Places to stay near Little Switzerland Ski Area

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Top-rated vacation rentals near Little Switzerland Ski Area

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

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Top guest favorite
Yurt in Cambridge
4.98 out of 5 average rating, 259 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 favorite
Farm stay in Cambridge
4.99 out of 5 average rating, 108 reviews

Stay With Horses Escape Near Madison

Get ready for a quiet and peaceful stay. Take your pick: - 1King+1Queen Bed & 1 bath for 4 people - 1King+2Queen Beds & 2 baths for 6. (+$125 per night, contact host for payment) This home is attached to a barn with 6 Icelandic horses! Wake up to Icelandic horses just outside your window. A scenic escape with quiet mornings, fuzzy horses, and a one-of-a-kind IamGlytja experience - only 25 minutes from Madison - No horse riding allowed, owners to supervise all horse visits - No smoking / parties

Top guest favorite
A cozy living area features a large brown sectional sofa adorned with patterned cushions. Windows allow natural light to flood in, showcasing views of the outdoors. A round wall clock hangs above, and a small wooden bench complements the inviting space.
Apartment in Cedarburg
5 out of 5 average rating, 100 reviews

Perfect Balance in Cedarburg Gem

This spacious, private studio apartment offers a perfect blend of serenity and activity. Situated at the back of a 1.25 acre lot, beyond the lovely 1862 stone farmhouse it overlooks, the carriage house is a peaceful getaway -- minutes from all that bustling historic Cedarburg has to offer. Just .4 mile from the OZA Fairgrounds and .8 mile to downtown shops and restaurants, it's a quick drive or an easy walk to many amenities. Relax on the balcony before or after a day of fun sightseeing. Cheers!

Top guest favorite
The exterior of a two-story home is visible, featuring large windows and a pleasant outdoor deck with shaded seating. A pergola is positioned nearby, surrounded by greenery and a stone pathway leading into the yard.
Home in Hubertus
4.88 out of 5 average rating, 525 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 favorite
The exterior of a charming house is showcased, featuring a welcoming front porch adorned with string lights. Lush greenery surrounds the home, with a flower garden displaying purple blooms. A pathway leads to the entrance, enhancing the inviting atmosphere of the property.
Home in Menomonee Falls
4.92 out of 5 average rating, 209 reviews

Exhale, rest

Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

Top guest favorite
A two-story brick building houses a coffee shop on the ground floor, featuring large windows flanked by a striped awning. The entrance is highlighted by a sign that announces it as Kettle Moraine's Favorite Espresso Bar. A welcoming atmosphere is created by its corner placement and outdoor seating area.
Apartment in Kewaskum
4.98 out of 5 average rating, 120 reviews

Local Landmark CF / Artisan Coffeehouse

Wake up to the aroma of fresh coffee, stroll downstairs for breakfast, then spend the afternoon hiking the Kettle Moraine before returning to a luxurious bed. The iconic Coffee Corner Bistro (Est 1999) is steps from the Wisconsin 9/11 Memorial & Eisenbahn Bike Trail, and is the "Gateway to the Kettle Moraine" Proudly recognized by the Fond du Lac Reporter Travel Section in its June 13, 2026 feature: "Top Airbnb Stays Near Fond du Lac" Google CBS 58 story on our historical Coffeehouse.

Superhost
Place to stay in Racine
4.84 out of 5 average rating, 811 reviews

Wisconsin Treehouse Getaway!

Featured in Timeout Magazine as Chicago's Top 10 Airbnbs, and in other outlets as Wisconsin's most romantic and top 5 Airbnbs, this space has an immersive nature experience, overlooking a creek and woods with all modern comforts. Imagine yourself in a cabin in the woods to unplug and recharge, waking up to chirping birds as if in a Treehouse! 3 miles to Lake Michigan & dwntn. lf we're home, a complimentary Chai! Come, make lifelong memories at Racine's Best Kept Secret No local bookings.

Top guest favorite
Cabin in Cascade
5 out of 5 average rating, 269 reviews

hot tub and sauna 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 favorite
Tall sunflowers bloom vibrantly in a garden, displaying bright yellow and orange petals. A wooden gazebo with hanging lights stands in the background, surrounded by lush greenery. Soft sunlight filters through the trees, enhancing the serene outdoor setting.
Guest suite in Sussex
4.99 out of 5 average rating, 155 reviews

Garden Retreat in law Suite

Welcome to our in-law suite apartment featuring a full eat-in kitchen, living room, queen bed in large bedroom, walk in closet and full bathroom with walk-in shower. Our beautiful two acre yard has many areas to relax in, including a hammock and fire pit for the evenings. Twenty mins. to Erin Hills and Holy Hill and a half hour to most downtown Milwaukee attractions, as well as the RNC activities taking place this summer. Lots of city tips and suggestions for our guests.

Guest favorite
The exterior of a spacious lakeside home is showcased, featuring large windows and a welcoming porch. A green lawn extends towards the water, accompanied by bright blue kayaks and a swing set. A tall tree provides shade, enhancing the outdoor ambiance.
Cottage in Random Lake
4.85 out of 5 average rating, 108 reviews

Private 3 bedroom lake house

A beautiful spacious 3 bedroom with sofa bed (sleeps 9 guests) with lake access just steps away from the backyard. Includes washer and dryer, all cooking amenities and a grill, 3 TVs with cable (including Netflix and Disney+ capabilities), a two person canoe n 3 kayaks, hammock, board games, and books for leisure reading. Fish off the private peer. Light the bonfire in the fire pit (firewood included) by the patio onlooking the lake. Pets are allowed with a $200 pet fee.

Guest favorite
The exterior of Shalom House showcases a Frank Lloyd Wright style design, featuring a harmonious blend of stone and wood materials. Large windows allow for ample natural light, and a welcoming entryway is highlighted by decorative stonework.
Home in West Bend
4.9 out of 5 average rating, 107 reviews

Entire Use of Shalom House

Shalom House, a Frank Lloyd Wright style design, accommodates 1-12 guests with five bedrooms, 4 bathrooms, great room with fireplace, large kitchen, and labyrinth. NEW at Shalom House is WiFi, though the woods is a great place to connect with the world too. Wonderful drinking water and whole house water system. We have both!! *Shalom House is an experience-"a quiet place to be" *Enjoy the beauty of nature, friends, family, relaxation, celebration.

Top guest favorite
A spacious dining area features a wooden table surrounded by six chairs, complemented by an archway leading to a cozy living room. Natural light filters through large windows, illuminating the elegant combination of exposed brick and light-toned walls.
Home in Wauwatosa
4.96 out of 5 average rating, 159 reviews

Historic on The Avenue

Entire Home- 3 bedrooms This beautiful historic home is centrally located in the heart of Wauwatosa! Steps from the quaint village with restaurants, bars, coffee shops and boutiques! This property marries old world charm with modern amenities. Less than 15 minutes via freeway to downtown Milwaukee, the lakefront, Marquette University, less than 10 minutes to American Family Field, 5 minutes to the Milwaukee Zoo and Froedtert/Children's hospital.

Popular amenities for vacation rentals near Little Switzerland Ski Area