Ski-in/Ski-out vacation rentals in Ashland County

Find and book unique ski-in/ski-out homes on Airbnb

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Popular amenities for Ashland County ski-in/ski-out rentals

Ski-in/ski-out house rentals

Superhost

Home in Bessemer

5 out of 5 average rating, 4 reviews

Swiss Hut 1 &2 *New Listing*

JeniferRating, 5 stars2 months ago
We had a great time !!! The Swiss hut 1 and 2 provided us our needs after a long day of exploring the area. Cozy and warm . Great place to gather with friends and family. Thank you and hope we can come back in the near future.
Superhost

Home in Ironwood

4.83 out of 5 average rating, 12 reviews

Whispering Woods Chalet - Over 60+ acres!

KatieRating, 5 stars2 months ago
beautiful place very big lots of trails would definitely book again!

Home in Wakefield

4.6 out of 5 average rating, 5 reviews

"Waikaigan" at Indianhead-Big Snow Resort. Cheerful 3 Bedroom Home.

ClayRating, 5 stars39 months ago
Wonderful place to stay.
Guest favorite

Home in Ironwood

4.95 out of 5 average rating, 99 reviews

The Saari House on the ABR Ski Trails

AnnaRating, 5 stars6 days ago
We love staying here for our annual ski trip to the ABR trails. You can ski right from the cabin which you can’t beat. House is great for cooking meals and cozying up to watch holiday movies when not skiing. The house is equipped with a great mud room and lots of hooks throughout the house to dry out ski clothes. Thanks again for a great stay!

Home in Ironwood

4.76 out of 5 average rating, 17 reviews

HoLmestead at ABR XC Ski In/Out Dog-Friendly

SarahRating, 5 stars1 week ago
Cozy little house literally steps from a groomed trail, less than a kilometer from ABR trailhead. Even on a busy wekend the house felt private. Hosts were very responsive and flexible, and before check in offered great suggestions for activities. House was comfortable and clean. Would definitely stay here again!

Family-friendly, ski-in/ski-out home rentals

Guest favorite

Condo in Bessemer

4.83 out of 5 average rating, 18 reviews

Unit #5 Lumberjack- Trailside Black River Basin

MorganRating, 5 stars10 months ago
I've stayed in Calley's units many times before. She is a great host. Communicative and flexible. This unit is the best of the bunch. Updated with a great view of the slopes and lots of space.

Condo in Bessemer Township

4.62 out of 5 average rating, 13 reviews

Ski In Ski Out at Bunkhouse at Blackjack Unit 4

BryceRating, 5 stars22 months ago
This was a great place for us to stay with our kids for a ski weekend. Alexis was very prompt and friendly answering any of my questions. We would stay here again.

Condo in Ironwood

4.87 out of 5 average rating, 31 reviews

The NorthWoods Retreat 2

TammyRating, 5 stars15 months ago
The house was exactly as described in a beautiful setting, right on the ski hill. Beautiful property. All amenities included as described except for soap and shampoo for the shower I recommend bringing your own. The host was extremely responsive and great to work with. We will definitely recommend and planning on making this an annual trip. There are a series of hikes and 5 waterfalls just down the road about 15 minutes. We had a great stay

Condo in Bessemer

5 out of 5 average rating, 13 reviews

Lumberjack #3 Trailside Skiing Black River Basin

MorganRating, 5 stars11 months ago
I've stayed at Calley's places slopeside at Black River Basin a number of times. She is a great host - communicative, responsive and flexible. Her places are the best location for skiing in the area and have everything you need. See prior reviews for more info.

Condo in Ironwood

4.88 out of 5 average rating, 41 reviews

Rustic luxury in the NorthWoods III

MichaelRating, 5 stars3 months ago
We came to the Upper Peninsula for fall colors. The location (at the base of a ski hill) was right on the route for one of the best color drives in the area and close to the Copper Peak ski jump that offers rides to the top to see the surrounding countryside. The charging station for our Tesla was super close at the main lodge. Eric's place was super clean, quiet and comfortable. We liked having the pinball machine for some extra fun.

Condo in Bessemer

4.5 out of 5 average rating, 10 reviews

Unit #1 Lumberjack- Trailside Black River Basin

ScottRating, 5 stars10 months ago
Calley is a really great host. This place is clean and comfortable with two full bedrooms and bathrooms. It’s super convenient to Black River. True ski in / ski out. Easy drive to Jackson Creek and other local areas. These are some of the best accommodations in the area with a great host. Highly recommend! We will be back.

Condo in Ironwood Township

4.73 out of 5 average rating, 11 reviews

Rustic Luxury in the North Woods I

MelindaRating, 5 stars27 months ago
Really wonderful place. So beautifully curated. Just fun, and welcoming. Eric was great at communicating everything. It worked perfectly for our trip through the UP, close to the beautiful Porcupine Mtns and all things Western U.P.

Condo in Bessemer

4.71 out of 5 average rating, 17 reviews

Unit #4 Lumberjack- Trailside Black River Basin

HaileyRating, 5 stars11 months ago
This would be the perfect ski getaway. Right off the ski hill with beautiful views and walkable distance from a waterfall. Cute ski decorations throughout the house. Kitchen had new appliances and everything we needed. Smart TVs in the living room and one of the bedrooms. Big dining table for everyone to fit around. It was warm and cozy. We would love to come back again when there is snow for skiing!

Ski-in/ski-out cabin rentals

Cabin in Ironwood

4.83 out of 5 average rating, 6 reviews

Mya’s Trailside Resort Adventure Cabin sleeps 12

KayeRating, 5 stars27 months ago
These are the best beds at any camp ever!

Cabin in Ironwood

4.93 out of 5 average rating, 14 reviews

Grand Adventure Cabin

RobertRating, 5 stars22 months ago
Booked the wrong date and Marissa made the date I needed work last minute. Water in the shower was hot the whole time and the bathrooms were very clean. Perfect cabin for a ski trip or snowmobiling. Would recommend this place to others.

Cabin in Ironwood

4 out of 5 average rating, 9 reviews

Captain’s Cabin Experience Lodge

ShawnRating, 5 stars23 months ago
We really enjoyed our stay in the loft! Clean, well-equipped with everything for cooking and relaxing, and such a beautiful area. Peaceful and quiet, as we were the only guests at these cabins. We came to ski ABR and were thrilled to realize Wolverine Nordic was just across the road from our accommodations so we skied there too. We’ll be back!

Cabin in Upson

4.81 out of 5 average rating, 26 reviews

Gorgeous A Frame in Upson, WI - House 2

XeeRating, 5 stars16 months ago
The gorgeous A Frame cabins were so perfect for our end of summer family trip! We rented out both homes (house 1 + 2), we were so glad that there are 2 full bathrooms in each house, comfortable beds and sofas, the kitchen is fully stocked and functional. Such clean and cute cabins, we especially loved the large patio and fire pit. We took a day trip to Bayfield and over to Big Bay State Park where my now Fiancé proposed. It was so beautiful being back at the cabin at night with the patio lights and gorgeous cabins, this will forever be a memorable trip and we’ll definitely be back. Thank you for a wonderful stay!

Cabin in Upson

4.7 out of 5 average rating, 10 reviews

Rendezvous Cabin in the Whitecap Ski Village!

Travel & Adventure ClubRating, 5 stars3 months ago
Great house for a group, great selection of movies and games that were provided. Eth clear instructions and had no issues checking in and out. Very smooth process and easy to communicate with.

Cabin in Upson

4.71 out of 5 average rating, 17 reviews

Upson Ski-In/Ski-Out, End-Unit Cabin w/ Fireplace!

MariaRating, 5 stars10 months ago
We had a great time! Nice location …walking distance to the hotel pub where you can get a great fish fry/ food. Family friendly. You can also use the hotel pool for a small fee. Great for kids!

Cabin in Upson

4.66 out of 5 average rating, 29 reviews

Gorgeous A Frame in Upson, WI - House 1

KarleeRating, 5 stars17 months ago
Like many of the other reviews the place is definitely not huge, but we managed just fine with 5 adults and 4 kids. The bunk beds in the lower level were perfect for the kids. Not a ton of fridge and freezer space. Close to the lake, but you will need to use a car if you want to bring the kayaks. Close drive to a lot of things to see. We went to Copper Falls, Lake Superior, and Ironwood. The only complaint was the dryer didn’t seem to work the best and took several cycles to fully dry clothes. That is my only complaint though! Definitely recommended.

Destinations to explore