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Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
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In four months
Mar 6 - Mar 8

Cabin Rentals in Windsor

Exterior
Treehouse at Wise Pines- SoBo

Treehouse at Wise Pines- SoBo

Woodstock
9.8 out of 10, Exceptional, (24)
"The treehouse is super comfortable and spacious and the lodge was very cozy with everything you need! Breakfast was great too :)"
Canada
Victoria M.
$171 nightly
The price is $187
Nov 14 - Nov 15
Total with taxes and fees
Treehouse at Wise Pines- SoBo
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, (166)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
United States
Philip
$327 nightly
The price is $366
Nov 13 - Nov 14
Total with taxes and fees
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Exterior
Brook Road Cabin

Brook Road Cabin

Goshen
9.8 out of 10, Exceptional, (17)
"Terrific cottage and location, was perfect for a small group"
United States
Theodore R.
$286 nightly
The price is $310
Nov 17 - Nov 18
Total with taxes and fees
Brook Road Cabin
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

2.0 star property
Killington
10.0 out of 10, Exceptional, (11)
"The Wobbly Cabin is absolutely charming. The decor is tasteful but unique. The kitchen is well stocked and it is clean! I’d also say the beds are great and the linens high quality. If it’s available and big enough for your group definitely book it!"
United States
Nicole E.
$422 nightly
The price is $477
Nov 17 - Nov 18
Total with taxes and fees
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
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, (16)
"My family and I stayed for a ski weekend up at Mount Sunapee. The house was perfect for our needs and just a quick 5 minutes from the mountain. The hosts had thought of everything and we had a great experience! We will be back!"
United States
Anne Marie R.
$416 nightly
The price is $451
Nov 13 - Nov 14
Total with taxes and fees
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
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, (2)
"Cabin was spotless and exactly what I expected"
United States
mark g.
$241 nightly
The price is $270
Dec 2 - Dec 3
Total with taxes and fees
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Exterior
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

2.0 star property
Cavendish
10.0 out of 10, Exceptional, (9)
"Very relaxing stay! Cabins are beautiful, location is private and Wendi was very helpful with our stay"
United States
Nicholas M.
$283 nightly
The price is $308
Nov 20 - Nov 21
Total with taxes and fees
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, 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, (19)
"This place is perfect for our last minute trip to Killington. Super close to lifts and restaurants, this house fit the bill. The hot tub was a great add. Note: if you plan on cooking the spice cabinet is very light so BYOS."
United States
Jessica B.
$397 nightly
The price is $449
Nov 17 - Nov 18
Total with taxes and fees
Killington Cabin - Left Unit: Great for families, Cozy, Close to Mountain. Hot Tub. Wood Stove.
Exterior
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, (63)
"It was a cute little cabin and suited our needs."
United States
Amy D.
$397 nightly
The price is $449
Nov 17 - Nov 18
Total with taxes and fees
Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape
Exterior
Treehouse at Wise Pines- NoBo

Treehouse at Wise Pines- NoBo

Woodstock
9.8 out of 10, Exceptional, (13)
"The location as well as the attention to details was absolutely amazing!"
United States
Amy F.
$171 nightly
The price is $187
Nov 14 - Nov 15
Total with taxes and fees
Treehouse at Wise Pines- NoBo
Exterior
All-Season Lake Pauline Retreat, 2 mi to Okemo

All-Season Lake Pauline Retreat, 2 mi to Okemo

Ludlow
9.0 out of 10, Wonderful, (2)
"House was very nice. Very close to Okemo. Had everything we needed on a sweet lake with a sugar shack directly across. Layout is a little funky but worked just fine. Beds are very comfy. "
United States
Kristen M.
$571 nightly
The price is $645
Nov 13 - Nov 14
Total with taxes and fees
All-Season Lake Pauline Retreat, 2 mi to Okemo
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, (12)
"We stayed in Cabin 1 for three nights for an event at Ascutney Mountain. It’s a short scenic drive to Ascutney Outdoors Center. The cabin was pristine. And the area is so peaceful. One of the boat launches is less than a two minute walk down the dirt road. Our son spent time fishing there. The cabins are situated so that you are not looking at each other keeping a feeling of privacy!"
United States
Amanda W.
$283 nightly
The price is $308
Nov 13 - Nov 14
Total with taxes and fees
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
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, (28)
"First visit to Vermont and it was perfect! The cabin had everything we could possibly need and more. Clear check-in and check-out details. Fast rsponse when needed. We wish we would have had the cabin longer and to truly enjoy it like it was intended. We will be back.Thank you!"
United States
Amanda F.
$285 nightly
The price is $310
Nov 18 - Nov 19
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, (1)
"Overall a great place. Beautiful location, tucked away from everything but still jist a few minutes from Killington base. Very clean and well-kept, everything we needed was there.Host communicated regularly and responded quickly.If you stay in winter, 4WD might be needed to get in and out without issue. And for the shorter route to and from Killington - its a very steep road.Beautiful interior, needs some age to feel warmer and homey, but good seating and open family room is great for...
United States
Jamie M.
$827 nightly
The price is $935
Nov 16 - Nov 17
Total with taxes and fees
NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
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, (13)
"We had a great time at the cabin, perfect for two groups."
United States
Perry W.
$970 nightly
The price is $1,096
Nov 17 - Nov 18
Total with taxes and fees
Cabin at Killington: Large Home w/ amenities, views and location close to ski resort. Hot Tub.
Private kitchen
New Skye Ridge lodge Carriage house w AC and hot tub in charming Killington VT

New Skye Ridge lodge Carriage house w AC and hot tub in charming Killington VT

Killington
$677 nightly
The price is $765
Nov 13 - Nov 14
Total with taxes and fees
New Skye Ridge lodge Carriage house w AC and hot tub in charming Killington VT
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

Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

10/10 Excellent
"Easy check in & out, room clean"
Alyce 3-night trip
Posted 2 days ago
Hideaway Inn Mt.Sunapee

Find out more about Windsor

Windsor Cabin Rentals information

Number of reviews
307
Accommodation
91 Cabin Rentals
Lowest Price
$187
Highest Price
$1,096

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 $187 and $1,096 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 $187 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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