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

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

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.

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Guest favorite

A living area features a plaid sofa with decorative pillows, positioned near a stone fireplace. A wooden dining table with seating is visible in the background, along with light-colored cabinetry in the kitchen. Exposed wooden beams add a rustic touch to the ceiling.

Townhouse in Bessemer

4.88 out of 5 average rating, 17 reviews

Sunrise Morning Townhome w/Sauna at Big Powderhorn

Welcome to our cozy town home nestled within steps to the Big Powderhorn Ski Resort, offering the perfect retreat for anyone seeking adventure and relaxation. With a private sauna to unwind after a day on the slopes, this retreat promises comfort and rejuvenation. Conveniently located near Lake Superior and Black River Falls, summer activities abound, making it an ideal destination year-round. Experience the beauty of the seasons in this perfect getaway. Book now for an unforgettable vacation!

Superhost

A view of the ski lift stands amidst a snowy landscape, leading up to a mountain resort. The resort building features a stone facade and large balconies. Snow covers the ground, creating a serene winter setting, with evergreen trees lining the background.

Townhouse in Wakefield

4.89 out of 5 average rating, 54 reviews

SnowRiver Resort Condo ski in/out-(Indianhead Mtn)

LOCATION,LOCATION!!! Relax with the whole family at this peaceful place to stay. It is located right in the heart of Snowriver resort former Indianhead Mountain Ski Resort/Bigsnow . One of our favorite places to go both during the WINTER SKI SEASON and off season . A perfect rental for a large family, a couple families, or adult time away without the kids. The property sits right on the top of the mountain, SKI IN/SKI OUT or during off season, go for mountain biking, ATVing, or go hiking .

Guest favorite

Home in Bessemer

5 out of 5 average rating, 6 reviews

Oui Ski Inn: Snowy Summit

Escape to the Upper Peninsula and enjoy this cozy 2-bedroom, 2-bath duplex in Bessemer, MI., with shared amenities to help you unwind after a day of adventures. Perfectly located just a short walk from Big Powderhorn Mountain, this retreat offers easy winter access to skiing, snowboarding, and more. Explore nearby trails, waterfalls like Bond Falls, and enjoy fishing, kayaking, and biking. In autumn, savor vibrant foliage and local berry-picking—making this a perfect year-round getaway.

Guest favorite

The exterior of Mountain Top Chalet is surrounded by snow-covered terrain and trees. A set of stairs leads to the entrance, illuminated by soft outdoor lighting. Large windows provide a view of the warmly lit interior, enhancing the inviting appearance of the home.

Home in Bessemer

5 out of 5 average rating, 17 reviews

Mountain Top Chalet ~ Your Adventure Base Camp!

Located right off Big Powderhorn's Lift 1, Mountain Top Chalet has everything you're looking for in a vacation rental! Tucked into the woods and fully remodeled with your comfort in mind, this private, beautiful home has everything you could want and more! There are 3 levels to this home, 2 living spaces each with a wood burning fireplace, 4 comfy bedrooms and a large loft area dedicated to hosting kids. This home is perfect for large group getaways at any time of the year!

Guest favorite

A snowy slope is framed by trees, leading to a rustic building situated at the hilltop. The clear blue sky adds to the serene ambiance, while the well-groomed snow indicates an ideal location for skiing.

Condo in Wakefield

4.97 out of 5 average rating, 182 reviews

Cozy & Clean Ski In/Ski Out 2B/2B Condo w Hot Tub!

My clean, cozy, and quiet condo is located at Snow River/Indianhead Resort. It's a brief walk to Jack's Café on site for food, drink, and the best views from the top of the ski hill in the Upper Peninsula. My condo is the perfect place for your ski vacation, romantic getaway, family trip, after hiking/camping refresh, or peace and quiet on the mountaintop. I provide exceptional communication and top notch responsiveness. You won't be disappointed with your stay!

Superhost

A wooden bridge spans over a snow-covered path, adorned with a sign announcing 'Welcome to Ski Country.' Flanking the pathway are snow-capped trees, creating a serene winter landscape.

Chalet in Upson

4.8 out of 5 average rating, 20 reviews

Chateau On The Mountain! MM6 Condo at WhiteCap!

Our condo is on the property of: The Whitecap Ski & Golf Resort is at the gateway to Michigan's scenic Upper Peninsula and on the doorstep of the Chequamegon National Forest, Lake Superior and the Apostle Islands. The resort is within an hour of 30+ waterfalls and six historic lighthouses built between 1863 and 1898. We are just minutes from the historic mining and lumbering towns of Hurley, Wisconsin and Ironwood, Michigan. Mountain Meadows 6 Ski in / Ski out

Guest favorite

The kitchen features wooden cabinetry, a gas stove with an oven, and a microwave. A double sink is set into a tiled countertop, accompanied by various appliances including a coffee maker and toaster. Tile flooring provides a practical and clean design.

Apartment in Ironwood

4.91 out of 5 average rating, 164 reviews

Welch Creek Inn

This beautiful and spacious apartment is within walking distance to Mt Zion, which can be seen while relaxing in the front porch. This centrally located space is perfect for exploring all the Gogebic range has to offer. Riding trails are right around the corner. This space can accommodate up to 9 people. First bedroom has queen bed, second bedroom has bunk beds, living room has hideabed couch, and front heated porch has a couch and trundle bed.

Superhost

A cozy living area is highlighted by a brick fireplace with a red stove and wooden paneling. Comfortable seating is provided by a light gray sofa and two chairs. Natural light enters through the window, enhancing the inviting atmosphere of the space.

Villa in Bessemer Township

5 out of 5 average rating, 4 reviews

Cozy Ski Lodge Condo I Alpen Villas at Powderhorn

Alpen Villa #6 offers a ski-in/ski-out retreat at Powderhorn Mountain, right off Flintlock Trail. Enjoy direct access to the slopes, a shared hot tub with mountain views, and a cozy fireplace to unwind after your adventures. The villa features high-speed WiFi, smart TVs, and stunning views throughout. For larger groups, combine with Alpen Villa #5 for a spacious, luxurious stay. Perfect for skiers, families, or anyone seeking a mountain escape.

Guest favorite

The exterior of the house is shown, surrounded by a snowy landscape. Tall trees are partially visible in the background, and a small garage is connected to the main structure. A clear blue sky overhead complements the winter scenery.

Home in Montreal

4.91 out of 5 average rating, 159 reviews

Hilltop Acres - Hike-Bike-Ski-Sled-ATV-Hunt-Fish

Hilltop Acres located in Historic Montreal, WI, just 3 miles from Hurley, WI, is in a quiet location on Trimble Hill. The backyard is adjacent to acres of woods containing the Historic Montreal Ski Trails in winter. For snowmobile & ATV enthusiasts, trails are accessible from the house. Plenty of parking for trailers. Hunting, fishing, alpine skiing & golf nearby as well as the Gile Flowage, many water falls, rivers & lakes to explore!

Guest favorite

Several pairs of cross-country skis are mounted against a wooden wall, showcasing a variety of colors and styles. A glass door with a metal handle is positioned in the center, leading to the main living area. The room features a light wood-paneled interior.

Home in Ironwood

4.95 out of 5 average rating, 108 reviews

The Saari House on the ABR Ski Trails

The Saari House is a fully updated farmhouse located on the ABR ski trails. Ski on the freshly groomed trails right out the front door. (Trail passes required.) It's a perfect location for families skiing in and out on a winter getaway or as home base for local waterfall hiking or biking. Guests will have full kitchen, bathroom with tub/shower, washer/dryer, TV with collection of DVDs, various video games and board games.

Guest favorite

A wooden console table sits against a soft yellow wall, adorned with a decorative bear and tree artwork. Candle holders with candles are placed on the table, complemented by a silver tray. Vintage skis are displayed nearby, adding a rustic charm to the entryway.

Cottage in Upson

4.95 out of 5 average rating, 63 reviews

Stunning 3 bed, 2 bath private lake front cottage.

Take it easy at this unique and tranquil getaway. All season property in wooded setting. Ski-in/ski-out access to Whitecap Mountain, snowmobile trails and ice fishing. Cottage is nestled on the hills of whitecap Mountain overlooking Weber Lake where you can kayak, swim or fish. Winter access requires 4 wheel drive. Public use of the indoor pool for a nominal daily fee in the Whitecap hotel is available nearby.

Guest favorite

An inviting kitchen area features modern cabinetry and a spacious wooden island with seating for three. A black refrigerator and stove are positioned alongside a sink, with decorative fixtures and a window allowing natural light to brighten the space.

Condo in Wakefield

4.96 out of 5 average rating, 78 reviews

Sun Dance Apartments unit 1

Full condo with one queen bed in the bedroom and pull out couch in the living area. Can sleep 4 comfortably. You also have access to a full kitchen. Enjoy Snow River Ski Resort and snowmobile trails just yards away from the property in the winter or hiking the porcupine mountains and other outdoor activities in the summer! We kindly ask for no pets at this time.