Windham Holiday Rentals

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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec

Holiday Rentals in Windham

Our top choices for Windham holiday rentals

Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
9.4 out of 10, Exceptional, (83)
"My girls and I had a great time, so peaceful, clean and safe! "
The price is S$255
includes taxes & fees
24 Sept - 25 Sept
Postcard Cabins Eastern Catskills
Starlite Motel
Exterior

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (267)
"The property was beautiful! Definitely coming back!"
The price is S$158
includes taxes & fees
23 Sept - 24 Sept
Starlite Motel
Suites on Main
Private kitchen

Suites on Main

3.0 star property
7.2 out of 10, Good, (78)
"The place was not cleaned prior to our stay and we received the wrong confirmation and code to get into the incorrect place after carrying all of our suitcase up stairs very limited air conditioning The place was situated conveniently if they just put a little cleaning and fixed the moldy bathroom and the items falling apart it would be an amazing place to stay "
The price is S$189
includes taxes & fees
7 Oct - 8 Oct
Suites on Main
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
"Quiet and safe area. No road noise heard while we were in our room. Friendly staff. Very clean facility with well kept grounds. Sufficient continental breakfast. "
Ken 2-night trip
Posted 3 days ago
Hotel Vienna

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I find holiday rentals in Windham?

Yes, there are holiday rentals close to the most popular sights in Windham, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Windham is known for its ski slopes and mountain landscape. While you're here, grab a bite or have a drink at the coffee shops.

How many holiday rentals are there in Windham?

With 149 Expedia holiday rentals, you're guaranteed to find just the right place for your Windham stay.

What can I see and do in Windham?

While exploring the area, visit family-friendly sights like Zoom Flume, or get outside and enjoy nature at Ashland Park. Windham Country Club and Windham Mountain Resort are other places to visit while you're in town.

What are holiday rentals like in Windham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windham. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for family gatherings.