
Ashland Chalets
- Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
- OneKeyCashEarn OneKeyCash on all your eligible bookings
- Upfront pricingWe are not like the others - we include taxes and fees
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Ashland chalets

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre CabinFleischmanns
9.6 out of 10, Exceptional, (74 reviews)
$263 nightly
The price is $289
Jun 9 - Jun 10
Total with taxes and fees
$188 nightly
The price is $199
Jun 7 - Jun 8
Total with taxes and fees

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
1 Mile From Ski Slope and Festivals - 125 Nightly FeeHunter
9.0 out of 10, Wonderful, (22 reviews)
$200 nightly
The price is $216
Jun 7 - Jun 8
Total with taxes and fees

Relaxing Mountain Hideaway - Hot Tub & Outdoors
Relaxing Mountain Hideaway - Hot Tub & OutdoorsHensonville
10.0 out of 10, Exceptional, (3 reviews)
$593 nightly
The price is $640
Jun 23 - Jun 24
Total with taxes and fees

Jessie's Harvest House Suite
Jessie's Harvest House SuiteTannersville
9.8 out of 10, Exceptional, (7 reviews)
$164 nightly
The price is $173
Jun 7 - Jun 8
Total with taxes and fees
$188 nightly
The price is $199
Jun 7 - Jun 8
Total with taxes and fees

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 ConvenientHunter
$629 nightly
The price is $679
Jun 6 - Jun 7
Total with taxes and fees

Lakefront Chalet w/ hot tub, game room, and kayaks. Pet-friendly!
Lakefront Chalet w/ hot tub, game room, and kayaks. Pet-friendly!South Kortright
10.0 out of 10, Exceptional, (3 reviews)
$522 nightly
The price is $574
Jun 14 - Jun 15
Total with taxes and fees
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.
Find vacation rentals that suit your style
Cabins
Aparthotels
Save an average of 15% on thousands of hotels when you're signed in
Top Ashland Hotel Reviews

Kaatskill Mountain Club & Condos by Vail Resorts
10/10 Excellent
Find out more about Ashland
Ashland Chalets information
Number of reviews | 4,272 |
|---|---|
Accommodation | 63 Chalets |
Lowest Price | $91 |
Highest Price | $256 |
Explore a world of travel with Expedia
- Hotels near Windham Vineyards and Winery
- Vacation Homes in Jewett
- Resorts in Jewett
- Chalets in Jewett
- Cabin Rentals in Jewett
- Jewett Hotels
- Cabin Rentals in Prattsville
- B&B in Prattsville
- Cottages in Prattsville
- Motels in Prattsville
- Villas in Prattsville
- Resorts in Prattsville
- Cabin Rentals in Lexington
- Vacation Homes in Lexington
- Cabin Rentals in Windham
- Motels in Windham
- B&B in Windham
- Apartments in Windham
- Condo Rentals in Windham
- Rv Parks in Windham
- Chalets in Windham
- Villas in Windham
- Vacation Homes in Windham
- Resorts in Windham
- Lodges in Windham
- Hotels near Windham Mountain Resort
- Prattsville Hotels
- Hotels with Restaurants in Prattsville
- 4 Star Hotels in Prattsville
- Ski Hotels in Prattsville
- Windham Hotels
- Cabin Rentals in Jewett Center
- Lexington Hotels
- 4 Star Hotels in Lexington
- Wyndham Hotels in Windham
- Luxury Hotels in Windham
- Hotels with an Indoor Pool in Windham
- Pet-Friendly Hotels in Windham
- 5 Star Hotels in Windham
- Resorts & Hotels with Spas in Windham
- Golf Hotels in Windham
- Ski Hotels in Windham
- Hotels with Hot Tubs in Windham
- Cheap Hotels in Windham
- Hotels with Bars in Windham
- Hotels with Restaurants in Windham
- Hotel Wedding Venues Hotels in Windham
- Hotels with Fireplaces in Windham
- Extended Stay Hotels in Windham
- Family Hotels in Windham
- Romantic Hotels in Windham
- Hotels with an Outdoor Pool in Windham
- 4 Star Hotels in Windham
- Historic Hotels in Windham
- Beach Hotels in Windham
- Hotels with a Pool in Windham
- Hotels with a Gym in Windham
- Hotels with Kitchenettes in Windham
- Best Western Hotels in Windham
- Hotels with Free Parking in Windham
- 3 Star Hotels in Windham
- Winery Hotels in Windham
- Hotels with Laundry Facilities in Windham
- Hotels with a View in Windham
- Honeymoon Resorts & in Windham
- Hotels with Tennis Courts in Windham
- Hotels & Resorts for Couples in Windham
- Jewett Center Hotels
- Resorts & Hotels with Spas in Jewett Center
- Rv Parks in Town of Conesville
- Hotels near Windham Country Club
- Apartments in Hensonville
- B&B in Hensonville
- Resorts in Hensonville
- Cabin Rentals in West Kill
- Vacation Homes in West Kill













































