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

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

Top-rated ski-in/ski-out rentals in Cook County

Guests agree: these ski-in/ski-out homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A spacious living area is highlighted by vaulted ceilings and large floor-to-ceiling windows, allowing natural light to flood the room. The cozy seating area features a neutral-toned sofa, complemented by warm wood accents and columns. A dining space with stylish chairs completes the inviting atmosphere.

Chalet in Lutsen

4.99 out of 5 average rating, 210 reviews

Light-filled Lake House Nestled in the North Woods

Snuggled on the shore of Caribou lake, this home is surrounded by water on two sides with over 500 ft. of lakeshore. The house combines stunning Scandinavian design with cozy touches to make you feel at home in the woods. The property features a sauna house, dock, canoes, deck, screen porch, and a long sweeping driveway. Located in Lutsen, MN- a short drive from the ski hill and 20 minutes from Grand Marais. The house has heated floors, vaulted ceilings, and sweeping window views from all sides.

Guest favorite

A comfortable seating area is highlighted by a light grey sectional sofa and a wooden coffee table. Large windows offer views of the surrounding landscape, while decorative wall art adds a touch of style. A rug with contrasting patterns is positioned on the floor.

Condo in Lutsen

4.91 out of 5 average rating, 23 reviews

Lutsen Mtn Ski in Ski out Pool Hot Tub Fitness

Welcome to the cozy Birch Basin! This lofted, ski-in/ski-out condo not only offers stunning views but also a prime location in the midst of the best the North Shore has to offer. The Birch Basin is located at Lutsen Mountain and within the Caribou Highlands resort community. The Birch Basin condo offers a wide array of facilities and services to enhance your stay, including amenities and features such as a fireplace, hot tub, indoor pool, outdoor pool, fitness center, and an on-site restaurant.

Top guest favorite

A charming mountain house is nestled among snow-covered trees, featuring a steep green roof and wooden accents. The surrounding landscape includes patches of snow and a distant mountain peak visible through the overcast sky.

Townhouse in Tofte

4.96 out of 5 average rating, 28 reviews

North Shore Retreat, 5 Bed/4 Bath, Ski in-Ski out

Our house has the most 5 star reviews (219) in Lutsen (on vrbo #790867) ! With 5 bedrooms, our place sleeps up to 14 people, ideal for family gatherings & groups! Our North Shore Retreat, located on Lutsen Resort sits at the base of Moose Mountain, in MN's largest ski resort. Our house is not just a winter wonderland of skiing & snowboarding though. Summer enters in trail rides, hiking, and shopping in Grand Marias. Fall brings amazing fall colors up the mountain & all along the North Shore.

Superhost

A rustic cabin constructed from logs is surrounded by lush greenery and ferns. A stack of cut firewood is positioned nearby, while a picnic table sits under the shade of trees, creating a serene natural setting. The cabin's warm wood exterior complements the tranquil environment.

Cabin in Grand Marais

4.77 out of 5 average rating, 119 reviews

PJ at Bally Creek-for Lovers!

PJ at Bally Creek Cabins is a cozy step back in time, with lantern lit, wood-heated cabins, and of course an outhouse. These are camping cabins featuring no electricity or running water. We provide water in insulated igloos. We have a wonderful wood-fired sauna for your enjoyment! Each cabin is spaced for privacy and has a picnic table and a tri-pod barbecue over a firepit. You can ski right out the door on groomed trails, and we also have a one kilometer trail you can ski with your dog.

Guest favorite

A spacious living area features large windows that bring in natural light, surrounded by colorful walls and wooden shelves filled with books. A dining table sits prominently, accompanied by black chairs. Soft seating options and a guitar add comfort and a welcoming ambiance.

Home in Grand Marais

4.99 out of 5 average rating, 83 reviews

5 min to Grand Marais, Trails, Lake views & Sauna

Pincushion Mountain Haus is a light-filled Scandinavian modern retreat overlooking Grand Marais and Lake Superior. Four upstairs bedrooms and a pull-out couch in the lower level game room sleeps twelve total. The house is very kid and family friendly and has a large indoor sauna. Immerse yourself in the surrounding nature as the house is directly on 25k of hiking, XC ski, and mountain bike trails…immediate access to nature out the front door but only 5 minutes to the charm of Grand Marais.

Guest favorite

A comfortable seating area features a wooden chair and a leather ottoman, positioned near large windows that offer sweeping views of Lake Superior and surrounding trees. Natural light fills the space, highlighting the wood flooring and inviting decor.

Home in Lutsen

4.96 out of 5 average rating, 212 reviews

Viewpoint in Lutsen

Renovated Lutsen home on Lake Superior. Enjoy the amazing views while listening to your favorite records. Walk to Lockport Market for breakfast or Fika for a fresh roast coffee. “Work From Home” with a fast internet connection. Make s'mores around the fire, take a hike or venture to the North Shore Winery, experience the Alpine Slide, ride the gondola, bike, golf, ski...relax Enjoy! CONDÉ NAST features VIEWPOINT! cntraveler(dotcom)/gallery/beautiful-lake-houses-you-can-rent-on-airbnb

Top guest favorite

Large windows frame a serene view of Lake Superior, surrounded by trees. Natural light fills the space, highlighting comfortable seating options including a plush armchair and a modern lounge chair. The wooden ceiling adds a touch of warmth to the open area.

Chalet in Lutsen

4.99 out of 5 average rating, 237 reviews

Honeymoon House on Superior Pebble Beach

Nestled in the woods on the shore of Lake Superior, this home provides everything the North Shore has to offer. The house features sweeping lake views from all three bedrooms, a creek and bridge, two private pebble beeches, kayaks, and beautiful trees. Located in Lutsen, Minnesota only 15 minutes from Grand Marais. The house has heated floors, North woods art from local artists, comfortable beds, and unique architectural features. Perfect escape for weekend away or special occasion.

Top guest favorite

The studio features a king-size bed with fresh linens, a cozy seating area, and a wood-burning fireplace. A large window offers views of the surrounding landscape. A round table with chairs and a jacuzzi tub are also visible, providing a comfortable and inviting space.

Condo in Lutsen

4.99 out of 5 average rating, 69 reviews

Whirlpool Suite| Lutsen Mtn -Pool, Hot Tub, Hiking

Welcome to our cozy studio condo in the heart of the Lutsen Mountains—the perfect romantic escape for two! This cozy retreat serves as your base for scenic hikes, peaceful North Shore adventures, and enjoying all the warm-weather activities Lutsen and the surrounding area have to offer. After a long day, relax in the indoor hot tub & pool or walk to the on-site Grille & Tap Room for a meal or drink. Finish off your night by enjoying the en-suite jacuzzi and wood-burning fireplace.

Superhost

A comfortable living area features a stone fireplace as a central element. Two sofas, a coffee table, and a wooden bookshelf are arranged around a decorative area rug. Large windows allow natural light to fill the space, with access to an outdoor area visible.

Condo in Lutsen

4.82 out of 5 average rating, 56 reviews

Lovely 1 bedroom condo with ALL the extras!

Looking for beauty, rest, and loads of adventure? Look no further! Nestled within Lutsen Mountains, this ski-in, ski-out 1-bedroom condo has it all. Easy access to just about everything - from coffee to wine, to hiking to climbing, to kayaking to skiing; the list goes on! This condo comes with a cozy fireplace, full bath, indoor/outdoor pool, hot tub, Moguls restaurant on site, and a kitchen with all the appliances. 1 bedroom/sleeps 4 Welcome to your North Shore getaway!

Guest favorite

A cozy living area is highlighted by a large stone fireplace and wooden beams. Comfortable seating options are provided, including a sofa and rustic chairs. Natural light streams through the large window, offering views of the surrounding nature.

Home in Lutsen

4.93 out of 5 average rating, 74 reviews

Hibernation House Five Bedroom Home at Lutsen Mtn

Ski-In / Ski-Out 5 Bed, 4 Bath Vacation Rental at Lutsen Mountains. Listen to the sounds of the Poplar River as you drift to sleep or relax on one of the decks at one of the nicest Poplar Ridge Homes at Lutsen. Our unit is located at the very end of the road, facing away from the rest of the resort, giving you the bonus setting of the fastest ski-out access on-site and total privacy while you get to enjoy access to all the resort amenities like the indoor and outdoor pools.

Top guest favorite

A comfortable living area features a stone fireplace and a mounted television above it. A wooden coffee table is surrounded by a sectional sofa and an armchair, adorned with patterned cushions. Natural light enters through large windows, enhancing the welcoming ambiance.

Townhouse in Lutsen

4.97 out of 5 average rating, 78 reviews

Ski-In/Ski-Out 3 bedroom Lodge near hiking/golf

Lola's Lodge is the place to come get away and enjoy all the things the North Shore has to offer. Walk out the back door and be on the slopes in this Ski-In/Ski-Out lodge. In the summer walk and enjoy the gondola ride to the top of the mountain and look at the views of Lake Superior or take the alpine slide down the mountain. Minutes from Lake Superior, Superior National Golf Course, multiple National Parks to hike, and 20 minutes from Grand Marais.

Guest favorite

A wooden deck extends from the lodge, surrounded by a mix of evergreen and deciduous trees. A light covering of snow blankets the ground, contrasting with the natural wood tones of the deck. The serene landscape invites a peaceful outdoor experience.

Home in Lutsen

4.88 out of 5 average rating, 16 reviews

Moose Mountain Escape at Lutsen

Spectacular views! Moose Mountain Escape is your perfect year-round getaway for the whole family to enjoy all the North Shore and Lutsen Mountains have to offer. With over two thousand square feet, this is the LARGEST ski-in / ski-out unit for rent in Lutsen. With three separate levels, multiple BBQ grills, an in-unit sauna, a game room, and a huge deck overlooking Moose Mountain, this is the perfect fit to host multiple families under one roof.