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
The price is NZ$435 per night from 21 Sept to 22 Sept
NZ$435
21 Sept - 22 Sept
includes taxes & fees
Stay at this chalet in Fleischmanns. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Delaware & Ulster Railroad and ...
Opens in a new windowHotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Jessie's Harvest House

Jessie's Harvest House

Tannersville
The price is NZ$320 per night from 21 Sept to 22 Sept
NZ$320
21 Sept - 22 Sept
includes taxes & fees
Book a stay at this ski vacation home in Tannersville. Enjoy ski-in/ski-out access, cable/satellite TV service, and air conditioning. Popular attractions Hunter ...
Opens in a new windowJessie's Harvest House
Stunning Catskills Cabin Getaway, facing BelleAyre

Stunning Catskills Cabin Getaway, facing BelleAyre

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

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Hunter
The price is NZ$352 per night from 16 Oct to 17 Oct
NZ$352
16 Oct - 17 Oct
includes taxes & fees
Stay at this chalet in Hunter. Enjoy laundry facilities, an in-room coffeemaker, and in-room fireplaces. Popular attractions Hunter Mountain and Windham Mountain ...
Opens in a new window1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Beautiful Chalet, mins to Hunter/Windham slopes

Beautiful Chalet, mins to Hunter/Windham slopes

Jewett
Stay at this chalet in Jewett. Enjoy laundry facilities, patios, and in-room jetted tubs. Popular attractions Hunter Mountain and Windham Mountain Resort are ...
Opens in a new windowBeautiful Chalet, mins to Hunter/Windham slopes
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals

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

Hunter
Stay at this chalet in Hunter. Enjoy free WiFi, private pools, and a garden. Popular attractions Hunter Mountain and Windham Mountain Resort are located ...
Opens in a new windowPRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
Cozy Silo with Sunset Mountain Views near Woodstock

Cozy Silo with Sunset Mountain Views near Woodstock

Willow
Stay at this chalet in Willow. Enjoy free WiFi, a garden, and patios. Popular attractions James Cox Gallery and Mount Tremper Arts are located nearby.
Opens in a new windowCozy Silo with Sunset Mountain Views near Woodstock
A-Frame Escape w/ Hot Tub, BBQ, Game Room, Firepit

A-Frame Escape w/ Hot Tub, BBQ, Game Room, Firepit

Hensonville
The price is NZ$1,228 per night from 21 Sept to 22 Sept
NZ$1,228
21 Sept - 22 Sept
includes taxes & fees
Stay at this vacation home in Hensonville. Enjoy free WiFi, a garden, and a pool table. Popular attractions Windham Mountain Resort and Windham Country Club ...
Opens in a new windowA-Frame Escape w/ Hot Tub, BBQ, Game Room, Firepit
Jessie's Harvest House Suite

Jessie's Harvest House Suite

Tannersville
The price is NZ$329 per night from 21 Sept to 22 Sept
NZ$329
21 Sept - 22 Sept
includes taxes & fees
Stay at this vacation home in Tannersville. Enjoy cable/satellite TV service and air conditioning. Popular attractions Hunter Mountain and Kaaterskill Falls ...
Opens in a new windowJessie's Harvest House Suite
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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
57 Chalets
Lowest Price
NZ$320
Highest Price
NZ$1,228
Popular accommodation
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin, Jessie's Harvest House, Stunning Catskills Cabin Getaway, facing BelleAyre, 1 Mile From Ski Slope and Festivals - 125 Nightly Fee, Beautiful Chalet, mins to Hunter/Windham slopes, PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals, Cozy Silo with Sunset Mountain Views near Woodstock, A-Frame Escape w/ Hot Tub, BBQ, Game Room, Firepit, Jessie's Harvest House Suite

Top trending hotels in Windham

Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
Fully refundableReserve now, pay when you stay
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Opens in a new windowHotel Vienna
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296, Windham, NY
The price is NZ$472 per night from 21 Sept to 22 Sept
NZ$472
21 Sept - 22 Sept
includes taxes & fees
Stay at this 3.5-star hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country Club ...
Opens in a new windowWylder Hotel Windham
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23, Windham, NY
The price is NZ$395 per night from 13 Oct to 14 Oct
NZ$395
13 Oct - 14 Oct
includes taxes & fees
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Windham Mountain Resort and Windham Country Club ...
Opens in a new windowEastwind Windham
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Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

3 out of 5
5220 NY-23, Windham, NY
The price is NZ$343 per night from 21 Sept to 22 Sept
NZ$343
21 Sept - 22 Sept
includes taxes & fees
Stay at this 3-star ski hotel in Windham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Windham Mountain Resort and Windham Country ...
Opens in a new windowWinwood Condominiums by Windham Mountain Club
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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.

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^Subject to availability and chosen travel dates.