Ashland Chalets

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Chalets in Ashland

Woodland Chalet @ Brickyard Creek, Bayfield

Woodland Chalet @ Brickyard Creek, Bayfield

Bayfield WI
$351 nightly
The price is $396 total per night
$396 total
Nov 18 - Nov 19
Total with taxes and fees
With a stay at this chalet in Bayfield, you'll be on a lake, within a 5-minute drive of Lake Superior and Legendary Waters Casino.
Kitchen
Free WiFi
Still Life Cottage @ Brickyard Creek, Bayfield

Still Life Cottage @ Brickyard Creek, Bayfield

Bayfield WI
With a stay at this chalet in Bayfield, you'll be on a lake, a short 3-minute walk from Lake Superior and within 2 minutes by car from Legendary Waters Casino.
Kitchen
Air conditioning
Spacious 20-bedroom chalet in marvelous Whitecap Ski Resort.

Spacious 20-bedroom chalet in marvelous Whitecap Ski Resort.

Upson WI
With a stay at this chalet in Upson, you'll be within a 15-minute walk of Weber Lake and Weber Lake Park.
Kitchen
Pet friendly
Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2

Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2

Upson WI
$1,645 nightly
The price is $1,735 total per night
$1,735 total
Oct 21 - Oct 22
Total with taxes and fees
With a stay at this chalet in Upson, you'll be within a 5-minute walk of Weber Lake and Weber Lake Park.
Kitchen
Pet friendly
Meadow Rue Retreat @ Brickyard Creek

Meadow Rue Retreat @ Brickyard Creek

Bayfield WI
With a stay at this chalet in Bayfield, you'll be on a lake, within a 5-minute drive of Lake Superior and Legendary Waters Casino.
Charming, ski-in, ski-out, lake-view chalet w/ 10 bedrooms, kitchen and AC.

Charming, ski-in, ski-out, lake-view chalet w/ 10 bedrooms, kitchen and AC.

Upson WI
Located in Upson, this chalet is on a lake, within a 5-minute walk of Weber Lake and Weber Lake Park.
Pool
Kitchen
White Pine Chalet @ Brickyard Creek, Bayfield

White Pine Chalet @ Brickyard Creek, Bayfield

Bayfield WI
With a stay at this chalet in Bayfield, you'll be on a lake, within a 5-minute drive of Lake Superior and Legendary Waters Casino.
Northwoods Chalet @ Brickyard Creek, Bayfield

Northwoods Chalet @ Brickyard Creek, Bayfield

Bayfield WI
$407 nightly
The price is $460 total per night
$460 total
Nov 1 - Nov 2
Total with taxes and fees
With a stay at this chalet in Bayfield, you'll be on a lake, a short 5-minute walk from Lake Superior and within 3 minutes by car from Legendary Waters Casino.
Kitchen
Air conditioning
Sumac Chalet @ Brickyard Creek, Bayfield

Sumac Chalet @ Brickyard Creek, Bayfield

Bayfield WI
With a stay at this chalet in Bayfield, you'll be on a lake, a short 3-minute walk from Lake Superior and within 3 minutes by car from Legendary Waters Casino.
Alpenhaus Upper ~ Whitecap Ski Village! *Now with Starlink*

Alpenhaus Upper ~ Whitecap Ski Village! *Now with Starlink*

Upson WI
Located in Upson, this chalet is in a rural location, within a 15-minute walk of Weber Lake Park and Whitecap Mountains.
Mineshaft Chalets Side #1

Mineshaft Chalets Side #1

Upson WI
With a stay at this chalet in Upson, you'll be next to a golf course, just a 1-minute walk from Weber Lake and 5 minutes by foot from Whitecap Mountains.
Alpenhaus Lower ~ Whitecap Ski Village! *Now with Starlink*

Alpenhaus Lower ~ Whitecap Ski Village! *Now with Starlink*

Upson WI
Located in Upson, this chalet is in a rural location, within a 15-minute walk of Weber Lake Park and Whitecap Mountains.
Don't see what you're looking for?
See all available properties in Ashland
View all properties
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.

Ashland Chalets essential information

Accommodation
16 Chalets
Lowest Price
$396
Highest Price
$1,735
Popular accommodation
Woodland Chalet @ Brickyard Creek, Bayfield, Still Life Cottage @ Brickyard Creek, Bayfield, Spacious 20-bedroom chalet in marvelous Whitecap Ski Resort., Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2, Meadow Rue Retreat @ Brickyard Creek, Charming, ski-in, ski-out, lake-view chalet w/ 10 bedrooms, kitchen and AC., White Pine Chalet @ Brickyard Creek, Bayfield, Northwoods Chalet @ Brickyard Creek, Bayfield, Sumac Chalet @ Brickyard Creek, Bayfield, Alpenhaus Upper ~ Whitecap Ski Village! *Now with Starlink*, Mineshaft Chalets Side #1, Alpenhaus Lower ~ Whitecap Ski Village! *Now with Starlink*

Top Picks