The Best Middleburgh, NY Chalets from $221

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Our top choices for Middleburgh chalets

A multi-story building with "NY LOTTERY" signage, featuring a modern architectural design with a mix of brick and glass facades.

1. cozy retreat with modern amenties

Delmar

$287 nightly

Oct 23 - Oct 24

Total with taxes and fees

A picnic setup with a wine glass, bottle, cheese, tomatoes, and grapes on a wooden table with a view of a grassy field and hills.

2. Relaxing Mountain Hideaway - Hot Tub & Outdoors

Hensonville

Kyrill A.

$635 nightly

Nov 1 - Nov 2

Total with taxes and fees

A snowy landscape with a wooden deck and a house in the background.

3. Beautiful Windham Chalet 2 minutes to Town and the Mountain

Windham

John K.

$616 nightly

Nov 1 - Nov 2

Total with taxes and fees

A log cabin with a porch, a staircase, and a garage.

4. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Hunter

alain

$205 nightly

Oct 25 - Oct 26

Total with taxes and fees

A snow-covered deck with a fire pit, a chair, and a table with drinks and a game box.

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

Lexington

Steven K.

$814 nightly

Nov 8 - Nov 9

Total with taxes and fees

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Top Middleburgh Hotel Reviews

Kaatskill Mountain Club & Condos by Vail Resorts

8/10 Good

"Good overall stay, convenient location and would stay again if we visit the area."

Hotel Vienna

10/10 Excellent

"Cute, clean, well maintained hotel located in a very accessible area. Continental breakfast was well stocked and there was coffee, espresso and tea available throughout the day. The staff were friendly and very helpful looking for restaurants and provided helpful tips for visiting Kaaterskill falls (which was amazing). There is a beautiful walking path attached to the property. We didn’t use the pool or sauna but it looked very nice!"