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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

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 $385
CA $720 total
includes taxes & fees
Jun 3 - Jun 4
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)
"3rd year at this listing, absolutely love it. Close to okemo and mount snow. Host got back to me very quickly when reached out to. "
United States
Jake D.
The price is CA $234
CA $510 total
includes taxes & fees
Jun 2 - Jun 3
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
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, (21 reviews)
"Our host went above and beyond to make our experience memorable. The house was very clean and we had a nice bottle of wine and snacks waiting for us. This house is close to the mountain and right near the lake. We will rent here again "
United States
Walter B.
The price is CA $261
CA $629 total
includes taxes & fees
Jun 4 - Jun 5
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, (37 reviews)
"Great location, so well set up with many extra touches inside "
United States
Victoria H.
The price is CA $217
CA $399 total
includes taxes & fees
Jun 2 - Jun 3
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private 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, (11 reviews)
"The accommodations were very lovely. The host was friendly."
United States
Serge
The price is CA $203
CA $433 total
includes taxes & fees
Jun 3 - Jun 4
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Exterior

Historic Converted Concrib Glamping Cabin in the Heart of Vermont, Perfect for a Weekend Retreat in Nature

Historic Converted Concrib Glamping Cabin in the Heart of Vermont, Perfect for a Weekend Retreat in Nature
South Royalton
The price is CA $328
CA $379 total
includes taxes & fees
Jun 12 - Jun 13
Historic Converted Concrib Glamping Cabin in the Heart of Vermont, Perfect for a Weekend Retreat in Nature
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 $234
CA $444 total
includes taxes & fees
Jun 15 - Jun 16
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 $302
CA $695 total
includes taxes & fees
Jun 5 - Jun 6
Cozy Private Cabin in Andover - Fireplace & Hot tub
Exterior

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 $261
CA $862 total
includes taxes & fees
Jun 9 - Jun 10
Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8
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 $621
CA $1,202 total
includes taxes & fees
Jun 8 - Jun 9
NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
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, (18 reviews)
"We really enjoyed our stay! It was close to Okemo and it was so nice to relax in the hot tub after a day of skiing. We would definitely stay here again! "
United States
Dana C.
The price is CA $217
CA $399 total
includes taxes & fees
Jun 2 - Jun 3
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Exterior

Mountain Views · Dog-Friendly Home & Fire Pit

Mountain Views · Dog-Friendly Home & Fire Pit
Hartford
9.0 out of 10, Wonderful, (2 reviews)
"Great location! The beautiful view and access to the Queche club are great. The host was extremely accommodating and helpful. The house was clean and well stocked with everything one might need. I would have liked it to have been deep cleaned-windows, rugs etc. Some Pillows and throw rugs should be changed out and some furniture updated. "
United States
Anonymous traveller
The price is CA $563
CA $1,313 total
includes taxes & fees
Jun 16 - Jun 17
Mountain Views · Dog-Friendly Home & Fire Pit
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, (15 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 $217
CA $399 total
includes taxes & fees
Jun 2 - Jun 3
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
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

Align Inn Vermont

Align Inn Vermont

8/10 Good
"Clean room"
Josh 1-night trip
Posted less than an hour ago
Align Inn Vermont

Find out more about Windsor

Windsor Cabin Rentals information

Number of reviews
124
Accommodation
93 Cabin Rentals
Lowest Price
CA $399
Highest Price
CA $1,313

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 $399 and CA $1,313 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 $399 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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