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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Chalets in Windham

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

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 NZ$439
includes taxes & fees
1 Sept - 2 Sept
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Beautiful Chalet, mins to Hunter/Windham slopes
Fireplace

Beautiful Chalet, mins to Hunter/Windham slopes

9.8 out of 10, Exceptional, (18)
"Easy trip to the mountain. Beautiful view. Plenty of room. "
Beautiful Chalet, mins to Hunter/Windham slopes
Jessie's Harvest House
Bar (on property)

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 NZ$325
includes taxes & fees
25 Aug - 26 Aug
Jessie's Harvest House
Mountain Chalet with Breathtaking Panoramic Views
Property grounds

Mountain Chalet with Breathtaking Panoramic Views

9.8 out of 10, Exceptional, (173)
"Very pleasant stay close to markets, restaurant and ski resort. Lee was very responsive "
Mountain Chalet with Breathtaking Panoramic Views
Cozy Silo with Sunset Mountain Views near Woodstock
Exterior

Cozy Silo with Sunset Mountain Views near Woodstock

9.8 out of 10, Exceptional, (15)
"What a great place! Comfortable, quiet, and secluded. A wonderful place for a getaway. Thank you!"
Cozy Silo with Sunset Mountain Views near Woodstock
Stunning Catskills Cabin Getaway, facing BelleAyre
Smart TV, fireplace, ping pong, video library

Stunning Catskills Cabin Getaway, facing BelleAyre

9.8 out of 10, Exceptional, (126)
"Great property for a ski trip to Belleayre. Close to the mountain. "
Stunning Catskills Cabin Getaway, facing BelleAyre
Chalet w/HOT TUB & OUTDOOR TV, Fire Pit, Pool Nearby, Prvt. trail & playground!
Pool

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 NZ$1,016
includes taxes & fees
26 Aug - 27 Aug
Chalet w/HOT TUB & OUTDOOR TV, Fire Pit, Pool Nearby, Prvt. trail & playground!
Private Chalet less than 1 mile to Ski Resort
Exterior

Private Chalet less than 1 mile to Ski Resort

9.8 out of 10, Exceptional, (8)
"Cozy stay for our family of four!"
Private Chalet less than 1 mile to Ski Resort
Rustic Mountain view Cabin 5 mins to Ski Area!
Outdoor spa tub

Rustic Mountain view Cabin 5 mins to Ski Area!

10.0 out of 10, Exceptional, (4)
"Cozy great view close to the mountain"
Rustic Mountain view Cabin 5 mins to Ski Area!
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
Dining

PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals

8.4 out of 10, Very good, (61)
"The home was nice and cozy. The owner was soo nice and soo responsive. Great place fo rent. "
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Fridge, microwave, oven, stovetop

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 NZ$368
includes taxes & fees
25 Aug - 26 Aug
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
Exterior

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

10.0 out of 10, Exceptional, (17)
"House was great, hosts were very accommodating. Location was perfect to get to Belleayre Mountain. "
The price is NZ$1,426
includes taxes & fees
25 Aug - 26 Aug
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
Jessie's Harvest House
Outdoor dining

Jessie's Harvest House

The price is NZ$325
includes taxes & fees
25 Aug - 26 Aug
Jessie's Harvest House
Catskill Chalet: Serene Mountain Escape
Terrace/patio

Catskill Chalet: Serene Mountain Escape

10.0 out of 10, Exceptional, (12)
"Cozy home located 5 minutes from bellarye mt. Taco bar next to house was a plus."
Catskill Chalet: Serene Mountain Escape
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. 5 min from Windham Ski
Fridge, microwave, oven, stovetop

Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. 5 min from Windham Ski

10.0 out of 10, Exceptional, (2)
"Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful."
The price is NZ$2,509
includes taxes & fees
25 Aug - 26 Aug
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. 5 min from Windham Ski
Charming chalet with 5 bedrooms and WiFi, fitness room in peaceful Roxbury
Living area

Charming chalet with 5 bedrooms and WiFi, fitness room in peaceful Roxbury

2.0 star property
7.6 out of 10, Good, (5)
"Nice big house that was accommodating for 4 families. Great location to Roxbury and Plattekill. Big sledding hill in backyard for kids. Would rent again."
Charming chalet with 5 bedrooms and WiFi, fitness room in peaceful Roxbury
Family-Friendly Windham Estate, Swimming Pond, Spa
Exterior

Family-Friendly Windham Estate, Swimming Pond, Spa

9.8 out of 10, Exceptional, (37)
"Worked out perfectly"
Family-Friendly Windham Estate, Swimming Pond, Spa
Never Lonesome Hunter: Smart 4bd Getaway near Mtn
Exterior

Never Lonesome Hunter: Smart 4bd Getaway near Mtn

10.0 out of 10, Exceptional, (3)
"Nice little house to stay in if you're looking to spend time in the mountains. It's old, for sure, but it was comfortable and conveniently located. Hosts were great about communicating. It was a nice, chill vacation."
Never Lonesome Hunter: Smart 4bd Getaway near Mtn
The Hunter Chalet
Exterior

The Hunter Chalet

10.0 out of 10, Exceptional, (5)
"Great location and lots of space for a large group! Beautiful views and large yard for kids to run around. Comfortable beds and spacious rooms/bathrooms. "
The Hunter Chalet
Lakefront on the quiet side of main lake!
Outdoor dining

Lakefront on the quiet side of main lake!

9.8 out of 10, Exceptional, (74)
"The property is very clean. The management is very responsive. We absolutely enjoyed our time."
Lakefront on the quiet side of main lake!
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 Windham Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"What a nice surprise the Hotel Vienna turned out to be! I highly recommend it if you're visiting the Catskills. It had what we were looking for: an easy to moderate hike, an indoor heated swimming pool, great selection of cable TV channels and clean, clean, clean."
Carl 1-night trip
Posted 2 days ago
Hotel Vienna