Search Cottages in East Windham

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 162 Cottages in East Windham with updated reviews, rates, and availability.

Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!

10.0 out of 10, Exceptional, (13)
"Would recommend to anyone. "
Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!

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

10.0 out of 10, Exceptional, (77)
"This was perfect place to spend time with friends!"
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (180)
"My son and I enjoyed staying at the house while on a trip for ski racing at Belleayre. The house was clean and set up well. It seems like it would be very nice in the warm months. There is no cell service anywhere nearby or even down"
The Cabin at Chichester in the Catskills Mountains

NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!

9.8 out of 10, Exceptional, (133)
"The cottage was a great place to stay with great easy access to downtown Woodstock, Kingston, and Rhineback. Lots of attention to detail by the owner. For example, there are plenty of kitchen utensils and dishes and tons of books and DVD's. The DVD's are displayed in alphabetical order and there are multiple heat zones that enabled the bathroom to independently be very warm while keeping the remaining zones more temperate. The place has everything you need for a cozy stay. The only...
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!

Charming Artist's Retreat

10.0 out of 10, Exceptional, (133)
"This super cozy cabin is perfectly located and close to major Catskills towns. Yet, Maureen has done an amazing job at creating a space that feels far away from every thing. Town and groceries are less than 10mins away. We visited Kingston and Woodstock - also nearby. The nearby trail options are endless too.This home is exemplar of what VRBO stands for. Thank you, Maureen! "
Charming Artist's Retreat

Charming Cottage in Private Lake Community (Pet-Friendly!)

9.8 out of 10, Exceptional, (27)
"We enjoyed ourselves,relaxed,visited had a very enjoyable bisit"
Charming Cottage in Private Lake Community (Pet-Friendly!)

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

9.6 out of 10, Exceptional, (16)
"I had a wonderful weekend stay at this lovely cabin! It is beautiful and cozy, all necessities provided. The check in and check out processes were easy, the guest contact was easy to contact and pleasant to speak with. The views are gorgeous, and the neighbors are so kind. Loved being here and definitely plan to come back! Will tell all my friends! Thank you!"
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

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

10.0 out of 10, Exceptional, (5)
"Very clean house, cozy, beautiful views. Close to skiing. "
Stream Come True! Ski, hike, spa, flow, relax...

Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain

10.0 out of 10, Exceptional, (2)
"Matched the pictures and responsive host. Really good location for skiing and town."
The price is SAR 473
SAR 1,392 total
includes taxes & fees
30 Mar - 31 Mar
Charming Retreat 5 Minute Walk to Main Street & 7 Minutes to Hunter Mountain

Loblolly Cottage - Enchanting Retreat set among towering pines.

10.0 out of 10, Exceptional, (37)
"Was a wonderful little cottage , we both enjoyed our stay and had a gracious host"
Loblolly Cottage - Enchanting Retreat set among towering pines.

Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls

10.0 out of 10, Exceptional, (1)
"The place was clean, the area was adorable and close to everything, and the communication with the owner was quick and painless. Would stay again. "
The price is SAR 591
SAR 1,878 total
includes taxes & fees
26 Mar - 27 Mar
Cozy Mountain Getaway | Hot Tub | Grill | Fire Pit | 5 Min to Kaaterskills Falls

Hits Adjacent | Pet Friendly | Caraway Cottage

10.0 out of 10, Exceptional, (3)
"We had a lovely stay, and wish we had stayed longer. The house was warm, spacious, clean, comfortable. Will definitely be back!"
The price is SAR 596
SAR 1,389 total
includes taxes & fees
30 Mar - 31 Mar
Hits Adjacent | Pet Friendly | Caraway Cottage

20 Miles to Windham Mountain Cozy Getaway: King bed/ Game Room

9.2 out of 10, Wonderful, (15)
"Alex had a great property and was very communicative throughout the whole process. Amazing cabin with tons of amenities"
20 Miles to Windham Mountain Cozy Getaway: King bed/ Game Room

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

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

10.0 out of 10, Exceptional, (2)
"We were looking for a quiet getaway and found it! The house is updated, immaculate and fully appointed. It is well laid out with very comfortable furniture. There is a deck with a forest and a pond in the backyard, and a short walk through the forest to a creek. Very peaceful, with things to do in the area."
Modern Country Cottage

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

10.0 out of 10, Exceptional, (8)
"Cozy little spot for a quick getaway. Very clean, quiet location. Easy check-in. "
The price is SAR 413
SAR 654 total
includes taxes & fees
26 Mar - 27 Mar
Country Cottage with beautiful views and easy access to Catskills activities.

Rose Cottage

9.6 out of 10, Exceptional, (5)
"Spent time relaxing working and I can"
Rose Cottage

Charming 2-bedroom cottage with WiFi and AC in fabulous Phoenicia

10.0 out of 10, Exceptional, (2)
"The house was well taken care of and suzanne was a very accomadating host"
Charming 2-bedroom cottage with WiFi and AC in fabulous Phoenicia

Charming Cottage in the Heart of Catskill & Pet Friendly

10.0 out of 10, Exceptional, (12)
"Really enjoyed my stay! Very thoughtful host. "
Charming Cottage in the Heart of Catskill & Pet Friendly
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.
Don't see what you're looking for?
See all available properties in East Windham
Save an average of 15% on thousands of hotels when you're signed in

Other property types in East Windham

Postcard Cabins Eastern Catskills

2.0 star property
8.0 out of 10, Very Good, (4)
"We love our Bartow cabin, it was so cozy and relaxing for us. A perfect getaway from the city life. Will definitely stay again. "
The price is SAR 750
SAR 810 total
includes taxes & fees
26 Mar - 27 Mar
Postcard Cabins Eastern Catskills

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (180)
"My son and I enjoyed staying at the house while on a trip for ski racing at Belleayre. The house was clean and set up well. It seems like it would be very nice in the warm months. There is no cell service anywhere nearby or even down"
The Cabin at Chichester in the Catskills Mountains

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

9.6 out of 10, Exceptional, (40)
"The perfect family getaway"
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
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.

Frequently asked questions

Why book your cottage in East Windham with Expedia?
Expedia has some terrific cottages in East Windham, so get set for an unforgettable stay on nature’s doorstep. If you have a budget, select how much you’d like to spend and your preferred property star rating. Or, use our handy filters to search for cottages with a hot tub or a kitchen. We’ll help you find the perfect digs whatever your bank balance or plans.
How can I find cheap cottages in East Windham?
Expedia can help you easily source cheap cottages in East Windham. To discover a terrific stay in a few quick clicks, use the filter tool to tailor your search results by budget, amenities and star rating.