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

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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
$446 nightly
The price is $504
Jul 21 - Jul 22
Total with taxes and fees
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.
$326 nightly
The price is $365
Jul 27 - Jul 28
Total with taxes and fees
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.
$408 nightly
The price is $461
Jul 20 - Jul 21
Total with taxes and fees
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.
$283 nightly
The price is $308
Jul 21 - Jul 22
Total with taxes and fees
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
$312 nightly
The price is $349
Jul 30 - Jul 31
Total with taxes and fees
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.
$299 nightly
The price is $324
Jul 21 - Jul 22
Total with taxes and fees
Brook Road Cabin
Exterior

Cozy Private Cabin in Andover - Fireplace & Hot tub

Cozy Private Cabin in Andover - Fireplace & Hot tub
Andover
$456 nightly
The price is $511
Jul 19 - Jul 20
Total with taxes and fees
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)
"The cabin was very clean and offered everything we needed for our ski vacation! Access to the ski mountain was very close which was great! "
United States
Anne W.
$411 nightly
The price is $464
Jul 19 - Jul 20
Total with taxes and fees
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.
$476 nightly
The price is $537
Jul 20 - Jul 21
Total with taxes and fees
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.
$500 nightly
The price is $543
Aug 2 - Aug 3
Total with taxes and fees
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.
$308 nightly
The price is $336
Aug 4 - Aug 5
Total with taxes and fees
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.
$943 nightly
The price is $1,066
Jul 22 - Jul 23
Total with taxes and fees
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.
$283 nightly
The price is $308
Jul 21 - Jul 22
Total with taxes and fees
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.
$1,124 nightly
The price is $1,271
Jul 20 - Jul 21
Total with taxes and fees
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

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

8/10 Good
"We stayed for 5 nights. When we asked about additional towels we were told that there would be an 11.00 charge for them to come and service the room. The other option that they presented was for us to wash our towels ourselves. They do provide the machines and soap, though. The staff was friendly but some of the hotel showed signs of deferred maintenance."
Todd 5-night trip
Posted 8 hours ago
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Find out more about Windsor

Windsor Cabin Rentals information

Number of reviews
195
Accommodation
108 Cabin Rentals
Lowest Price
$308
Highest Price
$1,271

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 $308 and $1,271 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 $308 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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