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10 Oct - 12 Oct
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Cottages in Windham

Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!
Exterior

Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!

9.8 out of 10, Exceptional, (20)
"Had a wonderful "
Romantic cottage with hot tub . Close to hiking and breweries . Pet friendly!
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Exterior

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

10.0 out of 10, Exceptional, (74)
"Nice property Very clean and comfortable "
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Streamside Cottage Half Mile to Town of Woodstock
Exterior

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (253)
"A beautiful quiet setting! "
Streamside Cottage Half Mile to Town of Woodstock
Rose Cottage
Exterior

Rose Cottage

9.2 out of 10, Wonderful, (9)
"It's so peaceful there. It was lovely."
Rose Cottage
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
Exterior

ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi

10.0 out of 10, Exceptional, (81)
"My friend and I really enjoyed the solace of our stay. Highly recommend!"
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
The Cabin at Chichester in the Catskills Mountains
Exterior

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (188)
"This is a great little cottage! It’s super clean and has everything you need and plenty of space inside and out. Host was terrific to deal with and made the process seamless and simple. Would definitely stay here again as a great place to stay while enjoying all the area has to offer!! "
The Cabin at Chichester in the Catskills Mountains
Charming Cottage in the Heart of Catskill & Pet Friendly
Exterior

Charming Cottage in the Heart of Catskill & Pet Friendly

10.0 out of 10, Exceptional, (14)
"Really enjoyed my stay! Very thoughtful host. "
Charming Cottage in the Heart of Catskill & Pet Friendly
Charming Artist's Retreat
Exterior

Charming Artist's Retreat

10.0 out of 10, Exceptional, (142)
"Enjoyed our stay!"
Charming Artist's Retreat
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
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
Charming Victorian Ski House minutes to Belleayre Mountain
Terrace/patio

Charming Victorian Ski House minutes to Belleayre Mountain

10.0 out of 10, Exceptional, (5)
"Cozy house, loved how close it was to mountain. Perfect for my family!"
Charming Victorian Ski House minutes to Belleayre Mountain
Stream Come True! Ski, hike, spa, flow, relax...
Exterior

Stream Come True! Ski, hike, spa, flow, relax...

10.0 out of 10, Exceptional, (7)
"Very clean house, cozy, beautiful views. Close to skiing. "
Stream Come True! Ski, hike, spa, flow, relax...
Modern Cottage with Private Pond, Spa and Views
Terrace/patio

Modern Cottage with Private Pond, Spa and Views

9.0 out of 10, Wonderful, (11)
"We arrived to a beautiful house overlooking vast forested mountains with a beautiful little pond with lots of froggy friends to watch. The hot tub was nice and we all got a good night sleep. Lots of good hikes around and lots of little towns to visit and pop into for a book or coffee. Great stay!"
Modern Cottage with Private Pond, Spa and Views
Cozy Cottage with Stunning Mountain Views
Exterior

Cozy Cottage with Stunning Mountain Views

10.0 out of 10, Exceptional, (95)
"Great location only 15 minutes from Belleayre. Paul was a great host and checked in with us to make sure everything was ok. Beautiful mountain views. "
Cozy Cottage with Stunning Mountain Views
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
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Exterior

Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes

10.0 out of 10, Exceptional, (5)
"quiet sanctuary close to Woodstock and saugerties"
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Modern Country Cottage
Exterior

Modern Country Cottage

10.0 out of 10, Exceptional, (2)
Modern Country Cottage
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Terrace/patio

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.2 out of 10, Wonderful, (44)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is AED 661
AED 1,140 total
includes taxes & fees
5 Oct - 6 Oct
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Country Cottage with beautiful views and easy access to Catskills activities.
Exterior

Country Cottage with beautiful views and easy access to Catskills activities.

10.0 out of 10, Exceptional, (12)
"Great spot!"
The price is AED 364
AED 654 total
includes taxes & fees
1 Oct - 2 Oct
Country Cottage with beautiful views and easy access to Catskills activities.
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
"Location was perfect. Clean and quiet rooms, favorite was was the pool and sauna area. Would definitely stay here again"
Michelle 1-night trip
Posted 2 days ago
Hotel Vienna

Frequently asked questions

How much do cottages in Windham cost?
Cottages in Windham range between AED 654 and AED 1,140 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia