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

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Windsor cabin rentals

Exterior

Cabin on the hill Ascutney Vt - 4 bedrooms

Cabin on the hill Ascutney Vt - 4 bedrooms
West Windsor
The price is CA $365
CA $708 total
includes taxes & fees
Jul 21 - Jul 22
Cabin on the hill Ascutney Vt - 4 bedrooms
Exterior

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, (169 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 $239
CA $513 total
includes taxes & fees
Jul 29 - Jul 30
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Exterior

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, (16 reviews)
"Cannon was cozy, clean, and as described. "
United States
Addams S.
The price is CA $180
CA $647 total
includes taxes & fees
Jul 20 - Jul 21
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
Exterior

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, (20 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 $234
CA $418 total
includes taxes & fees
Jul 20 - Jul 21
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Exterior

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)
"The accommodations were very lovely. The host was friendly."
United States
Serge
The price is CA $246
CA $489 total
includes taxes & fees
Jul 30 - Jul 31
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Exterior

Brook Road Cabin

Brook Road Cabin
Goshen
9.8 out of 10, Exceptional, (17 reviews)
"Would go back!"
United States
Elizabeth C.
The price is CA $239
CA $452 total
includes taxes & fees
Jul 22 - Jul 23
Brook Road Cabin
Exterior

Cozy Private Cabin in Andover - Fireplace & Hot tub

Cozy Private Cabin in Andover - Fireplace & Hot tub
Andover
The price is CA $321
CA $723 total
includes taxes & fees
Jul 19 - Jul 20
Cozy Private Cabin in Andover - Fireplace & Hot tub
Exterior

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.
The price is CA $322
CA $657 total
includes taxes & fees
Jul 19 - Jul 20
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Exterior

Killington Cabin - Left Unit: Great for families, Cozy, Close to Mountain. Hot Tub. Wood Stove.

Killington Cabin - Left Unit: Great for families, Cozy, Close to Mountain. Hot Tub. Wood Stove.
Killington
9.6 out of 10, Exceptional, (21 reviews)
"Cozy, classic, basic, old school Killington condo. Loved the wood stove. Easy access to Killington area. "
United States
Leslie P.
The price is CA $186
CA $746 total
includes taxes & fees
Jul 20 - Jul 21
Killington Cabin - Left Unit: Great for families, Cozy, Close to Mountain. Hot Tub. Wood Stove.
Exterior

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, (24 reviews)
"Beautiful house and convenient location for a family ski trip. We'lll be back in the summer! "
United States
Rebecca B.
The price is CA $358
CA $750 total
includes taxes & fees
Aug 2 - Aug 3
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
Exterior detail

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, (45 reviews)
"Great location, so well set up with many extra touches inside "
United States
Victoria H.
The price is CA $301
CA $503 total
includes taxes & fees
Aug 4 - Aug 5
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Exterior

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, (2 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 $842
CA $1,490 total
includes taxes & fees
Jul 23 - Jul 24
NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
Exterior

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, (16 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 $234
CA $418 total
includes taxes & fees
Jul 20 - Jul 21
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Exterior

Cabin at Killington: Large Home w/ amenities, views and location close to ski resort. Hot Tub.

Cabin at Killington: Large Home w/ amenities, views and location close to ski resort. Hot Tub.
Killington
10.0 out of 10, Exceptional, (18 reviews)
"great stay!"
United States
Patrick M.
The price is CA $599
CA $1,784 total
includes taxes & fees
Jul 20 - Jul 21
Cabin at Killington: Large Home w/ amenities, views and location close to ski resort. 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

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

10/10 Excellent
"This is a hotel we frequent often. Comfortable rooms, breakfast is ample, great staff. We’ll be back soon."
Stephen 1-night trip
Posted 16 hours ago
Fireside Inn & Suites West Lebanon

Find out more about Windsor

Windsor Cabin Rentals information

Number of reviews
195
Accommodation
110 Cabin Rentals
Lowest Price
CA $418
Highest Price
CA $1,784

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 $418 and CA $1,784 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 $418 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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