Search Chalets in East Windham

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Compare 26 Chalets in East Windham with updated reviews, rates, and availability.

Rustic Mountain view Cabin 5 mins to Ski Area!
Mountain Chalet Exterior
Rustic Mountain view Cabin 5 mins to Ski Area!
10.0 out of 10, Exceptional, (3)
"I really enjoyed our stay at the chateau. Everything went smoothly and the place was well put together. There were a couple communication mishaps, but I think that was more related to the app than anything. Joseph was incredibly responsive and helpful throughout the whole weekend. I have definitely noted this place for a return visit in the winter!"
Rustic Mountain view Cabin 5 mins to Ski Area!
Charming Log Chalet w/ huge deck, pool & bonus garage loft on 17 secluded acres
The Hirox is isolated on 17 private acres
Charming Log Chalet w/ huge deck, pool & bonus garage loft on 17 secluded acres
10.0 out of 10, Exceptional, (15)
"We had a fantastic stay at the Hirox. Joshua kept in contact well before our arrival in order to pre-heat the residence, which was a very lovely and personable touch. You can tell that Joshua really cares for this property and for the guests that stay in it. The pictures were quite accurate, including the beautiful views from the balcony! The kitchen was stocked with spices and basics like olive oil, which made cooking meals so much easier for us. The bedrooms were very much as advertised...
Charming Log Chalet w/ huge deck, pool & bonus garage loft on 17 secluded acres
A-frame Chalet w/ OUTDOOR TV & HOT TUB; fire pit, pool table, playground & more!
Solar lights throughout (may not come on if no sunlight provided during the day)
A-frame Chalet w/ OUTDOOR TV & HOT TUB; fire pit, pool table, playground & more!
10.0 out of 10, Exceptional, (16)
"Our group of 6 (wife, friend, our three young kids, and myself) had a lovely time at this house. The house is bright, well maintained, clean, with a properly stocked kitchen. We had an amazing 3 day weekend without straying more than 10 minutes from the house. The kids loved the reading nook, boardgames, game room, and outdoor playset, while the adults spent most of our time on the lovely deck and outdoor seating. For the slightly chilly nights we all migrated to the hot tub and very nice...
A-frame Chalet w/ OUTDOOR TV & HOT TUB; fire pit, pool table, playground & more!
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Beautiful Chalet, mins to Hunter/Windham slopes
Terrace/patio
Beautiful Chalet, mins to Hunter/Windham slopes
10.0 out of 10, Exceptional, (6)
"My family and I had an amazing getaway at this beautiful mountain. We will definitely be staying here again. The host was very accommodating and the home itself was nothing short of perfect! If you are looking for a little weekend escape, this is the place to book!"
Beautiful Chalet, mins to Hunter/Windham slopes
BEAUTIFULLY SECLUDED- Spring, Summer Getaway w PRIVATE Indoor Pool
Pool
BEAUTIFULLY SECLUDED- Spring, Summer Getaway w PRIVATE Indoor Pool
8.4 out of 10, Very Good, (51)
"Overall, nice private location. House was not as clean as it could have been . Owner responsive to messages and requests!"
BEAUTIFULLY SECLUDED- Spring, Summer Getaway w PRIVATE Indoor Pool
Cozy Silo with Sunset Mountain Views
Exterior
Cozy Silo with Sunset Mountain Views
10.0 out of 10, Exceptional, (3)
"Absolutely loved the place and location. Unique building, being a silo, but the layout is fantastic. Great main floor with deck, wonderful private master upstairs with well done bathroom. We did not use the downstairs for sleeping, bottom floor ( tri level) but walked through and seems just as well done as the rest. Loved sitting on the deck at night with the fire pit going, just chilly enough to enjoy it a keep the bugs away ( weren’t bad anyway). Our headquarters for hiking and exploring....
Cozy Silo with Sunset Mountain Views
Lakefront w/Dock! Family Friendly Amenities, Close to skiing and Hudson, NY
Outdoor dining
Lakefront w/Dock! Family Friendly Amenities, Close to skiing and Hudson, NY
8.4 out of 10, Very Good, (5)
"Great location and activities with dock and boating, plus nearby basketball and tennis courts and pools. Only negative was that the basement needed to have been cleaned much more before our arrival than it was. That can easily be remedied though, so we would definitely come back to this location!"
Lakefront w/Dock! Family Friendly Amenities, Close to skiing and Hudson, NY
🏔Windham🏔 - Hot Tub🛀Game Room🕹Fire Pit🔥Ski Views 👀
Exterior
🏔Windham🏔 - Hot Tub🛀Game Room🕹Fire Pit🔥Ski Views 👀
10.0 out of 10, Exceptional, (21)
"We had a great weekend at the Manor. The game room was excellent and provided entertainment for everyone."
🏔Windham🏔 - Hot Tub🛀Game Room🕹Fire Pit🔥Ski Views 👀
Modern Swiss Ski Chalet with Tennis Court, Outdoor pit and multiple fireplaces
Living Room
Modern Swiss Ski Chalet with Tennis Court, Outdoor pit and multiple fireplaces
Modern Swiss Ski Chalet with Tennis Court, Outdoor pit and multiple fireplaces
7 Bedroom Luxurious Chalet In Windham, NY
Interior
7 Bedroom Luxurious Chalet In Windham, NY
7 Bedroom Luxurious Chalet In Windham, NY
Never Lonesome Hunter: Smart 4bd Getaway near Mtn
Exterior
Never Lonesome Hunter: Smart 4bd Getaway near Mtn
10.0 out of 10, Exceptional, (2)
"Nice little house to stay in if you're looking to spend time in the mountains. It's old, for sure, but it was comfortable and conveniently located. Hosts were great about communicating. It was a nice, chill vacation."
Never Lonesome Hunter: Smart 4bd Getaway near Mtn
Chalet near Windham w/ hot tub
Living area
Chalet near Windham w/ hot tub
Chalet near Windham w/ hot tub
Cabin w/ Mountain Views, Hot Tub, AC, Pet + Family Friendly, WFH, Fireplace
Patio fireplace looking over Catskill mountains and the hot tub
Cabin w/ Mountain Views, Hot Tub, AC, Pet + Family Friendly, WFH, Fireplace
10.0 out of 10, Exceptional, (2)
"We had a great time staying at this house for the weekend. Everything was awesome and so thoughtfully put together. The attention to details made our experience even more special. The hot tub with the view and car charger were welcome amentities. I highly recommend this place!"
Cabin w/ Mountain Views, Hot Tub, AC, Pet + Family Friendly, WFH, Fireplace
3bdrm Cabin Chalet Upstate
The gorgeous dining area opening onto the deck with its amazing mountain views
3bdrm Cabin Chalet Upstate
3bdrm Cabin Chalet Upstate
Stream front Windham Villa Ski Mountain Retreat
Exterior
Stream front Windham Villa Ski Mountain Retreat
Stream front Windham Villa Ski Mountain Retreat
Luxurious 3BR/2BA Chalet w/ Panoramic Views Near Windham Mountain on 22+ Acres
The loft features a queen size sofa bed and our favorite views from the house.
Luxurious 3BR/2BA Chalet w/ Panoramic Views Near Windham Mountain on 22+ Acres
Luxurious 3BR/2BA Chalet w/ Panoramic Views Near Windham Mountain on 22+ Acres
Windham Immaculate Ski Chalet with Awesome Fire Pit.
View from property
Windham Immaculate Ski Chalet with Awesome Fire Pit.
9.8 out of 10, Exceptional, (7)
"We are a big family with 4 kids between 6 and 17 year old. The house is the perfect size for us! It's very clean and the linens are very comfortable. The location is so convenient! Less than 10 min drive to Windham ski resort. Peter is very responsive and accommodating! We had a great time!"
Windham Immaculate Ski Chalet with Awesome Fire Pit.
Mountain Modern Barn
Interior
Mountain Modern Barn
10.0 out of 10, Exceptional, (4)
"Yes, property was so easy to rent! Every single thing was explained! This was the most clean house that I had ever rented and they were extra supplies of everything. The grounds were beautiful. The house was"
Mountain Modern Barn
Mountain-Top Getaway with Hot Tub and Game Room!
Exterior
Mountain-Top Getaway with Hot Tub and Game Room!
Mountain-Top Getaway with Hot Tub and Game Room!
Charming Catskill Chalet near Belleayre
Interior
Charming Catskill Chalet near Belleayre
Charming Catskill Chalet near Belleayre
Don't see what you're looking for?
See all available properties in East 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.

Other property types in East Windham

Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
Outdoor spa tub
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
9.6 out of 10, Exceptional, (163)
"The house was fantastic. Close to Hunter Mountain Ski Resort and a cute one street town. Peter and Lara had both wood burning stoves going for us when we arrived. The house is wonderful with a fun separate hang out place for the kids. Well equipped kitchen. Comfortable beds. Hot tub with wonderful views. All the firewood you could ever need. We will be back for sure!"
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
The Tipsy Gypsy
Exterior
The Tipsy Gypsy
9.6 out of 10, Exceptional, (5)
"Amazing location right across the street from the entrance to Hunter. Very clean and spacious. Comfortable beds, well stocked kitchen. We had one glitch that was quickly addressed by our lovely host. We would come stay again!"
The price is AED 551
AED 1,252 total
includes taxes & fees
17 Jun - 18 Jun
The Tipsy Gypsy
Charming Artist's Retreat
Enchanted setting
Charming Artist's Retreat
10.0 out of 10, Exceptional, (114)
"This is our second time staying at the cottage. What beautiful weather in such a beautiful setting. Incredible motorcycle ride through the mountains. Thank you Maureen. Robin & Bruce"
Charming Artist's Retreat
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.

Recent reviews of East Windham hotels
Expedia verified reviews

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

5/5 Excellent
"Highly recommended! Everything was outstanding. Thank you "
A verified traveler stayed at Hunter Lodge, a Bluebird by Lark
Posted 3 days ago
Hunter Lodge, a Bluebird by Lark