Search East Windham Cottage Rentals from CA $312

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for East Windham cottages

Exterior

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.8 out of 10, Exceptional, (14 reviews)
"Host was super welcoming - the pace was gorgeous and had everything we could possibly need! Fabulous stay overall"
United States
Athena P.
The price is CA $185
CA $434 total
includes taxes & fees
May 13 - May 14
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Exterior

Charming Cottage in the Heart of Catskill & Pet Friendly

Charming Cottage in the Heart of Catskill & Pet Friendly
Catskill
10.0 out of 10, Exceptional, (24 reviews)
"Clean and cozy with great amenities! Would come back!"
United States
Kristen B.
The price is CA $246
CA $490 total
includes taxes & fees
May 19 - May 20
Charming Cottage in the Heart of Catskill & Pet Friendly
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
10.0 out of 10, Exceptional, (1 review)
"10/10 experience. beautiful cabin, super cozy"
United States
Hunter W.
The price is CA $177
CA $312 total
includes taxes & fees
Jun 3 - Jun 4
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
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, (22 reviews)
"Great stay, lovely place, friendly host. Everything was perfect!"
United States
Taylor
The price is CA $491
CA $771 total
includes taxes & fees
May 13 - May 14
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Property grounds

Tiny House on Walnut Grove

Tiny House on Walnut Grove
Ashland
4.0 out of 10, (2 reviews)
"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.
The price is CA $215
CA $391 total
includes taxes & fees
May 13 - May 14
Tiny House on Walnut Grove
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top East Windham Hotel Reviews

voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG

10/10 Excellent
"Everything was excellent except the bar/restaurant was closed Sun, Mon and Tuesday evenings. Not what you expect when a bar is advertised."
julie 4-night trip
Posted 3 hours ago
voco James Newbury Hudson Valley by IHG

Find out more about East Windham

East Windham Cottages information

Number of reviews
39
Accommodation
149 Cottages
Lowest Price
CA $312
Highest Price
CA $771

Frequently asked questions

Why book your cottage in East Windham with Expedia?
Expedia has some terrific cottages in East Windham, so get set for an unforgettable stay on nature's doorstep. If you have a budget, select how much you'd like to spend and your preferred property star rating. Or, use our handy filters to search for cottages with a hot tub or a kitchen. We'll help you find the perfect digs whatever your bank balance or plans.
How can I find cheap cottages in East Windham?
Expedia can help you easily source cheap cottages in East Windham. To discover a terrific stay in a few quick clicks, use the filter tool to tailor your search results by budget, amenities and star rating.

Explore a world of travel with Expedia