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Compare 31 Chalets in East Windham with updated reviews, rates, and availability.

Beautiful Chalet, mins to Hunter/Windham slopes

10.0 out of 10, Exceptional, (12)
"We had a lovely stay and hope to stay again sometime soon :) The house was exactly as described and well stocked! The house was very big and had comfortable beds. The one thing that was note noted on VBRO was the indoor fireplace is not available for use of renters so keep that in mind. That was a big reason I booked the house as having an indoor fireplace is a treat, but it wasn't until we received our check in instructions was that noted. "
Beautiful Chalet, mins to Hunter/Windham slopes

COZY WINTER SKI Getaway w Fireplace & PRIVATE Indoor Pool! 5 mins to Hunter Mtn!

8.4 out of 10, Very Good, (56)
"Perfect for our ski/snowboarding getaway! Very secluded location. "
COZY WINTER SKI Getaway w Fireplace & PRIVATE Indoor Pool! 5 mins to Hunter Mtn!

This spacious log cabin on a back mountain road leads directly to Hunter ski lifts

This spacious log cabin on a back mountain road leads directly to Hunter ski lifts

Luxury 3300 sqft Ski & Golf Chalet,2 fireplaces & Firepit.5 min from Windham Ski

10.0 out of 10, Exceptional, (2)
"We love the cabin and the location is even better. Plenty of room for two families and the property is very well kept. We would definitely stay again. Thanks!"
The price is AED 1,785
AED 3,442 total
includes taxes & fees
24 Feb - 25 Feb
Luxury 3300 sqft Ski & Golf Chalet,2 fireplaces & Firepit.5 min from Windham Ski

Modern Swiss Ski Chalet with Tennis Court, Outdoor pit and multiple fireplaces

10.0 out of 10, Exceptional, (2)
"Great location and decent building! Amina is such a nice host and a huge plus! She was accommodating and answered all our requests and questions promptly and solved issues in a timely manner. The only thing we would like to remind the other guest is that please bring lots and lots of bottled water since the tap water is slimy and you need bottle water for both cooking and drinking."
Modern Swiss Ski Chalet with Tennis Court, Outdoor pit and multiple fireplaces

Beautiful Windham Chalet 2 minutes to Town and the Mountain

3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect spot! Easy access to downtown and the slopes. Warm and accommodating. Besides not being able to find the fire tv remote stuck in the basement couch for the first day, a few dirty dishes but otherwise awesome! Would have been nice to have deck stairs shoveled for our arrival, but that wasn't a real concern at all! Plenty of firewood and starters! Would definitely stay here again! "
Beautiful Windham Chalet 2 minutes to Town and the Mountain

Luxurious & Serene 2 Acre Mountain Cabin Retreat - 3 Bedrooms - Fully stocked

2.0 star property
10.0 out of 10, Exceptional, (1)
"We had such an amazing time at this house. It was extremely clean and had everything that we needed to have the perfect evening. The property is super nice and definitely took advantage of the gazebo overlooking the pond. The location is great and it is very close to both Hunter and Windham. We will definitely be coming back"
Luxurious & Serene 2 Acre Mountain Cabin Retreat - 3 Bedrooms - Fully stocked

Rustic Mountain view Cabin 5 mins to Ski Area!

10.0 out of 10, Exceptional, (4)
"Cozy great view close to the mountain"
The price is AED 1,833
AED 2,064 total
includes taxes & fees
17 Feb - 18 Feb
Rustic Mountain view Cabin 5 mins to Ski Area!

Cozy Silo with Sunset Mountain Views

9.6 out of 10, Exceptional, (5)
"We wanted to get out of the city for a few days and this was the perfect spot. It was so cozy, clean, and we got lucky to get snow! Olga was super communicative and a great host. "
Cozy Silo with Sunset Mountain Views

Chalet w/Covered HOT TUB & OUTDOOR TV; fire pit, pool table, trail & playground!

10.0 out of 10, Exceptional, (19)
"We stayed for Christmas to be close to family ! Very cozy yet spacious ! Kids loved the pool table and hot tub . "
Chalet w/Covered HOT TUB & OUTDOOR TV; fire pit, pool table, trail & playground!

Charming chalet with 5 bedrooms and WiFi, fitness room in peaceful Roxbury

2.0 star property
8.0 out of 10, Very Good, (2)
"Nice living and dining space. Plenty of room to spread out. with 3 bedrooms up and 2 down you can. A few of the outlets are not currently working and there may be a yellowjacket nest that needs to be dealt with near the back deck. Outside of that I would rent it again "
Charming chalet with 5 bedrooms and WiFi, fitness room in peaceful Roxbury

🏔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 Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres

10.0 out of 10, Exceptional, (21)
"Amazing property with excellent hosts.Our whole family loved!!!"
Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres

Private Chalet less than 1 mile to Ski Resort

9.6 out of 10, Exceptional, (5)
"Really great property for our family of four (two young kids) and our late December trip to Hunter Mountain. The kids loved playing in the loft and we had ample space for all in the kitchen and family room. Incredibly easy ride to the mountain each morning. Property is also set back a bit from the road which makes it feel a bit more private. Would definitely stay again."
Private Chalet less than 1 mile to Ski Resort

Windham Immaculate Ski Chalet with Awesome Fire Pit.

9.8 out of 10, Exceptional, (8)
"Our family really enjoyed this home over a long fall weekend. The home is immaculate with plenty of space/bathrooms for my 3 adult kids and my husband and I. The kitchen is well stocked with everything needed. Plenty of paper products, soaps, basic spices. I appreciated how clean it was. Communication with the host was great, very responsive. We thoroughly enjoyed both the indoor fireplace and outdoor fire pit. Beautiful area for long hikes and to enjoy everything Windham has to offer. Would...
Windham Immaculate Ski Chalet with Awesome Fire Pit.

🍂 Fall Escape! Stunning 3BR/3BA Condo on Hunter Mountain - Book Now! 🍁

🍂 Fall Escape! Stunning 3BR/3BA Condo on Hunter Mountain - Book Now! 🍁

Chic Stream-side Chalet with Mountain View and Vintage Designer Furnishings

Chic Stream-side Chalet with Mountain View and Vintage Designer Furnishings

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

4.0 out of 10, (1)
"We stayed here on a ski trip with friends. The property manager forgot to have the house cleaned before we came, and as a result the cleaners arrived when we arrived to check in. We wanted to eat dinner at the house but were forced to go out for dinner since it was not ready. The house was missing any blinds in 2 of the three main bedrooms (a big deal for parents with kids who wake up with the sun), and the tv did not work. The main toilet was brown and disgusting and master toilet was not...
Chalet near Windham w/ hot tub

5 Star Gorgeous Cliffside Chalet w Panoramic Views

10.0 out of 10, Exceptional, (1)
"This home is a beautiful refuge. Lots of windows offer breathtaking views and colorful sunsets. The house is well-furnished and equipped. The owner was accessible and invested in our comfort in his home. Renters should understand, however, that the primary bedroom is in a loft, with no shades or drapes to cover the windows. If all that light/exposure would be a sleep issue for other renters, they should bring a good sleep mask. "
5 Star Gorgeous Cliffside Chalet w Panoramic Views
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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Other property types in East Windham

True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!

2.0 star property
9.8 out of 10, Exceptional, (28)
"Great place and location. We have been staying at different condo places for the past 3 Winter Ski season. This is by far the best. Matt is great. "
The price is AED 577
AED 995 total
includes taxes & fees
5 Mar - 6 Mar
True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!

Postcard Cabins Eastern Catskills

2.0 star property
8.0 out of 10, Very Good, (4)
"I had an amazing weekend.! Away from everything."
The price is AED 459
AED 496 total
includes taxes & fees
4 Mar - 5 Mar
Postcard Cabins Eastern Catskills

Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing

10.0 out of 10, Exceptional, (128)
"Stayed at the house over Christmas with family. The house is well-appointed with excellent heat. Hosts were excellent at communicating with us when we had questions."
Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing
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.