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

TrailView2HotTub/ColdPlunge/Theater/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.

Value · Family · Layout

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

Value · Location · Decor

Liftside Loft - SI/SO Condo @ Jackson Creek!

Relax by the fireplace or the ensuite sauna in this large family-friendly, SI/SO condo, located on the new Jackson Creek Ski Hill! This 4 bedroom + loft condo has plenty of space to spread out and enjoy your time away. Special features like the cedar-lined sauna, gas fireplace, and private deck with propane grill make this rental a perfect year round getaway! Guests are also within walking distance to the ski lodge restaurants for great food and drinks, ski rentals, and purchasing lift tickets.

Location · Value · Indoor spaces

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!

Location · Value · Quiet

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.

Family · Location · Comfort

Mountain Top Chalet ~ A/C & Close to Rec Trails!

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!

Location · Family · Amenities

Cozy & Clean 2B/2B Condo w/ Jetted 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!

Location · Value · Getting around

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.

Family · Value · Condition

2BR Condo | Outdoor Firepit | Near UP Waterfalls

Black River Road is one of the best drives in the Upper Peninsula in any season — and in summer, it's something else. Five named waterfalls, towering hemlocks, and a dramatic finish at Black River Harbor on Lake Superior. Alpen Villa's-Après 2 is your starting point. Back at the condo, you've got 1,000 square feet of genuine comfort for eight: two bedrooms, two full baths, a fully equipped kitchen, and a wood-burning fireplace with firewood included.

Family · Location · Skiing

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!

Location · Family · Air conditioning

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.

Location · Value · Condition

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.

Value · Family · Walkability