A cave entrance surrounded by lush greenery and trees.

Chalets in Ulster County

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Ulster County chalets

Exterior

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

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Gardiner
10.0 out of 10, Exceptional, (17 reviews)
"Amazing space, amenities and view! A perfect winter getaway. "
United States
Lee E.
The price is AED 578
AED 981 total
includes taxes & fees
1 Jul - 2 Jul
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Exterior

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

Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
Big Indian
10.0 out of 10, Exceptional, (24 reviews)
"Room was spotless and amenities were great."
United States
Richard
The price is AED 1,848
AED 2,366 total
includes taxes & fees
29 Jun - 30 Jun
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
Exterior

Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
New Paltz
10.0 out of 10, Exceptional, (17 reviews)
"Fabulous! Would definitely go back."
United States
Christine D.
The price is AED 1,157
AED 2,641 total
includes taxes & fees
14 Jul - 15 Jul
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
Exterior

Cozy Silo with Sunset Mountain Views near Woodstock

Cozy Silo with Sunset Mountain Views near Woodstock
Willow
9.8 out of 10, Exceptional, (18 reviews)
"Spectacular location, great place to stay, and a wonderful host"
United States
Dennis T.
Cozy Silo with Sunset Mountain Views near Woodstock
Outdoor dining

Charming 4 bedroom chalet, 2 fireplaces

Charming 4 bedroom chalet, 2 fireplaces
Big Indian
10.0 out of 10, Exceptional, (3 reviews)
"Clean and cozy with great vicinity to things to do nearby. Host was super communicative and helpful. We had a great stay."
United States
Aedan R.
Charming 4 bedroom chalet, 2 fireplaces
Exterior

Never Lonesome Woodland Valley: Cozy 2bd Cottage!

Never Lonesome Woodland Valley: Cozy 2bd Cottage!
Phoenicia
9.4 out of 10, Exceptional, (12 reviews)
"The place was beautiful, spacious and cozy. Highly recommend it if you are looking for a quiet and relaxing time. "
United States
Gabriel
Never Lonesome Woodland Valley: Cozy 2bd Cottage!
Outdoor dining

Serene & Bright: Minnewaska Mtn Views ~ Deck ~BBQ

Serene & Bright: Minnewaska Mtn Views ~ Deck ~BBQ
Kerhonkson
Serene & Bright: Minnewaska Mtn Views ~ Deck ~BBQ
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.
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Top Ulster County Hotel Reviews

Overlook Hotel

Overlook Hotel

10/10 Excellent
"Super communicative, helpful staff! Room was comfortable, cozy and well appointed. The location of the hotel was convenient to many Catskills town and attractions. Great one night stay, would definitely book again for a longer stay next time too!!!"
Sarah Lynn 1-night trip
Posted 7 hours ago
Overlook Hotel