
Holiday rentals in Schleswig
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Top-rated holiday rentals in Schleswig
Guests agree: these stays are highly rated for location, cleanliness and more.

The LODGE in Elkhart Lake. —-Hot Tub & Arcade—-
Rustic modern home w/ hot tub, arcade & fireplace right on the edge of Elkhart Lake. Road America, great golf, The Ice Age Trail, & the Kettle Moraine are all at your doorstep. This cozy home is 4 blocks from the downtown of Elkhart lake. Yet it still has an acre to explore & enjoy nature. Only 4 miles from Road America. 2 bedroom w/ 2 extra sofa sleepers & 2 baths. Perfect for racers or romantic getaways. The arcade/Pinball room has over 10 games. Perfect base camp. We got your bases covered
FamilyLocationBathroom
4.93 out of 5 average rating, 301 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.
ValueLocationAir conditioning
4.99 out of 5 average rating, 367 reviews
Shoreline Serenity
Welcome to ''Shoreline Serenity''! 200 ft of Lake Michigan frontage w/unobstructed views that go on for miles and tucked away on a 2-acre lot offering peace & privacy. Inside the home, you will be drawn to the beautiful views through the full wall of east facing windows & patio doors. The interior is cozy, clean, and comfortable. Fully equipped kitchen w/coffee bar. Main level has (2) bedrooms including the primary bedroom w/fantastic views. The spacious upper level loft has a king & twin bed.
FamilyValueQuiet
5.0 out of 5 average rating, 20 reviews
Stay at Sunrise LLC, Like being at Grandma's
Welcome to Stay at Sunrise LLC. We offer a clean and comfortable home for your vacation enjoyment. We are in a rural area, recreation trail head is 3 miles east of us as is the Wade House, 7 miles from Road America. Large yard, Fire pit, picnic table, child swing set. Garage parking on site if arranged in advance. We do not have WIFI Phone reception for Internet is good. No Cable or Satellite TV, Over 32 antenna channels. Smoking is allowed outside of the home. No pets allowed.
FamilyValueView
4.97 out of 5 average rating, 153 reviews
Neighborhood home in Manitowoc
Guests must check-in in person. 4 bedroom ranch home with deck and backyard in a pleasant neighborhood with sidewalks. 3 full bathrooms, one with an oversized jacuzzi tub. Large entertaining areas both on the main floor and the fully finished basement with wet bar, wine cellar and waterfall feature. There’s two fireplaces and an outdoor fire pit. This house is not suitable for children between the ages of 2 and 12. No internet. Easy access to I-43 approximately 25 miles to Green Bay or Kohler.
LocationValueCheck-in
4.91 out of 5 average rating, 184 reviews
Castle on a vineyard with hot tub and theater
Stay at one of the most Wishlisted Airbnbs in the world — a castle on a vineyard. Featured in Men’s Journal and on the cover of Haven magazine, The Castle Vineyard is a 20-acre estate built for unforgettable stays. 🍇 Vineyard estate with spa, sauna & wildlife views 🎬 Theater, arcade, PS5 & golf simulator 🍽️ Chef’s kitchen with Viking appliances 🔥 Fire pit, patio & hot tub 🏰 “Felt like royalty… every detail was magical.” 🎉 Entire estate is yours. Ask about our exclusive Tasting Room.
FamilyLocationCleanliness
4.99 out of 5 average rating, 178 reviews
Spacious Lakefront 3Br 3Ba Home
Located directly on beautiful Lake Winnebago. Less than 15 minutes to Fond du Lac shops, bars, and restaurants. Conveniently only one hour from Milwaukee and Green Bay. Only 50 minutes to Whistling Straits, Kohler, and 30 minutes to Erin Hills! You'll enjoy a cozy three season room, a spacious patio with lots of seating, and large backyard with plenty of space for you and your family to enjoy! Nearby public golf courses include Whispering Springs, Rolling Meadows, and Far Vu Golf Course.
LocationFamilyCheckout
5.0 out of 5 average rating, 63 reviews
Growe's Guest House - just like Grandma's!
Our beautiful private home is available for you! We'd love you to experience the peace and serenity we so much enjoy. We'll answer all requests AS SOON AS possible, hoping we can accommodate your needs. Come; be our guest; night, week, or month! Please note: there is NO overnight street parking Dec. 1- March 1. The private lot behind the house MAY provide permission on an as need basis. Please indicate # of cars and dates before reserving, so accommodations can be arranged.
FamilyValueBathroom
4.85 out of 5 average rating, 156 reviews
Fallon House in Kiel close to Road America
Nestled in the heart of Kiel, Fallon House offers a perfect blend of charm and convenience, mere moments from Road America. With 4 cozy bedrooms, 2 modern bathrooms, and essential amenities like WiFi, air conditioning, and a fully equipped kitchen, it's the ideal base for your adventures. Whether you're here for the racing thrills or to explore the local sights, come back to comfort and ease, making your stay truly unforgettable. Ideal for both families and groups.
FamilyLocationKitchen
4.5 out of 5 average rating, 4 reviews
Clean, Comfy Stay Near Parks, Downtown & Lake!
Enjoy a peaceful stay near Sheboygan’s lakefront, family parks, and downtown eats. This clean, cozy 2BR unit offers everything you need—walkable location, garage parking, full kitchen, and thoughtful touches like old-school Nintendo and local recommendations. ⭐ “Clean, comfy, quiet—close to everything. We’ll definitely stay again!” – Roger ✓ Minutes to downtown & Lake Michigan ✓ Family park across the street ✓ Garage + easy onsite parking
FamilyLocationWalkability
5.0 out of 5 average rating, 63 reviews
Secluded Elkhart Retreat | Pool, Hot Tub & Sunset
Nestled just minutes from Downtown Elkhart Lake, this custom-built cordwood home offers a secluded sanctuary experience. Perched atop a hill, the unique 16-sided house provides breathtaking views of the state forest and surrounding farmland. Despite its remote feel, you’re only a 5-minute drive from the charming Elkhart Lake business district. Day hikes on the ice age trail are just steps away from the home. Tap the ❤️ to save this listing!
LocationFamilyPool
4.98 out of 5 average rating, 162 reviews
Guest Favorite | Super Host + Clean & Modern Stay!
Unwind in this modern retreat just minutes from Whistling Straits Golf, Road America, Lake Michigan, and year-round outdoor adventures. The bright, open living spaces feature high ceilings, skylights, and stylish furnishings, with thoughtful comforts like heated bathroom floors. Enjoy the spacious outdoor living area for relaxing after a day out. Ideal for golfers, couples, families, wedding groups, business travelers, and traveling nurses.
ValueFamilyGetting around
4.95 out of 5 average rating, 165 reviewsPopular amenities for Schleswig holiday rentals
Other great holiday rentals in Schleswig

Lake Michigan Views | 4BR Near Whistling Straits
ValueFamilyView
4.99 out of 5 average rating, 99 reviews
Lake House-Kayaks/Paddle Boards/Private Pier
FamilyLocationKitchen
5.0 out of 5 average rating, 19 reviews
Holyland Hideaway
LocationValueAmenities
5.0 out of 5 average rating, 16 reviews
Turn 3 Lodge - Road America Track View Rental .
ValueFamilyQuiet
4.98 out of 5 average rating, 62 reviews
Blue Sky Country Living
FamilyLocationGetting around
5.0 out of 5 average rating, 28 reviews
Adorable bungalow in historic Sheboygan Falls,WI
LocationFamilyNearby
4.99 out of 5 average rating, 111 reviews
Schoolhouse Straight Inn-Hot Tub- Suana - plunge
FamilyValueQuiet
4.99 out of 5 average rating, 144 reviews
Kiel River House
LocationFamilyPets
5.0 out of 5 average rating, 48 reviewsDestinations to explore
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