Title: Top Windsor County Cabin Rentals | Expedia.ca [Windsor County Hotels](https://expedia.ca/Destinations-In-Windsor-County.d553248635976432508.Hotel-Destinations)[Vacation Rentals in Windsor County](https://expedia.ca/Destinations-In-Windsor-County.d553248635976432508.Vacation-Rental-Destinations)[Windsor County Car Rentals](https://expedia.ca/Destinations-In-Windsor-County.d553248635976432508.Car-Rental-Destinations)[Windsor County Vacations](https://expedia.ca/Windsor-County.d553248635976432508.Destination-Travel-Guides) ![Weston showing interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/93000/93824-Central-Vermont.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Cabins in Windsor County for Rent from CA $261 ## Compare and save ![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 In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=CABIN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=CABIN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=CABIN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=CABIN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Featured Cabin Rentals in Windsor County ![Exterior detail](https://images.trvl-media.com/lodging/103000000/102350000/102343000/102342946/5f118e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102350000/102343000/102342946/62cfa583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102350000/102343000/102342946/dfac2509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102350000/102343000/102342946/bb30ed62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit Cavendish 10/10 Exceptional (23) "Really enjoyed the cabin! Clean and tidy. Having the extra things like kayaks and paddled boards absolutely added to the experience. Definitely would stay again!" CA $252 CA $440 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Cavendish-Hotels-1-Bed-Ultra-Modern-Cabin-In-Woods.h102342946.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87740000/87739100/87739040/cf76ca02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/88000000/87740000/87739100/87739040/ab74825d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87740000/87739100/87739040/b2c2887d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87740000/87739100/87739040/e091fd10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing home on 90 acres - AC, fireplace & great mountain views Quechee 9.0/10 Wonderful (43) "Was good older log cabin with decent amenities. Everything worked. family was comfortable. nice area." [](https://www.expedia.ca/Quechee-Hotels-Amazing-Home-On-90-Acres-Dog-Friendly-AC.h87739040.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/103000000/102991700/102991653/56dc641e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/103000000/102991700/102991653/10c89983.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/103000000/102991700/102991653/fbf1242c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/103000000/102991700/102991653/451dec9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit Cavendish 10/10 Exceptional (9) "Everything was in working order. Easy to use. Was a very tranquil stay. Will definatly be back. " CA $265 CA $458 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Cavendish-Hotels-1-Bed-Ultra-Modern-Cabin-In-Woods.h102991653.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/57000000/56900000/56896000/56895931/w4028h3020x0y0-824cec6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/57000000/56900000/56896000/56895931/6bc69edc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/57000000/56900000/56896000/56895931/f692459b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/57000000/56900000/56896000/56895931/d27c1e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore Ludlow 10/10 Exceptional (93) "We had a lovely time. The cabin is cozy and quiet and being on the lake was wonderful. " [](https://www.expedia.ca/Ludlow-Hotels-Log-Cabin-Lake-Pauline-Waterfront-2-Miles-To-Okemo-MountainJackson-Gore.h56895931.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117360000/117359700/117359648/c04bdc45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117360000/117359700/117359648/1cea8465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117360000/117359700/117359648/4f95cbd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/118000000/117360000/117359700/117359648/w1019h683x0y0-31f80c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brookside Cabin + Hot Tub | Woodstock & Killington Bridgewater 10/10 Exceptional (2) "Amazing home! So relaxing, clean, cozy, and had everything we could ever need for this trip. " [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Cozy-Brookside-Cabin-With-Hot-Tub-Woodstock-VT.h117359648.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96390000/96381300/96381283/99e2bd8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/97000000/96390000/96381300/96381283/c863f86e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/97000000/96390000/96381300/96381283/9974e428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/97000000/96390000/96381300/96381283/w2439h1625x0y0-7dca8401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Treehouse at Wise Pines- SoBo Woodstock 9.8/10 Exceptional (21) "The treehouse is super comfortable and spacious and the lodge was very cozy with everything you need! Breakfast was great too :)" CA $209 CA $261 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Treehouse-At-Wise-Pines-SoBo.h96381283.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107010000/107005900/107005892/3d5f419d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107010000/107005900/107005892/10b7883b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107010000/107005900/107005892/c678f87b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107010000/107005900/107005892/c07b5f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit Cavendish 10/10 Exceptional (8) "Very relaxing stay! Cabins are beautiful, location is private and Wendi was very helpful with our stay" CA $252 CA $440 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Cavendish-Hotels-Luxury-Cabin-1-Hot-Tub.h107005892.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33660000/33654500/33654413/b3cfe0fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33660000/33654500/33654413/994ac57c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33660000/33654500/33654413/c7f090aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/34000000/33660000/33654500/33654413/7f27e803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt Ludlow 10/10 Exceptional (142) "Cute cabin close to Okemo and town! Really enjoyed our stay and would definitely return. " [](https://www.expedia.ca/Ludlow-Hotels-Cozy-Chalet.h33654413.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87640000/87635000/87634911/c30e3645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/88000000/87640000/87635000/87634911/5e304084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87640000/87635000/87634911/60a75a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87640000/87635000/87634911/0fae6d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch Quechee 8.4/10 Very good (19) "Check that stove and washing machine work before booking" [](https://www.expedia.ca/Quechee-Hotels-Luxe-Quechee-Home-On-Quiet-Road-Chefs-Kitchen.h87634911.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90040000/90039400/90039343/4ca66893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, streaming services](https://images.trvl-media.com/lodging/91000000/90040000/90039400/90039343/ffef75dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, streaming services](https://images.trvl-media.com/lodging/91000000/90040000/90039400/90039343/37622c45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90040000/90039400/90039343/cee92da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi Ludlow 9.2/10 Wonderful (19) "Wonderful house and property for activity as well as relaxation. " [](https://www.expedia.ca/Ludlow-Hotels-Quiet-Lakefront-Cabin-W-Kayaks.h90039343.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118100000/118090600/118090567/d9cf67e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118100000/118090600/118090567/595530e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118100000/118090600/118090567/760ca353.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118100000/118090600/118090567/3473361d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 5-bedroom cabin in charming Chester Chester [](https://www.expedia.ca/Chester-Hotels-Spacious-5-Bedroom-Cabin-In-Charming-Chester.h118090567.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34010000/34008200/34008138/w5537h3861x0y0-c9c8e105.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34010000/34008200/34008138/12767c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34010000/34008200/34008138/1fa037b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/35000000/34010000/34008200/34008138/66153310.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Little Red Cabin! Less than 15 minutes to Okemo! Close to Everything VT! Cavendish 9.8/10 Exceptional (109) "Cabin was very clean with that back woods rustic appeal. Great place to get away and be one with nature. " [](https://www.expedia.ca/Cavendish-Hotels-The-Little-Red-Cabin-Less-Than-15-Minutes-To-Okemo-Close-To-Everything-VT.h34008138.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/56000000/55410000/55407500/55407436/90-f38a6783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/56000000/55410000/55407500/55407436/90-0900ed8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/56000000/55410000/55407500/55407436/1a890222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/56000000/55410000/55407500/55407436/90-20bfcc82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Log cabin near Okemo / Ludlow on 25 acres borders state forest w/trails nearby Chester 10/10 Exceptional (27) "Big house, clean, nice outdoor area. Very charming perfect to scape from the city to breath some clean air in the woods. Close to Buttermilk waterfall" [](https://www.expedia.ca/Central-Vermont-Killington-Hotels-Secluded-Log-Cabin-Bordering-State-Forest-With-Trails-Nearby.h55407436.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33920000/33911600/33911505/d4828b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33920000/33911600/33911505/05f70073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33920000/33911600/33911505/7457cd37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/34000000/33920000/33911600/33911505/w4431h2788x0y0-f61963a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Log Cabin home with Mt Ascutney views and pool table Brownsville 9.8/10 Exceptional (92) "The cabin is incredibly spacious with plenty of activities. The furnishing is all fantastic and the area around the cabin is your standard small town Vermont setting. Was a great location for us to visit family in the area." [](https://www.expedia.ca/Brownsville-Hotels-Log-Cabin-Home-With-Mt-Ascutney-Views-And-Pool-Table.h33911505.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103780000/103773500/103773441/0e243344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103780000/103773500/103773441/e2b3f5ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/104000000/103780000/103773500/103773441/f5b18ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/104000000/103780000/103773500/103773441/6bdc7950.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming farmhouse, dog friendly, Appalachian trail access Bridgewater 7.8/10 Good (6) "A lovely "get-away" in beautiful Vermont." [](https://www.expedia.ca/Woodstock-Hotels-Farmhouse-Red-Charmer-With-Wood-Stove.h103773441.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109350000/109345600/109345599/57457bf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109350000/109345600/109345599/170193f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109350000/109345600/109345599/a45b5812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/110000000/109350000/109345600/109345599/d8042e45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverfront mountain view house w/ fireplace, firepit, decks, w/d, wifi, yard Cavendish [](https://www.expedia.ca/Cavendish-Hotels-Riverfront-Mountain-View-House-W-Fireplace.h109345599.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111430000/111424700/111424627/da34cce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111430000/111424700/111424627/a370a2c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111430000/111424700/111424627/46a62f70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111430000/111424700/111424627/75dd752f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sage House at Camp Greenwood Vermont with Sauna Chester 10/10 Exceptional (3) "I had a great stay, kitchen is fully equipped. The place is clean and cozy. My dtay was very relaxing. Would definitely stay again." [](https://www.expedia.ca/Chester-Hotels-Sage-House-At-Camp-Greenwood-Vermont-WSauna.h111424627.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/31000000/30600000/30594900/30594857/6c831d4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30600000/30594900/30594857/4dd8e891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/31000000/30600000/30594900/30594857/26afd241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30600000/30594900/30594857/611c4b4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment! Chester 9.8/10 Exceptional (73) "It was a nice cabin- perfect for getting away for a few days and nice place to stay for access to skiing" [](https://www.expedia.ca/Chester-Hotels-Log-Cabin-Cozy.h30594857.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96220000/96216500/96216492/7adfd491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96220000/96216500/96216492/5094120f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom](https://images.trvl-media.com/lodging/97000000/96220000/96216500/96216492/5e473071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/97000000/96220000/96216500/96216492/w2439h1625x0y0-50fc3eb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Treehouse at Wise Pines- NoBo Woodstock 9.8/10 Exceptional (11) "Unique settings. Loved the accommodations " CA $209 CA $261 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Treehouse-At-Wise-Pines-NoBo.h96216492.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/30000000/29950000/29946900/29946843/c3a6cb3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/30000000/29950000/29946900/29946843/1b339bf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29950000/29946900/29946843/17569c59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29950000/29946900/29946843/5c77cce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cabin that brings people together Bridgewater 9.6/10 Exceptional (82) "Had a blast staying in this beautiful cabin. Missed the teepee but couldn't have asked for a better stay!" [](https://www.expedia.ca/Bridgewater-Corners-Hotels-The-Cabin-That-Brings-People-Together.h29946843.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=2025-10-21&endDate=2025-10-22®ionId=553248635976432508&adults=2&lodging=CABIN&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%2FWindsor-County-Cabins.d553248635976432508-aaCabins.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-County-Cabins.d553248635976432508-aaCabins.Travel-Guide-Accommodation) ## Top Windsor County Hotel Reviews ![Pointe at Castle Hill Resort](//images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Gorgeous suite, staff was so nice and helpful. " [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](//images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 10/10 Excellent "The staff was very helpful, the place was comfortable with home amenities, view and property was breathtaking. " [](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![The Shire Woodstock](//images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Had road view but was ok for the amount of time spent there. Located in perfect spot for easy walking to grocery store and downtown shopping. Hotel offers complimentary Coffee Bar, waters, cookies and even bicycles to ride" [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Jackson Gore Village](//images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg) ### Jackson Gore Village 10/10 Excellent "We checked in and it went great. The staff was very friendly and accommodating at the front desk. We went to the restaurant for dinner around seven and were unable to be seated being told. It would be 835, we were good with that and waited at the bar. We never received a call. We followed up a couple of times with the hostess and ultimately ordered takeout from the bar.… jimmy at the bar was very helpful in getting our order in and out to us before the kitchen closed, which was in less than 10 minutes . We got we got to the room and first appearance It looked great until we retired for the night and the are bedding still had stain from previous use. Ultimately there has been some great and some really not so great experience – we’ll see what tomorrow brings.. " [](https://expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) ![Hotel Coolidge](//images.trvl-media.com/lodging/2000000/1110000/1100200/1100199/w2880h2170x0y0-a69a5404_y.jpg) ### Hotel Coolidge 10/10 Excellent "Staff was so charming upon arrival. He offered us water and coffee. It was almost as if he knew we had a long journey. The room, we slept like babies. The twin sized beds were most comfortable for sleep. Living it up the hotel Coolidge. Such a lovely place!" [](https://expedia.ca/White-River-Junction-Hotels-Hotel-Coolidge.h1100199.Hotel-Information) ![Sleep Woodstock Motel](//images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11_y.jpg) ### Sleep Woodstock Motel 10/10 Excellent "This is the nicest motel! The beds were very comfortable, the office area was great with coffee, laundry, and games, the rooms were large and clean, and the decor was fascinating. I loved the artwork. " [](https://expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information) ![Align Inn Vermont](//images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg) ### Align Inn Vermont 10/10 Excellent "Excellent " [](https://expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.Hotel-Information) ![On The River Inn](//images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/528a7f5b_y.jpg) ### On The River Inn 10/10 Excellent "Loved having water / coffee stations on each floor! We liked the location being outside the town center & enjoyed being right on the river. It was pleasant & relaxing to sit on the balcony and just enjoy the view. We hope to return one day! TIP FOR HOTEL — People who just want hot water are having a difficult time figuring out how to make the machine do hot water only. — They could really use a sign with instructions. TIP FOR FUTURE TRAVELERS— You must have a car. The area between the hotel & stores doesn’t have a safe place to walk beside the road. " [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![Fullerton Inn](//images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/662925ab_y.jpg) ### Fullerton Inn 10/10 Excellent "The room was very clean and comfortable. Look forward to staying here again. " [](https://expedia.ca/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information) ## Find out more about Windsor County ## Windsor County Cabin Rentals information | Number of reviews | 633 | | --- | --- | | Accommodation | 60 Cabin Rentals | | Lowest Price | CA $261 | | Highest Price | CA $458 | ## Frequently asked questions ### Are there cheap cabins in Windsor County? > Whether you'd like to stay by the water or up a mountain, we have an awesome range of cheap cabins in Windsor County to suit your budget and style. Priced from CA $261 to CA $458 per night, your ideal cabin awaits you here.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 in Windsor County? > Breathe in the cool mountain air at [Cabin - Cozy Chalet, Lake Pauline, Lake Rescue](https://www.expedia.ca/Ludlow-Hotels-Cozy-Chalet.h33654413.Hotel-Information). Located in Ludlow, a spectacular setting, a deck and a porch help make it one of the leading mountain cabins in Windsor County. A few weeks at [Beautiful Log Cabin In Weston, Vt](https://www.expedia.ca/Weston-Hotels-Beautiful-Log-Cabin-In-Weston.h34163447.Hotel-Information) in Weston is sure to refresh your mind, body and soul. This mountainside stay also offers the creature comforts you need, such as snow sports gear and a microwave oven. ### What are the best river cabins in Windsor County? > Whether you want to go fishing, swimming or simply drift off to sleep with the calming sounds of water, nothing compares to staying close to the river. [Cabin - Cozy Chalet, Lake Pauline, Lake Rescue](https://www.expedia.ca/Ludlow-Hotels-Cozy-Chalet.h33654413.Hotel-Information) in Ludlow is an impressive waterside getaway. Handy amenities here include a wood stove and snowsport activities. [Log Cabin In The Smokeshire Valley Area Of Chester](https://www.expedia.ca/Chester-Hotels-Log-Cabin-In-The-Smokeshire-Valley-Area-Of-Chester.h73470390.Hotel-Information) in Chester is another favourite with travellers. It offers a wood stove, outdoor furniture and plenty of opportunities to enjoy yourself around the river. ### What are the best cabins with pools in Windsor County? > Your favourite swimsuit is one thing you won't want to forget at [Log Cabin - Cozy, Quaint And Scenic And Ready For Your Enjoyment](https://www.expedia.ca/Chester-Hotels-Log-Cabin-Cozy.h30594857.Hotel-Information). Its inviting pool demands lots of fun-filled days in the water. But there are loads of other things to like about this Chester escape, such as on-site watersports and a porch. [Contemporary 4 - Bedroom Cabin 5 - Min To Okemo](https://www.expedia.ca/Ludlow-Hotels-Contemporary-4-BR-Cabin-5-Min-To-Okemo.h95768215.Hotel-Information) is another popular cabin rental with a pool in Windsor County. A fireplace and a barbecue grill make this Ludlow option even better. ### What are some great cabins in Windsor County? > Travellers can't get enough of [Cabin - Cozy Chalet, Lake Pauline, Lake Rescue](https://www.expedia.ca/Ludlow-Hotels-Cozy-Chalet.h33654413.Hotel-Information). If you need a break from the fast pace of life, this Ludlow retreat is where you can step on the brakes. A porch and a firepit will help keep you in your comfort zone. Rediscover peace and quiet or go after adventure at [The Little Red Cabin Less Than 15 Minutes To Okemo Close To Everything Vt](https://www.expedia.ca/Cavendish-Hotels-The-Little-Red-Cabin-Less-Than-15-Minutes-To-Okemo-Close-To-Everything-VT.h34008138.Hotel-Information). Located in Cavendish, a tennis court and a patio are among its many amenities. ### What are the best weekend cabin rentals in Windsor County? > Whether you're organizing a short trip with your sweetheart or your whole family, we'll help you locate the perfect weekend cabin getaway. One superb example? [Renovated Cabin Overlooking Waterfall And Pond](https://www.expedia.ca/Barnard-Hotels-Renovated-Cabin-Overlooking-Waterfall-And-Pond.h33708304.Hotel-Information). Featuring on-site watersports and a firepit, you'll appreciate waking up in nature here. [Log Cabin - Cozy, Quaint And Scenic And Ready For Your Enjoyment](https://www.expedia.ca/Chester-Hotels-Log-Cabin-Cozy.h30594857.Hotel-Information) is another popular place where you can slow things down. Spend a couple of nights at this retreat which offers on-site watersports and a swimming pool. ### What are the highest-rated cabins in Windsor County? > There are some cabins that tick all the boxes. [Log Cabin Retreat On 40 Acres](https://www.expedia.ca/Hartland-Hotels-Log-Cabin-Retreat-On-40-Acres.h63850861.Hotel-Information) is a prime example. With such an impressive rating, it comes with amenities such as a patio, a fireplace and more. Another fantastic option is [Log Cabin Near Okemo / Ludlow On 25 Acres Borders State Forest W](https://www.expedia.ca/Central-Vermont-Killington-Hotels-Secluded-Log-Cabin-Bordering-State-Forest-With-Trails-Nearby.h55407436.Hotel-Information). A patio and a firepit are among the conveniences here. ### What are the top things to see and do in Windsor County? > We hope you like exploring, because there's no shortage of things to do and see. For instance, Okemo Mountain Resort and Waterville Valley Resort. Fort Ticonderoga, Fort William Henry and Cannon Mountain Ski Area are other interesting attractions. And you won't want to forget about Franconia Notch State Park! Of course, squeezing all the major sights into your Windsor County getaway will be a lot easier with a car rental. You can add a set of wheels to your Expedia booking after deciding on your cabin. ### Why should I book a cabin in Windsor County? > Affordability, nature-filled surroundings, rustic charm — there are countless great reasons to book a Windsor County cabin. Get far away from the cacophony of the city and rise with the sound of songbirds and wildlife. There's so much adventure right on your doorstep too. Whether you're on vacation with family members, friends or your other half, you'll discover the ideal cabin on Expedia. ### What are the top nature cabins in Windsor County? > Featuring plenty of charm and home comforts, [Cabin - Cozy Chalet, Lake Pauline, Lake Rescue](https://www.expedia.ca/Ludlow-Hotels-Cozy-Chalet.h33654413.Hotel-Information) is among our most sought-after nature cabins in Windsor County. But with a whole lot of things to see and do nearby, make sure you don't spend all your time chilling indoors. Activities such as paddle boating and nearby fishing await. [New Secluded Log Cabin In The Mountains](https://www.expedia.ca/Andover-Hotels-NEW-Secluded-Log-Cabin-In-The-Mountains-Minutes-From-Okemo.h78356424.Hotel-Information) is another property where you can immerse yourself in nature. Nearby mountain biking and nearby hiking and biking trails are a few enjoyable ways to do it. ### What are some of the best cabins near Killington Resort in Windsor County? > You'll have Mother Nature as a neighbour at a Killington Resort cabin. [Killington Cabin - Left Unit: Great For Families](https://www.expedia.ca/Killington-Hotels-Killington-Cabin-Left-Unit-Great-For-Families.h33575348.Hotel-Information) is popular. This retreat also offers plenty of adventure, with nearby cross-country skiing and ice skating nearby among the fun things to do in the area. Also check out [The Killington Cabin By Killington Vacation Rentals](https://www.expedia.ca/Killington-Hotels-The-Killington-Cabin-By-Killington-Vacation-Rentals.h90022677.Hotel-Information). 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[Car rental Woodstock](https://www.expedia.ca/Car-Rentals-In-Woodstock.d10868.Car-Rental-Guide) - [Hertz Rental Cars in Woodstock](https://www.expedia.ca/Hertz-Car-Rentals-In-Woodstock.d10868-c40.Car-Rental-Guide-Suppliers) - [Quechee Vacation Rentals](https://www.expedia.ca/Quechee-Vacation-Rentals.d9580.Travel-Guide-VacationRentals) - [Things to do in Woodstock](https://www.expedia.ca/Things-To-Do-In-Woodstock.d10868.Travel-Guide-Activities) - [Book Cabin Rentals in Windsor County on Expedia.com](https://www.expedia.com/Windsor-County-Cabins.d553248635976432508-aaCabins.Travel-Guide-Accommodation)