Ski-in/Ski-out holiday rentals in Wisconsin

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Guest favourite

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.

Location · Value · Indoor spaces

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Guest favourite

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.

Location · Family · Sleep quality

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Guest favourite

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.

Family · Location · Sleep quality

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Guest favourite

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.

Family · Location · Breakfast

Top Guest favourite

Guest favourite

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.

Location · Family · Wi-Fi

Great outdoor retreat in the North Woods.

Valhalla Townhouse is just a few miles outside the cute town of Cable Wisconsin. This property sits adjacent to an old ski hill and walking distance from the American Birkebeiner Trail head. Miles of trails are just out your door for cross country skiing, mountain biking, snowmobiling, hiking and ATV's. There are also numerous lakes in the area and the beautiful Namekagon river for fishing or canoeing. There is something for everyone here at Valhalla! We hope you enjoy your stay!

Value · Family · Check-in

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.

Location · Family · Getting around

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!

Value · Family · Indoor spaces

Sedge Wood Farmhouse

Peaceful country setting with newly renovated home on a working grass-fed beef farm. Only 6 miles to the Barn on Stoney Hill and close to the Ice Age Trail. Wonderful getaway location for you and your family. Explore our beautiful local parks, lakes/rivers, breweries, wineries, cafes, orchards, and trail systems. Large 2-door shed available to park your vehicle, boat, bikes, ATVs or snowmobiles. Enjoy the cows and abundant wildlife. Farm tours available upon request!

Location · Value · Amenities

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!

Value · Location · Checkout

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.

Family · Location · Heating

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!

Location · Value · Quiet