Hot Windham Chalet Rates

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Featured Chalets in Windham

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

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

Fleischmanns NY
The price is NZ$504 per night from 31 Mar to 1 Apr
NZ$504
31 Mar - 1 Apr
includes taxes & fees
Stay at this chalet in Fleischmanns. Enjoy patios, cable/satellite TV service and an in-room coffee maker. Popular attractions Belleayre Mountain Ski Center ...
Opens in a new windowHotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Stunning Catskills Cabin Getaway, facing BelleAyre

Stunning Catskills Cabin Getaway, facing BelleAyre

Fleischmanns NY
Stay at this family-friendly chalet in Fleischmanns. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Belleayre Mountain Ski Center and ...
Opens in a new windowStunning Catskills Cabin Getaway, facing BelleAyre
1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Hunter NY
Stay at this golf chalet in Hunter. Enjoy free Wi-Fi, laundry facilities and cable/satellite TV service. Popular attractions Hunter Mountain and Windham Mountain ...
Opens in a new window1 Mile From Ski Slope and Festivals - 125 Nightly Fee
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Jessie's Harvest House Suite

Jessie's Harvest House Suite

Tannersville NY
The price is NZ$301 per night from 8 Apr to 9 Apr
NZ$301
8 Apr - 9 Apr
includes taxes & fees
Stay at this chalet in Tannersville. Enjoy cable/satellite TV service and air conditioning. Popular attractions Hunter Mountain and Mountain Trails Cross Country ...
Opens in a new windowJessie's Harvest House Suite
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 NY
Stay at this chalet in Big Indian. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Catskill Mountains and Catskill State Park are located ...
Opens in a new windowBig Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
Rustic Log with Pool Game room Amazing koi pound just mins from Hunter Mountain

Rustic Log with Pool Game room Amazing koi pound just mins from Hunter Mountain

Elka Park NY
Stay at this chalet in Haines Falls. Enjoy laundry facilities, a pool table and an in-room coffee maker. Popular attractions Kaaterskill Falls and Mountain Trails ...
Opens in a new windowRustic Log with Pool Game room Amazing koi pound just mins from Hunter Mountain
Chalet w/HOT TUB & OUTDOOR TV ALL YEAR, Fire Pit, Pool, Prvt. trail & Playground

Chalet w/HOT TUB & OUTDOOR TV ALL YEAR, Fire Pit, Pool, Prvt. trail & Playground

Gilboa NY
Stay at this family-friendly chalet in Gilboa. Enjoy free Wi-Fi, a fitness centre and a garden. Popular attractions Gilboa Museum and Mine Kill State Park are ...
Opens in a new windowChalet w/HOT TUB & OUTDOOR TV ALL YEAR, Fire Pit, Pool, Prvt. trail & Playground
The Hunter Chalet

The Hunter Chalet

Hunter NY
Stay at this family-friendly chalet in Hunter. Enjoy free Wi-Fi, laundry facilities and concierge services. Popular attractions Hunter Mountain and Windham Mountain ...
Opens in a new windowThe Hunter Chalet
Secluded Chalet in the Northern Catskills with FIBER Internet and EV hookup

Secluded Chalet in the Northern Catskills with FIBER Internet and EV hookup

Summit NY
Stay at this family-friendly chalet in Summit. Enjoy free Wi-Fi, a garden and patios. Popular attractions Seven Ponds Farm and Clapper Hollow State Forest are ...
Opens in a new windowSecluded Chalet in the Northern Catskills with FIBER Internet and EV hookup
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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.

Windham Chalet Accommodation

We see you over there, so lost in your own thoughts, you might miss your next meeting. You know it’s time to up your holiday game, and we know you’ve been googling things like “ski holidays” and “mountain retreats”. Don’t worry—we won’t tell your boss. We just have a tip for you: If you really want to slay, you need a chalet. Specifically, cheap chalet accommodation in Windham.

A budget chalet hotel in Windham is the perfect new topic for your office chit-chat, but unlike that office retreat, there will be no trust falls. You will find all sorts of adventurous activities on offer in Windham, but none of them will involve your coworkers having to catch you (at least we hope not). Outside, nature awaits, with endless trails and endless fun. Inside, you’ll find all the right amenities for recharging after an active day, from luxurious linens to fully equipped kitchens.

Speaking of kitchens, chalet hotels in Windham have everything you need for a romantic getaway. Cook up a candlelit dinner and open that perfectly chilled bottle of red. A crackling fireplace and the amazing views of Windham out your picture window will do the rest.

Our deals practically move mountains, bringing cheap ski chalets and more to you right where you sit. Yes, you’ll have to pack eventually, but for now, browse our sweet selection of Windham chalets and start dreaming. After all, didn’t your mum always tell you that you can be anything you want to be? Well, you want to be on holiday in Windham, and it’s time to make it happen.

Windham Chalets essential information

Accommodation
55 Chalets
Lowest Price
NZ$261
Highest Price
NZ$504
Popular accommodation
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin, Stunning Catskills Cabin Getaway, facing BelleAyre, 1 Mile From Ski Slope and Festivals - 125 Nightly Fee, Jessie's Harvest House Suite, Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre , Rustic Log with Pool Game room Amazing koi pound just mins from Hunter Mountain, Chalet w/HOT TUB & OUTDOOR TV ALL YEAR, Fire Pit, Pool, Prvt. trail & Playground, The Hunter Chalet, Secluded Chalet in the Northern Catskills with FIBER Internet and EV hookup

Top trending hotels in Windham

Hotel Vienna

Hotel Vienna

3 out of 5
107 State Route 296 Windham NY
Stay at this golf hotel in Windham. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
Opens in a new windowHotel Vienna
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23 Windham NY
The price is NZ$340 per night from 1 Apr to 2 Apr
NZ$340
1 Apr - 2 Apr
includes taxes & fees
Stay at this golf hotel in Windham. Enjoy free Wi-Fi, free parking and 2 bars/lounges. Popular attractions Windham Mountain Resort and Windham Country Club are ...
Opens in a new windowEastwind Windham
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296 Windham NY
The price is NZ$416 per night from 4 Apr to 5 Apr
NZ$416
4 Apr - 5 Apr
includes taxes & fees
Stay at this hotel in Windham. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club are located ...
Opens in a new windowWylder Hotel Windham
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Cave Mountain Motel

Cave Mountain Motel

2.5 out of 5
10978 STATE RTE 23 Windham NY
Fully refundableReserve now, pay when you stay
The price is NZ$261 per night from 31 Mar to 1 Apr
NZ$261
31 Mar - 1 Apr
includes taxes & fees
Stay at this motel in Windham. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Windham Mountain Resort and Windham Vineyards and Winery ...
Opens in a new windowCave Mountain Motel
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.