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Compare 85 Cabin Rentals in Windham with updated reviews, rates, and availability.

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Outdoor spa tub

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (196)
"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, (148)
"The area was amazing and the views were incredible. "
The price is AED 624
AED 1,353 total
includes taxes & fees
25 Nov - 26 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
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
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
Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi

Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi

9.0 out of 10, Wonderful, (17)
"Leaves, cheese and syrup! Wonderful view on the lake! We appreciated the use of the kayaks and canoe!"
Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi
Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!
Exterior detail

Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!

10.0 out of 10, Exceptional, (12)
"Love this property. We had everything we needed and then some. wasn't exactly sure as to where to put the trash as I don't have email on my phone , therefore I didn't receive the email about the trash and laundry until I got back home. I would rather have been able to text but everything worked out for us, and we had a wonderful, relaxing time."
Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!
Cozy Falls Brook Cabin: Hike & Swim On-Site!
Dummerston Vacation Rental | 2BR | 1BA | 850 Sq Ft | Steps Required

Cozy Falls Brook Cabin: Hike & Swim On-Site!

10.0 out of 10, Exceptional, (9)
"The cabin is immaculate and very cute and cozy. It's lovely to be right by the brook in a quiet neighborhood set in a woodsy area. Lots of great places a short right away too. Brattleboro is lots of fun, and we loved hiking in the Manitou Project."
Cozy Falls Brook Cabin: Hike & Swim On-Site!
Brand New Luxury “Tiny” House, Immersed In Nature
Exterior

Brand New Luxury “Tiny” House, Immersed In Nature

10.0 out of 10, Exceptional, (1)
"This is by far the most beautiful home I’ve ever stayed! So clean and amazing views of nature. We can’t wait to come back."
The price is AED 1,010
AED 1,633 total
includes taxes & fees
23 Nov - 24 Nov
Brand New Luxury “Tiny” House, Immersed In Nature
Contemporary 4-BR Cabin 5-min to Okemo

Contemporary 4-BR Cabin 5-min to Okemo

Contemporary 4-BR Cabin 5-min to Okemo
Mt. Snow/Stratton Log Cabin in the Woods
Exterior

Mt. Snow/Stratton Log Cabin in the Woods

9.8 out of 10, Exceptional, (18)
"We were there for a Family reunion in a nearby town. Perfect spot for us. Place was beautiful and everything we needed. Would be a great spot for a ski vacation. Mt. Snow was close and some great food nearby. Bob was great with communication. "
Mt. Snow/Stratton Log Cabin in the Woods
Andover Cabin Retreat w/ Hot Tub & Fireplace!
Andover Vacation Rental | 3BR | 1BA | 1,480 Sq Ft | 5 Stairs Required

Andover Cabin Retreat w/ Hot Tub & Fireplace!

10.0 out of 10, Exceptional, (2)
"The cabin was just what we were looking for. A Thanksgiving weekend for 2 , secluded, quiet and romantic with the hot tub and woodburning stove"
Andover Cabin Retreat w/ Hot Tub & Fireplace!
Londonderry Chalet w/ Deck, Fire Pit & Views!
Londonderry Vacation Rental | 3BR | 2BA | 1,612 Sq Ft | Stairs Required

Londonderry Chalet w/ Deck, Fire Pit & Views!

10.0 out of 10, Exceptional, (15)
"Very quiet and relaxing"
Londonderry Chalet w/ Deck, Fire Pit & Views!
Log Cabin Minutes from Jackson Gore and Okemo Mountain!!!!!!!
FIREPLACE

Log Cabin Minutes from Jackson Gore and Okemo Mountain!!!!!!!

10.0 out of 10, Exceptional, (10)
"This house was perfect for our needs during our ski trip to Vermont."
Log Cabin Minutes from Jackson Gore and Okemo Mountain!!!!!!!
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Spectacular setting nestled in woods

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"This place was basically brand new and spotless. Hiking, kayaking and hot tub right outside your door. Close enough to civilization, if you want it. Would like to go there again. Highly recommend it."
The price is AED 643
AED 1,124 total
includes taxes & fees
3 Dec - 4 Dec
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
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
VT Cabin overlooking the West River and Village
Exterior

VT Cabin overlooking the West River and Village

10.0 out of 10, Exceptional, (27)
"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."
The price is AED 459
AED 1,092 total
includes taxes & fees
23 Nov - 24 Nov
VT Cabin overlooking the West River and Village
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, (125)
"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, (30)
"We had a nice stay at this lovely place. It's tucked away at the end of a dirt road. We never saw another human only some wild turkeys. It was great to sit in the hot tub and look at the seasonal stream and the beautiful trees surrounding the property. "
Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi
Cabin in So. Vt enjoy the Mtns.
Vt Cozy Cabin

Cabin in So. Vt enjoy the Mtns.

10.0 out of 10, Exceptional, (106)
"Cozy cabin in beautiful Mt. Tabor. We were a family of 3 with two dogs. Space was a little tight for us with the two dogs, but is perfect for 3-4 people. Outdoor space nice as well. Location was convenient to Manchester and Rutland areas and close to great hiking trails. Owners live on the property and are very friendly and accommodating. Great experience overall!"
Cabin in So. Vt enjoy the Mtns.
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Living area

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

10.0 out of 10, Exceptional, (48)
"Amazing place. Offered everything we needed and more. Very warm and comfortable. Well appointed too. We will be back for a longer stay in 2025. "
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town 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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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.
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Outdoor spa tub

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (196)
"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!!
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool
Located in the Okemo Mt. Community, a mile to the base lodge

Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool

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 "
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool
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.