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) ![Must stop while in Vermont #autumn #fall #roadtrip #travel #adventure #colorful #vermont ](https://images.trvl-media.com/place/3000459649/24ffd150-771e-42f6-8fd9-a3002aef691c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Rachel Samanyi ![](https://images.trvl-media.com/place/3000459649/24ffd150-771e-42f6-8fd9-a3002aef691c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 3 - Jul 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Windsor County ![Ludlow showing street scenes](https://images.trvl-media.com/place/8496/505d08ac-b11f-4f25-a539-2958ea0722b2.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Ludlow [](https://expedia.ca/Ludlow-Cabins.d8496-aaCabins.Travel-Guide-Accommodation) ![Woodstock featuring a house](https://images.trvl-media.com/place/10868/c2d6773f-8f3f-4c1a-b710-f2f2bceab647.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Woodstock [](https://expedia.ca/Woodstock-Cabins.d10868-aaCabins.Travel-Guide-Accommodation) ![Quechee Gorge- Vermont #autumn #colorful #roadtrip #weekendgetaway #travel #adventure #nature #vacation ](https://images.trvl-media.com/place/3000459649/7d354301-07a8-4d26-bfd8-54320ed05c30.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### White River Junction [](https://expedia.ca/White-River-Junction-Cabins.d6294-aaCabins.Travel-Guide-Accommodation) ![Quechee featuring a river or creek, a bridge and tranquil scenes](https://images.trvl-media.com/place/9580/a3d99a95-3156-473d-99ae-f796cac4afe4.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Quechee [](https://expedia.ca/Quechee-Cabins.d9580-aaCabins.Travel-Guide-Accommodation) ![aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont](https://images.trvl-media.com/place/89014/92c0e546-2b37-46d6-9961-c387fdf435b7.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Chester [](https://expedia.ca/Chester-Cabins.d89014-aaCabins.Travel-Guide-Accommodation) ## Our top choices for Windsor County cabin rentals ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33660000/33654500/33654413/a398a766.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 [](https://www.expedia.ca/Ludlow-Hotels-Cozy-Chalet.h33654413.Hotel-Information) Ludlow 9.8/10 Exceptional (145 reviews) "We enjoyed our stay at the chalet! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kimberly R. [](https://www.expedia.ca/Ludlow-Hotels-Cozy-Chalet.h33654413.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/125000000/124570000/124562000/124562000/2754716d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124570000/124562000/124562000/c384aa06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124570000/124562000/124562000/041dc67c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/125000000/124570000/124562000/124562000/6d66d341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy A frame Cabin in Proctorsville [](https://www.expedia.ca/Cavendish-Hotels-Cozy-A-Frame-Cabin-In-Ludlow.h124562000.Hotel-Information) Cavendish 10/10 Exceptional (4 reviews) "Nice place to stay! Very cozy and private, lovely hot tub, plenty of room. Location is serene and made for the perfect VT experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benjamin M. [](https://www.expedia.ca/Cavendish-Hotels-Cozy-A-Frame-Cabin-In-Ludlow.h124562000.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/103000000/102350000/102343000/102342946/5f118e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102350000/102343000/102342946/0d631472.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102350000/102343000/102342946/81e4250b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit [](https://www.expedia.ca/Cavendish-Hotels-1-Bed-Ultra-Modern-Cabin-In-Woods.h102342946.Hotel-Information) Cavendish 10/10 Exceptional (35 reviews) "Beautiful location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Francesco T. CA $267 CA $457 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Cavendish-Hotels-1-Bed-Ultra-Modern-Cabin-In-Woods.h102342946.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) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/108000000/107010000/107005900/107005892/32d5ed92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107010000/107005900/107005892/4623c2dd.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) ### Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit [](https://www.expedia.ca/Cavendish-Hotels-Luxury-Cabin-1-Hot-Tub.h107005892.Hotel-Information) Cavendish 10/10 Exceptional (14 reviews) "This was absolutely perfect. Every part of the cabin was well thought out from design to decor. We had such an amazing time and already want to plan another getaway to this place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam B. CA $267 CA $457 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Cavendish-Hotels-Luxury-Cabin-1-Hot-Tub.h107005892.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) ![Terrace/patio](https://images.trvl-media.com/lodging/57000000/56900000/56896000/56895931/caaee549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/57000000/56900000/56896000/56895931/efbdb486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/57000000/56900000/56896000/56895931/5a7758a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore [](https://www.expedia.ca/Ludlow-Hotels-Log-Cabin-Lake-Pauline-Waterfront-2-Miles-To-Okemo-MountainJackson-Gore.h56895931.Hotel-Information) Ludlow 10/10 Exceptional (98 reviews) "We had a great stay. Cozy log cabin" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret [](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/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) ![TV, books](https://images.trvl-media.com/lodging/88000000/87740000/87739100/87739040/d7cca97a.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) ### Amazing home on 90 acres - AC & great mountain views [](https://www.expedia.ca/Quechee-Hotels-Amazing-Home-On-90-Acres-Dog-Friendly-AC.h87739040.Hotel-Information) Quechee 9.0/10 Wonderful (46 reviews) "Great location and wonderful views!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim S. [](https://www.expedia.ca/Quechee-Hotels-Amazing-Home-On-90-Acres-Dog-Friendly-AC.h87739040.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/73000000/72080000/72077200/72077172/6d848fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/73000000/72080000/72077200/72077172/025060f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72080000/72077200/72077172/f44cd607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/73000000/72080000/72077200/72077172/48fda9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Quechee Cabin near Woodstock and Skiing w/woodstove and all the amenities [](https://www.expedia.ca/White-River-Junction-Hotels-Cozy-Quechee-Corner-Cabin.h72077172.Hotel-Information) Hartford 10/10 Exceptional (57 reviews) "Clean cozy and convenient and was just perfect for three friends attending baking classes at King Arthur. Lots to do in the area and wonderful restaurants nearby. The space was immaculate and very comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) regina c. [](https://www.expedia.ca/White-River-Junction-Hotels-Cozy-Quechee-Corner-Cabin.h72077172.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) ![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/88000000/87640000/87635000/87634911/45bf02f2.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 [](https://www.expedia.ca/Quechee-Hotels-Luxe-Quechee-Home-On-Quiet-Road-Chefs-Kitchen.h87634911.Hotel-Information) Quechee 8.4/10 Very good (22 reviews) "Fantastic home, well appointed and super clean and cozy. Loved the proximity to all things Quechee and Woodstock. I’ve stayed in several homes in the area and this was a 10/10 for me. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jodi R. [](https://www.expedia.ca/Quechee-Hotels-Luxe-Quechee-Home-On-Quiet-Road-Chefs-Kitchen.h87634911.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122510000/122507200/122507200/7e612ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122510000/122507200/122507200/7dc7d4a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122510000/122507200/122507200/fe06c9ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/123000000/122510000/122507200/122507200/85da6fe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Scandi-Chic Luxury Loft Near Okemo With Solo Stove And EV Charger [](https://www.expedia.ca/Brownsville-Hotels-Scandi-Chic-Luxury-Loft-Near-Okemo-With-Solo-Stove-And-EV-Charger.h122507200.Hotel-Information) West Windsor 10/10 Exceptional (3 reviews) "It was really great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher W. [](https://www.expedia.ca/Brownsville-Hotels-Scandi-Chic-Luxury-Loft-Near-Okemo-With-Solo-Stove-And-EV-Charger.h122507200.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33564100/33564060/49abed88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33570000/33564100/33564060/4283e5af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/34000000/33570000/33564100/33564060/03f1c708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/34000000/33570000/33564100/33564060/61bb6c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location [](https://www.expedia.ca/Ludlow-Hotels-Fabulous-Luxury-Log-Home.h33564060.Hotel-Information) Ludlow 9.8/10 Exceptional (185 reviews) "We had an amazing weekend stay at this spacious Vrbo house! The comfort level was outstanding, making it the perfect getaway for our family and friends. The host was incredibly attentive, providing everything we needed and ensuring great communication throughout our stay. We felt right at home and truly enjoyed every moment. We highly recommend this property and will definitely be back for another visit!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel L. [](https://www.expedia.ca/Ludlow-Hotels-Fabulous-Luxury-Log-Home.h33564060.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) ![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) ![Interior](https://images.trvl-media.com/lodging/30000000/29950000/29946900/29946843/064bd917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cabin that brings people together [](https://www.expedia.ca/Bridgewater-Corners-Hotels-The-Cabin-That-Brings-People-Together.h29946843.Hotel-Information) Bridgewater 9.6/10 Exceptional (84 reviews) "This was our 3rd visit for an annual family reunion. Nice house with great space, and the yard is a great space to really spread out. The manager is very responsive and checks in periodically; they really want you to have a great stay. I highly recommend this vacation rental, and we’ll be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter L. [](https://www.expedia.ca/Bridgewater-Corners-Hotels-The-Cabin-That-Brings-People-Together.h29946843.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/103000000/102991700/102991653/a7e06b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/103000000/102991700/102991653/7c55a77e.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) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/103000000/102991700/102991653/e6e019c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit [](https://www.expedia.ca/Cavendish-Hotels-1-Bed-Ultra-Modern-Cabin-In-Woods.h102991653.Hotel-Information) Cavendish 10/10 Exceptional (13 reviews) "Beautiful property, quiet and peaceful location. Enjoyed the access to the hot tub, and loved having a private fire pit." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David V. CA $267 CA $457 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Cavendish-Hotels-1-Bed-Ultra-Modern-Cabin-In-Woods.h102991653.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, 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) ![Interior](https://images.trvl-media.com/lodging/91000000/90040000/90039400/90039343/cee92da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90040000/90039400/90039343/51f96dc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Countryside, lakefront cabin with kayaks, balcony, & fast WiFi [](https://www.expedia.ca/Ludlow-Hotels-Quiet-Lakefront-Cabin-W-Kayaks.h90039343.Hotel-Information) Ludlow 9.0/10 Wonderful (26 reviews) "Everything was excellent, great lake house and we plan on renting it again next year " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan G. [](https://www.expedia.ca/Ludlow-Hotels-Quiet-Lakefront-Cabin-W-Kayaks.h90039343.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95250000/95249600/95249524/ba9b560f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/96000000/95250000/95249600/95249524/2419aa3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95250000/95249600/95249524/9cc855aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95250000/95249600/95249524/6bab3bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Vermont Log Cabin Near Okemo & Killington \~ The Perfect Snowy Getaway [](https://www.expedia.ca/Cavendish-Hotels-Pine-Ridge-Cozy-VT-Log-Cabin-Minutes-To-Okemo.h95249524.Hotel-Information) Cavendish 9.8/10 Exceptional (8 reviews) "The hosts were as great as the place. The cabin was nicely furnished and sitting by the stream was so pleasant I never got to try out the swing on the porch. I would highly recommend this rental." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) beth T. [](https://www.expedia.ca/Cavendish-Hotels-Pine-Ridge-Cozy-VT-Log-Cabin-Minutes-To-Okemo.h95249524.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89410000/89403600/89403577/cd32f9e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/90000000/89410000/89403600/89403577/6a6663f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/90000000/89410000/89403600/89403577/3475425d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/90000000/89410000/89403600/89403577/2712e38c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski Vermont from a Luxe Mount Ascutney Cabin [](https://www.expedia.ca/Brownsville-Hotels-Custom-Built-Ascutney-Home-With-Mountain-Views.h89403577.Hotel-Information) West Windsor 10/10 Exceptional (25 reviews) "Clean quintessential VT cabin in a great location with beautiful views of the mountains off the porch. Ab was very responsive to any questions we had and checked in throughout our stay to ensure we were comfortable. 3 of us were racing in the VT 50 so the proximity to Ascutney Ski Area was perfect. We would all stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) rich b. [](https://www.expedia.ca/Brownsville-Hotels-Custom-Built-Ascutney-Home-With-Mountain-Views.h89403577.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119310000/119302000/119301980/ad0d7a5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119310000/119302000/119301980/fe6f3bcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119310000/119302000/119301980/35b63b02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119310000/119302000/119301980/c55127c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin on the hill Ascutney Vt - 4 bedrooms [](https://www.expedia.ca/Windsor-Hotels-Cabin-On-The-Hill-Ascutney-Vt-4-Bedrooms.h119301980.Hotel-Information) West Windsor CA $379 CA $711 total includes taxes & fees Mar 13 - Mar 14 [](https://www.expedia.ca/Windsor-Hotels-Cabin-On-The-Hill-Ascutney-Vt-4-Bedrooms.h119301980.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/22000000/21650000/21646000/21645998/79b43edd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/22000000/21650000/21646000/21645998/834f56a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21650000/21646000/21645998/7353ce20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21650000/21646000/21645998/26a4176d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy cabin near skiing with free WiFi, game room, and deck [](https://www.expedia.ca/Ludlow-Hotels-Cozy-Cabin-Near-Skiing-With-Free-WiFi.h21645998.Hotel-Information) Ludlow 9.0/10 Wonderful (111 reviews) "Overall great stay and convenient to the mountain. This was our 2nd visit and would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel C. [](https://www.expedia.ca/Ludlow-Hotels-Cozy-Cabin-Near-Skiing-With-Free-WiFi.h21645998.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) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118100000/118090600/118090567/f2f38fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118100000/118090600/118090567/50466e17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118100000/118090600/118090567/9070bb10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 5-bedroom cabin in charming Chester [](https://www.expedia.ca/Chester-Hotels-Spacious-5-Bedroom-Cabin-In-Charming-Chester.h118090567.Hotel-Information) Chester 10/10 Exceptional (3 reviews) "The cabin was very clean, cozy, spacious and enjoyable. The host was amazing and answered all of our questions in a timely manner. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina F. [](https://www.expedia.ca/Chester-Hotels-Spacious-5-Bedroom-Cabin-In-Charming-Chester.h118090567.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95770000/95768300/95768215/f0784574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95770000/95768300/95768215/fd9f5136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/96000000/95770000/95768300/95768215/bf13c8c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95770000/95768300/95768215/0415f88d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Contemporary 4-BR Cabin 5-min to Okemo [](https://www.expedia.ca/Ludlow-Hotels-Contemporary-4-BR-Cabin-5-Min-To-Okemo.h95768215.Hotel-Information) Ludlow [](https://www.expedia.ca/Ludlow-Hotels-Contemporary-4-BR-Cabin-5-Min-To-Okemo.h95768215.Hotel-Information) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/73000000/72550000/72541800/72541791/8794b49f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72550000/72541800/72541791/f355a6e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/73000000/72550000/72541800/72541791/w907h683x59y0-e8c7950e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72550000/72541800/72541791/w906h683x60y0-50fc6abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cabin near Okemo [](https://www.expedia.ca/Ludlow-Hotels-Cozy-Cabin-Near-Okemo.h72541791.Hotel-Information) Ludlow 9.4/10 Exceptional (12 reviews) "Had a great stay. Was perfect for a couple days away skiing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan M. [](https://www.expedia.ca/Ludlow-Hotels-Cozy-Cabin-Near-Okemo.h72541791.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=2026-03-24&endDate=2026-03-25®ionId=553248635976432508&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_553248635976432508) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=APARTMENT) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=CHALET) Condos [](https://www.expedia.ca/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=VILLA) ![](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 ![Castle Hill Resort And Spa](https://images.trvl-media.com/lodging/2000000/1410000/1407200/1407156/c098bcf8_y.jpg) ### Castle Hill Resort And Spa 6/10 Okay "We used to spend a good deal of time in ludlow . Recently my wife and I have been visiting about once per year. Back in the day we very much enjoyed the castle inn for its great food. We thoghtvwe would stay for a couple of nights. We hoped to ski one day. We went into the inn with a big ski bag and they wanted us to climb 3 levels with it. Luckily there was a person who became available to help. The room was a large king. The furnishings were represetative of a classic inn. Very old but not broken or too worn. However the heat was set so high it was unconfortable with no mechanism to lower it. .it was very difficult to sleep . We also learned that they dont do dinners on sundays. So we changed some long standing plans. Upon asking if they had a shuttle to ski area we were told we needed to walk to the. hotel next door. Something untenable in ski boots. When we got back went to their gym. It was nice. But locker rooms were somewhat unkept and aged out Most disappointing was after our return to the room on day two the room was not cleaned. Upon reaching out they said there was no cleaning services for overnight guests. But if we needed towels they would bring it up. Given there was no dinner we found a place closer to the highway and decided to just headed home. We wanted to love the inn. But from our viewpoint if they want to remain the wonderful experience we expected they need to reconsider there amenities for folks looking for a memorable few days" [](https://expedia.ca/Cavendish-Hotels-Castle-Hill-Resort-And-Spa.h1407156.Hotel-Information) ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/06298210_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 10/10 Excellent "Nine " [](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![Norwich Inn](https://images.trvl-media.com/lodging/3000000/2520000/2519600/2519573/f96d64f0_y.jpg) ### Norwich Inn 6/10 Okay "The bathroom was very old and tired, mirror frame paint was peeling everywhere. Extremely outdated. " [](https://expedia.ca/Norwich-Hotels-Norwich-Inn.h2519573.Hotel-Information) ![COHO Inn & Motor Lodge](https://images.trvl-media.com/lodging/105000000/104400000/104395800/104395732/e39e227b_y.jpg) ### COHO Inn & Motor Lodge 10/10 Excellent "Clean comfy rooms, amazing breakfast, friendly attentive staff, easy drive to Magic Mountain." [](https://expedia.ca/Weston-Hotels-The-Colonial-House-Inn-And-Motor-Lodge.h104395732.Hotel-Information) ![Comfort Inn White River Junction](https://images.trvl-media.com/lodging/1000000/10000/8900/8850/8ccfd424_y.jpg) ### Comfort Inn White River Junction 8/10 Good "it wa correct for the parking" [](https://expedia.ca/White-River-Junction-Hotels-Comfort-Inn.h8850.Hotel-Information) ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/b9b1ed95_y.jpg) ### Pointe at Castle Hill Resort 6/10 Okay "This hotel was overpriced but great location to mountain. " [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![The Jackson ](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/6aabd3c1_y.jpg) ### The Jackson 10/10 Excellent "Easy Check-In; Lovely Room; Great Location & Atmosphere. The staff was very friendly," [](https://expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ![Best Western Springfield Hotel](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/d8a154ae_y.jpg) ### Best Western Springfield Hotel 10/10 Excellent "Yes" [](https://expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) ![Kedron Valley Inn](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603194/33e9ebe5_y.jpg) ### Kedron Valley Inn 8/10 Good "Tv was unusable, very limited capabilities and remote was impossible to use." [](https://expedia.ca/South-Woodstock-Hotels-Kedron-Valley-Inn.h4603194.Hotel-Information) ## Find out more about Windsor County ## Windsor County Cabin Rentals information | Number of reviews | 869 | | ----------------- | ---------------- | | Accommodation | 65 Cabin Rentals | | Lowest Price | CA $457 | | Highest Price | CA $711 | ## Frequently asked questions ### Are there cheap cabins in Windsor County? ### What are the best mountain cabins in Windsor County? ### What are the best river cabins in Windsor County? ### What are the best cabins with pools in Windsor County? ### What are some great cabins in Windsor County? ### What are the best weekend cabin rentals in Windsor County? ### What are the highest-rated cabins in Windsor County? ### What are the top things to see and do in Windsor County? ### Why should I book a cabin in Windsor County? ### What are the top nature cabins in Windsor County? ### What are some of the best cabins near Killington Resort in Windsor County? ## Explore a world of travel with Expedia - 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