Ski-in/out vacation rentals in Ashland County

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Popular amenities for Ashland County ski-in/out rentals

Ski-in/out house rentals

Superhost
Home in Bessemer
4.8 out of 5 average rating, 5 reviews

Swiss Hut 1 &2 *New Listing*

JeniferRating, 5 stars5 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 Wakefield
5 out of 5 average rating, 3 reviews

Chateau Relaxo~Jackson Creek Ski

BenjaminRating, 5 stars3 weeks ago
If you plan to ski at Snow River, you have to stay here. Even if it’s a little more room than you need for a smaller group, it’s worth the upgrade to have 5 bathrooms/pool table/own space. You can walk right up to the first lift from here. Bars are across the street. The place was clean. 10/10 experience with this rental property.
Superhost
Home in Ironwood Township
5 out of 5 average rating, 4 reviews

Top Notch

AmyRating, 5 stars3 months ago
Nice quiet home to get away and big enough for the family, kitchen has EVERYTHING, fireplace and decor very cabin cozy, hot tub very clean
Home in Wakefield
4.6 out of 5 average rating, 5 reviews

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

ClayRating, 5 stars42 months ago
Wonderful place to stay.
Guest favourite
Home in Ironwood
4.81 out of 5 average rating, 26 reviews

HoLmestead at ABR XC Ski In/Out Dog-Friendly

AngelaRating, 5 stars1 month ago
We enjoyed the ski in ski out aspect of this home and the snow was perfect! The house was well kept and very cozy. The owner was kind and helpful when we got our vehicle stuck on a snow bank. Thank you for hosting us! We will be back again!
Superhost
Home in Ironwood Township
4.67 out of 5 average rating, 3 reviews

Matterhorn

BeckyRating, 5 stars3 months ago
We appreciated the hospitality and quick responses to questions we had. I needed a package shipped and the office held on to it for me until I arrived. This was perfect for our large group!

Family-friendly, ski-in/out home rentals

Guest favourite
Condo in Bessemer
4.86 out of 5 average rating, 21 reviews

Unit #5 Lumberjack- Trailside Black River Basin

MorganRating, 5 stars1 month ago
I've stayed at Calley's places many times. You can beat the ski-in/ski-out location. She has made some nice upgrades to the units over the years and always does a great job with the communication. Her property manager is a great guy and is very responsive if issues arise. You can't go wrong staying here.
Superhost
Condo in Bessemer
4.5 out of 5 average rating, 10 reviews

Unit #1 Lumberjack- Trailside Black River Basin

ScottRating, 5 stars13 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 Bessemer Township
4.72 out of 5 average rating, 18 reviews

Ski In/Out BunkHouse at Black River Basin, Unit #4

AudreyRating, 5 stars1 month ago
This place is rustic and quite comfortable. We especially enjoyed the additional storage space to keep all of our ski gear organized. There is an additional sink in the one bedroom, which was handy. We didn’t use the fireplace or sauna, but cooked in a couple nights and had everything we needed to do so.
Condo in Ironwood Township
4.73 out of 5 average rating, 11 reviews

Rustic Luxury in the North Woods I

MelindaRating, 5 stars31 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 Ironwood
4.87 out of 5 average rating, 31 reviews

The NorthWoods Retreat 2

TammyRating, 5 stars18 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
Superhost
Condo in Bessemer
4.71 out of 5 average rating, 17 reviews

Unit #4 Lumberjack- Trailside Black River Basin

HaileyRating, 5 stars15 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!
Condo in Bessemer
5 out of 5 average rating, 12 reviews

Ski In/Out BunkHouse at Black River Basin, Unit #3

JudithRating, 5 stars1 month ago
Lovely, communicative hosts with a great condo for our stay at Snowriver. Loved the location, comfy furnishings, and nicely equipped kitchen. Nice extra touches abound - shared books and videos available in the common area - and coffee, hot chocolate, and popcorn in the unit. Kitchen was nicely equipped. Really appreciated the late checkout. We will be back!
Condo in Ironwood
4.88 out of 5 average rating, 41 reviews

Rustic luxury in the NorthWoods III

MichaelRating, 5 stars6 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.

Ski-in/out cabin rentals

Cabin in Upson
4.81 out of 5 average rating, 27 reviews

Gorgeous A Frame in Upson, WI - House 2

XeeRating, 5 stars19 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
4.73 out of 5 average rating, 11 reviews

Rendezvous Cabin ~ A/C & Ensuite Sauna

ClaudeRating, 5 stars1 month ago
House was in a beautiful setting, nestled in the trees. Short hike to the ski hill. Host answered any questions quickly.
Top guest favourite
Cabin in Ironwood
4.95 out of 5 average rating, 79 reviews

Central Air • Sauna • Fireplace • “The Bear Cabin”

SeanRating, 5 stars2 months ago
Located on the Wolverine ski trails was awesome. Winter wonderland in a fantastic setting and was truly magical during snow storms. Our two dogs were equally impressed
Cabin in Upson
4.74 out of 5 average rating, 19 reviews

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

MelissaRating, 5 stars3 weeks ago
Plenty of space and a good location for ski in/ski out
Cabin in Upson
4.63 out of 5 average rating, 30 reviews

Gorgeous A Frame in Upson, WI - House 1

HenryRating, 5 stars7 months ago
For being in a resort the place felt very quiet and peaceful. If willing to go out and explore the surroundings it has plenty of beautiful scenery. And for sleeping 8 people this place was perfectly comfortable for all of us.
Cabin in Upson
New place to stay

4BR/3BA Chalet-WiFi-AC Golf, ATV, Hike, Ski-InOut

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