Ski-in/Ski-out holiday 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 favourite

Condo in Wakefield

4.96 out of 5 average rating, 114 reviews

Cute & Cozy 1B/1B Condo w/ Jetted Tub!

My clean, cozy, quiet, and Completely remodeled condo is located at Indianhead/Snowriver Resort. It's a brief walk to the Sky Bar/Jack's Cafe 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 romantic getaway, family trip, after hiking/camping refresh, ski vacation, or peace and quiet on the mountaintop. I provide exceptional communication and top notch responsiveness. You won't be disappointed with your stay!

LocationValueNearby

Superhost

A private indoor hot tub is showcased, featuring a spacious, octagonal design. The wooden walls and ceiling provide a warm ambiance, while soft lighting enhances the inviting atmosphere. A small set of steps leads up to the tub's edge.

Holiday home in Bessemer

4.86 out of 5 average rating, 131 reviews

TrailView2CentralAir/HotTub/Theatre/Massage/MtView

This luxury condo has it all. You can't beat the location & all amenities at this price. Next to Powderhorn's parking lot & Ottawa National Forest. 1700 sq ft condo in wooded area. Breathtaking views. All private. Indoor 24/7 8-person hot tub, cold punge, sauna, zero-gravity massage chair, central air, 5 HEPA air purifiers, infinite hot water, 4k 65" tv, high-end Atmos theater, memory foam beds, RO water filter, 1GB WIFI 7, fireplace, smart grill, & stocked kitchen. 3 bedrooms and 2 full baths.

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Top Guest favourite

Condo in Ironwood

4.97 out of 5 average rating, 30 reviews

UTV/ATV Lodge w/Games + Firepit: Schnickelfritz #4

Schnickelfritz #4 is a fun, one-of-a-kind lodge retreat steps away from Big Powderhorn Mountain, putting year-round adventure right at your doorstep! With easy access to the main chalet, ski-lifts, and nearby trail systems, enjoy skiing in winter and convenient access to hiking, biking trails, and ATV riding in the warmer months. After a day of action, kick back in the shared basement lounge with a Sauna, Pinball, Foosball, Pool Table, and more! Free washer and dryer included. Pets $50 per stay

ValueLocationView

Guest favourite

An aerial view captures the winter landscape surrounding the condo units, blanketed in fresh snow. The buildings are set back from a frozen pond, with evergreen trees visible in the background. A ski lift stands nearby, indicating access to the slopes.

Condo in Wakefield

4.95 out of 5 average rating, 61 reviews

Ski In & Ski Out

Hike, bike, ski, snowshoe, sightsee…we can go on! This stunning ski-in/ski-out condo offers unparalleled access to Jackson Creek Summit part of the Snowriver Mountain Resort. Situated on the top of the hill, this peaceful residence ensures you can hit the slopes as soon as you step out the back patio door. The perfect retreat for access to many area destinations including Porcupine Mtns, waterfalls, ski hills (Jackson Creek, Black River Basin, Big Powderhorn, Whitecap) and much more!

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Guest favourite

Home in Bessemer

4.88 out of 5 average rating, 17 reviews

Oui Ski Inn: Powdery Peak

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.

LocationFamilyComfort

Guest favourite

The exterior of a two-story farmhouse is shown, set against a clear blue sky. The building features light-colored siding and a welcoming entryway with a brown door. Snow blankets the ground, and surrounding trees provide a natural border.

Home in Ironwood

4.86 out of 5 average rating, 37 reviews

HoLmestead at ABR XC Ski In/Out Dog-Friendly

XC Ski In/Out (& Snowshoe) directly from your door to ABR Trails. Newly offered 2BR/1BA (4 beds/sleeps 6) Dog-friendly Farmhouse. Located right on ABR XC Ski Trails (via Deer Trail/Jack Flats- suitable for all skier levels, skate or classic). Very convenient location for multiple skier abilities, family & dog-friendly, ALL ABR Trailside!! This is THE closest (non-ABR owned) lodging available to the trailhead. Plenty of off-street parking for large trailers.

ValueFamilyIndoor spaces

Top Guest favourite

Apartment in Ironwood

4.94 out of 5 average rating, 224 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 king bed, second bedroom has bunk beds, living room has hideabed couch, and front heated porch has a futon and trundle bed.

LocationValueWi-Fi

Guest favourite

A charming two-story house is set on a spacious lawn, surrounded by trees. The front features a welcoming porch with steps leading up, and an American flag is displayed. A small garage is attached to the side, with natural light filtering through the surrounding greenery.

Home in Montreal

4.92 out of 5 average rating, 191 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!

LocationFamilyParks

Top Guest favourite

A charming farmhouse features a white exterior with a gabled roof and multiple windows. Snow blankets the ground, highlighting the entry steps. A wreath decorates the front door, framed by snow-covered shrubs, while a clear blue sky completes the winter scene.

Home in Ironwood

4.95 out of 5 average rating, 131 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.

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Guest favourite

A wooden cottage is set amongst lush greenery, featuring a spacious wrap-around porch and a covered entrance. The structure is elevated with a flight of stairs leading to the porch, and a gravel driveway provides accessible parking beside it.

Cottage in Upson

4.96 out of 5 average rating, 82 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.

FamilyLocationCleanliness

Top Guest favourite

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, 118 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.

LocationValueAir conditioning

Superhost

Villa in Bessemer Township

4.88 out of 5 average rating, 8 reviews

2BR Condo | Outdoor Firepit | Powderhorn Mtn + ATV

This 1,000-square-foot condo sits at Big Powderhorn Mountain Resort in the Western Upper Peninsula, a short walk from the trails that go quiet in summer and loud in winter. Inside, you've got two bedrooms, two full bathrooms, a fully equipped kitchen, and a wood-burning fireplace with firewood included — because a fire after a long day outside is non-negotiable.

LocationShared spacesKitchen