
Ski-in/Ski-out holiday rentals in Wisconsin
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Top-rated ski-in/out rentals in Wisconsin
Guests agree: these ski-in/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.

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.

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.

Three Sister's Cottage Barn Retreat
Enjoy a carefree stay in our private, one of a kind reconditioned barn with stone patio. The original 4x4's structure and push out casement windows ground the renewal of this sweet dwelling. A travertine stone floor, cherry live edge and soap stone countertops make the custom built kitchen w/ island seating easy to sink into. The glass shower with view of the meadow and an entire 2nd floor master bedroom with tub for two support you to settle and relax into the northern door peninsula's bliss.

Start Line Inn on Bike & XC Trails Powered by Sun
Silent Sport & outdoor enthusiasts. Rejuvenate in nature. Powered by Solar Energy. Couples getaway or fun with family/friends. Ski, Bike & Hike in/out. Trails for XC, mountain & fat biking & hiking. Scenic routes for road cyclists. 20% OFF at Start Line Services Bike & XC Shop, on property. Water access nearby. Located at American Birkebeiner Start. Cabin charm with modern comforts. Business grade WiFi Work & Play! Wish to reserve more than 6 months ahead? Please send message.

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.

The little Green Birdhouse-McFarland/Monona
Adorable tiny house located just 1/2 block to Lake Waubesa with public lake access. It's a 1/2 mile walk to the Yahara bike path, access to the Capital City bike path and into downtown Madison. Spacious, open living room. Open concept kitchen with butcher block countertops. One bedroom with an attached full bath. Laminate hardwood floors throughout. 2 car parking pad. Large backyard with a firepit, brand new fence, and a nice view of the lake. The neighborhood is quiet and welcoming.

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.

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!

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.

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 ski nearby! 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? Please message host, as exceptions are possible.

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!
Popular amenities for Wisconsin ski-in/out rentals
Ski-in/out house rentals

Private Beach Haven with All of the Comforts

Anna Bananas Beachfront Bungalow

Sedge Wood Farmhouse

Ranch lake house on a quiet road

Cabin in the Pines

Cody’s Cabin - Lake front property, Ski & Fish

Wildflower Farmhouse

Tower Lake Vacation Home & Cabin
Family-friendly, ski-in/out home rentals

Local Landmark MV / Coffeehouse / Kettle Moraine

Lake Life, year round hot tub!

IdaJo- Northwood's Year round Lake-front Home

Golf-ATV Trails-Fishing Stream - 1212

Harry's Hangar Apartment ** Glidden, WI.

Log Lodge; w/Resort Amenities- June Availability!

Willmarth MAIN Lake, Views & Reviews, Est. 2018

Backwoods Lodge🏕 2 cabins & pontoon included!
Ski-in/out cabin rentals

Rustic Pines Lodge - Bike/Hike/ATV from Driveway!

Family Cabin in the heart of Telemark - Cable, Wi

The Prayer Cabin 60 Acres Most Incredible View

Backyard trails and Lake Hayward!

Great Bear Getaway

“The Bunk House” on Lake Amnicon. Pet Friendly!

Eagle’s Wings Cabin

Charming Cabin on Beautiful Lake Owen
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