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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    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Windham chalets

A snowy landscape with a wooden deck and a house in the background.

1. Beautiful Windham Chalet 2 minutes to Town and the Mountain

Beautiful Windham Chalet 2 minutes to Town and the Mountain
Windham
10.0 out of 10, Exceptional, (3 reviews)
"Very easy to check in and check out. Very excellent instructions and welcoming atmosphere. "
United States
John K.
$586 nightly
The price is $632
Sep 29 - Sep 30
Total with taxes and fees
Beautiful Windham Chalet 2 minutes to Town and the Mountain
An outdoor dining area with a grill, wooden table, wicker chairs, and a stone wall backdrop.

2. 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, (9 reviews)
"Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful."
United States
Michael L.
$1,525 nightly
The price is $1,647
Sep 28 - Sep 29
Total with taxes and fees
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
A log cabin with a porch, a staircase, and a garage.

3. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
9.4 out of 10, Exceptional, (34 reviews)
"Loved how secluded it was ,the quietness the unit was exceptional clean & fresh , The grounds are expertly groomed with a ,firepit and a really nice hot tub will be back again as a 3 &4 bedroom unit is availiblealso"
United States
alain
$200 nightly
The price is $216
Sep 28 - Sep 29
Total with taxes and fees
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
A picnic setup with a wine glass, bottle, cheese, tomatoes, and grapes on a wooden table with a view of a grassy field and hills.

4. 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.
$640 nightly
The price is $691
Sep 28 - Sep 29
Total with taxes and fees
Relaxing Mountain Hideaway - Hot Tub & Outdoors
A wooden deck with wicker chairs and a table, a wooden cabin, and a neatly trimmed hedge.

5. Jessie's Harvest House

Jessie's Harvest House
Tannersville
8.8 out of 10, Excellent, (5 reviews)
"cute little spot! very nice place to stay"
United States
David R.
$195 nightly
The price is $207
Sep 29 - Sep 30
Total with taxes and fees
Jessie's Harvest House
A wooden deck with wicker chairs and a table, a wooden cabin, and a neatly trimmed hedge.

6. Jessie's Harvest House Suite

Jessie's Harvest House Suite
Tannersville
9.0 out of 10, Wonderful, (8 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
Sep 28 - Sep 29
Total with taxes and fees
Jessie's Harvest House Suite
A wooden deck with wicker chairs and a table, a wooden cabin, and a neatly trimmed hedge.

7. Jessie's Harvest House

Jessie's Harvest House
Tannersville
$195 nightly
The price is $207
Sep 29 - Sep 30
Total with taxes and fees
Jessie's Harvest House
A cabin with a deck, surrounded by trees with autumn foliage.

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

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Fleischmanns
9.4 out of 10, Exceptional, (88 reviews)
"Great amenities and location!"
United States
Angeli F.
$250 nightly
The price is $275
Sep 30 - Oct 1
Total with taxes and fees
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
A wooden deck with wicker chairs and a table, a wooden cabin, and a neatly trimmed hedge.

9. Jessie's Harvest House

Jessie's Harvest House
Tannersville
$195 nightly
The price is $207
Sep 29 - Sep 30
Total with taxes and fees
Jessie's Harvest House
A large, two-story house with a steeply pitched roof, a wooden deck, and a stone foundation.

10. 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, (26 reviews)
"Room was spotless and amenities were great."
United States
Richard
$731 nightly
The price is $818
Sep 29 - Sep 30
Total with taxes and fees
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
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

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

8/10 Good
"Just for starters, our room was very very clean and very nice. Lots of room comfortable, bed. I guess some of the problems were with the outside areas. We noticed outside our patio, a pile of cigarette butts and roaches, and some chipping paint that didn’t appear to have been cleaned up for a while. We arrived on a Tuesday afternoon, though the front desk staff were friendly, just didn’t seem to be overly motivated to accommodate new guests. One of the highlights is the outdoor fire pit, which has a really lovely setting. However, the fire pit was filled with trash that appeared to be pill packages and I’m taking a LOT of them! They weren’t cleaned out, just kind of shoved to the side, we had to ask them the next day if they could clean out the fire pit which they did fairly well. Definitely noticed somewhere and tear on the outside such as chipped and peeling paint on these patios and stairways. Overall, a nice day could just use a little facelift!"
Celia 3-night trip
Posted 17 hours ago
Hunter Lodge, a Bluebird by Lark

Find out more about Windham

Windham Chalets information

Number of reviews
54
Accommodation
59 Chalets
Lowest Price
$173
Highest Price
$1,647

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