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19 Sep - 21 Sep
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26 Sep - 28 Sep
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10 Oct - 12 Oct
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Browse Select Windham Cottages

Our top choices for Windham cottages

Catskills Home, 5 Mins to Windham Mtn Resort!
House (2 Bedrooms) | Interior

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!
Mountain Views & Brook Access: Home in Arkville!
House (3 Bedrooms) | Interior

Mountain Views & Brook Access: Home in Arkville!

3.0 star property
Mountain Views & Brook Access: Home in Arkville!
4 Mi to Dtwn Catskill: Mtn-view Home
House (4 Bedrooms) | Front of property

4 Mi to Dtwn Catskill: Mtn-view Home

3.0 star property
4 Mi to Dtwn Catskill: Mtn-view Home
Cozy Catskills Cabin - 12 Mi to Windham Mountain!
House (2 Bedrooms) | Front of property

Cozy Catskills Cabin - 12 Mi to Windham Mountain!

3.0 star property
10.0 out of 10, Exceptional, (1)
"It was great. Place was as advertised. Great place to stay, can't wait to book it again! Place was clean, easy to get in, has everything you would need for a long weekend getaway to the catskills."
Cozy Catskills Cabin - 12 Mi to Windham Mountain!
Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish
House (3 Bedrooms) | Interior

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
House (3 Bedrooms) | Interior

Catskills Mtn Retreat w/ Panoramic View & Fire Pit

3.0 star property
Catskills Mtn Retreat w/ Panoramic View & Fire Pit
Creekside Catskills Getaway Near Hunter Mountain
House (3 Bedrooms) | Interior

Creekside Catskills Getaway Near Hunter Mountain

3.0 star property
Creekside Catskills Getaway Near Hunter Mountain
Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort
House (4 Bedrooms) | Interior

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
Private 7-acre Retreat: On-site Pond, Streams
House (3 Bedrooms) | Interior

Private 7-acre Retreat: On-site Pond, Streams

3.0 star property
Private 7-acre Retreat: On-site Pond, Streams
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Cottage (3 Bedrooms) | Front of property

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

3.0 star property
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
High Peak Heaven: Cozy Log Cabin on 1 Acre!
House (2 Bedrooms) | Interior

High Peak Heaven: Cozy Log Cabin on 1 Acre!

3.0 star property
High Peak Heaven: Cozy Log Cabin on 1 Acre!
Grand Windham Retreat w/ Fire Pit & Game Room
House (2 Bedrooms) | Interior

Grand Windham Retreat w/ Fire Pit & Game Room

3.0 star property
Grand Windham Retreat w/ Fire Pit & Game Room
Secluded Elka Park Cabin: Hot Tub & Fire Pit!
House (2 Bedrooms) | Interior

Secluded Elka Park Cabin: Hot Tub & Fire Pit!

3.0 star property
Secluded Elka Park Cabin: Hot Tub & Fire Pit!
Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!
House (3 Bedrooms) | Interior

Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!

3.0 star property
Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!
Mtn Views + On-site Hiking Trails: Catskills Cabin
House (2 Bedrooms) | Front of property

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
House (6 Bedrooms) | Interior

Retreat w/ Deck & Grill: 1 Mi to Hunter Mtn Resort

3.0 star property
Retreat w/ Deck & Grill: 1 Mi to Hunter Mtn Resort
Cozy Catskills Home w/ Pond on 2 Acres!
House (2 Bedrooms) | Interior

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!
Hunter Hideaway w/ Yard & Deck: 3 Mi to Ski Slopes
House (3 Bedrooms) | Interior

Hunter Hideaway w/ Yard & Deck: 3 Mi to Ski Slopes

3.0 star property
10.0 out of 10, Exceptional, (1)
Hunter Hideaway w/ Yard & Deck: 3 Mi to Ski Slopes
Catskills Family Retreat: Fishing & Hiking On-site
House (2 Bedrooms) | Interior

Catskills Family Retreat: Fishing & Hiking On-site

3.0 star property
Catskills Family Retreat: Fishing & Hiking On-site
7 Mi to Kaaterskill Falls: Home w/ Mountain Views!
House (2 Bedrooms) | Interior

7 Mi to Kaaterskill Falls: Home w/ Mountain Views!

3.0 star property
7 Mi to Kaaterskill Falls: Home w/ Mountain Views!
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

Find out more about Windham

Find out more about Windham

Windham Cottages information

Number of reviews
Accommodation
116 Cottages
Lowest Price
Highest Price

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.