
Places to stay near Little Switzerland Ski Area
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Top-rated holiday rentals near Little Switzerland Ski Area
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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

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

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.

Wooded CABIN-Sunset & Lake Views/Kayak to Tiki Bar
Slow down at Fraser Fir log cabin, built in 1958 on Kettle Moraine Lake. In the summer, enjoy quiet moments watching the sun set from the front porch, then relax by the fire pit under a sky full of stars. Fish from the dock, kayak around the lake, or bring your boat to soak up the sun. In the winter, grab your ice-skates or ice-fishing gear and head out on the lake. With countless trails nearby, the hiking options are limitless and beautiful in every season. Your next adventure awaits.

The Cozy Coop | Private Upstairs Retreat | Sleep 8
Wake up to sunrise over a peaceful backyard and enjoy your morning coffee off the balcony. Evenings are perfect by the fire pit under a starry sky. Just 5 minutes from Pewaukee Lake This private upper level comes with a large fenced in yard - 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.

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.

Boutique Wellness Retreat - Hot Tub and Fireplace
Celebrate your special occasion in Sheboygan at this beautiful boutique home. New patio and deck! Hot tub/Dry Sauna! Comfort and charm throughout. Cooks kitchen with all amenities. Primary bedroom w/King size bed. Secondary bedroom has 2 twin beds. The beautiful fireplace in the living room is perfect for a relaxing couples evening. Enjoy a glass of wine or local brew on the patio while you grill out. EV Charger and E-Bikes to explore the area. Let us impress you and help make it a memory.

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.

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!

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.

Hugel Hutte - Log Cabin Getaway
Welcome to the Hugel Hutte! This cute little cabin is perched on the hill top. It's feels like a tree house! You have the kitchen to use, but the famous Fox & Hound's restaurant is just steps away. It's literally right next door. So grab a few drinks and dinner...and walk home to your cabin retreat for the night. Enjoy the tranquil naturescape surrounding the house.

The Hottest Tub in MKE • Skyline Views • Sleeps 8
Soak in a private 7-person hot tub with panoramic Milwaukee skyline views 🛁🌇 — this chic two-level Victorian condo in Riverwest sleeps 8 across 3 bedrooms, 2 gas fireplaces & a sprawling 29x10 private porch. Walk to Brady Street, North Ave & the East Side. Downtown is a quick Uber away. The view. The hot tub. The vibe! ✨
Popular amenities for holiday rentals near Little Switzerland Ski Area
Condo rentals with Wi-Fi

"Perfect" | Spotless Private Studio Walker's Point

Private East Side Milwaukee flat with fenced yard

Old Wrld 3rd St/MLK - Downtown Milw (Fiserv Forum)

Belle City Lofts Unit 1

English Tudor - Upper Flat blocks from the beach

Bay View - Lake View on the Park w/Secret Lounge

Penthouse • Fiserv, Bars, Perks & Big City Views

Spacious Bay View Historic Storefront Apartment
Family-friendly house rentals

Sheboygan Chalet | Nature, Arcade, Sauna & Hot Tub

Entire Use of Shalom House

Lake Country Wellness Escape- Sauna, Hot Tub- Pier

Okauchee Lakefront Cabin Escape

Historic Walker’s Point Home • Sleeps 10 • Garage

Lakefront Sunset

Vast Lake Koshkonong Views from Pier, Deck, & Home

Family Lakefront | Dock, Boats, Game Rm, Fire Pit
Apartment rentals with air conditioning

The Blue Cobb House

Cozy Walkers Point 1BR w/ City View & Free Parking

Historic Lower East Side Apartment with Lake Views

Silvers Four-Six-Four *A home away from home*

Modern Luxury 1BR Apt with Rooftop+Gym+Parking

Charming Bungalow Unit Just North of Downtown Milw

King Bed Retreat with MKE Views + Parking

Sunny State Fair Sojourn!
Other great holiday rentals near Little Switzerland Ski Area

Private 3 bedroom lake house

Lake Country Retreat| Shared Pier Access|Lake View

Secluded Elkhart Retreat | Pool, Hot Tub & Sunset

500 House - Unit B

Captain's Quarters

2-acre retreat steps from Nagawicka Lake

Elkhart A-Frame, Wooded Retreat near Road America

Twilight Luxe Entertainment Houses/Grounds-Hot Tub
Destinations to explore
- Kohler-Andrae State Park
- Alpine Valley Resort
- Whistling Straits Golf Course
- Baird Center
- American Family Field
- Milwaukee County Zoo
- Milwaukee Public Museum
- Marquette University
- Riverside Theater
- Bradford Beach
- Blackwolf Run Golf Course
- Pabst Mansion
- Discovery World
- Fiserv Forum
- Holy Hill National Shrine of Mary
- Mitchell Park Horticultural Conservatory
- South Shore Park
- Betty Brinn Children's Museum
- Wisconsin State Fair Park
- Eaa Aviation Museum
- Atwater Park
- Lake Park
- Road America
- Racine North Beach





