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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Our top choices for Windham cottages

Tiny House on Walnut Grove
Terrace/patio

Tiny House on Walnut Grove

2.0 star property
4.0 out of 10, (1)
The price is HK$1,023
HK$1,990 total
includes taxes & fees
21 Aug - 22 Aug
Tiny House on Walnut Grove
Country Cottage with beautiful views and easy access to Catskills activities.
Terrace/patio

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

10.0 out of 10, Exceptional, (10)
"Great spot!"
The price is HK$772
HK$1,389 total
includes taxes & fees
25 Aug - 26 Aug
Country Cottage with beautiful views and easy access to Catskills activities.
Experience Peace in this Beautiful country cottage nestled beneath the mountains
Property grounds

Experience Peace in this Beautiful country cottage nestled beneath the mountains

10.0 out of 10, Exceptional, (6)
"Nice house, well stocked and nice outdoor area/deck."
The price is HK$1,039
HK$2,444 total
includes taxes & fees
2 Sept - 3 Sept
Experience Peace in this Beautiful country cottage nestled beneath the mountains
The Lily Pad - Hunter, NY
Microwave, oven, stovetop, dishwasher

The Lily Pad - Hunter, NY

The price is HK$1,304
HK$2,866 total
includes taxes & fees
12 Sept - 13 Sept
The Lily Pad - Hunter, NY
Streamside Cottage Half Mile to Town of Woodstock
Property grounds

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (248)
"A beautiful quiet setting! "
The price is HK$1,162
HK$2,524 total
includes taxes & fees
2 Sept - 3 Sept
Streamside Cottage Half Mile to Town 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 HK$842
HK$1,555 total
includes taxes & fees
9 Sept - 10 Sept
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Children’s area

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.2 out of 10, Wonderful, (43)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is HK$1,404
HK$2,402 total
includes taxes & fees
7 Sept - 8 Sept
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Flat-screen TV

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 HK$2,800
HK$4,397 total
includes taxes & fees
25 Aug - 26 Aug
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
Banquet hall

Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!

9.8 out of 10, Exceptional, (116)
"The location was exceptional, close to restaurants and shops, quiet neighborhood, comfortable bed and the house was well stocked with everything you’d need."
The price is HK$2,574
HK$5,093 total
includes taxes & fees
23 Aug - 24 Aug
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Hot Tub ~ Pets welcome!
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

Wylder Hotel Windham

Wylder Hotel Windham

10/10 Excellent
"Quick and friendly "
Janusz 1-night trip
Posted 2 days ago
Wylder Hotel Windham

Frequently asked questions

How much do cottages in Windham cost?
Cottages in Windham range between HK$1,162 and HK$2,574 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.