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 vacation 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, (84 reviews)
"Nice place and great location!!!"
United States
William
The price is P22,301
P27,721 total
includes taxes & fees
Oct 12 - Oct 13
Long Trail House at Stratton Mountain Resort
A picnic table and a fire pit by a lake with a forest in the background.

2. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
The price is P9,360
P18,750 total
includes taxes & fees
Oct 21 - Oct 22
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
A modern living room with a sectional sofa, a wooden coffee table, and a large window with blinds.

3. Brook Road Cabin

Brook Road Cabin
3.5 star property
Goshen
7.4 out of 10, Good, (10 reviews)
"In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊"
United States
Jill
The price is P11,534
P18,785 total
includes taxes & fees
Oct 15 - Oct 16
Brook Road Cabin
A cozy living room with a sofa, a dining table with chairs, a small side table, and a wooden floor.

4. Brook Road Condo

Brook Road Condo
3.0 star property
Goshen
8.8 out of 10, Excellent, (3 reviews)
"Convenient location, quiet and rural. Accommodations were clean and neat. Nice to have full kitchen for meal prep and snacks."
United States
Margaret
The price is P11,559
P18,812 total
includes taxes & fees
Oct 19 - Oct 20
Brook Road Condo
A spacious living area with a fireplace, a dining area, and a kitchen.

5. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is P86,316
P135,102 total
includes taxes & fees
Oct 12 - Oct 13
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
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 Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

10/10 Excellent
"Beautiful place for getaway!!!😊"
Esther 2-night trip
Posted 9 hours ago
The Black Bear Lodge at Stratton Mountain Resort

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Holiday Apartments in Windham County

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