Search Chalets in Upstate New York

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Chalets in Upstate New York and around

The Wilderness Inn

3.0 star property
9.4 out of 10, Exceptional, (156)
"It was a very clean property, they were always attentive to any problem, it is a very quiet area, I will book again at this place."
The Wilderness Inn

cozy retreat with modern amenties

2.0 star property
The price is €265
includes taxes & fees
28 Aug - 29 Aug
cozy retreat with modern amenties

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

2.0 star property
10.0 out of 10, Exceptional, (2)
The price is €301
includes taxes & fees
15 Sept - 16 Sept
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

western Catskills YURT

10.0 out of 10, Exceptional, (1)
"Property was great. Owner is very polite and had a great phone conversations wi"
The price is €197
includes taxes & fees
20 Aug - 21 Aug
western Catskills YURT

Creekside Chalet

9.8 out of 10, Exceptional, (37)
"We had a great time beautiful area, the owners were very accommodating and helpful! Thank you for a wonderful Thanksgiving!"
The price is €237
includes taxes & fees
20 Aug - 21 Aug
Creekside Chalet

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

9.6 out of 10, Exceptional, (53)
"Great location, Great Hot Tub, Great Catskills Mountains "
The price is €226
includes taxes & fees
1 Sept - 2 Sept
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

10.0 out of 10, Exceptional, (10)
"Perfect, cozy place to stay for a ski weekend!"
The price is €189
includes taxes & fees
20 Aug - 21 Aug
1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville

9.8 out of 10, Exceptional, (6)
"Great place, super friendly with awesome communication, thank you! "
The price is €189
includes taxes & fees
27 Aug - 28 Aug
Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville

Not Your Everyday Mini Chalet, foot of Holiday Valley Resort! Walk to Downtown

10.0 out of 10, Exceptional, (20)
"This was a perfect place for a little family weekend trip to Ellicottville. Thank you!! "
Not Your Everyday Mini Chalet, foot of Holiday Valley Resort! Walk to Downtown

The Chalet - Rustic Retreat

8.4 out of 10, Very good, (7)
"Just enough accommodations for a comfortable stay."
The price is €312
includes taxes & fees
10 Sept - 11 Sept
The Chalet - Rustic Retreat

Jessie's Harvest House

10.0 out of 10, Exceptional, (1)
"For the location it is located it is a great place to stay. The rooms were clean and the beds and sheets were great. There is a restaurant on property so need to go far for something to eat. If I am ever in the area again I would definitely stay again. "
The price is €167
includes taxes & fees
20 Aug - 21 Aug
Jessie's Harvest House

Sun and Snow Escape: Ski/Golf Condo in Peek'n Peak

9.6 out of 10, Exceptional, (10)
"The place was nice and clean and welcoming. "
The price is €298
includes taxes & fees
20 Aug - 21 Aug
Sun and Snow Escape: Ski/Golf Condo in Peek'n Peak

Family Chalet with Fireplace under Pine trees

9.6 out of 10, Exceptional, (13)
"the cabin we stayed at was exactly as the description provided by the owners (100% accurate). what a great place to come back to after a wonderful, but hard day of hiking up Wright Peak in the High Peaks. Clean, comfortable, and a hot shower with good water pressure especially appreciated! So was having a keurig coffee maker, stocked with coffee fixin's! thank you!"
Family Chalet with Fireplace under Pine trees

Rustic Cabin in beautiful environment under Pine Trees

9.4 out of 10, Exceptional, (3)
"Very clean, beds had very soft mattresses , not comfortable. Other than that good place for the price"
Rustic Cabin in beautiful environment under Pine Trees

Wooded Lakefront Oasis w/ Kayaks, Game room & Lakeside Fire Ring

10.0 out of 10, Exceptional, (1)
"We had a wonderful stay! The house has everything you could possibly need for a fun weekend or week! So much to do between the lake and the games! We paddleboated, fished, played badminton, ping pong and cornhole! The host is very generous with her house, and just wants everyone to have a great time at her place! There are two loungers and four adirondack chairs down by the lake (not pictured) which is very nice! The house has everything you need to make meals if you don't want to go out. There...
The price is €403
includes taxes & fees
25 Aug - 26 Aug
Wooded Lakefront Oasis w/ Kayaks, Game room & Lakeside Fire Ring

2 Bedroom Chalet with Fireplace

9.6 out of 10, Exceptional, (35)
"Perfect setup for us to explore the area, would definitely recommend! "
The price is €243
includes taxes & fees
21 Aug - 22 Aug
2 Bedroom Chalet with Fireplace

Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

10.0 out of 10, Exceptional, (16)
"House was great, hosts were very accommodating. Location was perfect to get to Belleayre Mountain. "
The price is €725
includes taxes & fees
20 Aug - 21 Aug
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

Chalet w/HOT TUB & OUTDOOR TV, Fire Pit, Pool Nearby, Prvt. trail & playground!

10.0 out of 10, Exceptional, (22)
"Nice place for a skiing holiday"
The price is €521
includes taxes & fees
26 Aug - 27 Aug
Chalet w/HOT TUB & OUTDOOR TV, Fire Pit, Pool Nearby, Prvt. trail & playground!

This chalet is a 4 bedroom(s), 2 bathrooms, located in Hensonville, NY.

The price is €580
includes taxes & fees
2 Sept - 3 Sept
This chalet is a 4 bedroom(s), 2 bathrooms, located in Hensonville, NY.

UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome

10.0 out of 10, Exceptional, (61)
"Next time we come out to ski I know where we will be staying! Everything was perfect! Thank you to our hosts what a wonderful place to stay "
The price is €514
includes taxes & fees
20 Aug - 21 Aug
UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Upstate New York Hotel Reviews