Search the Best Cabins in Windham County

Compare and save

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Top Cities in Windham County

Autumn at Jones Pond - Carrabassett Valley - Maine - Bigelow Preserve Peak
Cabin RentalsCabin Rentals

Stratton

Stratton

Our top choices for Windham County cabin rentals

Exterior

Cabin Retreat in Southern Vermont

Cabin Retreat in Southern Vermont
Putney
9.0 out of 10, Wonderful, (11 reviews)
"Loved the hot tub!"
United States
Lillian S.
Cabin Retreat in Southern Vermont
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
Townshend
10.0 out of 10, Exceptional, (63 reviews)
"Host was easy to contact and the cabin was in great condition "
United States
Nick K.
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Exterior

VT Cabin overlooking the West River and Village

VT Cabin overlooking the West River and Village
Londonderry
9.6 out of 10, Exceptional, (39 reviews)
"Excellent stay, great clean and cozy cabin, would stay again! Host was quick responding, and had gracious amenities. "
United States
Kristyna W.
VT Cabin overlooking the West River and Village
Exterior

Beautiful Mt area with beautiful scenic views; 6 miles to Mount Snow Ski Resort.

Beautiful Mt area with beautiful scenic views; 6 miles to Mount Snow Ski Resort.
West Dover
5.4 out of 10, (3 reviews)
"The hosts are amazing, the house perfect and the location is amazing. Totally recommend this place if you’re staying in the area. I WILL BE BACK"
United States
lori f.
Beautiful Mt area with beautiful scenic views; 6 miles to Mount Snow Ski Resort.
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.
$322 nightly
The price is $361
Jun 15 - Jun 16
Total with taxes and fees
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Exterior

Jacksonville Cabin w/ Wraparound Deck & Views

Jacksonville Cabin w/ Wraparound Deck & Views
Jacksonville
9.6 out of 10, Exceptional, (44 reviews)
"Everything was excellent"
United States
Sandra S.
Jacksonville Cabin w/ Wraparound Deck & Views
Property grounds

Hiking Trails On-Site: Cozy Falls Brook Cabin

Hiking Trails On-Site: Cozy Falls Brook Cabin
Dummerston
10.0 out of 10, Exceptional, (17 reviews)
"We had a great stay! Cabin is cozy and met all of our needs for the weekend. We loved exploring the nearby trails and shops. Our dogs loved it as well :) "
United States
Kelsey M.
$383 nightly
The price is $426
Jun 15 - Jun 16
Total with taxes and fees
Hiking Trails On-Site: Cozy Falls Brook Cabin
Exterior detail

The Studio with a View. Bring your dog, too!

The Studio with a View. Bring your dog, too!
Brattleboro
10.0 out of 10, Exceptional, (2 reviews)
"Great cozy little mountain cabin stay!! Well-appointed studio barn/cabin with scenic view and great proximity to skiing. Would stay again : )"
United States
James M.
$264 nightly
The price is $296
Jun 23 - Jun 24
Total with taxes and fees
The Studio with a View. Bring your dog, too!
Exterior

Award-Winning Log Cabin, Top 5 in New England!

Award-Winning Log Cabin, Top 5 in New England!
Londonderry
9.8 out of 10, Exceptional, (81 reviews)
"Cabin was decorated for the Christmas Season. And we had snow on the ground already so we had instant ambience. Our host was easy to communicate with. The check in process was key box, and that is always the best. PERFECT location for peace and quiet."
United States
Edward M.
Award-Winning Log Cabin, Top 5 in New England!
Exterior detail

Charming Home with Lake and Mountain View

Charming Home with Lake and Mountain View
Whitingham
10.0 out of 10, Exceptional, (1 review)
Charming Home with Lake and Mountain View
Exterior

Vermont Lake Front Log Cabin Close to Mt. Snow

Vermont Lake Front Log Cabin Close to Mt. Snow
Whitingham
10.0 out of 10, Exceptional, (71 reviews)
"A beautiful gem of an escape! My husband and I thoroughly enjoyed our anniversary getaway in this gorgeous cabin! Plenty of privacy and endless nature to explore, Bob was a gracious host. We would love to return again! "
United States
Cristina C.
Vermont Lake Front Log Cabin Close to Mt. Snow
Exterior

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

Wellness Getaway with a Personal Sauna, and Private River Beach!
Newfane
10.0 out of 10, Exceptional, (3 reviews)
"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "
United States
Joseph P.
Wellness Getaway with a Personal Sauna, and Private River Beach!
Interior

Renovated A-Frame Ski & Sauna Retreat + Hot Tub Near Mt Snow + Stratton

Renovated A-Frame Ski & Sauna Retreat + Hot Tub Near Mt Snow + Stratton
Wardsboro
9.6 out of 10, Exceptional, (4 reviews)
"Perfect getaway locale! Can enjoy calm scenery while still feeling connected to quaint town and things to do! "
United States
Erin S.
Renovated A-Frame Ski & Sauna Retreat + Hot Tub Near Mt Snow + Stratton
Exterior

Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Wilmington
9.8 out of 10, Exceptional, (46 reviews)
"Great location. Incredible outdoor space and comfortable furnishings."
United States
Debby B.
$404 nightly
The price is $453
Jun 29 - Jun 30
Total with taxes and fees
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Exterior

Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi
Stratton
9.8 out of 10, Exceptional, (44 reviews)
"We had a lovely time. The house looks charming in the snow with lights on. "
United States
Delilah C.
Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi
Exterior

Lucky Log Cabin- Hottub fireplace 12min to Mt Snow

Lucky Log Cabin- Hottub fireplace 12min to Mt Snow
Wardsboro
10.0 out of 10, Exceptional, (3 reviews)
"Enjoyed, thank you to the owners "
United States
Francesco C.
Lucky Log Cabin- Hottub fireplace 12min to Mt Snow
Exterior

Gold Medal Family Retreat- Deck-Pvt. Hot Tub -Clubhouse Pool, Game Room

Gold Medal Family Retreat- Deck-Pvt. Hot Tub -Clubhouse Pool, Game Room
Wilmington
10.0 out of 10, Exceptional, (31 reviews)
"Everything was great! Loved this charming ski house. "
United States
Lauren C.
Gold Medal Family Retreat- Deck-Pvt. Hot Tub -Clubhouse Pool, Game Room
Exterior

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, (24 reviews)
"Super attentive and accommodating host! It was a perfect cozy getaway on a frigid weekend, and the fireplace and hot tub were just the ticket. "
United States
Meghan R.
$532 nightly
The price is $601
Jun 15 - Jun 16
Total with taxes and fees
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
Exterior

Cozy mountain retreat on 25 secluded acres with beautiful views! Dog Friendly!

Cozy mountain retreat on 25 secluded acres with beautiful views! Dog Friendly!
Halifax
9.8 out of 10, Exceptional, (124 reviews)
"We had a comfortable and enjoyable stay. We stayed at the home while on a ski trip to Mount Snow and Berkshire East. The house was equipped with everything we needed. We cooked several meals in the well-appointed kitchen, and spent time in the cozy living space. It is clearly a well-loved house. "
United States
Yashodhara D.
Cozy mountain retreat on 25 secluded acres with beautiful views! Dog Friendly!
Exterior

Secluded Log Cabin with Waterfalls, Scenic Views, Pond & EV Outlet

Secluded Log Cabin with Waterfalls, Scenic Views, Pond & EV Outlet
Dover
10.0 out of 10, Exceptional, (87 reviews)
"The cabin was lovely, plenty of room for everyone and plenty of kitchen supplies. We were warm, enjoyed the campfire and grill through the snow. "
United States
Jenny
Secluded Log Cabin with Waterfalls, Scenic Views, Pond & EV Outlet
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windham County Hotel Reviews

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South

2/10 Terrible
"Place was absolutely nasty. There is blood on the walls if I wasn't out of state and couldn't get another motel for a decent price.I would have flipped out."
Christopher 1-night trip
Posted 19 hours ago
Econo Lodge Brattleboro South

Find out more about Windham County

Windham County Cabin Rentals information

Number of reviews
515
Accommodation
97 Cabin Rentals
Lowest Price
$296
Highest Price
$601

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 $296 to $601 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.

Explore a world of travel with Expedia