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Compare 21 Chalets in Freehold 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

Lakefront w/Dock! Family Friendly Amenities, Close to skiing and Hudson, NY

8.8 out of 10, Excellent, (6)
"We very much enjoyed our time spent at Eagles Nest playing pickleball, ping pong, time at the pool and using the various boating equipment. Just beware as you may encounter a water snake or 2 but they are timid and we continued enjoying the dock activities such as fishing, kayaking, paddleboating or just laying on the floating mat. The kitchen and laundry room were extremely well appointed as was each bedroom with it's own tv. The lake is also an extremely quiet body of water. The one slight...
Lakefront w/Dock! Family Friendly Amenities, Close to skiing and Hudson, NY

🏔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

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! 🍁

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

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

cozy retreat with modern amenties

2.0 star property
The price is AED 799
AED 1,138 total
includes taxes & fees
24 Dec - 25 Dec
cozy retreat with modern amenties

Stunning A Frame Chalet, Game Rm, 5 min Windham Mt

Stunning A Frame Chalet, Game Rm, 5 min Windham Mt

Majestic Lake Front Chalet

2.0 star property
Majestic Lake Front Chalet

Cozy A frame nestled at the foot of Hunter Mountain

2.0 star property
Cozy A frame nestled at the foot of Hunter Mountain

Luxury Chalet, Disco, Sauna, HotTub, Firepit, Pet Friendly

3.0 star property
Luxury Chalet, Disco, Sauna, HotTub, Firepit, 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.
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Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (89)
"Fantastic place to stay! So homey, comfortable, and peaceful. Steven was a fabulous host, and his property is wonderful - in a beautiful garden. The room is large and beyond well equipped. No reason to pay more to stay downtown Hudson. We’re on a month-long New England road trip, and this has been our favorite stay! "
The price is AED 477
AED 515 total
includes taxes & fees
9 Jan - 10 January 2025
Micosta Leisure Inn

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

8.2 out of 10, Very Good, (42)
"We had a great time at the cabin! It was the perfect escape from the city. The view was gorgeous, and the cabin had everything we needed. We also tried to use the canoe but the padlock is stuck, it might be rusted/need to be replaced. Otherwise everything was perfect!"
The price is AED 459
AED 533 total
includes taxes & fees
25 Dec - 26 Dec
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

A-Frame of Mind

10.0 out of 10, Exceptional, (43)
"Beautiful, relaxing stay at this home in Saugerties. We loved the private location yet very close to Woodstock and Saugerties. Nick’s communication was fantastic, responding quickly to our questions. Safe, easy, flexible check in and check out. Inside was mix of rustic cabin and modern appliances, super clean. 100% recommend to anyone. "
A-Frame of Mind
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.