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Cabin Rentals in Windsor County

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Top Cities in Windsor County

A river flowing through a rocky gorge with autumn foliage and a bridge in the background.
Cabin RentalsCabin Rentals

Quechee

Quechee

Our top choices for Windsor County cabin rentals

Exterior detail

1. Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (53 reviews)
"We had a fantastic stay! Can’t wait to return for a summer or fall trip. Cabin was wonderful, clean and full of amenities. It is a plus having access to laundry services."
United States
John H.
The price is HK$1,235
HK$2,770 total
includes taxes & fees
27 Aug - 28 Aug
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Exterior

2. Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Cavendish
10.0 out of 10, Exceptional, (27 reviews)
"We had a great stay. The hot tub was perfect after a long day of skiing."
United States
Michael L.
The price is HK$1,383
HK$2,968 total
includes taxes & fees
30 Aug - 31 Aug
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Smart TV, fireplace, books

3. Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful property, quiet and peaceful location. Enjoyed the access to the hot tub, and loved having a private fire pit."
United States
David V.
The price is HK$1,347
HK$2,927 total
includes taxes & fees
27 Aug - 28 Aug
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Exterior

4. Killington Cabin, Hot Tub & Foliage Views!

Killington Cabin, Hot Tub & Foliage Views!
Stockbridge
9.6 out of 10, Exceptional, (27 reviews)
"Everything was perfect!. Really enjoyed our stay"
United States
Kinshasa F.
Killington Cabin, Hot Tub & Foliage Views!
Exterior

5. Woodstock Hillside Hideaway | Green Mountain Views

Woodstock Hillside Hideaway | Green Mountain Views
Woodstock
Woodstock Hillside Hideaway | Green Mountain Views
Exterior

6. Luxe Quechee home on quiet road - chef's kitchen, two-car garage, screened porch

Luxe Quechee home on quiet road - chef's kitchen, two-car garage, screened porch
Quechee
Luxe Quechee home on quiet road - chef's kitchen, two-car garage, screened porch
Exterior

7. Cozy Vermont Log Cabin Near Okemo & Killington

Cozy Vermont Log Cabin Near Okemo & Killington
Cavendish
9.8 out of 10, Exceptional, (15 reviews)
"The cabin was perfect for our long weekend, and our dog loved the property! Communication was great and the check in/check out process was super simple. We're looking forward to booking again in the future!"
United States
Maureen M.
Cozy Vermont Log Cabin Near Okemo & Killington
Exterior

8. Amazing home on 90 acres - AC & great mountain views

Amazing home on 90 acres - AC & great mountain views
Hartford
8.8 out of 10, Excellent, (49 reviews)
"Great location and wonderful views!!"
United States
Tim S.
Amazing home on 90 acres - AC & great mountain views
Exterior

9. Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8

Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8
Hartford
10.0 out of 10, Exceptional, (1 review)
"Lovely cabin, as described. Very clean and comfortable. Our only comments, which are not criticisms, but suggestions are: 1). Post the wifi password. We only got the password in an older communication and, fortunately one of us had that open on an older message and could see it. Otherwise, there was no cell service and we were unable to find it. 2) Leave some towels in the bathroom instead of all in the front linen closet. Thanks for a great stay."
United States
Peter C.
The price is HK$2,116
HK$6,731 total
includes taxes & fees
31 Aug - 1 Sept
Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8
Coffee/tea maker, fridge, oven, stovetop

10. Cozy Cabin near Okemo

Cozy Cabin near Okemo
Ludlow
9.4 out of 10, Exceptional, (12 reviews)
"Great little cabin. Perfect for our family. Cozy, clean, had everything we needed and convenient to Okemo. Seamless check-in and check-out. "
United States
Pamela M.
Cozy Cabin near Okemo
Exterior

11. Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt

Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Ludlow
9.8 out of 10, Exceptional, (153 reviews)
"Amazing location, kind host and spacious property. Me and my friends had a beautiful time, couldn't recommend it more!!"
United States
William P.
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Interior

12. The Cabin that brings people together

The Cabin that brings people together
Bridgewater
9.6 out of 10, Exceptional, (86 reviews)
"House was amazing. Not too far from the ski resort and held a large group very well. 10/10 would recommend."
United States
Dylan R.
The Cabin that brings people together
Smart TV

13. Rustic Cabin Minutes From Okemo - Views of Lake Ninevah, Nestled In Mt. Holly

Rustic Cabin Minutes From Okemo - Views of Lake Ninevah, Nestled In Mt. Holly
Mount Holly
8.8 out of 10, Excellent, (13 reviews)
"The cabin was a great place for a getaway and to be in nature. The only issue was there was no cellular service"
United States
Derek B.
Rustic Cabin Minutes From Okemo - Views of Lake Ninevah, Nestled In Mt. Holly
TV, fireplace, DVD player, table football

14. Log Cabin home with Mt Ascutney views and pool table

Log Cabin home with Mt Ascutney views and pool table
Brownsville
9.8 out of 10, Exceptional, (104 reviews)
"Nice, spacious house. We really enjoyed the game room."
United States
Bill P.
Log Cabin home with Mt Ascutney views and pool table
Exterior

15. Brookside Cabin + Hot Tub | Woodstock & Killington

Brookside Cabin + Hot Tub | Woodstock & Killington
Bridgewater
10.0 out of 10, Exceptional, (9 reviews)
"Highly recommend, the house was not only aesthetically appealing, but very well stocked for our needs and more, owners are super attentive and just overall 5 stars without question. "
United States
Amber F.
Brookside Cabin + Hot Tub | Woodstock & Killington
Exterior

16. Contemporary 4-BR Cabin 5-min to Okemo

Contemporary 4-BR Cabin 5-min to Okemo
Ludlow
Contemporary 4-BR Cabin 5-min to Okemo
Exterior

17. Andover Cabin Retreat w/ Hot Tub & Fireplace!

Andover Cabin Retreat w/ Hot Tub & Fireplace!
Andover
10.0 out of 10, Exceptional, (8 reviews)
"The amenities were perfect and the hot tub was a welcome addition to the home."
United States
Barbara P.
Andover Cabin Retreat w/ Hot Tub & Fireplace!
Exterior

18. Hike, Ski & Unwind: Cabin w/ Deck in Chester!

Hike, Ski & Unwind: Cabin w/ Deck in Chester!
Chester
Hike, Ski & Unwind: Cabin w/ Deck in Chester!
Exterior

19. Luxury Loft With Solo Fire Pit & Trails Close to Okemo & Ascutney EV Charger

Luxury Loft With Solo Fire Pit & Trails Close to Okemo & Ascutney EV Charger
West Windsor
10.0 out of 10, Exceptional, (1 review)
"Yulia was a great host. Very responsive and accomodating. The cabin was very clean, new, and plenty of space for our family. Very nice to come home to after a day of skiing. "
United States
David N.
Luxury Loft With Solo Fire Pit & Trails Close to Okemo & Ascutney EV Charger
Exterior

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

Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!
Chester
9.8 out of 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
Aaron C.
Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!
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.
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Top Windsor County Hotel Reviews

Hotel Coolidge

Hotel Coolidge

8/10 Good
"This hotel had the charm of the beginning of the 20th century when hotels were primarily used for long-term stays, with some full-time residents. Everything is a bit rough around the edges, but that’s part of its charm."
Stephanie 4-night trip
Posted 15 hours ago
Hotel Coolidge

Find out more about Windsor County

Windsor County Cabin Rentals information

Number of reviews
623
Accommodation
77 Cabin Rentals
Lowest Price
HK$2,770
Highest Price
HK$6,731

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 HK$2,770 to HK$6,731 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 - Cosy Chalet, Lake Pauline, Lake Rescue. 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 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 - Cosy Chalet, Lake Pauline, Lake Rescue 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 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 - Cosy, Quaint And Scenic And Ready For Your Enjoyment. 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 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 - Cosy Chalet, Lake Pauline, Lake Rescue. 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. 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 organising 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. Featuring on-site watersports and a firepit, you'll appreciate waking up in nature here. Log Cabin - Cosy, Quaint And Scenic And Ready For Your Enjoyment 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 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. 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 holiday 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 - Cosy Chalet, Lake Pauline, Lake Rescue 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 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 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 Holiday Rentals. Go exploring and then head back to your cabin to take advantage of its comforts.

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