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

The living area features a blend of seating options including a sofa, armchair, and daybed, enhancing comfort. Warm lighting highlights the space, while aviation-themed decor, including a vintage airplane mural, adds character. Natural wood flooring contributes to the cozy atmosphere.

Apartment in Glidden

4.92 out of 5 average rating, 63 reviews

Harry's Hangar Apartment ** Glidden, WI.

This cozy apt is the lower level of a ranch house, off hwy 13 in Glidden. 4 rooms - a big bedrm w/ king & single beds, kitchenette with a table, refrig, dishwasher, microwave, dishes, coffee supplies and elect. skillet. The big bathrm has a large shower, & the "Garage Bar" (Aviation theme) is "Harry's Hangar." Walk downtown to the Bear Crossing Conven. Store, bakery, bars etc. Great location for snowmobiling, one block from snowmobile trail & 4 wheeling. Near Copper Falls, Apostle Islands

Guest favorite

Cottage in Ironwood

5 out of 5 average rating, 62 reviews

KaartunenKottage, pond, A/C, Quiet, dead-end rd

ALL NEW Peaceful cottage w/ full-service amenities including A/C, dishwasher, 3 separate bedrooms & 2 full baths to accommodate multiple schedules. After your adventures relax by the pond, enjoy the peace & quiet of a dead-end road, play horseshoes, grill out by the firepit, or relax by the fireplace while planning your next day's adventures. No access to ABR trail system during non-winter months. Driveway is circular with plenty of parking for trailers. Summer-No access to ABR trail system

Guest favorite

An A-frame exterior showcases a distinctive architectural style. Two warmly colored doors are positioned at the entrance, flanked by a lamp post. Snow covers the wooden deck and pathway, creating a serene winter scene outside the town home.

Townhouse in Bessemer

4.88 out of 5 average rating, 26 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!

Guest favorite

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.

Vacation home in Bessemer

4.87 out of 5 average rating, 109 reviews

Trail View 2 Hot Tub/Theater/Massage/CentralAir/Mt

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, 4 HEPA air purifiers, infinite hot water, 4k 65" tv, high-end Atmos theater, memory foam beds, heated bidet, 400mb wifi, fireplace, smart grill, & stocked kitchen. 3 bedrooms and 2 full baths.

Guest favorite

The bedroom features a king bed with a quilted cover and a decorative pillow that reads 'SKI LODGE.' Two bedside lamps flank the bed, and vintage skis are mounted above a wooden headboard against a dark wall. A sign stating 'MOUNTAINS ARE CALLING' adds character.

Condo in Wakefield

4.97 out of 5 average rating, 29 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!

Guest favorite

A cozy living area features a wood-burning stove alongside two armchairs with patterned upholstery. A small side table with decorative accents sits between the chairs. The wood-paneled wall is complemented by a unique design of vertical and diagonal wood pieces.

Home in Bessemer

5 out of 5 average rating, 10 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.

Top guest favorite

The image captures a panoramic view of a serene landscape featuring a cluster of brown condos set along a lush green area. A calm body of water reflects the surrounding trees and cloudy sky, with rolling hills visible in the distance, creating a tranquil setting.

Condo in Wakefield

4.97 out of 5 average rating, 194 reviews

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!

Superhost

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

4.81 out of 5 average rating, 26 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.

Top 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

4.93 out of 5 average rating, 190 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.

Guest favorite

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

4.91 out of 5 average rating, 166 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!

Top guest favorite

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

4.96 out of 5 average rating, 114 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.

Top guest favorite

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, 70 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.