A river flowing through a forest with autumn foliage.

Cabin Rentals in Windsor County

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Top Cities in Windsor County

A street with historic buildings, including a diner and a Blue Star Trading Company.
Cabin RentalsCabin Rentals

Ludlow

Ludlow

Our top choices for Windsor County cabin rentals

A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

1. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (15 reviews)
"This property was extremely beautiful and peaceful. Loved being able to walk around the farm and say hi to the animals. The views of the mountains from the cabin or gorgeous, we enjoyed having our coffee on the porch each morning. Having fresh eggs and scones in our cabin upon arrival was a very nice surprise. Will definitely be staying there again."
United States
Brenda
The price is HK$883
HK$1,389 total
includes taxes & fees
19 Nov - 20 Nov
Fat Sheep Farm & Cabins
A wooden cabin with a porch, snow-covered ground, and a view of a forest.

2. Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore
Ludlow
10.0 out of 10, Exceptional, (109 reviews)
"My first verbo stay, the process was simple, everything went smoothly, the hosts were responsive and had a relaxed vibe, the cabin was exactly what we were looking for, there were more than ample supplies (everything from towels to toilet paper, life jackets to firewood) We had a great time!"
United States
Dixie L.
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore
A cozy cabin interior with a wooden ceiling, stone wall, and a fireplace. There is a television mounted on the wall, a Christmas tree, and a large window with curtains.

3. 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, (107 reviews)
"Fantastic house and property. Room for the adults to stay upstairs and the kids downstairs. We had a great time. Will definitely rent again."
United States
Kevin D.
Log Cabin home with Mt Ascutney views and pool table
Exterior

4. Quechee home with screened porch, stone patio firepit and two-car garage

Quechee home with screened porch, stone patio firepit and two-car garage
Quechee
10.0 out of 10, Exceptional, (2 reviews)
"The house was extremely comfortable and had everything our family of five needed. The whole family, including the dog, had a wonderful time. The property was lovely and private and the location ideal for exploring the area. Wifi worked well for checking in with work as needed."
United States
Janel S.
Quechee home with screened porch, stone patio firepit and two-car garage
A wooden interior with a brown sofa, a chair, and a small table with lamps.

5. 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
9.0 out of 10, Wonderful, (16 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
A log cabin with a green roof, surrounded by trees and a winding road.

6. Private retreat on 90 acres with wood stove, A/C and mountain views

Private retreat on 90 acres with wood stove, A/C and mountain views
Hartford
8.8 out of 10, Excellent, (52 reviews)
"This property is a real find! It was rustic, but very comfortable. Antique pieces were blended with modern conveniences. It is in an ideal location to Woodstock, but avoids the crowds. We arrived at dark, and it was hard to see where the driveway was since many leaves were covering it. A few more flares or markers would help. Other than that, we loved staying at this spacious, well-appointed 3 story cabin in the woods."
United States
Patrice
Private retreat on 90 acres with wood stove, A/C and mountain views
A modern cabin with a deck, surrounded by a forest.

7. 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, (3 reviews)
"Wonderful and well appointed abode - super cozy!"
United States
Nina S.
The price is HK$2,436
HK$6,774 total
includes taxes & fees
10 Nov - 11 Nov
Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8
A wooden cabin with a porch, a flag, and a door.

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

Luxurious Mountain Cabin near Okemo with High-End Modern Amenities for up to 12
Ludlow
10.0 out of 10, Exceptional, (96 reviews)
"Beautiful home, plenty of room,had a great stay"
United States
Sal S.
Luxurious Mountain Cabin near Okemo with High-End Modern Amenities for up to 12
A wooden cabin with large windows, a door, and a small porch with Adirondack chairs.

9. Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails

Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails
Cavendish
10.0 out of 10, Exceptional, (58 reviews)
"The cabins are amazing, everything you need for a great weekend! I will be back for sure!"
United States
Joe C.
The price is HK$1,560
HK$3,095 total
includes taxes & fees
11 Nov - 12 Nov
Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails
A rustic cabin with a metal roof, surrounded by lush greenery and trees.

10. Woodstock Hillside Hideaway | Green Mountain Views

Woodstock Hillside Hideaway | Green Mountain Views
Woodstock
10.0 out of 10, Exceptional, (3 reviews)
"great location - wonderful place - charming host"
United States
Cathy M.
Woodstock Hillside Hideaway | Green Mountain Views
A rustic wooden cabin with a gravel driveway, surrounded by dense forest.

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, (157 reviews)
"Great location! Plenty of space and a great location."
United States
Andrew C.
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
A cabin with a stone chimney, wooden deck, and a staircase leading to the entrance.

12. Cabin on the hill Ascutney Vt - 4 bedrooms

Cabin on the hill Ascutney Vt - 4 bedrooms
West Windsor
10.0 out of 10, Exceptional, (1 review)
"The Cabin in the Woods looks very rustic on the outside, but a cabin ine the woods should. Inside was a pleasant surprise. Full kitchen, large leather wrap around sofa to watch the LARGE flat-screen TV, large dining room table, 4 bedrooms, and 2 full baths made this a perfect get away place."
United States
Alvin
The price is HK$2,314
HK$4,059 total
includes taxes & fees
17 Nov - 18 Nov
Cabin on the hill Ascutney Vt - 4 bedrooms
Outdoor spa tub

13. Cozy A frame Cabin in Proctorsville

Cozy A frame Cabin in Proctorsville
Cavendish
10.0 out of 10, Exceptional, (6 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
Benjamin M.
Cozy A frame Cabin in Proctorsville
A wooden cabin with a porch, surrounded by trees and a stone wall.

14. Brookside Cabin + Hot Tub | Woodstock & Killington

Brookside Cabin + Hot Tub | Woodstock & Killington
Bridgewater
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful property on a nice quiet stream. House was super clean and had everything we needed. We took the dogs and they had fun with us around town and playing in the stream."
United States
tom b.
Brookside Cabin + Hot Tub | Woodstock & Killington
A log cabin with a snow-covered roof and a white picket fence.

15. Cozy Vermont Cabin at Trail End Ranch! The Best of VT is all around you!

Cozy Vermont Cabin at Trail End Ranch! The Best of VT is all around you!
Andover
10.0 out of 10, Exceptional, (7 reviews)
"The cabin was lovely. Great location . Nicely equipped. "
United States
Betsy S.
The price is HK$1,693
HK$3,319 total
includes taxes & fees
21 Nov - 22 Nov
Cozy Vermont Cabin at Trail End Ranch! The Best of VT is all around you!
A modern house with a dark exterior, a red star decoration on the wall, and a chimney.

16. Lakefront countryside cabin with kayaks, canoe and 180-degree dining views

Lakefront countryside cabin with kayaks, canoe and 180-degree dining views
Ludlow
9.0 out of 10, Wonderful, (28 reviews)
"We had a wonderful week enjoying this house on a lake!"
United States
Sarah W.
Lakefront countryside cabin with kayaks, canoe and 180-degree dining views
A blue single-story house with a red roof, a front door, and two windows.

17. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Ludlow
9.0 out of 10, Wonderful, (6 reviews)
"Great location and very cozy cottage. Well-appointed place to stay and accurately described in its listing. "
United States
jeremy a.
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
A cabin with a green roof, surrounded by autumn foliage.

18. 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!
A log cabin interior with a fireplace, wooden furniture, and a dog.

19. The Cabin that brings people together

The Cabin that brings people together
Bridgewater
9.6 out of 10, Exceptional, (90 reviews)
"CLEAN HOUSE"
United States
Ty R.
The Cabin that brings people together
A snow-covered landscape with a house illuminated by warm light.

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

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Chester
9.8 out of 10, Exceptional, (25 reviews)
"Peaceful vacation"
United States
Naga Veerendra G.
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
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

Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Fantastic stay at Woodstock Inn this week! The room and property were spotless, and the staff was incredibly kind and welcoming. The spa was beautiful, the food at Red Rooster was excellent, and the athletic center, pool, and hot tub were all great. The entire property has a quiet, peaceful atmosphere that makes it easy to relax and unwind. Would absolutely recommend!"
Alexander 3-night trip
Posted 3 hours ago
Woodstock Inn & Resort

Find out more about Windsor County

Windsor County Cabin Rentals information

Number of reviews
777
Accommodation
76 Cabin Rentals
Lowest Price
HK$1,389
Highest Price
HK$6,774

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$1,389 to HK$6,774 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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