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
When you stay at this chalet in Fleischmanns, you'll be in the mountains, within a 15-minute drive of Belleayre Mountain Ski Center and Catskill Mountains.
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
When you stay at this chalet in Fleischmanns, you'll be near the beach, within a 15-minute drive of Belleayre Mountain Ski Center and Catskill Mountains.
Opens in a new windowStunning Catskills Cabin Getaway, facing BelleAyre
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
When you stay at this chalet in Gilboa, you'll be on a river, within a 5-minute drive of Gilboa Museum and Gilboa Town Hall.
Opens in a new windowChalet w/HOT TUB & OUTDOOR TV ALL YEAR, Fire Pit, Pool, Prvt. trail & Playground
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Jessie's Harvest House Suite

Jessie's Harvest House Suite

Tannersville NY
The price is AU$263 per night from 15 Dec to 16 Dec
AU$263
15 Dec - 16 Dec
includes taxes & fees
With a stay at this chalet in Tannersville, you'll be on a lake, within a 10-minute drive of Hunter Mountain and Catskill State Park.
Opens in a new windowJessie's Harvest House Suite
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven

Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven

Windham NY
The price is AU$2,311 per night from 15 Dec to 16 Dec
AU$2,311
15 Dec - 16 Dec
includes taxes & fees
With a stay at this chalet, you'll be centrally located in Windham, within a 10-minute drive of Windham Mountain Resort and Catskill State Park.
Opens in a new windowLux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven
Modern 3BR/4BA Windham chalet w/ hot tub, views & mins to ski, bars, dining!

Modern 3BR/4BA Windham chalet w/ hot tub, views & mins to ski, bars, dining!

Windham NY
With a stay at this chalet in Windham, you'll be within a 10-minute drive of Windham Mountain Resort and Catskill State Park.
Opens in a new windowModern 3BR/4BA Windham chalet w/ hot tub, views & mins to ski, bars, dining!
Delightful 3-bedroom chalet with WiFi in Windham

Delightful 3-bedroom chalet with WiFi in Windham

Windham NY
With a stay at this chalet in Windham, you'll be in the mountains, within a 5-minute drive of Windham Mountain Resort and Catskill State Park.
Opens in a new windowDelightful 3-bedroom chalet with WiFi in Windham
Private Chalet less than 1 mile to  Ski Resort

Private Chalet less than 1 mile to Ski Resort

Lanesville NY
With a stay at this chalet in Hunter, you'll be in the mountains, within a 5-minute drive of Hunter Mountain and Catskill State Park.
Opens in a new windowPrivate Chalet less than 1 mile to Ski Resort
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
The price is AU$1,272 per night from 15 Dec to 16 Dec
AU$1,272
15 Dec - 16 Dec
includes taxes & fees
When you stay at this chalet in Big Indian, you'll be on the waterfront, within a 15-minute drive of Catskill Mountains and Belleayre Mountain Ski Center.
Opens in a new windowBig Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
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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
AU$263
Highest Price
AU$2,311
Popular accommodation
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin, Stunning Catskills Cabin Getaway, facing BelleAyre, Chalet w/HOT TUB & OUTDOOR TV ALL YEAR, Fire Pit, Pool, Prvt. trail & Playground, Jessie's Harvest House Suite, Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven, Modern 3BR/4BA Windham chalet w/ hot tub, views & mins to ski, bars, dining!, Delightful 3-bedroom chalet with WiFi in Windham, Private Chalet less than 1 mile to Ski Resort, Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

Top trending hotels in Windham

Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296 Windham NY
When you stay at Hotel Vienna in Windham, you'll be next to a golf course, within a 5-minute drive of Windham Country Club and Windham Mountain Resort.
Opens in a new windowHotel Vienna
Eastwind Windham

Eastwind Windham

2 out of 5
5088 NY-23 Windham NY
The price is AU$517 per night from 21 Dec to 22 Dec
AU$517
21 Dec - 22 Dec
includes taxes & fees
With a stay at Eastwind Windham in Windham, you'll be within a 5-minute drive of Windham Mountain Resort and Catskill State Park.
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 AU$409 per night from 15 Dec to 16 Dec
AU$409
15 Dec - 16 Dec
includes taxes & fees
With a stay at Wylder Hotel Windham in Windham, you'll be within a 5-minute drive of Windham Mountain Resort and Catskill State Park.
Opens in a new windowWylder Hotel 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
Fully refundableReserve now, pay when you stay
The price is AU$276 per night from 15 Dec to 16 Dec
AU$276
15 Dec - 16 Dec
includes taxes & fees
With a stay at Winwood Condominiums by Windham Mountain Club in Windham, you'll be in the business district, within a 5-minute drive of Windham Mountain Resort ...
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.