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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Windham cottages

Property grounds

Cottage in Ashland

Tiny House on Walnut Grove
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 SAR 591
SAR 1,072 total
includes taxes & fees
16 Mar - 17 Mar
Tiny House on Walnut Grove
Exterior

Cottage in Catskill

Charming Cottage in the Heart of Catskill & Pet Friendly
10.0 out of 10, Exceptional, (22 reviews)
"Really comfortable and cozy"
Canada
Lynne H.
The price is SAR 676
SAR 1,303 total
includes taxes & fees
21 Mar - 22 Mar
Charming Cottage in the Heart of Catskill & Pet Friendly
Exterior

Cottage in Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
9.8 out of 10, Exceptional, (13 reviews)
"Very comfortable home"
United States
Holly
The price is SAR 522
SAR 1,220 total
includes taxes & fees
11 Mar - 12 Mar
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Terrace/patio

Cottage in woodstock

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.0 out of 10, Wonderful, (46 reviews)
"A gem just minutes from the heart of Woodstock!"
United States
Susannah H.
The price is SAR 676
SAR 1,152 total
includes taxes & fees
15 Mar - 16 Mar
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Exterior

Cottage in Bearsville

Little red house just outside of Woodstock
9.0 out of 10, Wonderful, (2 reviews)
"The house is cute, well decorated but very small "
United States
Harry
The price is SAR 1,098
SAR 2,100 total
includes taxes & fees
14 Mar - 15 Mar
Little red house just outside of Woodstock
Outdoor dining

Cottage in Maplecrest

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
10.0 out of 10, Exceptional, (22 reviews)
"We had a wonderful stay at the cottage. Place was perfect and met all our needs. The cottage was lovely and cozy, truly home away from home. The host, Agnes, was kind and very helpful. Will definitely be back."
United States
Carmela L.
The price is SAR 1,347
SAR 2,100 total
includes taxes & fees
11 Mar - 12 Mar
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Outdoor dining

Cottage in Shandaken

Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
10.0 out of 10, Exceptional, (1 review)
"10/10 experience. beautiful cabin, super cozy"
United States
Hunter W.
The price is SAR 426
SAR 771 total
includes taxes & fees
17 Mar - 18 Mar
Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham
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

Woodstock Way Hotel

Woodstock Way Hotel

10/10 Excellent
"Did not use the Spa. But, eventhough the hotel seemed remote it was centrally located. A lot of shops and bars and restaurants were in walking distance. Overall, I loved my time spent here and would highly recommend for a quick getaway/recharge from the hustle and bustle of the city!"
Kim 1-night trip
Posted 3 hours ago
Woodstock Way Hotel

Frequently asked questions

How much do cottages in Windham cost?
Cottages in Windham range between SAR 309 and SAR 1,013 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.