Ski-in/Ski-out holiday rentals in Ironwood Township

4.92 out of 5 average rating, 65 reviews

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

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

4.97 out of 5 average rating, 101 reviews

A scenic winter landscape features a gently sloping hill covered in fresh snow, marked with ski tracks. Trees with bare branches frame the scene, leading up to a cozy building nestled among the trees, accented by a clear blue sky overhead.

Condo in Wakefield

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!

4.88 out of 5 average rating, 115 reviews

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

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

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.

5 out of 5 average rating, 62 reviews

The image captures a serene winter scene viewed from the porch of the cottage. Snow-covered trees surround a groomed cross-country ski trail that invites exploration. Ski poles lean against the structure, signaling readiness for adventure amid the tranquil snowy landscape.

Cottage in Ironwood

KaartunenKottage ABR XCSki In/Out Quiet Dead-endRd

ALL NEW Peaceful cottage located right on ABR XC ski trails w/ full-service amenities. Live the XC ski dream trailside so everyone can have their own pace & their own schedule. Ski at your convenience thru the day, then relax by the fireplace , planning your next day's adventures. 3 bedrooms & 2 full baths to accommodate multiple schedules. A waxing bench is available for use in detached building & XC ski trails groomed right to your door -literally!. Centrally located close to ABR trailhead.

4.97 out of 5 average rating, 39 reviews

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

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!

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.

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.

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.

5 out of 5 average rating, 27 reviews

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!

4.69 out of 5 average rating, 29 reviews

The exterior of the building is depicted under a blanket of snow, with frosted rooftops and a large central glass façade that allows light to filter through. The surrounding area is covered in a thick layer of snow, creating a serene winter landscape.

Apartment in Bessemer

The Great Escape!

This place will put you in another world of adventure with countless activities. In the winter across the road is a Powderhorn Mountain Lift ready to take you to the top of the mountain. In the summer walk in the backyard and you are at a waterfall. Copper Harbor and all the countless waterfalls are 10 mins down the road. Why get a place from an out-of- towner when you can learn all the hotspots from a local. Keyless entry. So! Relax and Enjoy! Your Adventure awaits!

4.81 out of 5 average rating, 26 reviews

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

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.

4.93 out of 5 average rating, 200 reviews

Apartment in Ironwood

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.

4.91 out of 5 average rating, 172 reviews

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

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!

4.96 out of 5 average rating, 114 reviews

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

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.

Popular amenities for Ironwood Township ski-in/ski-out rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Ski-in/ski-out house rentals

A cozy living room features a combination of a brown leather sofa and a light blue loveseat, both adorned with patterned cushions. A wooden coffee table sits at the center, and a soft area rug complements the wooden walls. Natural light enters through a window framed by curtains.

4.83 out of 5 average rating, 6 reviews

Swiss Hut 1 &2 *New Listing*

4.9 out of 5 average rating, 10 reviews

A snow-covered driveway leads to a collection of rustic wooden structures nestled among tall trees. The garages and cabins are surrounded by a serene winter landscape, with snow covering the ground and roofs, creating a peaceful and secluded atmosphere.

Home in Land O' Lakes

Wolf Bay Lodge on High Lake

5 out of 5 average rating, 8 reviews

A game room is featured with a well-maintained pool table at its center, accentuated by green pendant lighting. The space includes a cozy seating area with rustic furnishings and warm, earthy tones visible on the walls.

Home in Wakefield

Chateau Relaxo~Jackson Creek Ski

A multi-level cabin features a wooden exterior with large windows allowing natural light. A welcoming front porch leads to a deck, providing outdoor space. Surrounding greenery enhances the serene setting, while stacked firewood is neatly arranged beside the entrance.

Home in Ironwood Township

5 out of 5 average rating, 4 reviews

Top Notch

The dining area showcases a large table with a silver air hockey surface, surrounded by natural wood floors. Soft light is provided by an overhead fixture, while sheer curtains frame the two windows, enhancing the space's inviting ambiance. A decorated shelf is visible along the wall.

Home in Wakefield

4.71 out of 5 average rating, 186 reviews

Downtown Wakefield Farmhouse Rental by Ski Resorts

Two snowmobiles are parked in front of a welcoming brown cabin, surrounded by a snowy landscape. The cabin features a double front door, and snow is gently falling, adding to the winter atmosphere. A trailer is positioned nearby, providing additional parking options.

Home in Marenisco

4.17 out of 5 average rating, 6 reviews

McKenzie House in Marenisco

A three-story house with light-colored siding is nestled among tall trees. The home features a front deck with steps leading down to a grassy yard, providing ample space for outdoor activities. Large windows allow natural light to fill the interior.

Home in Wakefield

4.67 out of 5 average rating, 6 reviews

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

An orange cabin is partially illuminated under a blue twilight sky, featuring a welcoming porch with two white chairs and decorative string lights. A car is parked close by, with trees in the background adding to the natural setting.

5 out of 5 average rating, 3 reviews

Piper House Entire Chalet 36 guests

Family-friendly, ski-in/ski-out home rentals

A charming duplex is nestled among snow-covered trees, showcasing a warm wooden exterior. The two-story structure has a welcoming entrance with two covered porches, framed by snow-laden branches, creating a serene winter landscape.

Apartment in Bessemer Township

5 out of 5 average rating, 3 reviews

Winterpark 1

The image captures a silhouette of an individual paddleboarding on calm waters during sunset. The sky is adorned with scattered clouds, painted in hues of orange and blue, reflecting the serene environment. The sun sets on the horizon, creating a tranquil and picturesque scene.

4.5 out of 5 average rating, 4 reviews

Trail Side Access Retreat I Alpen Villas at Powder

A serene lakeshore scene captures gentle waves lapping against a pebble-strewn beach. Dark clouds stretch across the sky above, while a figure walks through the shallow water, creating ripples. Trees line the distant shore, contributing to the calm natural surroundings.

5 out of 5 average rating, 4 reviews

Alpen Villa Summer Escape at Powderhorn Mountain

Apartment in Wakefield

New place to stay

Cozy 1B/1B Condo w/ Massage Chair & Jetted Tub!

A comfortable living area features a rustic wooden wall, a brick fireplace, and large windows draped with dark curtains. A coffee table sits in the center, accompanied by a cozy armchair and a sofa, creating an inviting space for relaxation.

4.83 out of 5 average rating, 6 reviews

Ultimate Summer Get Away I Alpen Villas at Powderh

4.87 out of 5 average rating, 31 reviews

A spacious outdoor area showcases a large, red cabin with a sloped roof and multiple decks. White chairs surround a circular firepit on a grassy lawn, and a picnic table provides additional seating. Lush trees frame the serene landscape, inviting relaxation.

Townhouse in Bessemer

Piper Haus Unit 2 Chalet 18 Guests

A comfortable living room features a stone fireplace as the focal point, with two armchairs and a side table. Natural light enters through the sliding glass door, which leads to an outdoor space. Dark wood accents and warm tones create a cozy ambiance.

5 out of 5 average rating, 3 reviews

Summer Hangout I Alpen Villas at Powderhorn Mounta

A cascading waterfall flows over rocky cliffs, creating a misty spray. A person is seen standing on the edge, pointing towards the water. Surrounding trees and a cloudy sky contribute to the natural setting, enhancing the outdoor experience.

Summer Vacation Get Away! I Alpen Villas at Powder

Ski-in/ski-out cabin rentals

The cabin's exterior showcases a rustic log design under a green metal roof. A sturdy concrete walkway leads to a green front door, flanked by large windows on either side. A wooden bench is positioned on the porch, surrounded by lush greenery.

4.9 out of 5 average rating, 31 reviews

Snowmobile, Ski, or ATV Direct from This Cozy Cabi

The living area showcases a cozy seating arrangement with a large gray couch and a wooden bar-height table. A stone fireplace serves as a focal point, with a flat-screen television mounted above. Natural light enters through glass doors, leading to an outdoor balcony.

4.75 out of 5 average rating, 4 reviews

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

Two modern houses are positioned among lush greenery, showcasing a combination of stone and wood exteriors. Each house features large windows and a sloping roofline. Decks with railings extend from the front, providing outdoor seating areas and a tranquil view of the natural surroundings.

4.83 out of 5 average rating, 29 reviews

Gorgeous A Frame in Upson, WI - House 2

The entrance to the cabin features a warm wooden façade with a welcoming green door. Two large windows frame the entry, allowing natural light to illuminate the space. A small bench is positioned to the side, set against the porch area surrounded by greenery.

4.91 out of 5 average rating, 43 reviews

Snowmobile, Ski, or ATV Direct from This Cozy Cabi

An outdoor deck is shown with wooden flooring and railings, accompanied by an Adirondack chair. The scene reveals a panoramic view of vibrant fall foliage and the expansive valley beyond, capturing the natural beauty of the landscape.

4.96 out of 5 average rating, 46 reviews

Valley Vista. Private cabin near Bayfield.3 beds

5 out of 5 average rating, 21 reviews

Snowmobile, Ski, or ATV Direct from This Cozy Cabi

A spacious living area features plush brown sofas arranged around a wooden coffee table. A flat-screen TV is mounted above a stone fireplace, and a soft lamp provides ambient lighting. Artwork depicting winter scenes decorates the walls.

4.74 out of 5 average rating, 19 reviews

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

Two charming A-frame houses with large, angled roofs are nestled among tall trees. The structures feature multiple balconies and are built with a mixture of wood and stone. A grassy area surrounds the houses, with a gravel driveway leading to an attached garage.