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

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!
Beautiful Chalet, mins to Hunter/Windham slopes
10.0 out of 10, Exceptional, (7)
"We booked our house for a mini family reunion and this house was perfect. The house was clean and well stocked, the beds were very comfortable and the setting of the house was calming and peaceful. We would definitely book again"
Beautiful Chalet, mins to Hunter/Windham slopes
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
Beautiful Windham Chalet 2 minutes to Town and the Mountain
3.0 star property
Beautiful Windham Chalet 2 minutes to Town and the Mountain
cozy retreat with modern amenties
2.0 star property
cozy retreat with modern amenties
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 RoomđŸ•čFire PitđŸ”„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 RoomđŸ•čFire PitđŸ”„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
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, (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.
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, (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
🍂 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
Family friendly home with a large yard
Family friendly home with a large yard
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
Stunning A Frame Chalet, Game Rm, 5 min Windham Mt
Stunning A Frame Chalet, Game Rm, 5 min Windham Mt
Cozy chalet wih hot tub -5 minutes from Windham Mountain
Cozy chalet wih hot tub -5 minutes from Windham Mountain
Majestic Lake Front Chalet
2.0 star property
Majestic Lake Front Chalet
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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 Freehold

Micosta Leisure Inn
3.0 star property
9.0 out of 10, Wonderful, (83)
"The owner was fantastic! Super kind and accommodating. Very available for any help or questions. Well maintained, clean and quiet property. Would definitely stay there again! "
The price is SAR 423
SAR 457 total
includes taxes & fees
11 Oct - 12 Oct
Micosta Leisure Inn
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.4 out of 10, Very Good, (41)
"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 SAR 469
SAR 544 total
includes taxes & fees
2 Oct - 3 Oct
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Tuscan Year Round Beauty - Pickleball Court
10.0 out of 10, Exceptional, (94)
"Hard to decide where to begin
one of the nicest rental homes in the Windham area! Outside amenities are incredible - the firepit is amazing, the outdoor kitchen provides so many wonderful options (outdoor pizza oven was a hit) The inside provides fabulous space for all - even when the weather doesn’t cooperate. Rick and Alan were a pleasure to deal with. We look forward to a return trip!"
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.