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1 Aug - 3 Aug
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22 Aug - 24 Aug
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19 Sep - 21 Sep

Browse Select Windham Cottages

Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish
Enjoy a spacious room with a high ceiling, dining area, and large window offering a view of the outdoors.

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
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!
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
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!
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Cottage (3 Bedrooms) | Interior

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

3.0 star property
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Mtn Views + On-site Hiking Trails: Catskills Cabin
House (2 Bedrooms) | Interior

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
Catskills Home, 5 Mins to Windham Mtn Resort!
Relax in this stylish living room with a sofa, ottoman, and dining area, featuring a fireplace and large window.

Catskills Home, 5 Mins to Windham Mtn Resort!

3.0 star property
10.0 out of 10, Exceptional, (4)
"This property was wonderful. Easy to find, very clean and welcoming, and plenty of room to make yourself at home. The property owner was easy to reach as well. The only downside, although manageable, was the automatic lock on the door. The door sags and drags a touch and because of this the bolt becomes stuck in the lock and the mechanism cannot unlock the door. We found that lifting the door slightly after entering the code alleviated this problem. Still, this should be addressed by the...
Catskills Home, 5 Mins to Windham Mtn Resort!
9 Mi to Skiing: Catskills Casita w/ Mountain Views
Enjoy cooking in this well-equipped kitchen with a large island, microwave, toaster, and oven.

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!
House (3 Bedrooms) | Interior

Sleepy Hollow Lake Home w/ Deck, Pool Access!

3.0 star property
Sleepy Hollow Lake Home w/ Deck, Pool Access!
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!
Updated/pet-friendly Cabin By Hikes and Woodstock!
House (2 Bedrooms) | Interior

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!
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
Walk to Ski Lift! Charming Hunter A-frame
Enjoy cooking in this fully equipped kitchen with a refrigerator, microwave, and oven.

Walk to Ski Lift! Charming Hunter A-frame

3.0 star property
7.6 out of 10, Good, (4)
"A cozy place to spend the weekend"
Walk to Ski Lift! Charming Hunter A-frame
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
Fully Remodeled Saugerties Retreat on 7 Acres!
House (1 Bedroom) | Interior

Fully Remodeled Saugerties Retreat on 7 Acres!

3.0 star property
Fully Remodeled Saugerties Retreat on 7 Acres!
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
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
Cozy Catskills Cabin - 12 Mi to Windham Mountain!
House (2 Bedrooms) | Interior

Cozy Catskills Cabin - 12 Mi to Windham Mountain!

3.0 star property
Cozy Catskills Cabin - 12 Mi to Windham Mountain!
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

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

10/10 Excellent
"Well maintained pleasant "
Maria 1-night trip
Posted 16 hours ago
Howard Johnson by Wyndham Saugerties

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.