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Search Chalets in Ashland from CA $243

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Ashland chalets

Exterior

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, (78 reviews)
"Everything was good for our stay"
United States
jesse u.
The price is CA $186
CA $416 total
includes taxes & fees
Jul 28 - Jul 29
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Outdoor dining

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.
The price is CA $201
CA $320 total
includes taxes & fees
Jul 22 - Jul 23
Jessie's Harvest House
Exterior

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, (26 reviews)
"Everything was fantastic.We would recommend the place to everyone."
United States
Mary C.
The price is CA $176
CA $300 total
includes taxes & fees
Jul 19 - Jul 20
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Outdoor dining

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.
The price is CA $132
CA $243 total
includes taxes & fees
Jul 21 - Jul 22
Jessie's Harvest House Suite
Property grounds

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.
The price is CA $145
CA $893 total
includes taxes & fees
Jul 30 - Jul 31
Relaxing Mountain Hideaway - Hot Tub & Outdoors
Outdoor dining

Jessie's Harvest House

Jessie's Harvest House
Tannersville
The price is CA $201
CA $320 total
includes taxes & fees
Jul 22 - Jul 23
Jessie's Harvest House
Exterior

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
The price is CA $706
CA $892 total
includes taxes & fees
Jul 19 - Jul 20
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
Outdoor dining

Jessie's Harvest House

Jessie's Harvest House
Tannersville
The price is CA $201
CA $320 total
includes taxes & fees
Jul 22 - Jul 23
Jessie's Harvest House
Exterior

Modern Mountain View Chalet in Windham

Modern Mountain View Chalet in Windham
Windham
10.0 out of 10, Exceptional, (7 reviews)
"Highly recommend staying here. The house is beautiful, spacious yet cozy, very clean, and well stocked with everything you need. We really enjoyed our stay and would stay again! "
United States
Charles C.
The price is CA $632
CA $1,380 total
includes taxes & fees
Jul 30 - Jul 31
Modern Mountain View Chalet in Windham
Exterior

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.
The price is CA $491
CA $940 total
includes taxes & fees
Jul 25 - Jul 26
2 Bedrooms 1 Mile to Ski Slope and Festivals - Privately Secluded Yet Convenient
Outdoor dining

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.
The price is CA $1,416
CA $2,700 total
includes taxes & fees
Aug 17 - Aug 18
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
Property grounds

Luxe Party Retreat: Ski Pool Karaoke Game Movie

Luxe Party Retreat: Ski Pool Karaoke Game Movie
Jewett
10.0 out of 10, Exceptional, (2 reviews)
"Super fun home with a lot of bells and whistles!"
United States
Bennett Z.
The price is CA $2,328
CA $3,510 total
includes taxes & fees
Jul 31 - Aug 1
Luxe Party Retreat: Ski Pool Karaoke Game Movie
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 Ashland Hotel Reviews

The Hidden Inn

The Hidden Inn

10/10 Excellent
"Super helpful staff and cute inn!"
Diana 1-night trip
Posted 1 hour ago
The Hidden Inn

Find out more about Ashland

Ashland Chalets information

Number of reviews
158
Accommodation
60 Chalets
Lowest Price
CA $243
Highest Price
CA $3,510

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