Vacation rentals in Schleswig

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Top-rated vacation rentals in Schleswig

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Top guest favorite

Cabin in Elkhart Lake

4.99 out of 5 average rating, 294 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.

Top guest favorite

The exterior of the property is framed by lush greenery and colorful flowering plants. A rustic wooden fence runs along the foreground, while the house is partially obscured by trees, creating a serene and inviting environment.

Home in Kiel

5 out of 5 average rating, 19 reviews

Kiel River House

Located on the Kiel river, 1 hr from Lambeau, 1 hr from Milwaukee, 20 mins from Kohler, 15 mins from Elkhart Lake/ Road America, and 50 mins from EAA. It's a 5 min walk to Roeck's Bakery, run by the same family since 1908. The following businesses are around 5 mins walking distance ,Christel's Pet Store, Dairy Queen, Badger's Den, Bob Schoenborn's Jewelry, and Bird's Nest Home Decor. Fork & Dagger Ale Haus and Lumber yard Brewery are less than a 5 min drive along with 6 more restaurants

Top guest favorite

A wooden table displays a variety of items: an open book, a lime, a glass filled with dark liquid, and a bottle of rum beside a vintage Coca-Cola. A bouquet of vibrant flowers sits neatly in the background, with light filtering through a window.

Apartment in Kohler

5 out of 5 average rating, 132 reviews

The Hemingway on Church - It Tolls For Thee

"Kristine's property has all the charm of a modern day Mayberry" -Michael This 1906 historic home is nestled in the heart of the equally historic "Village of Kohler." Completely remodeled in 2019 adding Kohler spa amenities and modern touches to its original charm. Mixing modern & antique furniture finds like the Hemingway Sideboard (which inspired the literary theme) make this historic hideaway a true Kohler destination. "You cannot get a better location in Kohler than this house!" -Dennis

Top guest favorite

A single-story house with a neatly maintained lawn and vibrant flower beds welcomes visitors. An American flag is displayed at the entrance. The driveway leads to a garage on the left side of the house, and ample green space surrounds the property.

Home in Howards Grove

4.96 out of 5 average rating, 193 reviews

Spacious lower level priv entrance no cleaning fee

Not set up for babies or toddlers. Entire basement is for rent with a separate entrance. Kitchen area includes refrigerator, microwave, coffee pot, toaster, sink, dining table and chairs. NO STOVE OR OVEN IS AVAILABLE. Free Wifi and Cable TV. Air conditioning. Plenty of parking, keyless entry. 14 min to Road America, 13 min to Kohler, 9 min to Whistling Straits, 5 min to Lakeland University, 1 hr to Milwaukee, 1 hr to Green Bay. Lots of nice amenities, clean, spacious. No cleaning fee.

Superhost

An aerial view captures the layout of the property, showcasing a cluster of buildings surrounded by lush greenery and a small pond. Farm fields extend in all directions, while trees add a touch of vibrant color to the landscape.

Barn in Sheboygan Falls

4.71 out of 5 average rating, 129 reviews

Quiet Country Charm

Cozy barn loft with rustic charm. This newly renovated private loft sleeps 4 with the possibility of 1 or 2 more if you don’t mind sleeping on an air mattress. This room includes a bathroom with shower and small efficiency kitchen with microwave, coffee maker, and small refrigerator. The futon pulls out to a double bed. This relaxing local comes complete with barnyard animals for an authentic Wisconsin experience! You won’t forget the peaceful surroundings of this rustic destination.

Guest favorite

The two-story cottage features a screened-in porch and a spacious patio area where a circular blue seating arrangement is visible. Surrounded by lush greenery, a set of stairs leads up to the entrance, providing access to the inviting interior.

Cottage in Kiel

4.97 out of 5 average rating, 31 reviews

Cedar Cottage

Private, spacious retreat with a beautiful lake view. Enjoy access to the lake for seasonal activities, such as paddle boarding, kayaking, and fishing. The screened in porch is the perfect place to have morning coffee. The property includes a private dock (in season), sandy beach, outside lounging spaces, and a cozy fire pit. In winter, when the lake freezes, you can enjoy ice fishing, walks, or skating. The property is in close proximity to Elkhart Lake and world class golf courses.

Top guest favorite

Cabin in Cascade

5 out of 5 average rating, 166 reviews

hot tub and sauna on 5 private acres

Need 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 inspired getaway awaits!

Top guest favorite

A well-lit living area features a neutral-colored sofa adorned with a soft throw. A glass coffee table sits on a patterned rug, complemented by a wicker basket. Natural light filters through the window, illuminating the space and the nearby armchair.

Apartment in Sheboygan

4.98 out of 5 average rating, 168 reviews

Lovely modern two bedroom home with fire pit

Newly renovated two bedroom home just a mile from the beach and five star restaurants. Enjoy a game of golf at world class Whistling Straight. Car enthusiasts will love Elkhart Lake Road America. Salmon fishing the Great Lake Michigan or just have a relaxing time around the fire pit. There is a laundry with washer/dryer, steamer and folding table. Dogs under 30 pounds. No cats sorry. No smoking in the house. Ample street parking at the front door. Fire pit in back yard.

Top guest favorite

A spacious bedroom features a king bed with a soft blue blanket draped over it. A casual living area showcases a pool table and a large projector screen, while an inviting hot tub overlooks a backdrop of woods.

Home in Manitowoc

5 out of 5 average rating, 142 reviews

HOT TUB~KingBed~PoolTable~PokerTable~BatmanMovieRm

Gather with loved ones in a small neighborhood just beyond Manitowoc city edge. Convenient access to Manitowoc and nearby towns. Just minutes to I-43, making trips to Whistling Straits or Green Bay (20–30 mins) a breeze. Enjoy the perfect blend of privacy and ease. The home’s layout is ideal for traveling professionals & families, with three bedrooms each paired with a full bath. Everyone gets their own space. Infant and toddler gear is available upon request for added comfort.

Guest favorite

The exterior of a two-story home is shown, featuring a gray facade with black shutters. A set of stairs leads to a front porch decorated with potted plants. Colorful flags add a welcoming touch, while a driveway and well-maintained landscaping are positioned in front.

Apartment in Manitowoc

4.92 out of 5 average rating, 147 reviews

Lakeshore Bungalow Boutique

Newly remodeled upstairs 2 bedroom, very spacious apartment. Shaby sheek style downtown very cute home away from home. Just minutes from beautiful biking and walking trails and beaches along the beautiful shores of Lake Michigan. Walking distance to restaurants, pubs, wine bar, museums, beaches, shopping, grocery store, bakerie, zoo, car ferry, gym's, coffee shops, library. Beautiful lake Michigan Marina and Light House, Manitowoc is a very cute and quaint small town.

Guest favorite

A welcoming living area is highlighted by a warm orange couch with blue accent pillows. A modern lamp with a red base stands beside it on a side table. A framed painting adds character, while a plant is visible through a doorway leading to another room.

Home in Sheboygan

4.95 out of 5 average rating, 112 reviews

King Bed Near Lake w/ Fire Pit & Pack N Play

Welcome to the Getaway! Getaway: noun - an act or instance of getting away; a place suitable for a vacation You will unwind in this peaceful 3 bedroom lower unit near Lake Michigan, Whistling Straits and Kohler/Andrae State Park. You can enjoy an evening around the fire pit, or if you don’t feel like staying in, head out to discover some of Sheboygan’s many hidden gems. If this unit is booked for your dates, send me a message to ask about our other available listings.

Top guest favorite

The sign for Red Willow Guest House is prominently displayed, featuring bold red letters against a white background. The surrounding landscape includes green grass and trees, with a hint of a barn visible in the background, creating a rural setting.

Home in Kiel

4.99 out of 5 average rating, 198 reviews

Red Willow Guest House

Renovated farmhouse located just 48 miles south of Lambeau Field and 50 miles north of Milwaukee. This guesthouse is the perfect vacation home for large family/group gatherings. The property is a retired dairy farm with acres of trees and grasslands to explore. The farmhouse is three miles east of Kiel, nine miles from Elkhart Lake, home of Road America race track and 18 miles to Blackwolf Run golf course in Kohler.