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Search Chalets in Middleburgh from CA $173

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Browse Select Middleburgh Chalets

Our top choices for Middleburgh chalets

Beautiful Chalet, mins to Hunter/Windham slopes

9.8 out of 10, Exceptional, (18)
"Easy trip to the mountain. Beautiful view. Plenty of room. "
Beautiful Chalet, mins to Hunter/Windham slopes

cozy retreat with modern amenties

2.0 star property
The price is CA $303
CA $431 total
includes taxes & fees
Aug 23 - Aug 24
cozy retreat with modern amenties

Chalet w/HOT TUB & OUTDOOR TV, Fire Pit, Pool Nearby, Prvt. trail & playground!

10.0 out of 10, Exceptional, (22)
"Nice place for a skiing holiday"
The price is CA $413
CA $829 total
includes taxes & fees
Aug 26 - Aug 27
Chalet w/HOT TUB & OUTDOOR TV, Fire Pit, Pool Nearby, Prvt. trail & playground!

Private Chalet less than 1 mile to Ski Resort

9.8 out of 10, Exceptional, (8)
"Cozy stay for our family of four!"
Private Chalet less than 1 mile to Ski Resort

Rustic Mountain view Cabin 5 mins to Ski Area!

10.0 out of 10, Exceptional, (4)
"Cozy great view close to the mountain"
Rustic Mountain view Cabin 5 mins to Ski Area!

PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals

8.4 out of 10, Very good, (61)
"The home was nice and cozy. The owner was soo nice and soo responsive. Great place fo rent. "
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

10.0 out of 10, Exceptional, (10)
"Perfect, cozy place to stay for a ski weekend!"
The price is CA $173
CA $300 total
includes taxes & fees
Aug 25 - Aug 26
1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. 5 min from Windham Ski

10.0 out of 10, Exceptional, (2)
"Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful."
The price is CA $1,040
CA $1,993 total
includes taxes & fees
Sep 9 - Sep 10
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. 5 min from Windham Ski

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

2.0 star property
7.6 out of 10, Good, (5)
"Nice big house that was accommodating for 4 families. Great location to Roxbury and Plattekill. Big sledding hill in backyard for kids. Would rent again."
Charming chalet with 5 bedrooms and WiFi, fitness room in peaceful Roxbury

Family-Friendly Windham Estate, Swimming Pond, Spa

9.8 out of 10, Exceptional, (37)
"Worked out perfectly"
Family-Friendly Windham Estate, Swimming Pond, Spa

Never Lonesome Hunter: Smart 4bd Getaway near Mtn

10.0 out of 10, Exceptional, (3)
"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

The Hunter Chalet

10.0 out of 10, Exceptional, (5)
"Great location and lots of space for a large group! Beautiful views and large yard for kids to run around. Comfortable beds and spacious rooms/bathrooms. "
The Hunter Chalet

Luxury Chalet, Firepit, Sauna, Pet Friendly, 5 mins to Windham Mtn resort

3.0 star property
Luxury Chalet, Firepit, Sauna, Pet Friendly, 5 mins to Windham Mtn resort

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

10.0 out of 10, Exceptional, (24)
"The property was beautiful and Joshua was very easy to communicate with and very helpful regarding any questions "
Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres

Windham Immaculate Ski Chalet with Awesome Fire Pit. Available 25/26 Ski Season!

9.8 out of 10, Exceptional, (8)
"Very clean, stylish and retro chalet was a pleasure to stay in. Kitchen was well stocked and plenty of places to sleep for our crew of 8 adults, though some slept on bunks (very comfy ones though!) You could see two neighbors from the house, but it was nice and tucked away and felt private. Owners were communicative and pleasant to work with. Great location with proximity to food shopping and outdoor activities. Would definitely stay again."
Windham Immaculate Ski Chalet with Awesome Fire Pit. Available 25/26 Ski Season!

Luxe Party Retreat: Theater/Karaoke/Games/Hot tub/swimming pool

10.0 out of 10, Exceptional, (1)
"Everything was as advertised and do easy to use. It was luxurious and modern yet cozy and accessible. Steve was a delight and so helpful as a host. We will absolutely be back."
Luxe Party Retreat: Theater/Karaoke/Games/Hot tub/swimming pool

This chalet is a 4 bedroom(s), 3 bathrooms, located in Hensonville, NY.

The price is CA $291
CA $817 total
includes taxes & fees
Sep 9 - Sep 10
This chalet is a 4 bedroom(s), 3 bathrooms, located in Hensonville, NY.

Delightful 3-bedroom chalet with WiFi in Windham

Delightful 3-bedroom chalet with WiFi in Windham

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

10.0 out of 10, Exceptional, (3)
"We enjoyed a week here with our two daughters and their husbands. The chalet was fantastic, as was the scenery. highly recommend this location."
The price is CA $695
CA $1,169 total
includes taxes & fees
Aug 24 - Aug 25
Cabin w/ Mountain Views, Hot Tub, AC, Pet + Family Friendly, WFH, Fireplace

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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Top Middleburgh Hotel Reviews