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Compare 24 Chalets in Middleburgh with updated reviews, rates, and availability.

Beautiful Chalet, mins to Hunter/Windham slopes

10.0 out of 10, Exceptional, (10)
"Really lovely house with a beautiful view."
Beautiful Chalet, mins to Hunter/Windham slopes

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!

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

8.4 out of 10, Very Good, (52)
"Overall, nice private location. House was not as clean as it could have been . Owner responsive to messages and requests!"
COZY WINTER SKI Getaway w Fireplace & PRIVATE Indoor Pool! 5 mins to Hunter Mtn!

Beautiful Windham Chalet 2 minutes to Town and the Mountain

3.0 star property
Beautiful Windham Chalet 2 minutes to Town and the Mountain

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"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

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

10.0 out of 10, Exceptional, (20)
"I booked the Hirox for a special restorative women’s wellness retreat centered around slowing down and immersing ourselves in the beautiful fall colors and mountain views. This place was absolutely perfect. Everything was clean, the kitchen so well stocked, and it was truly obvious how much thought and intention went into designing this lovely home. Joshua was so helpful in planning our weekend and was extremely responsive all the way through the booking process and our stay. I would absolutely...
Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres

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

10.0 out of 10, Exceptional, (17)
"Great location, lots of local hiking, beautiful area. House had a ton to offer for the kids, but we spent most of the time outside! Hosts very quick to respond and included thoughtful extras for our dogs. Highly recommend!"
Chalet w/Covered HOT TUB & OUTDOOR TV; fire pit, pool table, trail & playground!

Secluded Chalet in the Northern Catskills with FIBER Internet and EV hookup

10.0 out of 10, Exceptional, (6)
"We like to meet up with some friends from Maine about once a year near the halfway point between us. Ray's Chalet is a great place to chill out and relax with friends and family. The Chalet is very clean and there's plenty of room for everybody. Great for grilling, lawn games, bonfires, etc. Ray adds a lot of nice touches as well, but I won't ruin the surprises for you. (BTW--Ray, thanks for the spare toothbrush set up! Saved our lives when we had to bring the kids at the last minute due to...
Secluded Chalet in the Northern Catskills with FIBER Internet and EV hookup

🏔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 👀

Cozy Country Cabin with Amazing Mountain Farm Views and Nearby Lake! EV-King Bed

10.0 out of 10, Exceptional, (8)
"Relaxing remote location with lovely views of local farmland. Perfect wedding weekend getaway with our adult kids."
The price is SAR 1,498
SAR 3,894 total
includes taxes & fees
25 Jan - 26 January 2025
Cozy Country Cabin with Amazing Mountain Farm Views and Nearby Lake! EV-King Bed

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

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

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

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

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.

Chalet near Windham w/ hot tub

Chalet near Windham w/ hot tub

5 Star Gorgeous Cliffside Chalet with 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 with Panoramic Views

Cabin w/ Mountain Views, Hot Tub, AC, Pet + Family Friendly, WFH, Fireplace

10.0 out of 10, Exceptional, (3)
"We enjoyed our stay! Great views with the jacuzzi and fire pit. The house has all you need. Definitely will return just stay longer.. "
Cabin w/ Mountain Views, Hot Tub, AC, Pet + Family Friendly, WFH, Fireplace

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

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

Lakefront Chalet w/ game room 25 min. from skiing & snow tubing. Pet-friendly!

10.0 out of 10, Exceptional, (1)
"We had a wonderful stay! The house has everything you could possibly need for a fun weekend or week! So much to do between the lake and the games! We paddleboated, fished, played badminton, ping pong and cornhole! The host is very generous with her house, and just wants everyone to have a great time at her place! There are two loungers and four adirondack chairs down by the lake (not pictured) which is very nice! The house has everything you need to make meals if you don't want to go out. There...
The price is SAR 789
SAR 1,552 total
includes taxes & fees
13 Jan - 14 January 2025
Lakefront Chalet w/ game room 25 min. from skiing & snow tubing. Pet-friendly!

cozy retreat with modern amenties

2.0 star property
The price is SAR 817
SAR 1,164 total
includes taxes & fees
26 Dec - 27 Dec
cozy retreat with modern amenties
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 Middleburgh

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

10.0 out of 10, Exceptional, (144)
"We had another fun stay at the Dancing Horse Farm! The house has been upgraded with a new stove and other amenities. Huge home, to house several large families. Very well maintained and clean. We also visited the near by town for coffee and a nice brisk walk. Overall great time and look forward to coming again!"
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

Remodeled cozy country suite. Close to Cooperstown

10.0 out of 10, Exceptional, (55)
"The owner was very nice and accommodating. The place was cozy, clean, comfortable, and bright. "
Remodeled cozy country suite. Close to Cooperstown

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (97)
"Awesome"
Tuscan Year Round Beauty - Pickleball Court
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.