Default HTG hotel image

Ashland Chalets

Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Ashland chalets

A log cabin with a porch, a staircase, and a garage.

1. 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, (29 reviews)
"Everything was fantastic.We would recommend the place to everyone."
United States
Mary C.
$206 nightly
The price is $222
Aug 24 - Aug 25
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.

2. 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.
$746 nightly
The price is $806
Aug 24 - Aug 25
Total with taxes and fees
Relaxing Mountain Hideaway - Hot Tub & Outdoors
A snowy landscape with a wooden deck and a house in the background.

3. 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.
$626 nightly
The price is $676
Sep 15 - Sep 16
Total with taxes and fees
Beautiful Windham Chalet 2 minutes to Town and the Mountain
A wooden deck with wicker chairs and a table, a wooden cabin, and a neatly trimmed hedge.

4. 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.
$192 nightly
The price is $203
Sep 15 - Sep 16
Total with taxes and fees
Jessie's Harvest House
A cabin with a deck, surrounded by trees with autumn foliage.

5. 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, (82 reviews)
"Great amenities and location!"
United States
Angeli F.
$263 nightly
The price is $289
Sep 1 - Sep 2
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.

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.
$165 nightly
The price is $174
Sep 1 - Sep 2
Total with taxes and fees
Jessie's Harvest House Suite
A snow-covered deck with a fire pit, a chair, and a table with drinks and a game box.

7. 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.
$840 nightly
The price is $907
Sep 13 - Sep 14
Total with taxes and fees
Cabin w/ Mountain Views, Hot Tub, AC, Pet + Family Friendly, WFH, Fireplace
An outdoor dining area with a grill, wooden table, wicker chairs, and a stone wall backdrop.

8. 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.
$1,665 nightly
The price is $1,798
Aug 24 - Aug 25
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.

9. Jessie's Harvest House

Jessie's Harvest House
Tannersville
$192 nightly
The price is $203
Sep 15 - Sep 16
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.

10. Jessie's Harvest House

Jessie's Harvest House
Tannersville
$192 nightly
The price is $203
Sep 15 - Sep 16
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.

11. 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, (25 reviews)
"Room was spotless and amenities were great."
United States
Richard
$855 nightly
The price is $958
Aug 25 - Aug 26
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Ashland Hotel Reviews

Hotel Vienna

Hotel Vienna

8/10 Good
"It was good to stay, but some amenities’s quality is not enough for the price. Somehow I liked to stay in this hotel."
Miho 1-night trip
Posted 5 hours ago
Hotel Vienna

Find out more about Ashland

Ashland Chalets information

Number of reviews
4,007
Accommodation
57 Chalets
Lowest Price
$109
Highest Price
$383

Explore a world of travel with Expedia