Top Chalets in Greene County in 2026

A multi-tiered waterfall surrounded by autumn foliage.

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Our top choices for Greene County chalets

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

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

Hunter

alain

SAR 836 total

includes taxes & fees

14 Oct - 15 Oct

A wooden deck with wicker chairs and a table, a wooden cabin, and a neatly trimmed hedge.

2. Jessie's Harvest House

Tannersville

David R.

SAR 756 total

includes taxes & fees

19 Oct - 20 Oct

A cabin with a deck, a fire pit, and a flag.

3. Private Chalet less than 1 mile to Ski Resort

Lanesville

Kasey S.

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.

4. Relaxing Mountain Hideaway - Hot Tub & Outdoors

Hensonville

Kyrill A.

SAR 2,555 total

includes taxes & fees

2 Nov - 3 Nov

5. Jessie's Harvest House

Tannersville

SAR 756 total

includes taxes & fees

19 Oct - 20 Oct

A covered outdoor area with a round glass table and chairs, a grill, and a view of a forested landscape.

6. Delightful 3-bedroom chalet with WiFi in Windham

Windham

Colette W.

A wooden deck with a table and chairs, a covered umbrella, and a view of the surrounding forest.

7. Modern 3BR/4BA Windham chalet w/ hot tub, views & mins to ski, bars, dining!

Windham

marcela p.

A two-story white house with a porch, a small front yard, and a clear blue sky.

8. Catskill getaway near Woodstock, Hunter, Hudson

Palenville

"The house is very large and the bedrooms are generous in size and easily accommodated our party of 8. We appreciated the garage parking for two cars, the welcome note and the bottle of wine from the host. Stanley was very responsive to my questions and was very accommodating to ensuring that the driveway was plowed and the garbage from the previous tenants was picked up despite the snowstorm. The Keurig coffee was a welcome addition to our stay. Please note that purchasing your own drinking...

Teodora M.

A two-story building with a flat roof and a small tower-like structure on the roof.

9. CHALET with INDOOR POOLHOUSE base of HUNTER mountain

Lanesville

Chris B.

A deck with outdoor furniture overlooking a lake and hills.

10. The Hunter Chalet

Hunter

Ruben L.

A modern two-story house with a wooden exterior and a balcony with string lights.

11. Modern Mountain View Chalet in Windham

Windham

The Natural Swimming Pond, featuring peastone beach area for entry exit and a waterfall feature. Your own private mountain oasis for your next getaway, event or retreat!

12. Family-Friendly Windham Estate, Swimming Pond, Spa

Windham

clare b.

A rustic cabin with a porch, surrounded by dense forest.

13. Never Lonesome Hunter: Smart 4bd Getaway near Mtn

Hunter

Georgie P.

14. Jessie's Harvest House Suite

Tannersville

Matthew M.

SAR 650 total

includes taxes & fees

21 Oct - 22 Oct

A wooden deck with outdoor furniture, including a table and chairs, overlooking a forested area.

15. Lakefront Chalet with Private Dock

Athens

"Incredible experience at a lakeside oasis. Our group visited for the weekend and wish we had stayed longer! The house being right on the lake with kayaks and paddleboats easily accessible, fireplace ambiance, and nearby pools and tennis courts made for a fun-filled active weekend. The host was extremely helpful and very quick to respond to any questions we had, 11/10 would highly recommend and return for another visit soon."

Jared O.