A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.

Windham Chalets

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Our top choices for Windham chalets

Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit

Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
Windham
10.0 out of 10, Exceptional, (7 reviews)
"We had an amazing get away! Yasmin is a great host very informative. The house is well stocked and the views were amazing. Quick trip to town and the mountain."
United States
Babette n.
$1,442 nightly
The price is $1,557
Jul 26 - Jul 27
Total with taxes and fees
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit

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

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Fleischmanns
9.6 out of 10, Exceptional, (76 reviews)
"Everything was good for our stay"
United States
jesse u.
$263 nightly
The price is $289
Jun 29 - Jun 30
Total with taxes and fees
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
9.2 out of 10, Wonderful, (24 reviews)
"Everything was fantastic.We would recommend the place to everyone."
United States
Mary C.
$200 nightly
The price is $216
Jun 29 - Jun 30
Total with taxes and fees
1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Jessie's Harvest House

Jessie's Harvest House
Tannersville
10.0 out of 10, Exceptional, (2 reviews)
"cute little spot! very nice place to stay"
United States
David R.
$210 nightly
The price is $223
Jun 30 - Jul 1
Total with taxes and fees
Jessie's Harvest House

Jessie's Harvest House Suite

Jessie's Harvest House Suite
Tannersville
9.8 out of 10, Exceptional, (7 reviews)
"Everything's done online and great food within mins from the stay. Very accommodating and pet friendly! Super easy to communicate and fast response no matter the time! "
United States
Jennie D.
$164 nightly
The price is $173
Jun 30 - Jul 1
Total with taxes and fees
Jessie's Harvest House Suite

Relaxing Mountain Hideaway - Hot Tub & Outdoors

Relaxing Mountain Hideaway - Hot Tub & Outdoors
Hensonville
10.0 out of 10, Exceptional, (3 reviews)
"Great house and great host! Very convenient location particularly to Windham Mountain. "
United States
Kyrill A.
$627 nightly
The price is $677
Jul 15 - Jul 16
Total with taxes and fees
Relaxing Mountain Hideaway - Hot Tub & Outdoors

Jessie's Harvest House

Jessie's Harvest House
Tannersville
$233 nightly
The price is $248
Jul 1 - Jul 2
Total with taxes and fees
Jessie's Harvest House

2 Bedrooms 1 Mile to Ski Slope and Festivals - Privately Secluded Yet Convenient

2 Bedrooms 1 Mile to Ski Slope and Festivals - Privately Secluded Yet Convenient
Hunter
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay at Trish's chalet! The home is beautifully decorated with a zen, artistic style that feels both cozy and thoughtfully curated. Every room was comfortable and well-appointed, making it easy to relax and settle in from the moment we arrived.The beds were especially comfortable, which made for a great night of sleep. The outdoor spaces were really lovely. There were plenty of places out back to gather, relax, and enjoy the beauty of the surrounding woods. The fact that...
United States
Deborah K.
$620 nightly
The price is $670
Jun 29 - Jun 30
Total with taxes and fees
2 Bedrooms 1 Mile to Ski Slope and Festivals - Privately Secluded Yet Convenient

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
10.0 out of 10, Exceptional, (24 reviews)
"Room was spotless and amenities were great."
United States
Richard
$575 nightly
The price is $644
Jun 30 - Jul 1
Total with taxes and fees
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

Cabin w/ Mountain Views, Hot Tub, AC, Pet + Family Friendly, WFH, Fireplace

Cabin w/ Mountain Views, Hot Tub, AC, Pet + Family Friendly, WFH, Fireplace
Lexington
10.0 out of 10, Exceptional, (4 reviews)
"We enjoyed a week here with our two daughters and their husbands. The chalet was fantastic, as was the scenery. highly recommend this location."
Canada
Steven K.
$881 nightly
The price is $951
Jul 7 - Jul 8
Total with taxes and fees
Cabin w/ Mountain Views, Hot Tub, AC, Pet + Family Friendly, WFH, Fireplace

Jessie's Harvest House

Jessie's Harvest House
Tannersville
$210 nightly
The price is $223
Jun 30 - Jul 1
Total with taxes and fees
Jessie's Harvest House
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

Find out more about Windham

Windham Chalets information

Number of reviews
148
Accommodation
63 Chalets
Lowest Price
$173
Highest Price
$1,557

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