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Cottages in Windham

Property grounds
Tiny House on Walnut Grove

Tiny House on Walnut Grove

2.0 star property
Ashland
4.0 out of 10, (2)
"Many problems with this listing, first the fire alarm was low on battery, I had to physically climb to reach the smoke detector to detach and remove the battery, a sharp beeping noise went off every 90 seconds and we wouldn’t have been able to sleep without stopping it. There were no spare batteries to change. There were spiders everywhere. My friend used the shower and saw 11 of them moving around the ceiling. They were in the main bed and on the counter and sink as well. The tenant was nice...
United States
Trevor C.
$253 nightly
The price is $273
Dec 15 - Dec 16
Total with taxes and fees
Tiny House on Walnut Grove
Exterior
Country Cottage with beautiful views and easy access to Catskills activities.

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

Saugerties
10.0 out of 10, Exceptional, (12)
"Cozy little spot for a quick getaway. Very clean, quiet location. Easy check-in. "
United States
Mariclare C.
$159 nightly
The price is $178
Nov 16 - Nov 17
Total with taxes and fees
Country Cottage with beautiful views and easy access to Catskills activities.
Exterior
Experience Peace in this Cozy country cottage nestled beneath the mountains

Experience Peace in this Cozy country cottage nestled beneath the mountains

Catskill
9.8 out of 10, Exceptional, (8)
"Very comfortable cottage in a lovely area. Grateful for the ac on those very hot days! Loved grilling on the porch and the big patio umbrellas. Host is very responsive and helpful when needed. Hope to come again! "
United States
Laura G.
$311 nightly
The price is $336
Nov 23 - Nov 24
Total with taxes and fees
Experience Peace in this Cozy country cottage nestled beneath the mountains
Outdoor dining
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

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

Shandaken
$167 nightly
The price is $187
Nov 16 - Nov 17
Total with taxes and fees
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
Terrace/patio
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

woodstock
9.0 out of 10, Wonderful, (45)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
United States
Paul H.
$280 nightly
The price is $314
Nov 23 - Nov 24
Total with taxes and fees
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Exterior
Little red house just outside of Woodstock

Little red house just outside of Woodstock

Bearsville
$469 nightly
The price is $525
Nov 18 - Nov 19
Total with taxes and fees
Little red house just outside of Woodstock
Outdoor dining
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

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

Maplecrest
10.0 out of 10, Exceptional, (20)
"This place was perfect! Everything was just as listed! Very clean, well stocked and the owner was very accommodating! We had over 2 feet of snow while there and they removed the snow so we could get to and from the mountain for skiing all days! Very highly recommend!"
United States
Lynda R.
$518 nightly
The price is $559
Nov 26 - Nov 27
Total with taxes and fees
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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Clean room"
Lawrence F 2-night trip
Posted 21 hours ago
Hotel Vienna

Find out more about Windham

Windham Cottages information

Number of reviews
79
Accommodation
186 Cottages
Lowest Price
$178
Highest Price
$559

Frequently asked questions

How much do cottages in Windham cost?
Cottages in Windham range between $178 and $559 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.
What is there to do in Windham near my cottage?
If you're eager to fill up your itinerary in Windham, be sure to visit Windham Mountain Resort. It's popular among travelers and locals alike.

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