Cottages.d6341133-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FEast-Canaan-Cottages.d6341133-aaCottages.Travel-Guide-Accommodation) ## Top East Canaan Hotel Reviews ![Americas Best Value Inn Torrington CT](//images.trvl-media.com/lodging/1000000/10000/5800/5738/a9b48332_y.jpg) ### Americas Best Value Inn Torrington CT 10/10 Excellent "They have breakfast staff is friendly room we're nice and clean and it's located near gas station and good and stores " [](https://expedia.ca/Torrington-Hotels-Americas-Best-Value-Inn-Torrington-CT.h5738.Hotel-Information) ![Blackberry River Inn](//images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/50a90cdd_y.jpg) ### Blackberry River Inn 10/10 Excellent "Loved everything especially Lucas and Joe💟☮️" [](https://expedia.ca/Norfolk-Hotels-Blackberry-River-Inn.h95991149.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 "Probably the nicest Holiday Inn Express we've stayed at. Clean, well-appointed rooms. Everything looks updated. And did I say clean?Really excellent coffee and generous hot breakfast. Friendly and helpful desk staff. " [](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 "Good value for the price" [](https://expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ![the Alander](//images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/35e8d8d8_y.jpg) ### the Alander 10/10 Excellent "clean, staff great,food excellent, rooms beautiful, outdside dinning and firepits are wonderful. loved it!!!" [](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 "We stayed for 5 nights and really enjoyed the surroundings and the drive to the property. The area is peaceful and quiet, with plenty to do for kids, including a mountain hike that even our 2- and 6-year-olds managed well. The grounds are beautiful for photos, very well maintained, and we often saw the crew cleaning and painting the sidewalks. I booked 2 suites, which were a good size for a family of four and offered plenty of space. The only downsides were that check-in felt a bit tedious it took several tries to swipe my card and there was no housekeeping service or follow-up to check on amenities during our stay. A self check-in option would make things smoother. Overall, we loved the quietness, the family-friendly activities, and the clean, well-kept property. With a few improvements in guest service, this could easily be a 5-star experience." [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.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 "A great place if you appreciate and like history. The lobby is filled with antiques and the porch is great to rock in a chair and sip some wine. Parking is no issue and you can walk to local restaurants and shops. " [](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.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 "Otto couldn’t have been more helpful at checkin. Great recommendations for hotels and places to go." [](https://expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg) ### Quality Inn 10/10 Excellent "Great staff. Above average breakfast. Definitely come again." [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ## Find out more about East Canaan ## East Canaan Cottages information | Number of reviews | 257 | | --- | --- | | Accommodation | 91 Cottages | | Lowest Price | CA $364 | | Highest Price | CA $560 | ## 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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