Places to stay near Little Switzerland Ski Area

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Top-rated holiday rentals near Little Switzerland Ski Area

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Yurt in Cambridge
4.98 out of 5 average rating, 248 reviews

YurtSimple

YurtSimple is where life slows down and people unplug. It’s forest bathing in nature. It’s getting away from it all to spend time with a partner, by oneself, and sometimes with pets. You’ll be driving past YurtCation (about 300 feet past YurtCation) to get to YurtSimple. YurtCation is 20’ in diameter and YurtSimple is 16’ in diameter. Wood and charcoal are provided. You may cook on the indoor wood stove top, or visit any number of great restaurants 2 miles away. You can even order pizza delivery

Top guest favourite
The A-frame cabin is framed by lush greenery and colorful landscaping. A welcoming pathway leads to the entrance, featuring a spacious deck. The cabin's dark exterior contrasts with the surrounding trees, creating a serene and private atmosphere.
Cabin in Elkhart Lake
4.99 out of 5 average rating, 342 reviews

Elkhart A-Frame, Wooded Retreat near Road America

The Elkhart A-Frame is an ideal location for the adventure seeker who wants a unique and private experience that is still close to all the action. The home sits on a wooded three-acre private retreat only about a mile from the village of Elkhart Lake, Road America, and Golf Courses. This unique cabin was built in the 1970's but has been recently renovated with a fun Scandinavian modern flair. It has all the amenities for a memorable vacation stay that provides plenty of epic photo opportunities.

Guest favourite
Home in Waukesha
4.93 out of 5 average rating, 197 reviews

Pet-Friendly Retreat•Sleeps 8•Huge Yard•Fire pit

Wake up to sunrise over a peaceful backyard and enjoy your morning coffee on the private balcony. Evenings are perfect by the fire pit under a starry sky. Just a 5 minute drive from Pewaukee Lake Pet-friendly home with a large yard and fire pit - ideal for relaxing and spending time together. Open-concept living, kitchen, and dining area creates a warm, inviting space to gather. Sleeps up to 8 and is best suited for small families or close-knit groups who prefer a more cozy, intimate layout.

Top guest favourite
A serene lakeside setting features two black Adirondack chairs positioned around a small table, surrounded by lush green grass. In the background, gentle ripples of the lake and trees provide a peaceful atmosphere, while kayaks rest nearby, inviting leisurely exploration.
Home in Hubertus
4.87 out of 5 average rating, 518 reviews

Bark Lake, Entire Home, Private Lake Frontage 50ft

A 1,700 sqft home with 3 bedrooms, 2 baths, sofa bed and couch, large outdoor deck, hot tub, grill, 50 feet of lake access. Enjoy the morning sunrise from the East and relax by the waterfront and watch the sunset on the West. Bring the family and enjoy some lake life where the days linger on longer. During the Summer months we have a pier available to fish off of. There are two fire pits, one by the lake and another tucked away near the house. You will love it here, it is very calm and relaxing.

Top guest favourite
A rustic lodge stands with a red barn facade, complemented by a stone base and a silos on the side. Lush greenery surrounds the property, while a gravel pathway leads toward the entrance, showcasing a peaceful rural setting.
Barn in Cedarburg
4.97 out of 5 average rating, 203 reviews

Big Red Barn with a basketball court

A beautifully transformed dairybarn turned into a rustic Lodge with all the accommodations. Enjoy a full kitchen and bar filled with a gas fireplace, dart board and pool table. Head upstairs to the basketball court and onto a wraparound deck that over looks acres of wetlands with wildlife A birdwatchers paradise. If you need to detox we have a wood-burning sauna with all the wood and kindling for you to enjoy. We are located 2miles outside historic Cedarburg Wi and 25 minutes north of Milwaukee.

Guest favourite
An open concept kitchen features a large white island with seating, accompanied by modern cabinetry. The living space extends into a bright dining area, enhanced by natural light from a window. Decorative artwork and a wall clock add character to the surroundings.
Home in Milwaukee
4.94 out of 5 average rating, 181 reviews

Downtown Oasis: Hot Tub, Garage, 2 King Huge yard!

Bring the whole family to this great place with lots of room for fun. A rock throw away to Milwaukee central featuring the city's best restaurants, bars, shops, and attractions. This exclusive 1800sqft Ranch 3 bedrooms, 9 beds, 2 full and 1 half bathrooms to sleep up to 14 guests. It features everything your family & friends need: Large Kitchen, Wash/Dry, Outdoor Patio, large back yard and a 8 person Hot Tub! Walking to the Fiserv Forum and downtown. Attached Garage w/ Driveway. 1 Gig Internet

Top guest favourite
Flat in Kewaskum
4.98 out of 5 average rating, 106 reviews

Local Landmark CF / Coffeehouse / Kettle Moraine

One-of-three suites located above a local landmark. The iconic Coffee Corner Bistro (est 1999), is steps from the Wisconsin 9/11 Memorial & Eisenbahn Bike Trail, and is considered the "Gateway to the Kettle Moraine". West Bend - 5 minutes, Foundry 45 - 3 minutes, Lomira - 15 minutes. Enjoy relaxing in this spacious, stylish upper flat in a beautiful turn-of-the-century building. Google... “Kewaskum somewhere I just feel at home” and check out CBS 58 story on our historic Coffeehouse

Top guest favourite
Cabin in Cascade
5 out of 5 average rating, 256 reviews

sauna and hot tub on 5 private acres

Looking for a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your getaway awaits!

Top guest favourite
A well-equipped kitchenette is shown, featuring a stainless steel refrigerator, microwave, and a coffee maker. Above the countertop, mugs are neatly arranged on a hanging rack. A glass-paned door leads to another room, adding a touch of elegance with a chandelier visible through the glass.
Guest suite in Sussex
4.96 out of 5 average rating, 334 reviews

The Loft @ The Butler Place. 1846 homestead.

The Loft at the Butler Place is a beautiful, quiet retreat set in the rural suburb of Sussex, just 30 minutes west of Milwaukee. The home is the 1846 homestead of the William Butler family, making the home older than the State of Wisconsin! The 2019 remodel of the Loft is in sophisticated farmhouse style and pays tribute to the history of the home in its furnishings, up cycled pieces, and beautiful setting. "Broken becomes blessed" both tells and compells as an invitation to all.

Top guest favourite
The exterior of a single-family home is presented, showcasing a welcoming yellow facade with blue shutters. A white porch with steps leads to the entrance, complemented by neatly trimmed shrubs and a grassy area. An American flag adorns the porch, enhancing the inviting appearance.
Home in Cedarburg
4.97 out of 5 average rating, 235 reviews

Our Happy Place in Cedarburg

You are certain to enjoy a special gathering with family or friends at Our Happy Place. Three bedroom / two bathroom single family home has all the conveniences of home. The property is just a one block stroll from many of the unique festivals held in historic downtown Cedarburg. Three wineries, numerous restaurants, coffee shops and fun shopping all within short walking distance. Friendly, safe neighborhood with quiet sleeping areas inside.

Top guest favourite
A log cabin sits perched on a grassy embankment, framed by trees. The exterior features large windows and a spacious deck with steps leading down to the water's edge. Two red chairs are placed near the shoreline, reflecting the cabin's warm colors on the water.
Home in Nashotah
4.96 out of 5 average rating, 124 reviews

Okauchee Lakefront Cabin Escape

The perfect lake house for a family or a group of friends: kayaks, fire pit, gas grill, bags, jukebox, darts, bumper pool and sunsets on the deck. Near Erin Hills for golfers (15 minutes). Down the road from the Kettle Moraine hiking trails (10 minutes) and the Nashotah dog park (5 minutes). Several bars and restaurants within 5 minutes. The very best in lake life, outdoor life and night life.

Top guest favourite
Flat in West Bend
4.94 out of 5 average rating, 129 reviews

Delightful 1 Bedroom in Downtown West Bend.

Private space in upper of established business. Fully furnished apartment with amazing sun light. Friendly, comfortable space that offers restaurants, bars and great dining all just steps away. Includes Overnight Parking Pass for entire stay. Side entrance with coded door for privacy. Close to nature trail for hiking or biking. All baking, cooking, utensils, dishes included.

Popular amenities for holiday rentals near Little Switzerland Ski Area