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Compare 94 Cabin Rentals in Windham with updated reviews, rates, and availability.

Cabin in So. Vt enjoy the Mtns.
Vt Cozy Cabin

Cabin in So. Vt enjoy the Mtns.

10.0 out of 10, Exceptional, (108)
"The cabin is larger than I expected; it is essentially a small house, and proved supremely comfortable. Vermont gets *cold* in the winter, but we always felt cozy inside. The decor, while simple, is tasteful and evokes a Longfellowian image of a comfortable country retreat. Shower and bath is *hot* and revitalizing. We hiked up the Appalachian trail and supplied our necessities at the Country Store, both within easy walking distance. Difficult hike in snowy and icy conditions, but well worth it...
Cabin in So. Vt enjoy the Mtns.
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Outdoor spa tub

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (197)
"It was a wonderful little cabin that was clean and decorated comfortably. It had everything we needed. The hot tub was delightful! "
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Outside

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (151)
"Never could get the wifi to work. I entered the code on the router 6 times but no luck. Would be helpful if you changed the password for the wifi to an easily entered name. The man who came to shovel unfortunately after we were stuck in the snow was very helpful and very nice.. He got us out."
The price is AED 624
AED 1,341 total
includes taxes & fees
6 Jan - 7 January 2025
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Living room

Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt

10.0 out of 10, Exceptional, (127)
"Very clean and well stocked with all needs."
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

10.0 out of 10, Exceptional, (31)
"This trip was just as wonderful as the first. Spent our second Thanksgiving in this beautiful and private setting. It snowed 13 inches on TG day and it was so gorgeous! Sitting in the hot tub with the snow falling was really perfect. Everything was provided and check in and checkout were easy. Located close to Manchester, we had fun trying out hand at glass blowing at Hot Glass..too fun! Would recommend this place to all."
Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym

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

8.8 out of 10, Excellent, (3)
"My stay with a friend at this location was extremely pleasant overall; the home was well furnished, stocked, and the surroundings of rural Vermont were beyond gorgeous. The interior was very well cleaned when I arrived, though my friend and I very quickly noticed that there was a distinct septic-like odor in the house's central hallway area and the home's exterior (walking up to the entryway, etc). This smell persisted throughout the duration of the stay, but was most noticeable on days where...
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym
The Little Red Cabin! Less than 15 minutes to Okemo! Close to Everything VT!
Exterior

The Little Red Cabin! Less than 15 minutes to Okemo! Close to Everything VT!

9.8 out of 10, Exceptional, (104)
"The cabin and location were both perfect for our family of four (wife and two kids - 9 and 7). It's a nice location; close enough to Rutland, Killington, Woodstock and Quechee State Park. It has a real nice, isolated feel, in the hills of Vermont all while being 8 minutes from Singleton's General store which has everything you could need. Thanks for letting us enjoy your place!"
The Little Red Cabin! Less than 15 minutes to Okemo! Close to Everything VT!
The Owls Nest-A quaint cabin in the woods of VT-Near Bromley, Magic & Stratton
Exterior

The Owls Nest-A quaint cabin in the woods of VT-Near Bromley, Magic & Stratton

10.0 out of 10, Exceptional, (21)
"Our weekend at The Owl’s Nest was nothing short of magical. Tucked away in a peaceful, scenic location, the cabin offered the perfect mix of rustic charm and modern comfort. From the moment we arrived, we were captivated by the stunning views—the kind of stillness that immediately melts away stress. The cabin itself is beautifully maintained and thoughtfully decorated, with cozy touches that make it feel like home. The wood-burning fireplace was the perfect spot to unwind with both a cup of...
The Owls Nest-A quaint cabin in the woods of VT-Near Bromley, Magic & Stratton
Cozy 2-bedroom cabin near Mount Snow 3 min drive
Exterior

Cozy 2-bedroom cabin near Mount Snow 3 min drive

2.0 star property
10.0 out of 10, Exceptional, (1)
"I really enjoyed every aspect of my stay here and highly recommend the property. "
Cozy 2-bedroom cabin near Mount Snow 3 min drive
Award-Winning Log Cabin, Top 5 in New England!
Londonderry Vacation Rental | 3BR | 1BA | 1,036 Sq Ft | 1 Step to Enter

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

9.8 out of 10, Exceptional, (77)
"Our stay at the West River Lodge was great! The cabin is very cozy, nicely decorated and equipped with everything we needed. We cooked dinner one of the nights we were there and all we had to bring was the food…the kitchen was fully stocked with pans, dishes and flatware…even a vegetable peeler and can opener! We would definitely recommend staying here."
Award-Winning Log Cabin, Top 5 in New England!
Cozy cabin near skiing with free WiFi, game room, deck, & wood fireplace

Cozy cabin near skiing with free WiFi, game room, deck, & wood fireplace

9.0 out of 10, Wonderful, (105)
"We stayed in the property for 2 nights. It was a short drive from okemo ski resort. The home is clean and lots of entertainment. Kitchen is pretty well equipped. The home is on top of a steep driveway so make sure you have 4WD if you go in the winter. Only complaint is that the didn’t have any firewood in the house for the fireplace. We did ended up getting some on our own and I’m still waiting for them to reimburse me."
Cozy cabin near skiing with free WiFi, game room, deck, & wood fireplace
Wishing Well Cabin
Living room

Wishing Well Cabin

10.0 out of 10, Exceptional, (28)
"I can't say enough good things about our stay in VT. I wish we had been able to stay longer. The location was wonderful as was the home and the property it was located on. Look no further, book your stay at the Wishing Well Cabin!"
Wishing Well Cabin
Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!
Cabin with Spring snow!

Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!

9.8 out of 10, Exceptional, (72)
"Cozy sweet nostalgic cabin Great little getaway! Great host 😊"
Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!
Cozy Log Cabin on the River | Fireplace | Loft

Cozy Log Cabin on the River | Fireplace | Loft

10.0 out of 10, Exceptional, (7)
"We were looking for a quiet place off season to explore. What a gem. Cabin was very clean and comfy. Hit the weather jackpot with the extended Indian Summer and a few cold nights. Wood stove was great. Nice yard, literally steps to the West River. Views were great in the backyard. If you're a gravel biker, 1/4 mile away from miles of gravel & climbs. Close access to local markets for provisions, beer, beef and other goodies. Host was very responsive answering questions within minutes. ...
Cozy Log Cabin on the River | Fireplace | Loft
Cozy Mount Snow Chalet w/ Game Room & Hot Tub
Dover Vacation Rental | 4BR | 2BA | 2,500 Sq Ft | Stairs Required

Cozy Mount Snow Chalet w/ Game Room & Hot Tub

10.0 out of 10, Exceptional, (7)
"Very nice location and getaway. Would highly recommend for anyone looking for a refreshing getaway. "
Cozy Mount Snow Chalet w/ Game Room & Hot Tub
Cozy Log Cabin Short Drive to Okemo & Killington
Exterior

Cozy Log Cabin Short Drive to Okemo & Killington

9.0 out of 10, Wonderful, (2)
"We had a lovely stay at the property! It was clean and comfortable. There was a lot of mud coming to the property."
Cozy Log Cabin Short Drive to Okemo & Killington
New Renovated Ski Chalet on the River with a Hottub
Property grounds

New Renovated Ski Chalet on the River with a Hottub

10.0 out of 10, Exceptional, (2)
"Conor was very easy to get in touch with. The location of the place was ideal!"
New Renovated Ski Chalet on the River with a Hottub
Contemporary 4-BR Cabin 5-min to Okemo

Contemporary 4-BR Cabin 5-min to Okemo

Contemporary 4-BR Cabin 5-min to Okemo
Cozy Cabin in Stratton Mountain & Mount Snow 10min

Cozy Cabin in Stratton Mountain & Mount Snow 10min

10.0 out of 10, Exceptional, (4)
"The place was very clean & a good location. The host was friendly & responsive."
Cozy Cabin in Stratton Mountain & Mount Snow 10min
Insanely romantic treehouse perched next to a stream and rolling hills.
Exterior

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

10.0 out of 10, Exceptional, (1)
The price is AED 1,653
AED 3,532 total
includes taxes & fees
13 Jan - 14 January 2025
Insanely romantic treehouse perched next to a stream and rolling hills.
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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Other property types in Windham

Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
Exterior

Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.

10.0 out of 10, Exceptional, (39)
"This property was beautiful, clean, well maintained, had everything we needed. Wish we could have stayed longer! Thank you for a weekend we’ll never forget! We hope to rent this house again in the future. "
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
Long Trail House at Stratton Mountain Resort
Living room

Long Trail House at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very Good, (72)
"Condo was great, cozy, and clean. Has access to the pool and hot tubs from back porch and has great Mountain View’s. The village had plenty of food, little expensive, but pretty good. Overall great place to stay and enjoy the mountain. "
The price is AED 1,187
AED 1,476 total
includes taxes & fees
6 Jan - 7 January 2025
Long Trail House at Stratton Mountain Resort
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
Located in the Okemo Mt. Community, a mile to the base lodge

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

9.8 out of 10, Exceptional, (164)
"The property is exactly like the pictures indicate. The house is in a friendly neighborhood outside of town. The house is very comfortable and spacious. The host responds to your messages in timely manner, and, she is very workable. Would definitely stay there again "
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
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.