Ski-in/Ski-out vacation rentals in Wisconsin

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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.

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Guest favorite

The custom-built log lodge is visible on a grassy hillside overlooking Windigo Lake. Surrounded by trees, the lodge features a spacious deck and multiple windows. In the foreground, a dock with seating and a boat is positioned along the calm lake's edge.

Cabin in Hayward

4.95 out of 5 average rating, 118 reviews

White Tail Lodge; Sandy Beach, Resort Amenities!

White Tail Lodge is a custom-built log Lodge on the pristine shores of Windigo Lake. Located only 6 miles from all the activities in Hayward, WI, the Lodge was built for fun family adventures in mind; near ATV trails; with water toys, a golf cart (to get less mobile persons down to the lake), a shuffle board court, pickle ball court, basketball hoop, a pool table and a fire ring area *In the summer, turnover days are FRIDAYS; click on the BOLD Friday date to see availability.* Nice Winter skiing

Guest favorite

A tranquil lake scene is captured at sunset, with vibrant colors reflected on the water's surface. Docked boats with covers are visible near a wooden pier, and the lush green grass in the foreground leads to the water's edge.

Home in Markesan

4.97 out of 5 average rating, 154 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.

Guest favorite

A charming red cabin is nestled among lush greenery, showcasing large windows that invite natural light. A white porch with comfortable seating overlooks the well-maintained yard. A red barn is visible in the background, surrounded by grass and trees.

Farm stay in Plain

4.95 out of 5 average rating, 229 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 radiant floor heat, is air conditioned, has a small kitchenette, bathroom with shower, and wireless 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.

Top guest favorite

The kitchen features a modern design with a large island and four high-backed chairs. Stainless steel appliances are visible, alongside warm wood cabinetry. Natural light filters through the window, highlighting the rustic wooden floor and surrounding living area.

Cabin in Cable

4.98 out of 5 average rating, 314 reviews

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.

Guest favorite

The living room features laminate hardwood floors and bright windows that allow natural light to fill the space. A gray sofa is positioned next to a coffee table, with a cozy chair nearby. A round mirror and artwork add personal touches to the minimalist decor.

Home in McFarland

4.84 out of 5 average rating, 151 reviews

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.

Top guest favorite

The exterior of a cabin is depicted, featuring large windows framed by wood. Warm light emanates from within, revealing a cozy interior with a lamp and seating. Snow covers the ground, and icicles hang from the roof, creating a serene winter scene.

Cabin in New London

4.99 out of 5 average rating, 100 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.

Guest favorite

The open-concept kitchen and dining area features a wooden table with multiple chairs, illuminated by overhead lighting. Modern appliances and cabinetry are showcased in a well-equipped kitchen. Large windows allow natural light to brighten the space, enhancing the warm ambiance.

Home in Cornell

4.98 out of 5 average rating, 118 reviews

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!

Top guest favorite

A spacious wooden deck is equipped with a grill and features striped chairs for seating. A natural wooded area is visible in the background, with trees gently swaying under a clear sky.

Guesthouse in Earl

4.99 out of 5 average rating, 182 reviews

Earl Eddy

The Earl Eddy is a guest house nestled along the banks of the Namekagon River in the north woods of Wisconsin that is perfect for any outdoor enthusiast! A modern, open concept private dwelling with onsite ski/hike/snowshoe trails and in close proximity to canoeing/kayaking, fishing, hunting, ATV/snowmobile trails and the Birkie /CAMBA trails. Experience the small town charm of the Hayward - Spooner area and let yourself get stuck in the enjoyment of the "Eddy"!

Guest favorite

Cabin in Black River Falls

4.96 out of 5 average rating, 215 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!

Superhost

The exterior of a charming cabin is surrounded by lush greenery, featuring large windows that reflect the evening sky. A hot tub is positioned on a paved area, with a grassy lawn extending toward a playground and the woods in the background.

Cabin in Ojibwa

4.93 out of 5 average rating, 106 reviews

Seclusion, Avail Christmas-Hot Tub, WIFI, 2 Kings

Escape to Chippewa River Cabin, a stylish Scandinavian retreat in the heart of Wisconsin's Northwoods. With 3 bedrooms, full coffee bar, a Pacman game console and a cozy double-sided fireplace, this chic cabin offers a perfect blend of comfort and luxury. Unwind in the open layout, surrounded by breathtaking views of the river and 10 acres of private property. Whether you're seeking peace and solitude or adventure and excitement, this place is for you!

Guest favorite

The cabin is nestled among tall trees, surrounded by lush greenery. A spacious deck extends from the building, accessed by stairs leading down to a stone pathway. A small storage shed is visible to the left of the cabin, complementing the natural setting.

Home in Brule

4.84 out of 5 average rating, 188 reviews

Cabin in the Pines

We are just an hour from the Apostle Islands, Bayfield, Hayward, Ashland, Wi or Duluth, Mn. As you head north to Lake Superior surrounded by the silence of the forest, you can relax , away from the bustle of everyday life. The famous Bois Brule River is a short walk down the hill. Our cabin is very quiet. We are on 3 acres. Our place is a cabin. Not a house. We aren't fancy but comfortable. Get set for a beautiful peaceful time in the pines.

Superhost

Two light-colored Adirondack chairs are positioned on a grassy area, offering a view of the lush surrounding landscape. Wildflowers and tall grasses are visible in the background, providing a natural setting. A cluster of trees stands nearby under a clear blue sky.

Apartment in Baraboo

4.87 out of 5 average rating, 284 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.