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

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

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

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

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Guest favourite

Chalet in Lutsen

4.98 out of 5 average rating, 198 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 favourite

Townhouse in Tofte

4.95 out of 5 average rating, 20 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

Flat in Lutsen

4.74 out of 5 average rating, 23 reviews

Mountain Access I Pool I Hot Tub I Self Check-In

★"...Beautiful condo! Comfy beds, cozy linens, and super clean space. Kitchen was well stocked which made cooking a breeze." ★"...Second time staying at this condo. Works perfect for ski in and ski out." ★"...Such a wonderful escape— great for our little family, especially with the condo & resort amenities such as s'mores by the campfires and crafts at the front desk for kiddos.." • Located right on the Mountain for easy access • Shared Pool and Hot tub • Complete Kitchen for homemade meals

Superhost

Cabin in Grand Marais

4.77 out of 5 average rating, 117 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.

Superhost

Home in Grand Marais

4.99 out of 5 average rating, 75 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 favourite

Home in Lutsen

4.95 out of 5 average rating, 197 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

Guest favourite

Chalet in Lutsen

4.99 out of 5 average rating, 216 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.

Superhost

Townhouse in Lutsen

5 out of 5 average rating, 5 reviews

Lutsen Ski in/Ski out! Townhome on the Slopes.

Downhill ski? XC ski? Snowmobile? Hike? Whatever your favorite family outdoor adventure, your stay in our cozy 2-BR, 2.5-BA townhome located at Caribou Highlands Lodge is your basecamp for everything the North Shore has to offer. Located Slope-Side at Lutsen Mountains Ski Area. Near all the XC ski trails, snowmobiling, state parks. Alpine Slide. Lutsen Mountains Gondola. Lake Superior shore. Full kitchen. Gas Grill. Community amenities: 2 pools, hot tub, playground, Moguls Grille.

Guest favourite

Home in Lutsen

4.93 out of 5 average rating, 60 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.

Guest favourite

Apartment in Lutsen

4.98 out of 5 average rating, 59 reviews

(Ski-in/Ski-out) Suite w/Whirlpool- Pool & Hot Tub

Welcome to our charming ski-in/ski-out studio condo in the heart of Lutsen Mountains, the ultimate destination for winter enthusiasts! This cozy retreat is the perfect base camp for exploring all the amazing outdoor activities that Lutsen Mountain has to offer! After a long day on the slopes, 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 ensuite jacuzzi and wood-burning fireplace.

Guest favourite

Apartment in Lutsen

4.94 out of 5 average rating, 16 reviews

Charming & Cozy Ski in/Ski out Condo

THE vacation spot with everything you want and need! Welcome to cozy, comfortable, & charming condo living. Nestled in the Lutsen Mountains, this ski in-ski out condo comes furnished with all the comforts of home, and all the opportunities for adventure. Warm up by the fire after a day of skiing or cool off after a summer’s day of hiking with a dip in the pool. With immediate access to trail hiking, skiing, & swimming, there is something for everyone to love!

Guest favourite

Townhouse in Lutsen

4.97 out of 5 average rating, 67 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.