Chalets in Montgomery County

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Our top choices for Montgomery County chalets

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

Secluded Chalet in the Northern Catskills with FIBER Internet and EV hookup
Summit
10.0 out of 10, Exceptional, (15 reviews)
"We enjoyed our stay at this beautiful, private, pet-friendly home in Summit, NY. It was clean, comfortable, and spacious with great features/amenities (e.g. comfy beds, fire pit, wrap-around porch, etc.) and many great tourist attractions nearby (Howe Caverns, Baseball Hall of Fame, state parks for scenic hiking) for our family to enjoy. The host was friendly, helpful, and quick to respond. We were sad to leave and hope to return in the future!"
United States
Jamie W.
Secluded Chalet in the Northern Catskills with FIBER Internet and EV hookup

2. Hawk Hill: A Private Adirondack Escape on 220 Scenic Acres — The Perfect Retreat

Hawk Hill: A Private Adirondack Escape on 220 Scenic Acres — The Perfect Retreat
Caroga Lake
10.0 out of 10, Exceptional, (2 reviews)
"The house was beautiful! The house was very clean and accommodating. Family friendly, the kids loved the game room. You’re so close to town if you need to pop in and grab a few last minute things, but far enough away for peace and quiet. Frank was an amazing host. We enjoyed our time there. The property is gorgeous. I will definitely be recommending this property to everyone I know who is looking for a house to stay in Caroga Lake!"
United States
Amanda S.
Hawk Hill: A Private Adirondack Escape on 220 Scenic Acres — The Perfect Retreat

3. Woodview Retreat 3-bedroom Chalet in charming Cooperstown with Pool

Woodview Retreat 3-bedroom Chalet in charming Cooperstown with Pool
Cooperstown
9.8 out of 10, Exceptional, (6 reviews)
"For what my family needed while my son was playing in all-Star Village, this was the perfect place for the week. Cooperstown families- Keep in mind, it's close to Dreams Park but 30 minutes from All-Star Viallage (we were aware of the drive time)If you want fancy or are a bougie person, maybe pick somewhere else. Otherwise, I couldn't ask for more. The place was nice, clean and had everything we needed for two full families."
United States
Nathaniel W.
Woodview Retreat 3-bedroom Chalet in charming Cooperstown with Pool

4. South Shore Chalet-Lake View with Docks- Family Friendly

South Shore Chalet-Lake View with Docks- Family Friendly
Northville
South Shore Chalet-Lake View with Docks- Family Friendly

5. Chalet Village

Chalet Village
3.0 star property
Milford
Chalet Village

6. Beautiful 3-bedroom chalet with a private 5 acre pond in Esperance

Beautiful 3-bedroom chalet with a private 5 acre pond in Esperance
Esperance
10.0 out of 10, Exceptional, (10 reviews)
"What a great place to stay, central for our needs, even got a chance to visit Lake George. The pond was so wonderful, all to ourselves, fishing with the boats provided, so many amenities provided. Netted outdoor space for early morning coffee, evenings of bird calls and great barbecues. Thank you so much, will visit again!!"
United States
Valerie
Beautiful 3-bedroom chalet with a private 5 acre pond in Esperance
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.

Top reviews in Montgomery County

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