
Ski-in/Ski-out holiday rentals in Wisconsin
Find and book unique ski-in/ski-out homes on Airbnb
Top-rated ski-in/ski-out rentals in Wisconsin
Guests agree: These ski-in/ski-out homes are highly rated for location, cleanliness and more.

Cozy Trailside Nordic Forest Cottage
Welcome to the Trailside Gökotta Forest Cottage: a modern, minimalist and serene nature cabin on the Birkie Trail system. Gökotta means 'to get up early to listen to sounds of birds and the forest'. Located right on Birkie Ridge Trailhead with close access to vast CAMBA trails, this is a nature escape for outdoor enthusiasts who love to bike, ski, hike, and bird watch. Enjoy ski-in ski-out to groomed trails, bike-in bike-out right onto trails, then cozy up by the woodstove or fire-pit at night.
4.95 out of 5 average rating, 110 reviews
Door County's Chalet On The Shore
The Chalet is set on a quaint piece of Door County's shoreline. Just steps from the waters of Sturgeon Bay, its location is very private, yet convenient to the city. You will enjoy the early morning sunshine from the east and the evenings colors lighting up the surrounding bay. Whether you are searching for a kick back get-away or into exploring all the nearby outdoor activities... We think you're going to love the charm of our year-round shore-side retreat and its truly unique hidden setting.
5.0 out of 5 average rating, 132 reviews
Kinney Valley Farm
Welcome to Kinney Valley Farm, a rustic but modernized farmhouse retreat. Nestled on 110 private acres of serene woods and apple orchards, this is the perfect place to unplug and explore the peaceful beauty of Northern Wisconsin. The farmhouse is set back on a quiet country road, offering complete privacy. Just outside the doorstep, explore the property’s babbling creek, fields, and woods. We live on the adjoining property next door and are available if you need any assistance or directions.
4.9 out of 5 average rating, 229 reviews
The Bluegill on Little Green Lake
This charming 3 BR house on Little Green Lake is perfect for relaxing, or as a great home base for recreational activities all year round -fishing, golf, and water sports in the summer, snowmobiling, x-country skiing and ice fishing in the winter. Little Green is located in Green Lake County, WI. This lake is 462 acres in size and is 28 feet deep at its deepest point. It is a Class A Muskie lake and anglers can expect to catch a variety of fish including Bluegill, Bass, Northern and Walleye.
4.98 out of 5 average rating, 163 reviews
Grateful Farms Cabin: Hills, Creek, Gorgeous Views
Fully-renovated 1890s cabin located on a 60+ acre farm just north of Spring Green. The cabin has heat, is air conditioned, has a small kitchenette, bathroom with shower, and wireless high-speed internet. The farm has a barn from 1895, a main home built in 1923, apple trees, hiking trails, creek with a swimming hole, and a large hill with marvelous views. Make this your private weekend cabin or a longer-term retreat. Farm powered primarily by a large solar array atop one of the barns.
4.95 out of 5 average rating, 250 reviews
Family Cabin in the heart of Telemark - Cable, Wi
Find yourself in the heart of Telemark and within walking distance of the Birkie starting line, Mt. Telemark Village and miles of cross country, 16 mountain biking trails, hiking and snowshoeing trails. Also a short drive to the area lakes. This wonderful and large cabin has 4 bedrooms, each with private bath. The large great room has an imposing stone fireplace, comfy couches and a dining table for 10. The perfect place for families & groups to gather for events or to just be together.
4.98 out of 5 average rating, 202 reviews
Secluded Cabin with Sauna
Place yourself in nature. Put down your phone and pick up a book. Clear your mind, focus on your breath, connect with your inner self. Sleep like you’ve never slept before accompanied only by the sound of owls and wind in the pines. The Belden Farm offers land that is a true retreat. Enjoy the privacy and quiet of our cabin in the woods. Extensive, well-maintained trails for hiking, skiing or Fattire biking lead you through towering hardwoods, cathedral white pines, and golden meadows.
4.99 out of 5 average rating, 139 reviews
Comfortable 1 room house with private lake access.
Newer one room cabin on quiet, sparsely populated, 23 acre lake is your base for a long list of adventurous possibilities in the great north woods! Stay here & relax or enjoy the Nicolet Nat'l Forest, Spread Eagle Chain of Lakes or Upper Penisila of Michigan. Plenty of hunting, fishing, hiking, mountain biking, opportunities in surrounding area. ATV and snowmobile trails right out the door. More than 4 in your party? Guide dog? Please message host, as exceptions are possible.
4.93 out of 5 average rating, 137 reviews
Soaring Pines Lakefront-kayak/fish/hike/BBQ/pets
*If you have pets, please inquire before booking* Your own private secluded waterfront log cabin with a sandy beach to play or relax while sitting around the of fire-pit. Fish from shore or play one of the many outdoor games including Cornhole Toss, or Darts. This 3 bedroom 1 bathroom location has it all; even drive your ATV/Snowmobile from the cabin to trails. This beautiful cabin has all rustic decor but modern conveniences with a private gated driveway on private acres.
4.92 out of 5 average rating, 177 reviews
Luxurious Chula Vista Retreat
No resort fees! Experience all the Wisconsin Dells has to offer while staying in this luxurious condo, located inside the action-packed Chula Vista Resort! Enjoy the resort's restaurants, 18-hole golf course, zip line and so much more! Minutes from all of the area's attractions including Mt. Olympus, Noah's Ark and hiking trails! Then relax in our Jacuzzi tub, cozy up to our two fireplaces, hang out in our spacious living room or cook a family meal in our full-size kitchen!
4.76 out of 5 average rating, 144 reviews
Lakefront Log Cabin w/Loft, Kayaks, Canoe, EV
Welcome to the Woodland Doe Lodge on beautiful Lee Lake. This lakeside natural log cabin is exactly what you need! With your private shoreline, the cabin feels very remote, yet is close to the interstate. ATV / snowmobile trails nearby - and access to tons of hiking and biking. Paddleboat, Canoe, 2 Kayaks, Fishing, Wi-Fi, grill, fire pit, Pac-Man retro arcade (+ more) are all provided for guests. EV Charger on-site! Pet friendly. Year round fun for all!
4.96 out of 5 average rating, 237 reviews
Orchard Prairie B&B
Welcome to my home - Orchard Prairie Air B&B! This unique space was built by an amateur pilot, "MacGyver-Type," Renaissance Man roughly 30 years ago. It is set on 38 acres of pristine Wisconsin Land and is perfect for nature lovers and "Glampers" looking for the great outdoors with the comforts of home. It is a "rustic-industrial" oasis in the heart of South Central Wisconsin, steps from Devils Lake and miles from Baraboo and the Wisconsin Dells.
4.87 out of 5 average rating, 316 reviewsPopular amenities for Wisconsin ski-in/ski-out rentals
Ski-in/ski-out house rentals

Sedge Wood Farmhouse
4.98 out of 5 average rating, 128 reviews
The little Green Birdhouse-McFarland/Monona
4.84 out of 5 average rating, 180 reviews
Private Beach Haven with All of the Comforts
4.89 out of 5 average rating, 84 reviews
Anna Bananas Beachfront Bungalow
4.98 out of 5 average rating, 43 reviews
Wildflower Farmhouse
5.0 out of 5 average rating, 29 reviews
Haakon House
4.99 out of 5 average rating, 70 reviews
Cody’s Cabin - Lake front property, Ski & Fish
5.0 out of 5 average rating, 21 reviews
Waterfront Cape Cod Retreat w/ Dock & Nature Views
4.85 out of 5 average rating, 13 reviewsFamily-friendly, ski-in/ski-out home rentals

Seeley Chalet Ski-Bike-Hike
4.99 out of 5 average rating, 376 reviews
Three Sister's Cottage Barn Retreat
4.84 out of 5 average rating, 191 reviews
Great outdoor retreat in the North Woods.
4.93 out of 5 average rating, 151 reviews
Whispering Pines of Pleasant Lake
4.93 out of 5 average rating, 142 reviews
The Nest at Drumming Woods
4.95 out of 5 average rating, 144 reviews
Lakefront Escape, near Cascade Mountain & WI Dells
4.83 out of 5 average rating, 66 reviews
15min to trailhead, King Bed, PacMan
4.85 out of 5 average rating, 26 reviews
IdaJo- Northwood's Year round Lake-front Home
4.93 out of 5 average rating, 80 reviewsSki-in/ski-out cabin rentals

Start Line Inn on Bike & XC Trails Powered by Sun
4.98 out of 5 average rating, 337 reviews
Secluded Riverfront Cabin | Hot Tub + Starlink
4.94 out of 5 average rating, 121 reviews
“The Bunk House” on Lake Amnicon. Pet Friendly!
4.87 out of 5 average rating, 349 reviews
Backyard trails and Lake Hayward!
4.9 out of 5 average rating, 124 reviews
The Prayer Cabin Cozy Secluded & Incredible Views
4.95 out of 5 average rating, 62 reviews
Eagle’s Wings Cabin
4.9 out of 5 average rating, 29 reviews
Rustic Pines Lodge - Bike/Hike/ATV from Driveway!
5.0 out of 5 average rating, 41 reviews
Dells Lakeside Dream-Waterfront Home
4.9 out of 5 average rating, 20 reviewsDestinations to explore
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