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

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Windsor cabin rentals

Exterior

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
The price is CA $264
CA $363 total
includes taxes & fees
Sep 7 - Sep 8
Fat Sheep Farm & Cabins
Exterior

2. Cabin on the hill Ascutney Vt - 4 bedrooms

Cabin on the hill Ascutney Vt - 4 bedrooms
West Windsor
The price is CA $387
CA $730 total
includes taxes & fees
Sep 4 - Sep 5
Cabin on the hill Ascutney Vt - 4 bedrooms
Exterior detail

3. Cozy Chic! Cabin #3: wooded delights with year-round hot-tub and private firepit

Cozy Chic! Cabin #3: wooded delights with year-round hot-tub and private firepit
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 CA $252
CA $532 total
includes taxes & fees
Sep 3 - Sep 4
Cozy Chic! Cabin #3: wooded delights with year-round hot-tub and private firepit
Smart TV, fireplace, DVD player, books

4. Modern Rustic Cabin #2 - Panoramic forest views, private firepit, 24/7 hot-tub!

Modern Rustic Cabin #2 - Panoramic forest views, private firepit, 24/7 hot-tub!
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 CA $219
CA $490 total
includes taxes & fees
Sep 2 - Sep 3
Modern Rustic Cabin #2 - Panoramic forest views, private firepit, 24/7 hot-tub!
Interior

5. Upscale Cabin 1: hot-tub, private firepit, complimentary kayaks + paddleboards!

Upscale Cabin 1: hot-tub, private firepit, complimentary kayaks + paddleboards!
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 CA $228
CA $502 total
includes taxes & fees
Sep 2 - Sep 3
Upscale Cabin 1: hot-tub, private firepit, complimentary kayaks + paddleboards!
Exterior

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, (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 CA $384
CA $1,206 total
includes taxes & fees
Sep 23 - Sep 24
Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8
Exterior

7. Brook Road Cabin

Brook Road Cabin
Goshen
9.6 out of 10, Exceptional, (18 reviews)
"Would go back!"
United States
Elizabeth C.
The price is CA $236
CA $448 total
includes taxes & fees
Sep 7 - Sep 8
Brook Road Cabin
Exterior

8. 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, (171 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.
The price is CA $236
CA $509 total
includes taxes & fees
Sep 8 - Sep 9
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Exterior

9. 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, (26 reviews)
"It was excellent… missing tissues and address was confusing.. but would stay again in a heartbeat!! "
United States
Nancy L.
The price is CA $291
CA $719 total
includes taxes & fees
Sep 21 - Sep 22
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
Exterior

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

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Sharon
10.0 out of 10, Exceptional, (13 reviews)
"That was the most beautiful stay that we’ve had in a long time. Everything was absolutely perfect. We will definitely be back."
United States
Kaity F.
The price is CA $229
CA $467 total
includes taxes & fees
Sep 20 - Sep 21
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Exterior

11. Cozy Private Cabin in Andover - Fireplace & Hot tub

Cozy Private Cabin in Andover - Fireplace & Hot tub
Andover
The price is CA $298
CA $686 total
includes taxes & fees
Sep 13 - Sep 14
Cozy Private Cabin in Andover - Fireplace & Hot tub
Exterior detail

12. 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.
The price is CA $416
CA $1,043 total
includes taxes & fees
Sep 2 - Sep 3
Roaring Bear Cabin: Secluded Killington Retreat with Hot Tub and Fire Pit
Exterior

13. Ski-In/Ski-Out Log Cabin on Great Eastern Trail | Hot Tub, Sauna, Game Room

Ski-In/Ski-Out Log Cabin on Great Eastern Trail | Hot Tub, Sauna, Game Room
Killington
The price is CA $802
CA $1,985 total
includes taxes & fees
Sep 2 - Sep 3
Ski-In/Ski-Out Log Cabin on Great Eastern Trail | Hot Tub, Sauna, Game Room
Exterior

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.
The price is CA $1,178
CA $1,915 total
includes taxes & fees
Sep 14 - Sep 15
NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
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

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

10/10 Excellent
"On a road trip with no reservations made, we found the Fireside and enjoyed our Sunday night stay. Getting into the parking lot was a little bit of a challenge (a little hidden form the access road) but once there you found a wonderful rustic lodge environment, a beautiful waterfall and koi pond and very helpful employees. Breakfast was included and welcome. We didn't try the indoor pool and spa area but they looked lovely. Room was well appointed and beds comfortable."
Kimberly 1-night trip
Posted 7 hours ago
Fireside Inn & Suites West Lebanon

Find out more about Windsor

Windsor Cabin Rentals information

Number of reviews
294
Accommodation
102 Cabin Rentals
Lowest Price
CA $363
Highest Price
CA $1,985

Frequently asked questions

What are the best cabins near Windsor?
Experience the great outdoors without surrendering home comforts at one of our 552 cabins in and around Windsor. Whether you have adventure or relaxation on your itinerary, Cabin - Romantic Retreat: Mt. Views, Hot Tub delivers plenty of both. Alternatively, get cozy at Cabin - Close To Skiing, Hiking, Pvt Beach and kick back among beautiful surroundings.
Are there cheap cabins in Windsor?
Priced between CA $363 and CA $1,985 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?
Our Windsor luxury cabins offer the ultimate in comfort while staying in nature. You'll enjoy the upmarket amenities at Robert Frost Mountain Cabins. Pillow top mattresses and massage services help make this escape a top choice. Alternatively, settle back in luxury at Cabin - Pollard Brook Condo In Great Lincoln, which features a swimming pool and a spa tub.
What are the best river cabins near Windsor?
When you think of the word peaceful, a river cabin near Windsor should be the first thing that comes to mind. Waterfalls - View - Pond. Secluded Log Cabin Abuts Mt Snow. Ev Outlet is one place where you can rediscover your Zen. As well as its lovely surroundings, it comes with amenities such as a wood stove and snowsport activities. Warm And Inviting Jamaica Cabin W is another top pick. A wood stove and a firepit are some of the conveniences here.
What are the best cabins with pools near Windsor?
Staying in a cabin rental with a pool adds a whole new level of fun to your vacation. If you're seeking one near Windsor, Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna offers conveniences like a swimming pool and a porch to make your poolside getaway even more amazing. Waterfalls - View - Pond. Secluded Log Cabin Abuts Mt Snow. Ev Outlet is another top choice and features a porch and a patio.
Can I find beach cabins near Windsor?
Pack your favourite Hawaiian shirt and enjoy a more relaxed pace of life at Cabin - Close To Skiing, Hiking, Pvt Beach. This Windsor beach cabin rental has amenities such as on-site watersports and children's activities. Renovated Cabin Overlooking Waterfall And Pond also offers a sun-filled escape. Featuring on-site watersports and beach sun loungers, it's what beach vacation dreams are made of.
What are the best weekend cabin rentals in Windsor?
If you want to spend a handful of restful days immersed in nature, Private Lake - Front Cabin With Walk has your name on it. Settle down here for a weekend and enjoy access to conveniences such as a patio and a firepit. Another impressive option is Shelving Rock Lodge On 54 Acres In Adirondack Park. Offering on-site watersports, a patio and rare peace and quiet, you'll go home feeling brand spanking new.
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 CA $363 a night?
Can I find log cabins in Windsor?
If you pine for a more relaxed pace of life, you'll discover it at one of our log cabins in Windsor. For example, Lake George Custom Built Log Cabin. Spend your days here going boating and snow shoeing and then come home to enjoy its rustic charms. You can also take things slower at Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna. When you're ready to wander beyond your cozy digs, swimming and cross-country skiing opportunities are close by.
What are the highest-rated cabins in Windsor?
Expedia cabin travellers just keep coming back to Cabin - Birch Hill Hollow - Mt Snow And Pool Table. This top-notch option comes with a raft of handy amenities like a spa tub and a patio. It's not hard to figure out why Cabin - Beautiful Mt Area With Beautiful Scenic Views is also popular with travellers. Conveniences such as a patio and a firepit will help make your vacation the best one yet.
Why should I book a cabin in Windsor?
Affordability, outdoor activities, rustic charm — there's no end of great reasons to opt for a Windsor cabin. Leave behind the loud and lively city and wake up to the sounds of birds and wildlife. There's tons of adventure just a stone's throw away too. Whether you're taking a break with friends, relatives or your other half, you'll locate the perfect cabin on Expedia.
What are the top nature cabins in Windsor?
Our nature cabins in Windsor come in many budgets and styles, but there's one thing they all share — amazing access to the outdoors. Warm And Inviting Jamaica Cabin W lures plenty of nature lovers. Amenities such as a fireplace and a barbecue grill only make it better. Whether you want to get your feet into hiking boots or just put them up, you can do it at Cabin - Camp David: Heart Of The Wht. Mtns. N. Lincoln Nh. Clean And Well Maintained. Another top option, it comes with a patio and a spa tub.
What are some of the best cabins near Killington Resort in Windsor?
Killington Cabin - Left Unit: Great For Families is an outstanding option in Killington Resort. Ample creature comforts, a picturesque setting and activities such as nearby sledding and ice skating nearby help make it a traveller favourite. The Killington Cabin By Killington Vacation Rentals is another retreat where adventure and nature combine. Stay here and add nearby basketball and cycling to your must-do list.

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