A wooden covered bridge over a river with stone walls on either side.

Windham County Vacation Rentals

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Our top choices for Windham County holiday rentals

A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.

1. Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
3.0 star property
Stratton
8.6 out of 10, Excellent, (85 reviews)
"Clean well, equipped room. Great amenities, wonderful proximity to all the action in the village,easy parking and access throughout the facility."
United States
Michael
The price is RM1,449
RM1,801 total
includes taxes & fees
3 Nov - 4 Nov
Long Trail House at Stratton Mountain Resort
A covered outdoor seating area with two chairs and a table, overlooking a snowy forest.

2. Hiking Trails On-site: Cozy Falls Brook Cabin

Hiking Trails On-site: Cozy Falls Brook Cabin
3.0 star property
Brattleboro
10.0 out of 10, Exceptional, (2 reviews)
"This is exactly how it’s described- perfect cozy spot- babbeling brook to keep you company while sitting on the porch - fire pit for cozy evenings and cabin inside is perfection- cozy cozy cozy!! Matt was the perfect host and readily available- hoping to return!! 15 mins from farmers markets, covered bridges, shops, food, drinks and entertainment ❤️"
United States
sarah
Hiking Trails On-site: Cozy Falls Brook Cabin
A cozy cabin with a stone fire pit, surrounded by lush greenery and tall trees.

3. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Charming Wilmington Cabin, 8 Mi. to Mt Snow!
3.0 star property
Wilmington
10.0 out of 10, Exceptional, (1 review)
"The house was everything we wanted and more. Loaded with space, kitchen supplies, comfort, a grill, gorgeous stone fireplace. The location on. sleepy back road in the woods was beautiful and quiet. The only complaint is that they make you take your trash with you when you go. There was a pass for the local dump which helped offset the inconvenience. Otherwise, A+"
United States
Mark
The price is RM596
RM1,645 total
includes taxes & fees
11 Nov - 12 Nov
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
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

Vikings Villages Resort

Vikings Villages Resort

10/10 Excellent
"This is a unique property. Perfect for getting away. Quite, very little to do on the property which is perfect for a truely relaxing get away. Kitchen is set up for cooking your own meals. There is no food available on the premises but a great breakfast spot close by and Brattleboro is also an easy drive away."
Tom 2-night trip
Posted 3 hours ago
Vikings Villages Resort

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Holiday Apartments in Windham County

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