A wooden structure with a bridge over a body of water, surrounded by trees.

Hudson Valley Chalets

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Hudson Valley chalets

A rustic cabin with a green awning, surrounded by autumn foliage.

1. Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Gardiner
9.8 out of 10, Exceptional, (24 reviews)
"Perfect for a short get away"
United States
Darryl
$306 nightly
The price is $309
Sep 30 - Oct 1
Total with taxes and fees
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
A wooden deck with wicker chairs and a table, a wooden cabin, and a neatly trimmed hedge.

2. Jessie's Harvest House

Jessie's Harvest House
Tannersville
8.8 out of 10, Excellent, (5 reviews)
"Great location. As advertised. Great value."
United States
Dan
$190 nightly
The price is $201
Sep 17 - Sep 18
Total with taxes and fees
Jessie's Harvest House
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, (33 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
$206 nightly
The price is $222
Sep 17 - Sep 18
Total with taxes and fees
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
A cabin with a deck, surrounded by trees with autumn foliage.

4. 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, (87 reviews)
"Great amenities and location!"
United States
Angeli F.
$262 nightly
The price is $288
Sep 17 - Sep 18
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.

5. 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 17 - Sep 18
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.

6. Jessie's Harvest House

Jessie's Harvest House
Tannersville
$190 nightly
The price is $201
Sep 17 - Sep 18
Total with taxes and fees
Jessie's Harvest House
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.

7. 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.
$736 nightly
The price is $795
Sep 17 - Sep 18
Total with taxes and fees
Relaxing Mountain Hideaway - Hot Tub & Outdoors
A large, two-story house with a steeply pitched roof, a wooden deck, and a stone foundation.

8. 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
$790 nightly
The price is $885
Sep 22 - Sep 23
Total with taxes and fees
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
A snow-covered deck with a fire pit, a chair, and a table with drinks and a game box.

9. 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.
Cabin w/ Mountain Views, Hot Tub, AC, Pet + Family Friendly, WFH, Fireplace
A snowy landscape with a wooden deck and a house in the background.

10. 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.
$614 nightly
The price is $663
Sep 28 - Sep 29
Total with taxes and fees
Beautiful Windham Chalet 2 minutes to Town and the Mountain
A rustic cabin with a large deck and multiple windows, surrounded by dense forest.

11. Mountain View Retreat w/ Hot Tub, Theater, and Gym

Mountain View Retreat w/ Hot Tub, Theater, and Gym
Warwick
10.0 out of 10, Exceptional, (6 reviews)
"Amazing stay on a beautiful place!"
United States
Dorian G.
$1,166 nightly
The price is $1,319
Sep 17 - Sep 18
Total with taxes and fees
Mountain View Retreat w/ Hot Tub, Theater, and Gym
An outdoor dining area with a grill, wooden table, wicker chairs, and a stone wall backdrop.

12. 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.
$1,622 nightly
The price is $1,751
Sep 17 - Sep 18
Total with taxes and fees
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
A wooden deck with wicker chairs and a table, a wooden cabin, and a neatly trimmed hedge.

13. Jessie's Harvest House

Jessie's Harvest House
Tannersville
$190 nightly
The price is $201
Sep 17 - Sep 18
Total with taxes and fees
Jessie's Harvest House
A multi-story building with "NY LOTTERY" signage, featuring a modern architectural design with a mix of brick and glass facades.

14. cozy retreat with modern amenties

cozy retreat with modern amenties
2.0 star property
Delmar
$287 nightly
The price is $310
Sep 17 - Sep 18
Total with taxes and fees
cozy retreat with modern amenties
A swimming pool surrounded by snow, with people swimming and a building in the background.

15. Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking

Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking
vernon
9.4 out of 10, Exceptional, (66 reviews)
"Theses accommodations were perfect! We had to find accommodation for 10 people attending a close family friends wedding on short notice due to prior accommodation falling through at the last minute! In the end we were glad we had to make the change as this location was perfect go large groups and had great outdoor sitting areas! Would definitely stay again!"
United States
Kirstin V.
$491 nightly
The price is $554
Sep 20 - Sep 21
Total with taxes and fees
Luxe 10 guest Ski Chalet /Skiing/Pools/Tennis/Gym/Golf/Hiking

16. Chic Chalet River Views & Access

Chic Chalet River Views & Access
Montague
7.6 out of 10, Good, (5 reviews)
"The place was perfect for us"
United States
Chris G.
$167 nightly
The price is $186
Sep 17 - Sep 18
Total with taxes and fees
Chic Chalet River Views & Access
A log cabin with a patio area featuring outdoor seating and a hot tub.

17. Ski House - ON THE SLOPE w/ hot tub

Ski House - ON THE SLOPE w/ hot tub
Vernon Township
10.0 out of 10, Exceptional, (21 reviews)
"There for the spartan - great location - house is beautiful - perfect for our group can’t wait to go back again! "
United States
JoeGina M.
$871 nightly
The price is $984
Sep 17 - Sep 18
Total with taxes and fees
Ski House - ON THE SLOPE w/ hot tub
A large, single-story house with a symmetrical roof and a central chimney, surrounded by a well-maintained lawn and dense forest with autumn foliage.

18. Secluded Luxurious Chalet with heated Pool,Hot Tub, Game Rooms. Pet-Friendly!

Secluded Luxurious Chalet with heated Pool,Hot Tub, Game Rooms. Pet-Friendly!
Cropseyville
9.6 out of 10, Exceptional, (4 reviews)
"Wonderful home and property. Stayed for a family wedding weekend. The home, hot tub and pool were a perfect way to relax before and after the ceremony."
United States
Patrick H.
$1,961 nightly
The price is $2,177
Oct 7 - Oct 8
Total with taxes and fees
Secluded Luxurious Chalet with heated Pool,Hot Tub, Game Rooms. Pet-Friendly!
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 Hudson Valley Hotel Reviews

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent
"Loved it. Big rooms. Comfy beds."
Jodi 1-night trip
Posted 3 hours ago
Hyatt Place Poughkeepsie / Hudson Valley

Find out more about Hudson Valley

Hudson Valley Chalets information

Number of reviews
217
Accommodation
32 Chalets
Lowest Price
$173
Highest Price
$2,177

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