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Top Cities in Windham County

We were pretty impressed with this. Never seen a frozen body of water strong enough for all of this activity!
Cabin RentalsCabin Rentals

Brattleboro

Brattleboro

Our top choices for Windham County cabin rentals

Exterior
Cozy 2-bedroom cabin near Mount Snow 3 min drive

Cozy 2-bedroom cabin near Mount Snow 3 min drive

Cozy 2-bedroom cabin near Mount Snow 3 min drive
2.0 star property
Dover
9.6 out of 10, Exceptional, (9)
"I really enjoyed every aspect of my stay here and highly recommend the property. "
United States
Gregory G.
Cozy 2-bedroom cabin near Mount Snow 3 min drive
Exterior
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

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
$330 nightly
The price is $370
Dec 23 - Dec 24
Total with taxes and fees
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Exterior
AVAILABLE HOLIDAYS! 25 acres to explore w/ stunning mountain views! Fire Pit!

AVAILABLE HOLIDAYS! 25 acres to explore w/ stunning mountain views! Fire Pit!

AVAILABLE HOLIDAYS! 25 acres to explore w/ stunning mountain views! Fire Pit!
Halifax
9.8 out of 10, Exceptional, (120)
"Great place to stay with friends and family. Will be visiting again!"
United States
Adam K.
AVAILABLE HOLIDAYS! 25 acres to explore w/ stunning mountain views! Fire Pit!
Exterior
Cabin-7 min to Ski Stratton-Wood Fired Sauna-Brook View-Woodstove-Firepit-Dog OK

Cabin-7 min to Ski Stratton-Wood Fired Sauna-Brook View-Woodstove-Firepit-Dog OK

Cabin-7 min to Ski Stratton-Wood Fired Sauna-Brook View-Woodstove-Firepit-Dog OK
JAMAICA
10.0 out of 10, Exceptional, (1)
"Had a great couple days at the "glamping cabin." The ride to get there on a dark foggy night was a bit thrilling, but could immediately relax once I got into the cabin. Place has everything needed for a semi-primitive cabin experience. Enjoyed the sauna and thencozy bed. "
United States
Brittney C.
Cabin-7 min to Ski Stratton-Wood Fired Sauna-Brook View-Woodstove-Firepit-Dog OK
Exterior
Romantic Riverbed Treehouse - hot tub & new sauna!

Romantic Riverbed Treehouse - hot tub & new sauna!

Romantic Riverbed Treehouse - hot tub & new sauna!
londonderry
10.0 out of 10, Exceptional, (2)
"We had a great stay. The cabin was well lit and perfect for two people. Very clean, warm, and comfortable. There was a snow storm the night before we left and they kept the driveway plowed for us. Gorgeous views and close to everything."
United States
Karen L.
$567 nightly
The price is $641
Jan 1 - Jan 2, 2026
Total with taxes and fees
Romantic Riverbed Treehouse - hot tub & new sauna!
Exterior
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Townshend
10.0 out of 10, Exceptional, (60)
"THE perfect place to stay for a getaway weekend (or longer!). Courtney was so responsive and helpful. Cannot recommend this place enough. :)"
United States
Patricia Emogene M.
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Exterior
Insanely romantic treehouse perched next to a stream and rolling hills.

Insanely romantic treehouse perched next to a stream and rolling hills.

Insanely romantic treehouse perched next to a stream and rolling hills.
Londonderry
10.0 out of 10, Exceptional, (2)
"Very nice secluded treehouse. We would definitely recommend!"
United States
Beth H.
$779 nightly
The price is $880
Dec 29 - Dec 30
Total with taxes and fees
Insanely romantic treehouse perched next to a stream and rolling hills.
Exterior
Lakefront House with Stunning Views and Great Room

Lakefront House with Stunning Views and Great Room

Lakefront House with Stunning Views and Great Room
Whitingham
9.8 out of 10, Exceptional, (20)
"Gorgeous setting, right on the lake. Perfect for swimming and kayaking."
United States
Robert R.
Lakefront House with Stunning Views and Great Room
Exterior
The MountainTop

The MountainTop

The MountainTop
Stratton
10.0 out of 10, Exceptional, (4)
"Lovely place to stay. The stars truly are stunning. "
United States
Brenna G.
The MountainTop
Exterior detail
The Vermont Vista Cabin • Private 10-Acre Escape

The Vermont Vista Cabin • Private 10-Acre Escape

The Vermont Vista Cabin • Private 10-Acre Escape
2.0 star property
Whitingham
The Vermont Vista Cabin • Private 10-Acre Escape
Exterior
Cabin Retreat in Southern Vermont

Cabin Retreat in Southern Vermont

Cabin Retreat in Southern Vermont
Putney
8.8 out of 10, Excellent, (8)
"Loved the hot tub!"
United States
Lillian S.
Cabin Retreat in Southern Vermont
Exterior
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Londonderry
8.8 out of 10, Excellent, (9)
"We had a wonderful stay."
United States
Joshua
$502 nightly
The price is $567
Dec 23 - Dec 24
Total with taxes and fees
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Exterior
Classic Vermont cabin with forest views, pools, hot tub & gym

Classic Vermont cabin with forest views, pools, hot tub & gym

Classic Vermont cabin with forest views, pools, hot tub & gym
Wilmington
7.4 out of 10, Good, (8)
"The cabin was a perfect rustic experience for foliage viewing and exploring Wilmington and the nearby areas!! Everything was perfect!"
United States
Tessa A.
Classic Vermont cabin with forest views, pools, hot tub & gym
Exterior
Wellness Getaway with a Personal Sauna, and Private River Beach!

Wellness Getaway with a Personal Sauna, and Private River Beach!

Wellness Getaway with a Personal Sauna, and Private River Beach!
2.0 star property
Newfane
10.0 out of 10, Exceptional, (2)
"The folks are SUPER and made me feel very welome"
United States
Mark
$227 nightly
The price is $254
Jan 12 - Jan 13, 2026
Total with taxes and fees
Wellness Getaway with a Personal Sauna, and Private River Beach!
Exterior
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester

Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester

Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
Londonderry
9.6 out of 10, Exceptional, (19)
"Nice house, clean, easy access, well set up for family skiing."
United States
L I.
$842 nightly
The price is $952
Jan 13 - Jan 14, 2026
Total with taxes and fees
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
Exterior
Cozy cabin in charming Londonderry

Cozy cabin in charming Londonderry

Cozy cabin in charming Londonderry
Londonderry
9.4 out of 10, Exceptional, (3)
"Very cozy and quiet. "
United States
Eric H.
$244 nightly
The price is $275
Dec 23 - Dec 24
Total with taxes and fees
Cozy cabin in charming Londonderry
Exterior
Beautiful country cabin with hot tub and outdoor shower in Londonderry

Beautiful country cabin with hot tub and outdoor shower in Londonderry

Beautiful country cabin with hot tub and outdoor shower in Londonderry
2.0 star property
Londonderry
10.0 out of 10, Exceptional, (2)
"On a farm in the country…..stars blazing at night for hot tub. Cozy loft had amazing mattress and pillows! Our dog enjoyed the surrounding field. Beautiful! "
United States
Laurel
$320 nightly
The price is $361
Dec 24 - Dec 25
Total with taxes and fees
Beautiful country cabin with hot tub and outdoor shower in Londonderry
Exterior
Cozy Mountain Escape to Southern Vermont

Cozy Mountain Escape to Southern Vermont

Cozy Mountain Escape to Southern Vermont
Wilmington
9.6 out of 10, Exceptional, (47)
"Quick weekend getaway. Nice house and good host. "
United States
Eleonor
Cozy Mountain Escape to Southern Vermont
Exterior
The Stratton Cabin | Close to Stratton & Mt Snow!

The Stratton Cabin | Close to Stratton & Mt Snow!

The Stratton Cabin | Close to Stratton & Mt Snow!
Stratton
10.0 out of 10, Exceptional, (5)
"Our stay was wonderful. The cabin is clean and fully equipped. "
United States
Meena M.
The Stratton Cabin | Close to Stratton & Mt Snow!
Exterior
VT Cabin overlooking the West River and Village

VT Cabin overlooking the West River and Village

VT Cabin overlooking the West River and Village
Londonderry
9.8 out of 10, Exceptional, (36)
"We loved our stay! Such lovely cabin! We loved it so much that we were bummed we didn’t book a longer stay. It had everything we needed to make our stay comfortable."
United States
Boris P.
VT Cabin overlooking the West River and Village
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 Windham County Hotel Reviews

The Putney Inn

The Putney Inn

10/10 Excellent
"Very quit, clea, and comfortable. "
Jeannette 1-night trip
Posted 4 days ago
The Putney Inn

Find out more about Windham County

Windham County Cabin Rentals information

Number of reviews
486
Accommodation
72 Cabin Rentals
Lowest Price
$254
Highest Price
$952

Frequently asked questions

Are there cheap cabins in Windham County?
For a nicely priced getaway in the great outdoors, look no further than our cheap cabins in Windham County. Wake in the mornings to the sweet sound of birds singing from one of our cozy retreats priced from $254 to $952 per night.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 mountain cabins in Windham County?
Swap the stresses of everyday life for some quality time in the great outdoors at one of our mountain cabins in Windham County. This Is It Fabulous Vermont Cabin W in Jacksonville is a perfect place to catch your breath. On top of a pretty natural setting, it offers a wood stove and winery tours. Vermont Lake Front Log Cabin Close To Mt. Snow in Whitingham is another option where you can enjoy some cool mountain air. A porch and snow sports gear help make this cabin a popular pick.
What are the best river cabins in Windham County?
Pull out your camp chair and watch the river flow past or go canoeing, fishing or tubing. Whatever your perfect getaway looks like, Expedia has a Windham County river cabin that's just right for you. A popular pick is Waterfalls - View - Pond. Secluded Log Cabin Abuts Mt Snow. Ev Outlet in Mount Snow Valley. It offers access to recreational opportunities and comes with a wood stove and snowsport activities. Warm And Inviting Jamaica Cabin W promises a refreshing retreat by the river too. It's in Jamaica and features a wood stove and a firepit.
What are the best cabins with pools in Windham County?
Get out and explore the nature on your doorstep and then kick back by the pool at one of our cabin rentals in Windham County. Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna in Wardsboro is an excellent choice if you'd love to spend your vacation swimming. Other amenities here include a porch and a tennis court. Waterfalls - View - Pond. Secluded Log Cabin Abuts Mt Snow. Ev Outlet in Mount Snow Valley is another retreat where you can swim until you're all tuckered out. Along with a pool, it features a porch and a patio.
What are some great cabins in Windham County?
An amazing cabin getaway is all about spending time in nature but still being comfortable. This Is It Fabulous Vermont Cabin W is one place to do that. From its idyllic setting to its amenities like a patio and a firepit, this Jacksonville getaway is where great vacation memories are made. Cabin - Charming Fully Renovated One - Room Schoolhouse On 22+ Acres, in Grafton, is also a winner. Offering a tennis court and a tennis court, it combines the adventurous experience you want with the comforts you need.
What are the best weekend cabin rentals in Windham County?
If you're yearning to spend a handful of carefree days in nature, This Is It Fabulous Vermont Cabin W will check all your boxes. Head here for a weekend and make use of conveniences such as a patio and a firepit. Another superb escape is Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna. Offering a swimming pool, a porch and rare peace and quiet, you'll go home feeling all brand new.
What are the highest-rated cabins in Windham County?
Expedia adventurers just keep returning to Cabin - Birch Hill Hollow - Mt Snow And Pool Table. This outstanding option comes with a raft of handy amenities like a spa tub and a patio. It won't take you long to understand why Cabin - Beautiful Mt Area With Beautiful Scenic Views is also popular with travelers. Conveniences like a patio and a firepit will help make your stay even more memorable.
What are the top things to see and do in Windham County?
There's no shortage of things to do and see during your cabin vacation in Windham County. Grab the keys to a rental car and head for leading attractions like Saratoga Spa State Park, Congress Park and Okemo Mountain Resort. Other places worth swinging by include Saratoga Performing Arts Center, Saratoga Race Course and Fort Ticonderoga.
Why should I book a cabin in Windham County?
For a getaway that's big on charm, comfort and affordability, you can't top a cabin. Leave your city blues behind and roam through the greenery of the great outdoors. From adventurous days to cozy evenings curled up by the fireplace, cabins offer the perfect mix of excitement and relaxation. Check out all the great Windham County options here on Expedia.
What are the top nature cabins in Windham County?
Our nature cabins in Windham County come in many styles and shapes, but there's one characteristic they share — unparalleled access to the outdoors. Waterfalls - View - Pond. Secluded Log Cabin Abuts Mt Snow. Ev Outlet lures plenty of nature lovers. Amenities such as skiing facilities and a porch add to its appeal. Whether you want to wriggle your feet into hiking boots or simply put them up, you can do it at Warm And Inviting Jamaica Cabin W. Another winner, it offers a fireplace and a firepit.
What are some of the best cabins near Okemo Mountain Resort in Windham County?
Beautiful Cozy Log Cabin With Hot Tub is one of the best cabins in Okemo Mountain Resort. Thoughtful amenities, a picturesque backdrop and access to activities such as cycling and nearby water skiing help make it a top pick. Summit Cabin In Ludlow 4 Bedroom Cabin By Redawning also combines nature and adventure. Spend your vacation here and add ice skating nearby and nearby cross-country skiing to your itinerary.

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