Title: Top Winsted Cabin Rentals | Expedia.ca [Hotels in Winsted](https://expedia.ca/Winsted-Hotels.d3000430645.Travel-Guide-Hotels)[Vacation Rentals in Winsted](https://expedia.ca/Winsted-Vacation-Rentals.d3000430645.Travel-Guide-VacationRentals)[Winsted Car Rentals](https://expedia.ca/Car-Rentals-In-Winsted.d3000430645.Car-Rental-Guide)[Winsted Vacation Packages](https://expedia.ca/Winsted.d3000430645.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/b24f1cfa2ac11e9ccb5cb3de60b30e98.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kim Knox Beckius # Find Cabins in Winsted for Rent from CA $1,002 - ![](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 [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winsted Cabin Rentals ![Exterior](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/edf60411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/565807cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/9fa6f837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/eca50f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Guesthouse Cabin vacation rentals in Berkshire County Sheffield 10/10 Exceptional (9) "Two very comfortable nights. Cabin is well appointed. Great kitchen and outdoor space. Tremendous views, amazing star gazing. Very private. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert B. CA $575 CA $1,002 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Sheffield-Hotels-Guesthouse-Cabin-Vacation-Rentals-In-Berkshire-County.h99962392.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=2025-12-01&endDate=2025-12-02®ionId=3000430645&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Winsted%2C+Connecticut%2C+United+States+of+America®ionId=3000430645&latLong=41.921207%2C-73.060108&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Winsted%2C+Connecticut%2C+United+States+of+America®ionId=3000430645&latLong=41.921207%2C-73.060108&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Winsted%2C+Connecticut%2C+United+States+of+America®ionId=3000430645&latLong=41.921207%2C-73.060108&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Winsted%2C+Connecticut%2C+United+States+of+America®ionId=3000430645&latLong=41.921207%2C-73.060108&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=APARTMENT) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Winsted%2C+Connecticut%2C+United+States+of+America®ionId=3000430645&latLong=41.921207%2C-73.060108&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=CHALET) ![](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%2FWinsted-Cabins.d3000430645-aaCabins.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinsted-Cabins.d3000430645-aaCabins.Travel-Guide-Accommodation) ## Top Winsted Hotel Reviews ### DoubleTree by Hilton Hartford - Bradley Airport 10/10 Excellent "Bar was good " [](https://expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information) ### Hampton Inn Westfield 10/10 Excellent "Kind assistance " [](https://expedia.ca/Springfield-Hotels-Hampton-Inn-By-Hilton-Westfield.h2076197.Hotel-Information) ![Home2 Suites by Hilton Bristol](//images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/74bd7e00_y.jpg) ### Home2 Suites by Hilton Bristol 10/10 Excellent "The kids enjoyed the pool. It was wonderful." [](https://expedia.ca/Bristol-Hotels-Home2-Suites-By-Hilton-Bristol.h94946614.Hotel-Information) ### Sheraton Hartford Hotel at Bradley Airport 10/10 Excellent "Aaa" [](https://expedia.ca/Hartford-Hotels-Sheraton-Hartford-Hotel-At-Bradley-Airport.h4632.Hotel-Information) ### Hampton Inn Hartford/Airport 10/10 Excellent "Great stay.. Room was very nice. Breakfast was good. " [](https://expedia.ca/Hartford-Hotels-Hampton-Inn-HartfordAirport.h892590.Hotel-Information) ### DoubleTree by Hilton Hotel Bristol, Connecticut 10/10 Excellent "Everything and everyone " [](https://expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hotel-Bristol.h5265.Hotel-Information) ### Quality Inn Westfield - Springfield 10/10 Excellent "Staff was very friendly. Everything was clean and well kept. Small hotel but very cozy and quiet." [](https://expedia.ca/Springfield-Hotels-Quality-Inn-Westfield-Springfield.h1118896.Hotel-Information) ### The Farmington Inn & Suites 10/10 Excellent "The room was nicely appointed. Surfaces were clean. But the towels were scratchy. Staff was very friendly and accommodating. I would definitely stay here again. " [](https://expedia.ca/Hartford-Hotels-The-Farmington-Inn-Suites.h10185.Hotel-Information) ### Simsbury 1820 House 10/10 Excellent "Adorable bed and breakfast with a nice bar/restaurant. The staff were very accommodating. " [](https://expedia.ca/Hartford-Hotels-Simsbury-1820-House.h42279.Hotel-Information) ## Find out more about Winsted ## Winsted Cabin Rentals information | Number of reviews | 9 | | --- | --- | | Accommodation | 17 Cabin Rentals | | Lowest Price | CA $1,002 | | Highest Price | CA $1,002 | ## Frequently asked questions ### What are the best cabins near Winsted? > Ranging from cozy and quaint to those that are all about luxury, there are 211 cabins available in and around Winsted. Top options include [Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc](https://www.expedia.ca/Holmes-Hotels-Log-Cabin-On-A-Lake-With-Private-Dock-Beach-One-Hour-From-NYC.h34011469.Hotel-Information) and [Log Cabin Living On The Esopus Creek](https://www.expedia.ca/Saugerties-Hotels-Log-Cabin-Living-On-The-Esopus-Creek.h33507304.Hotel-Information). ### Are there cheap cabins near Winsted? > Priced from CA $1,002 to CA $1,002 per night, getting away with friends or family is affordable and easy. Book one of our cheap cabins near Winsted and enjoy an adventure-filled escape without blowing your budget.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### What are the best mountain cabins near Winsted? > If you're yearning for fresh air and spectacular views, it's hard to beat a Winsted mountain cabin. Surround yourself in nature at [Cabin - Charming, Quiet, River Front](https://www.expedia.ca/Hillsdale-Hotels-Charming.h22161514.Hotel-Information). This lofty stay has everything you need for an idyllic escape, such as snowsport activities and skiing facilities. Alternatively, experience the mountain lifestyle at [This Is It Fabulous Vermont Cabin W](https://www.expedia.ca/West-Halifax-Hotels-This-Is-It-Stunning-Vermont-Views-W-25-Acres-To-Explore-Its-Almost-Heaven.h18993521.Hotel-Information). It comes with a wood stove, winery tours and more. ### What are the best river cabins near Winsted? > When you think of the word relaxing, a river cabin near Winsted should spring to mind. [Cabin - Charming, Quiet, River Front](https://www.expedia.ca/Hillsdale-Hotels-Charming.h22161514.Hotel-Information) is the perfect place to discover your Zen. On top of its beautiful surroundings, it offers amenities such as snowsport activities and skiing facilities. [Cabin - Romantic Retreat](https://www.expedia.ca/Kingston-Hotels-Romantic-Lakefront-Retreat.h27263490.Hotel-Information) is another attractive option. On-site watersports and snowsport activities are a few of the conveniences here. ### What are the best cabins with pools near Winsted? > Staying in a cabin rental with a pool adds a level of fun to your vacation. If you're chasing one near Winsted, [Cabin - Romantic Retreat](https://www.expedia.ca/Kingston-Hotels-Romantic-Lakefront-Retreat.h27263490.Hotel-Information) offers amenities like on-site watersports and a swimming pool to make your poolside getaway even more enjoyable. [Country Cabin In Woodstock, Ny](https://www.expedia.ca/Woodstock-Hotels-Country-Cabin-In-Woodstock.h38372371.Hotel-Information) is another top choice and features a swimming pool and a fireplace. ### Can I find beach cabins near Winsted? > Pack your sunglasses and enjoy a more relaxed pace of life at [Cabin - Relax, Reconnect And Enjoy](https://www.expedia.ca/Sand-Lake-Hotels-Lakeside-Cabin-Pumpkin-Carving.h57343854.Hotel-Information). This Winsted beach cabin rental comes with on-site watersports and children's activities. [Rustic Lakeside Cabin At White Gate Farm](https://www.expedia.ca/Mystic-New-London-Hotels-Rustic-Lakeside-Cabin-At-White-Gate-Farm.h54202033.Hotel-Information) also offers a sun-soaked stay. Featuring on-site watersports and beach sun loungers, it was made for leisurely days by the shore. ### What are the best weekend cabin rentals in Winsted? > If you can't wait to spend a few restful days in nature, [Cabin - Charming, Quiet, River Front](https://www.expedia.ca/Hillsdale-Hotels-Charming.h22161514.Hotel-Information) is the perfect place. Settle down here for a weekend and enjoy access to conveniences including a patio and a firepit. Another excellent retreat is [This Is It Fabulous Vermont Cabin W](https://www.expedia.ca/West-Halifax-Hotels-This-Is-It-Stunning-Vermont-Views-W-25-Acres-To-Explore-Its-Almost-Heaven.h18993521.Hotel-Information). Offering a patio, a firepit and rare peace and quiet, you'll go home feeling all brand new. ### What are the best cabin prices near Winsted? > With prices starting at just CA $1,002 a night for a cabin rental near Winsted, there's no reason to rough it in a tent. ### Can I find log cabins in Winsted? > For many nature lovers, the ideal outdoor vacation is all about bunking down in a log cabin. Get adventurous or just relax and unwind at [Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc](https://www.expedia.ca/Holmes-Hotels-Log-Cabin-On-A-Lake-With-Private-Dock-Beach-One-Hour-From-NYC.h34011469.Hotel-Information). Activities such as hiking and shore fishing are just some of the fun things to do here. Another top log cabin getaway is [Luxury Secluded Catskill Log Cabin On Creek](https://www.expedia.ca/Catskill-Hotels-Catskill-Luxury-Log-Cabin-On-12-Secluded-Acres-With-Creek.h33741751.Hotel-Information). Picnicking and rafting will keep you entertained when you're not chilling in your rustic hideaway. ### What are the highest-rated cabins in Winsted? > There are some places that are just about perfect. [Rustic Lakeside Cabin At White Gate Farm](https://www.expedia.ca/Mystic-New-London-Hotels-Rustic-Lakeside-Cabin-At-White-Gate-Farm.h54202033.Hotel-Information) is a good example. With such an impressive rating, it comes with useful amenities such as on-site watersports and a private beach. Another fantastic option is [Newly Renovated Cabin In The Country](https://www.expedia.ca/East-Chatham-Hotels-Newly-Renovated-Cabin-In-The-Country.h57910756.Hotel-Information). On-site watersports and a patio are some of the conveniences that await you here. ### Why should I book a cabin in Winsted? > For a retreat that's big on charm, comfort and value for money, a cabin is a top choice. Ditch your city blues for the greenery of the wilderness. From adventurous days to cozy evenings cuddled up by a campfire, cabins offer the perfect mix of excitement and relaxation. Check out the terrific Winsted options on Expedia. ### What are the top nature cabins in Winsted? > Get away to [Cabin - Charming, Quiet, River Front](https://www.expedia.ca/Hillsdale-Hotels-Charming.h22161514.Hotel-Information) and let all your stresses drift away. Fun activities like nearby rafting and jet skiing help make this river cabin in Winsted a popular choice. [Cabin - Romantic Retreat](https://www.expedia.ca/Kingston-Hotels-Romantic-Lakefront-Retreat.h27263490.Hotel-Information) is another stay where you can relax riverside. If it's adventure you're seeking here, go nearby horse riding and nearby hiking and biking trails. ### What are some of the best cabins near Lake Waramaug State Park in Winsted? > Nature is your neighbour at a cabin in Lake Waramaug State Park. [Lakefront Cabin With Dock, Fire Pit And Private Beach On Quiet Candlewood Lake Cove](https://www.expedia.ca/New-Fairfield-Hotels-Lakefront-Cabin-WDock.h74628719.Hotel-Information) is a vacationer favourite. This place is also home to adventure, with nearby fishing and skiing among the fun things to do nearby. Also check out [Secluded Cabin For The Perfect Weekend Escape](https://www.expedia.ca/Falls-Village-Hotels-Secluded-Cabin-For-The-Perfect-Weekend-Escape.h73529843.Hotel-Information). 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