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 which includes a river or creek and autumn colours](https://images.trvl-media.com/place/177460/85c26f4d-dcd7-4709-bfc2-7597df94a2ca.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/177460/85c26f4d-dcd7-4709-bfc2-7597df94a2ca.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&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 two months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635976432508&startDate=2026-05-15&endDate=2026-05-17&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)

![A neat place to walk  around an explore](https://images.trvl-media.com/place/7881/9675231b-9d1e-4af8-9ac0-4a4684345ff1.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Windsor

[](https://expedia.ca/Windsor-Cabins.d7881-aaCabins.Travel-Guide-Accommodation)

## Our top choices for Windsor County cabin rentals

![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)

![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)

![Dining](https://images.trvl-media.com/lodging/57000000/56900000/56896000/56895931/aa18e970.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

(97 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/31000000/30360000/30357800/30357718/14d44fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/31000000/30360000/30357800/30357718/ac759015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30360000/30357800/30357718/f3b5e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/31000000/30360000/30357800/30357718/1df8f5f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxurious Mountain Cabin near Okemo with High-End Modern Amenities for up to 12

[](https://www.expedia.ca/Ludlow-Hotels-Luxurious-Mountain-Cabin-Near-Okemo-With-High-End-Modern-Amenities-For-Up-To-12.h30357718.Hotel-Information)

Ludlow

10/10

Exceptional

(90 reviews)

"Second time staying here—it’s a wonderful spot!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul T.

[](https://www.expedia.ca/Ludlow-Hotels-Luxurious-Mountain-Cabin-Near-Okemo-With-High-End-Modern-Amenities-For-Up-To-12.h30357718.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)

![Dining](https://images.trvl-media.com/lodging/30000000/29950000/29946900/29946843/1f695fce.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/30000000/29950000/29946900/29946843/064bd917.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

(83 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/88000000/87740000/87739100/87739040/cf76ca02.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)

![Outdoor dining](https://images.trvl-media.com/lodging/88000000/87740000/87739100/87739040/ab74825d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amazing home on 90 acres - AC, fireplace & 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

(45 reviews)

"It was in the woods but close to shops also. It was peaceful. We loved the covered screened in porch."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cherry H.

[](https://www.expedia.ca/Quechee-Hotels-Amazing-Home-On-90-Acres-Dog-Friendly-AC.h87739040.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)

![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90040000/90039400/90039343/b473b07f.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)

![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, stone fireplace, balcony, & fast WiFi

[](https://www.expedia.ca/Ludlow-Hotels-Quiet-Lakefront-Cabin-W-Kayaks.h90039343.Hotel-Information)

Ludlow

9.0/10

Wonderful

(22 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/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)

![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/c07b5f40.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

(11 reviews)

"Super easy check in, beautiful and peaceful. Will def be back "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tyler S.

CA $252

CA $443 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Cavendish-Hotels-Luxury-Cabin-1-Hot-Tub.h107005892.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)

![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)

![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/34000000/33570000/33564100/33564060/61bb6c58.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

(183 reviews)

"Great spot for a large group looking to stay around Ludlow. So much space and really a great property. Very responsive host "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

brett k.

[](https://www.expedia.ca/Ludlow-Hotels-Fabulous-Luxury-Log-Home.h33564060.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)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96390000/96381300/96381283/3b8fbd33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treehouse at Wise Pines- SoBo

[](https://www.expedia.ca/Treehouse-At-Wise-Pines-SoBo.h96381283.Hotel-Information)

Woodstock

9.8/10

Exceptional

(25 reviews)

"Friendly owners with a very comfortable and accommodating space.Very well thought out with a great common space .Hiking trails , fire pit , animals , fresh eggs and produce in season.Highly recommended!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jo-Alice S.

CA $208

CA $257 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Treehouse-At-Wise-Pines-SoBo.h96381283.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/103000000/102350000/102343000/102342946/62cfa583.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)

### 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

(34 reviews)

"Beautiful location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Francesco T.

CA $252

CA $443 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Cavendish-Hotels-1-Bed-Ultra-Modern-Cabin-In-Woods.h102342946.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/89000000/88940000/88933400/88933370/e89b2591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/89000000/88940000/88933400/88933370/1abb18c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88940000/88933400/88933370/w1986h1493x0y5-a5c2404f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88940000/88933400/88933370/1fbf18a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

[](https://www.expedia.ca/Chester-Hotels-Luxury-Glamping-Cabin-Close-To-Hiking-And-15-Minutes-From-Ski-Area.h88933370.Hotel-Information)

Chester

10/10

Exceptional

(23 reviews)

"Loved being tucked away in the wilderness. Owners were very responsive. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katy B.

[](https://www.expedia.ca/Chester-Hotels-Luxury-Glamping-Cabin-Close-To-Hiking-And-15-Minutes-From-Ski-Area.h88933370.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)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33660000/33654500/33654413/w1242h1537x0y3-97b9c0f8.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)

### 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

(144 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/120000000/119700000/119697100/119697097/e304b592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/120000000/119700000/119697100/119697097/14d6532f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119700000/119697100/119697097/6ddc77d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/120000000/119700000/119697100/119697097/4b80a474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

[](https://www.expedia.ca/South-Royalton-Hotels-Escape-To-This-Private-And-Peaceful-Tiny-Home-With-Hot-Tub-In-Sharon.h119697097.Hotel-Information)

Sharon

10/10

Exceptional

(6 reviews)

"Cabin was spotless and exactly what I expected"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

mark g.

CA $204

CA $435 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/South-Royalton-Hotels-Escape-To-This-Private-And-Peaceful-Tiny-Home-With-Hot-Tub-In-Sharon.h119697097.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)

![Exterior](https://images.trvl-media.com/lodging/96000000/95250000/95249600/95249524/w5844h4017x0y0-3b95620c.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)

![Interior](https://images.trvl-media.com/lodging/96000000/95250000/95249600/95249524/9cc855aa.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

(7 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/35000000/34010000/34008200/34008138/80e8b8ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34010000/34008200/34008138/f056b116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34010000/34008200/34008138/964fa0b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34010000/34008200/34008138/cbcba69b.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! 

[](https://www.expedia.ca/Cavendish-Hotels-The-Little-Red-Cabin-Less-Than-15-Minutes-To-Okemo-Close-To-Everything-VT.h34008138.Hotel-Information)

Cavendish

9.8/10

Exceptional

(113 reviews)

"We loved it but the kitchen needed more lighting and of course it would have been nice if the bathroom had been larger Cozy furniture, decor and wood stove - loved the large kitchen - "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Steve H.

[](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/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/119000000/118100000/118090600/118090567/9070bb10.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)

### 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

(2 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/119000000/118380000/118371700/118371603/507b17aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118380000/118371700/118371603/92b92124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/119000000/118380000/118371700/118371603/2325a92d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/119000000/118380000/118371700/118371603/a4d4ccd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private 3-bedroom cabin with WiFi and backyard!

[](https://www.expedia.ca/Springfield-Hotels-Private-3-Bedroom-Cabin-With-WiFi-And-Backyard.h118371603.Hotel-Information)

Springfield

10/10

Exceptional

(2 reviews)

"We had a wonderful stay and couldn’t have asked for a better experience. The home was comfortable, well-equipped, and exactly as described. We were especially lucky to enjoy a beautiful white Christmas, which made our stay feel extra special. Great location, easy communication, and a place we’d happily return to. Highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katherine C.

[](https://www.expedia.ca/Springfield-Hotels-Private-3-Bedroom-Cabin-With-WiFi-And-Backyard.h118371603.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/112000000/111430000/111424700/111424627/f092056d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111430000/111424700/111424627/2ed409d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111430000/111424700/111424627/w911h678x0y0-05d555d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111430000/111424700/111424627/cfb415ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sage House at Camp Greenwood Vermont with Sauna

[](https://www.expedia.ca/Chester-Hotels-Sage-House-At-Camp-Greenwood-Vermont-WSauna.h111424627.Hotel-Information)

Chester

10/10

Exceptional

(3 reviews)

"I had a great stay, kitchen is fully equipped. The place is clean and cozy. My dtay was very relaxing. Would definitely stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hollis A.

[](https://www.expedia.ca/Chester-Hotels-Sage-House-At-Camp-Greenwood-Vermont-WSauna.h111424627.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)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109350000/109345600/109345599/d0e23969.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)

![Dining](https://images.trvl-media.com/lodging/110000000/109350000/109345600/109345599/170193f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riverfront mountain view house w/ fireplace, firepit, decks, w/d, wifi, yard

[](https://www.expedia.ca/Cavendish-Hotels-Riverfront-Mountain-View-House-W-Fireplace.h109345599.Hotel-Information)

Cavendish

[](https://www.expedia.ca/Cavendish-Hotels-Riverfront-Mountain-View-House-W-Fireplace.h109345599.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/56000000/55410000/55407500/55407436/90-14ae59a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/56000000/55410000/55407500/55407436/90-0f679122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/56000000/55410000/55407500/55407436/f5b03fce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/56000000/55410000/55407500/55407436/90-62dc1345.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

[](https://www.expedia.ca/Central-Vermont-Killington-Hotels-Secluded-Log-Cabin-Bordering-State-Forest-With-Trails-Nearby.h55407436.Hotel-Information)

Chester

10/10

Exceptional

(27 reviews)

"This was our second time at this property and it remains a gem in a beautiful area!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristina R.

[](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/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)

![Terrace/patio](https://images.trvl-media.com/lodging/31000000/30600000/30594900/30594857/3b963624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/31000000/30600000/30594900/30594857/1e66c141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!

[](https://www.expedia.ca/Chester-Hotels-Log-Cabin-Cozy.h30594857.Hotel-Information)

Chester

9.8/10

Exceptional

(73 reviews)

"It was a nice cabin- perfect for getting away for a few days and nice place to stay for access to skiing"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aaron C.

[](https://www.expedia.ca/Chester-Hotels-Log-Cabin-Cozy.h30594857.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=2026-02-05&endDate=2026-02-06&regionId=553248635976432508&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

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Aparthotels

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Apartments

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Chalets

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Private vacation homes

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Condos

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Villas

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## Top Windsor County Hotel Reviews

![Sleep Woodstock Motel](https://images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11_y.jpg)

### Sleep Woodstock Motel

10/10 Excellent

"Very clean."

[](https://expedia.ca/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information)

![Comfort Inn White River Junction](https://images.trvl-media.com/lodging/1000000/10000/8900/8850/a720acb3_y.jpg)

### Comfort Inn White River Junction

10/10 Excellent

"Great at all"

[](https://expedia.ca/White-River-Junction-Hotels-Comfort-Inn.h8850.Hotel-Information)

![The Hartness House](https://images.trvl-media.com/lodging/10000000/9720000/9715200/9715200/299bcb43_y.jpg)

### The Hartness House

10/10 Excellent

"Clean comfortable "

[](https://expedia.ca/Springfield-Hotels-Hartness-House-Inn.h9715200.Hotel-Information)

![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg)

### The Shire Woodstock

10/10 Excellent

"Cozy comfortable room for a fair price. Easy check-in and check-out."

[](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information)

![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a_y.jpg)

### Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent

"Fantastic! Easy check in and out! Rooms were updated and spotless. Great customer service!"

[](https://expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information)

![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg)

### Pointe at Castle Hill Resort

10/10 Excellent

"Everything/everyone was superb!!! "

[](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information)

![Align Inn Vermont](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg)

### Align Inn Vermont

10/10 Excellent

"Clean, quiet, good breakfast. Check in was easy and staff was friendly. "

[](https://expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.Hotel-Information)

![Hotel Coolidge](https://images.trvl-media.com/lodging/2000000/1110000/1100200/1100199/w2880h2170x0y0-a69a5404_y.jpg)

### Hotel Coolidge

10/10 Excellent

"I won’t be able to comment on breakfast because I have treatment in the morning so I can’t eat anything after midnight. "

[](https://expedia.ca/White-River-Junction-Hotels-Hotel-Coolidge.h1100199.Hotel-Information)

![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946_y.jpg)

### On The River Inn

10/10 Excellent

"Our stay was absolutely wonderful. The room was clean & comfortable with a nice view from balcony. The breakfast was good & the bar was very nice on a cold evening. Look forward to staying here again."

[](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information)

## Find out more about Windsor County

## Windsor County Cabin Rentals information

| Number of reviews | 820              |
| ----------------- | ---------------- |
| Accommodation     | 65 Cabin Rentals |
| Lowest Price      | CA $257          |
| Highest Price     | CA $443          |

## 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?

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