A snow-covered river valley with a bridge and a town.

Search the Best Cabins in Windsor

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Windsor 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, (13 reviews)
"Woman who runs the place is great, such a nice little cabin beautiful views! "
United States
Jessica
$167 nightly
The price is $182
Nov 8 - Nov 9
Total with taxes and fees
Fat Sheep Farm & Cabins
A cabin with a deck, surrounded by dense forest.

2. 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
$483 nightly
The price is $546
Oct 25 - Oct 26
Total with taxes and fees
Cabin on the hill Ascutney Vt - 4 bedrooms
A small red cabin with a door and windows, surrounded by autumn trees and a dirt ground.

3. Luxury Adventure Cabin Kayaks, Trails, Lakes Hot Tub

Luxury Adventure Cabin Kayaks, Trails, Lakes Hot Tub
Cavendish
10.0 out of 10, Exceptional, (29 reviews)
"We had a great stay. The hot tub was perfect after a long day of skiing."
United States
Michael L.
$377 nightly
The price is $406
Nov 11 - Nov 12
Total with taxes and fees
Luxury Adventure Cabin Kayaks, Trails, Lakes Hot Tub
A wooden cabin with large windows, a door, and a small porch with Adirondack chairs.

4. Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit

Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (57 reviews)
"The cabins are amazing, everything you need for a great weekend! I will be back for sure!"
United States
Joe C.
$377 nightly
The price is $406
Nov 18 - Nov 19
Total with taxes and fees
Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit
A small red cabin with a door and windows, surrounded by autumn trees and a dirt ground.

5. Upscale Cabin hot-tub, private fire pit, complimentary kayaks paddleboards

Upscale Cabin hot-tub, private fire pit, complimentary kayaks paddleboards
Cavendish
10.0 out of 10, Exceptional, (20 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.
$377 nightly
The price is $406
Nov 16 - Nov 17
Total with taxes and fees
Upscale Cabin hot-tub, private fire pit, complimentary kayaks paddleboards
A cabin with a snow-covered roof, surrounded by a forest.

6. 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.
$788 nightly
The price is $890
Oct 28 - Oct 29
Total with taxes and fees
Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8
A blue single-story house with a red roof, a front door, and two windows.

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

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Ludlow
8.0 out of 10, Very good, (3 reviews)
"Great location and very cozy cottage. Well-appointed place to stay and accurately described in its listing. "
United States
jeremy a.
$313 nightly
The price is $354
Oct 23 - Oct 24
Total with taxes and fees
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
A small cabin with a wooden exterior, a front porch, and a deck with chairs.

8. Brook Road Cabin

Brook Road Cabin
Goshen
9.6 out of 10, Exceptional, (18 reviews)
"Would go back!"
United States
Elizabeth C.
$296 nightly
The price is $321
Oct 25 - Oct 26
Total with taxes and fees
Brook Road Cabin
A red house with a covered porch and a chimney.

9. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (173 reviews)
"We had a very lovely stay. The kitchen was well-equipped and the whole home was very cozy. There was wood for the wood stove and lots of games and puzzles to do. Check-in and check-out was simple. Just what we were looking for! "
United States
Eleanor D.
$324 nightly
The price is $363
Oct 26 - Oct 27
Total with taxes and fees
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
A rustic wooden cabin with a porch, surrounded by trees and a natural landscape.

10. Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything

Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
Killington
10.0 out of 10, Exceptional, (24 reviews)
"We had a fantastic stay for a long weekend away. The house is unique and cozy, and very close to any dining amenities and outdoor activities you’re looking for. We will definitely stay here again!"
United States
John D.
$428 nightly
The price is $484
Oct 25 - Oct 26
Total with taxes and fees
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
A two-story house with a snow-covered roof and a wooden deck.

11. Cabin at Killington Left: 4BR with Wood Stove, Deck and Hot Tub

Cabin at Killington Left: 4BR with Wood Stove, Deck and Hot Tub
Killington
9.0 out of 10, Wonderful, (23 reviews)
"Cozy, classic, basic, old school Killington condo. Loved the wood stove. Easy access to Killington area. "
United States
Leslie P.
$527 nightly
The price is $596
Oct 25 - Oct 26
Total with taxes and fees
Cabin at Killington Left: 4BR with Wood Stove, Deck and Hot Tub
A house with a stone foundation, a front porch, and a blue car parked in front.

12. Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee

Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
Newbury
10.0 out of 10, Exceptional, (28 reviews)
"The place was clean and very comfortable"
United States
Pam D.
$450 nightly
The price is $488
Oct 25 - Oct 26
Total with taxes and fees
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
A house with a sloped roof, a front porch, and a well-maintained lawn.

13. Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape

Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape
Killington
9.8 out of 10, Exceptional, (65 reviews)
"Amazing location, cozy cabin with plenty of beds for sleeping , owners were super responsive will def love to stay again!"
United States
Robert D.
$492 nightly
The price is $556
Oct 25 - Oct 26
Total with taxes and fees
Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape
A rustic wooden cabin with a porch, surrounded by autumn foliage.

14. NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!

NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
Killington
10.0 out of 10, Exceptional, (4 reviews)
"Location near gondola was clutch (short 1 min drive). Super clean and layout of cabin was perfect for our group. We had a fair amount of snow and icy weather and our host kept the road and driveway clear."
United States
Jeremy F.
$1,114 nightly
The price is $1,259
Nov 15 - Nov 16
Total with taxes and fees
NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
A wooden building with a white door, a bear sculpture with a sign, and a window with a view of trees and mountains.

15. Roaring Bear Cabin: Secluded Killington Retreat with Hot Tub and Fire Pit

Roaring Bear Cabin: Secluded Killington Retreat with Hot Tub and Fire Pit
Killington
6.0 out of 10, (2 reviews)
"A beautiful, and very well-maintained property. We booked it specifically for the hot tub and fire pit combo and it did not disappoint! We were also pleasantly surprised to find plenty of dry firewood stacked and ready to go for us to use upon our arrival. I'd recommend this place to anyone wanting to get away for the weekend at any time of the year!"
United States
Justin A.
$666 nightly
The price is $753
Oct 25 - Oct 26
Total with taxes and fees
Roaring Bear Cabin: Secluded Killington Retreat with Hot Tub and Fire Pit
A two-story house with a snow-covered roof and a wooden deck.

16. Entire Killington Cabin Duplex: 8BR, Two Kitchens and Hot Tub

Entire Killington Cabin Duplex: 8BR, Two Kitchens and Hot Tub
Killington
10.0 out of 10, Exceptional, (18 reviews)
"great stay!"
United States
Patrick M.
$1,107 nightly
The price is $1,251
Oct 26 - Oct 27
Total with taxes and fees
Entire Killington Cabin Duplex: 8BR, Two Kitchens and Hot Tub
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 Hotel Reviews

Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon

10/10 Excellent
"This is a very well maintained and up to date facility. Excellent accommodation for a nice fall colors trip and breakfast and happy hour options were available and very satisfying. I would recommend this place."
Jon 3-night trip
Posted 13 hours ago
Hilton Garden Inn Hanover Lebanon

Find out more about Windsor

Windsor Cabin Rentals information

Number of reviews
481
Accommodation
105 Cabin Rentals
Lowest Price
$182
Highest Price
$1,259

Frequently asked questions

What are the best cabins near Windsor?
Vacation in one of our 549 cabins in Windsor and you'll be rewarded with spectacular scenery, outdoor adventure and great memories. Cabin - Romantic Retreat: Mt. Views, Hot Tub is where life seems to slow down. Cabin - Close To Skiing, Hiking, Pvt Beach is another top pick if you'd love to spend time in Mother Nature.
Are there cheap cabins in Windsor?
Priced between $182 and $1,259 per night, getting away with friends or family is affordable and easy. Secure one of our cheap cabins in Windsor and enjoy some outdoorsy fun without breaking your budget.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 luxury cabins near Windsor?
After spending your day out and about in Mother Nature, come home to the impeccable comfort and style of a Windsor luxury cabin. Robert Frost Mountain Cabins is a perfect choice if you're in the mood to splash out and spoil yourself. You'll enjoy the top amenities here, such as pillow top mattresses and massage services. Cabin - Pollard Brook Condo In Great Lincoln is another popular stay. Make use of a swimming pool, a spa tub and a whole lot more.
What are the best river cabins near Windsor?
If you're searching for a comfy hideaway by the water, a Windsor river cabin is calling your name. Kick back at Warm And Inviting Jamaica Cabin W and let all your worries drift downstream. Handy amenities here include a wood stove and a firepit. Another awesome riverside getaway is Cabin - Camp David: Heart Of The Wht. Mtns. N. Lincoln Nh. Clean And Well Maintained. Guests have use of a wood stove, outdoor furniture and more.
What are the best cabins with pools near Windsor?
Slip on your board shorts or bikini and enjoy a relaxing dip whenever your heart desires when you stay at one of our cabin rentals with a pool. Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna ranks high among travelers. A swimming pool and a porch are some of the other amenities that'll help make your stay comfortable. Alternatively, spend your vacation at Welcome To Northaven Family - Friendly Lakefront Cabin In The White Mountains. As well as a great pool, this cabin comes with on-site watersports and a swimming pool.
Can I find beach cabins near Windsor?
Get a big dose of salty air and sunshine at Cabin - Close To Skiing, Hiking, Pvt Beach. One of our most popular Windsor beach cabins, it comes with on-site watersports and children's activities. You can also spend stress-free days by the sea at Renovated Cabin Overlooking Waterfall And Pond. On-site watersports and beach sun loungers will make your visit nice and comfy.
What are the best weekend cabin rentals in Windsor?
Whether you're planning a mini break with your beau or your besties, we'll help you locate the perfect weekend cabin getaway. One of our favorites? Private Lake - Front Cabin With Walk. Featuring a patio and a firepit, you'll adore the natural surroundings here. Shelving Rock Lodge On 54 Acres In Adirondack Park is another place where you can slow things down. Book a few nights at this escape which offers on-site watersports and a patio.
What are the best cabin prices in Windsor?
If you'd rather save some cash on your stay, we've got some great deals on Windsor cabins that won't hurt your budget. Like the sound of $182 a night?
Can I find log cabins in Windsor?
Start your day with a cup of joe in your cozy log cabin and then spend the rest of your time cross-country skiing and mountain biking. Sound like your idea of heaven? Then head for Cabin - Close To Skiing, Hiking, Pvt Beach. Another wooden escape that has lots of character and comfort is Lake George Custom Built Log Cabin. Activities like rafting and skiing only add to your experience here.
What are the highest-rated cabins in Windsor?
With an impressive rating, it's not hard to understand why Cabin - Birch Hill Hollow - Mt Snow And Pool Table is such a hit with vacationers. It offers useful amenities like a spa tub and a patio. Cabin - Beautiful Mt Area With Beautiful Scenic Views is another fabulous option. Conveniences including a patio and a firepit will help make your stay a comfy one.
Why should I book a cabin in Windsor?
For a nature-filled escape that won't cost the earth, you can't beat a cabin. Picture yourself waking up to the sounds of chirping birds and eating breakfast on a private deck surrounded by stunning vistas. Stay in a cabin in Windsor to escape the hectic routine of modern life. Whether they're by a lake, river, beach or mountain, cabins offer a relaxing, rustic experience for anyone needing a break.
What are the top nature cabins in Windsor?
If you can tear yourself away from the home comforts of Warm And Inviting Jamaica Cabin W, you'll find adventure everywhere. One of our finest nature cabins in Windsor, it offers terrific access to the great outdoors and amenities such as a barbecue grill and a firepit. Cabin - Camp David: Heart Of The Wht. Mtns. N. Lincoln Nh. Clean And Well Maintained is another recommendation. Rustic charm, a spa tub, a patio ... They're just a few things to love about this place.
What are some of the best cabins near Lake Sunapee in Windsor?
Rediscover the great outdoors without foregoing home comforts at a Lake Sunapee cabin. Fall asleep to the soothing sounds of Mother Nature and wake to pretty views at Lakefront Cabin With Panoramic Water View And Access. A lake view and a water view are some of the amenities you'll find here. Pinewood Lodge | Cozy Pet - Friendly Log Cabin 5 Min To Mt Sunapee is also popular with nature lovers. In addition to its gorgeous surroundings, it offers a firepit and a fireplace.

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