Find and Compare Chalets in Windham, NY

May 2025

SundayMondayTuesdayWednesdayThursdayFridaySaturday

June 2025

SundayMondayTuesdayWednesdayThursdayFridaySaturday

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Chalets in Windham

Don't see what you're looking for?
See all available properties in Windham
View all properties
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.

Top hotels in Windham

Windham Chalet Rentals

Windham Chalets essential information

Accommodation
54 Chalets
Lowest Price
$139
Highest Price
$895
Popular accommodation
1 Mile From Ski Slope and Festivals - 125 Nightly Fee, Stunning Catskills Cabin Getaway, facing BelleAyre, Mountain Chalet with Breathtaking Panoramic Views, Lakefront on the quiet side of main lake!, Chalet w/Covered HOT TUB & OUTDOOR TV; fire pit, pool table, trail & playground!, Beautiful Windham Chalet 2 minutes to Town and the Mountain, Rustic Mountain view Cabin 5 mins to Ski Area!, HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin, Beautiful Chalet, mins to Hunter/Windham slopes, Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre , COZY WINTER SKI Getaway w Fireplace & PRIVATE Indoor Pool! 5 mins to Hunter Mtn!, Cozy Silo with Sunset Mountain Views