Ski-in/Ski-out holiday rentals in Ashland County
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Top-rated ski-in/ski-out rentals in Ashland County
Guests agree: These ski-in/ski-out homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Ashland County ski-in/ski-out rentals
Ski-in/ski-out house rentals
Home in Bessemer
5 out of 5 average rating, 4 reviewsSwiss Hut 1 &2 *New Listing*
Home in Ironwood
4.83 out of 5 average rating, 12 reviewsWhispering Woods Chalet - Over 60+ acres!
Home in Wakefield
4.6 out of 5 average rating, 5 reviews"Waikaigan" at Indianhead-Big Snow Resort. Cheerful 3 Bedroom Home.
Home in Ironwood
4.95 out of 5 average rating, 99 reviewsThe Saari House on the ABR Ski Trails
Home in Ironwood
4.76 out of 5 average rating, 17 reviewsHoLmestead at ABR XC Ski In/Out Dog-Friendly
Family-friendly, ski-in/ski-out home rentals
Condo in Bessemer
4.83 out of 5 average rating, 18 reviewsUnit #5 Lumberjack- Trailside Black River Basin
Condo in Bessemer Township
4.62 out of 5 average rating, 13 reviewsSki In Ski Out at Bunkhouse at Blackjack Unit 4
Condo in Ironwood
4.87 out of 5 average rating, 31 reviewsThe NorthWoods Retreat 2
Condo in Bessemer
5 out of 5 average rating, 13 reviewsLumberjack #3 Trailside Skiing Black River Basin
Condo in Ironwood
4.88 out of 5 average rating, 41 reviewsRustic luxury in the NorthWoods III
Condo in Bessemer
4.5 out of 5 average rating, 10 reviewsUnit #1 Lumberjack- Trailside Black River Basin
Condo in Ironwood Township
4.73 out of 5 average rating, 11 reviewsRustic Luxury in the North Woods I
Condo in Bessemer
4.71 out of 5 average rating, 17 reviewsUnit #4 Lumberjack- Trailside Black River Basin
Ski-in/ski-out cabin rentals
Cabin in Ironwood
4.83 out of 5 average rating, 6 reviewsMya’s Trailside Resort Adventure Cabin sleeps 12
Cabin in Ironwood
4.93 out of 5 average rating, 14 reviewsGrand Adventure Cabin
Cabin in Ironwood
4 out of 5 average rating, 9 reviewsCaptain’s Cabin Experience Lodge
Cabin in Upson
4.81 out of 5 average rating, 26 reviewsGorgeous A Frame in Upson, WI - House 2
Cabin in Upson
4.7 out of 5 average rating, 10 reviewsRendezvous Cabin in the Whitecap Ski Village!
Cabin in Upson
4.71 out of 5 average rating, 17 reviewsUpson Ski-In/Ski-Out, End-Unit Cabin w/ Fireplace!
Cabin in Upson
4.66 out of 5 average rating, 29 reviewsGorgeous A Frame in Upson, WI - House 1
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