Top Chalets in Montgomery County in 2026

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Top cities in Montgomery County

A panoramic view of a historic city with a prominent train station, a river, and dense urban architecture.

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Our top choices for Montgomery County chalets

A two-story house with a balcony, a satellite dish, and a deck area.

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

Summit

"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!"

Jamie W.

A cabin with a balcony, surrounded by rocks and trees.

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

Caroga Lake

"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!"

Amanda S.

A rustic cabin with a large tree in front, a small porch, and a car parked nearby.

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

Cooperstown

"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."

Nathaniel W.

A modern two-story house with a stone facade, large windows, and a prominent gable roof.

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

Northville

A campground with multiple cabins, a paved driveway, picnic tables, and a fenced playground area.

5. Chalet Village

Milford

A red and white chalet-style building with a balcony, large windows, and a white picket fence.

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

Esperance

Valerie

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Top reviews in Montgomery County

A large, two-story house with a white picket fence, a snow-covered roof, and a lit Christmas tree.

The Springwater B&B

Saratoga Springs

10/10 Excellent

Georgie

A wooden porch with a view of a road and distant trees during sunset.

The Meadowlark Inn

Cherry Valley

10/10 Excellent

Our family of five (2 adults and 3 kids) really enjoyed our stay at the Meadowlark Inn. It's a small but we'll maintained establishment just off one of the main roads. As you can see from the pictures, there is a lot of space for kids to run around outside including a well maintained baseball field! Austin is a fantastic host. He goes out of his way to make you feel at home. The Inn is also 15 min from Cooperstown so it's a great place to stay if you are planning a trip to the baseball hall of...

Jason

A sign for Grand Colonial Bed and Breakfast with a brick building in the background.

Grand Colonial B&B

Herkimer

10/10 Excellent

Bruce

A historic building with a covered front porch, large windows, and a staircase leading to the entrance.

Saratoga Arms

Downtown Saratoga Springs

10/10 Excellent

Rebecca

An outdoor patio with a stone wall, a blue sofa, orange chairs, and a glass-top table.

Hampton Inn Cooperstown

Cooperstown

10/10 Excellent

James

A hotel with a prominent "Embassy Suites" sign, a covered entrance, and a well-lit facade.

Embassy Suites Saratoga Springs

Downtown Saratoga Springs

10/10 Excellent

William

An outdoor patio with a stone table and chairs, a pergola with string lights, and a view of a parking lot and trees.

Homewood Suites by Hilton Clifton Park

Clifton Park

10/10 Excellent

This hotel is well maintained and CLEAN. The staff is fabulous and welcoming. From the moment you checki-in, to breakfast by Shannon and the welcome even from the cleaning and maintenance crew, the entire staff is well mannered, kind, hospitile and smiling. Breakfast is amazing, hot, fast, delicious, organized and plentiful. The rooms are updated, CLEAN and spacious. Parking is easily accessible and FREE. Overall great value for the money and stay..!

Asia

A house with a porch, two chairs, a hanging flower basket, and a door.

KC's Corner Motel

East Springfield

10/10 Excellent

My daughters and I had a very nice and comfortable two-night stay at KC’s Corner Motel. The room was very clean, with extremely comfortable beds, nice linens and the decor was new age industrial chic. We enjoyed the quick and easy check in process and the communication with the owners was excellent. The amenities of the room were great; wifi, tv, fridge, etc., and my daughters were delighted there was a hair dryer available. A nice side table with two chairs were a nice touch to the room...

Jonathan