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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Cottages in Windham

4 Mi to Dtwn Catskill: Mtn-view Home
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4 Mi to Dtwn Catskill: Mtn-view Home

3.0 star property
4 Mi to Dtwn Catskill: Mtn-view Home
Mountain Views & Brook Access: Home in Arkville!
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Mountain Views & Brook Access: Home in Arkville!

3.0 star property
Mountain Views & Brook Access: Home in Arkville!
Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish
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Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great time during our stay. The house was nicely setup. We would go back again."
Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish
Catskills Mtn Retreat w/ Panoramic View & Fire Pit
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Catskills Mtn Retreat w/ Panoramic View & Fire Pit

3.0 star property
Catskills Mtn Retreat w/ Panoramic View & Fire Pit
Catskills Home, 5 Mins to Windham Mtn Resort!
Front of property

Catskills Home, 5 Mins to Windham Mtn Resort!

3.0 star property
10.0 out of 10, Exceptional, (4)
"This place was awesome. Very clean, nicely appointed, very welcoming. Highly recommend and would definitely stay again. Only downside is that it is a second floor unit and the stairs are a little steep but still totally worth it "
Catskills Home, 5 Mins to Windham Mtn Resort!
Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!
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Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!

3.0 star property
Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
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Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

3.0 star property
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Private 7-acre Retreat: On-site Pond, Streams
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Private 7-acre Retreat: On-site Pond, Streams

3.0 star property
Private 7-acre Retreat: On-site Pond, Streams
Grand Windham Retreat w/ Fire Pit & Game Room
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Grand Windham Retreat w/ Fire Pit & Game Room

3.0 star property
Grand Windham Retreat w/ Fire Pit & Game Room
Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort
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Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort

3.0 star property
Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort
Mtn Views + On-site Hiking Trails: Catskills Cabin
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Mtn Views + On-site Hiking Trails: Catskills Cabin

3.0 star property
Mtn Views + On-site Hiking Trails: Catskills Cabin
Retreat w/ Deck & Grill: 1 Mi to Hunter Mtn Resort
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Retreat w/ Deck & Grill: 1 Mi to Hunter Mtn Resort

3.0 star property
Retreat w/ Deck & Grill: 1 Mi to Hunter Mtn Resort
7 Mi to Kaaterskill Falls: Home w/ Mountain Views!
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7 Mi to Kaaterskill Falls: Home w/ Mountain Views!

3.0 star property
7 Mi to Kaaterskill Falls: Home w/ Mountain Views!
Secluded Elka Park Cabin: Hot Tub & Fire Pit!
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Secluded Elka Park Cabin: Hot Tub & Fire Pit!

3.0 star property
Secluded Elka Park Cabin: Hot Tub & Fire Pit!
Scenic Catskills Cabin Rental w/ Hot Tub & Views!
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Scenic Catskills Cabin Rental w/ Hot Tub & Views!

3.0 star property
Scenic Catskills Cabin Rental w/ Hot Tub & Views!
9 Mi to Skiing: Catskills Casita w/ Mountain Views
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9 Mi to Skiing: Catskills Casita w/ Mountain Views

3.0 star property
2.0 out of 10, (1)
"Booked a stay for a group I work with, they arrived to the home at 11:30pm to find out that the booking had been cancelled due to a declined payment but the bank confirmed that the card was good. I did not receive any notification from the managing company that there was a issue so we could not remedy it. I called them, they told me I would've received an email from Expedia (never did), spoke with Hotels.com who reached out and was told the same thing. At the same time, I received two duplicate...
9 Mi to Skiing: Catskills Casita w/ Mountain Views
Sleepy Hollow Lake Home w/ Deck, Pool Access!
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Sleepy Hollow Lake Home w/ Deck, Pool Access!

3.0 star property
Sleepy Hollow Lake Home w/ Deck, Pool Access!
Cozy Catskills Home w/ Pond on 2 Acres!
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Cozy Catskills Home w/ Pond on 2 Acres!

3.0 star property
10.0 out of 10, Exceptional, (2)
"Absolutely gorgeous property, the owner is awesome and can’t forget Leo the cat. "
Cozy Catskills Home w/ Pond on 2 Acres!
Fully Remodeled Saugerties Retreat on 7 Acres!
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Fully Remodeled Saugerties Retreat on 7 Acres!

3.0 star property
Fully Remodeled Saugerties Retreat on 7 Acres!
Updated/pet-friendly Cabin By Hikes and Woodstock!
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Updated/pet-friendly Cabin By Hikes and Woodstock!

3.0 star property
8.0 out of 10, Very good, (1)
"This is a lovely small cottage in the middle of a forest. It has two bedrooms upstairs and bathroom downstairs. There was not enough linens and no bathroom appliances. "
Updated/pet-friendly Cabin By Hikes and Woodstock!
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

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

10/10 Excellent
"The men checking us in were friendly, welcoming, and efficient. Very much appreciated!"
Tana 1-night trip
Posted 1 day ago
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Frequently asked questions

How much do cottages in Windham cost?
Cottages in Windham range between and 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.