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Check prices for these dates

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10 Oct - 12 Oct
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17 Oct - 19 Oct
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31 Oct - 2 Nov
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28 Nov - 30 Nov

Featured Cottages in Windham and around

Tiny House on Walnut Grove
Property grounds

Tiny House on Walnut Grove

2.0 star property
4.0 out of 10, (1)
The price is €223
includes taxes & fees
6 Oct - 7 Oct
Tiny House on Walnut Grove
Country Cottage with beautiful views and easy access to Catskills activities.
Exterior

Country Cottage with beautiful views and easy access to Catskills activities.

10.0 out of 10, Exceptional, (12)
"Great spot!"
The price is €156
includes taxes & fees
5 Oct - 6 Oct
Country Cottage with beautiful views and easy access to Catskills activities.
Experience Peace in this Beautiful country cottage nestled beneath the mountains
Exterior

Experience Peace in this Beautiful country cottage nestled beneath the mountains

10.0 out of 10, Exceptional, (7)
"Nice house, well stocked and nice outdoor area/deck."
Experience Peace in this Beautiful country cottage nestled beneath the mountains
Little red house just outside of Woodstock
Exterior

Little red house just outside of Woodstock

Little red house just outside of Woodstock
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Outdoor dining

Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

The price is €176
includes taxes & fees
29 Oct - 30 Oct
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Charming 2-bedroom cottage in pleasant Athens with WiFi, AC
Outdoor dining

Charming 2-bedroom cottage in pleasant Athens with WiFi, AC

The price is €756
includes taxes & fees
7 Oct - 8 Oct
Charming 2-bedroom cottage in pleasant Athens with WiFi, AC
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Terrace/patio

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.2 out of 10, Wonderful, (44)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is €271
includes taxes & fees
5 Oct - 6 Oct
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Miscellaneous

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

10.0 out of 10, Exceptional, (20)
"We had a wonderful stay at the cottage. Place was perfect and met all our needs. The cottage was lovely and cozy, truly home away from home. The host, Agnes, was kind and very helpful. Will definitely be back."
The price is €478
includes taxes & fees
29 Oct - 30 Oct
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
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 Hotel Reviews

Woodstock Way Hotel

Woodstock Way Hotel

10/10 Excellent
"Near waterfall and fun record collection"
Robert 1-night trip
Posted 3 days ago
Woodstock Way Hotel

Find out more about Windham

Find out more about Windham

Windham Cottages information

Number of reviews
74
Accommodation
186 Cottages
Lowest Price
€156
Highest Price
€756

Frequently asked questions

How much do cottages in Windham cost?
Cottages in Windham range between €156 and €756 per night. These stays offer a chance to touch base with nature — at a price you can afford. 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.
Why book your cottage in Windham with Expedia?
Expedia has some wonderful cottages in Windham, so get set for a memorable stay on nature's doorstep. If you have a budget, select how much you want to spend and the preferred star rating of your property. Or, try out our filters to search for cottages with a pool or a hot tub. We'll help you find the right place whatever your style of travel or plans.
How can I find cheap cottages in Windham?
With Expedia's convenient filter tool, sourcing cheap cottages in Windham is a snap. To discover stays that are friendly on the wallet, tailor your search results by budget, star rating and amenities.

Explore a world of travel with Expedia

Explore a world of travel with Expedia