Vacation rentals in Schleswig

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Top-rated vacation rentals in Schleswig

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Top guest favorite

A white door with an arched window is centered against a light-colored wall. A wooden coat rack hangs to the left, with a sign above reading, 'Be Our Guest.' The floor features a patchwork of colorful tiles, adding warmth to the entryway.

Apartment in Kiel

5 out of 5 average rating, 23 reviews

Loft Unit Historic Kiel 8 miles to Road America

Less than a 10 minute drive to Elkhart Lake/ Road America 25-30 minute drive to Kohler, Sheboygan, etc. and less than 1 hour to Milwaukee & Green Bay. Perfect location to stay in the heart of downtown Kiel. Located upstairs in a beautifully restored historic building located on the main street in town. Relax and enjoy your stay with all of the amenities of home which include all new appliances as well as you will be able to walk to local dinning and nightlife attractions that Kiel has to offer.

Top guest favorite

Cabin in Elkhart Lake

4.99 out of 5 average rating, 274 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 favorite

A red cottage is set among lush green trees, with a winding driveway leading to its entrance. The pathway is bordered by neatly trimmed shrubs, creating a natural environment. The structure features a gabled roof and is partially obscured by the surrounding foliage.

Guesthouse in Plymouth

4.97 out of 5 average rating, 119 reviews

Woodside Cottage Guest House-Close to Road America

Woodside Cottage in the Kettle Moraine forest of East Central Wisconsin offers a quiet private getaway for Road American race fans, golfers or those wanting just to have a break from the city and explore the area. This 2 bedroom guesthouse can host 8, with laundry, full kitchen, living room and outdoor fire pit. Due to family guest allergies, we are pet free. Located 4 miles from gate 4 at Road America and 20 miles from Whistling Straits golf course. WIFI available, but unreliable. 3 cars MAX

Superhost

A simple entrance is highlighted by a white door adorned with a small window, framed by green siding. A festive decoration, resembling a snowman, composed of evergreen branches and a golden hat, is positioned beside the door, adding a cheerful touch.

Apartment in Plymouth

4.64 out of 5 average rating, 311 reviews

Pineyard Plymouth Apartment

Enjoy this older upper floor apt. with two single bedrooms with a twin bed in one and a full bed in the other, full bath, kitchen, living room, and off street parking. VCR/DVD player and internet is available. Kitchen is equipped with dishes, pots, pans, stove, and refrigerator. We are five minutes from Road America, fifteen minutes from Sheboygan, and thirty minutes from Fond du Lac. Only three blocks from downtown Plymouth enjoy many shops and eating establishments. Pets are NOT allowed.

Top guest favorite

Apartment in Kohler

5 out of 5 average rating, 126 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

An exterior view of the property features a wooden deck above with a railing, complemented by a staircase leading to the entrance. A paved area at the ground level includes plants and a grill, alongside a garage door and multiple windows of the main structure.

Home in Howards Grove

4.95 out of 5 average rating, 176 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, 107 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.

Top guest favorite

A vibrant display of northern lights fills the night sky, showcasing swirling shades of green and hints of purple. Soft, cloud-like formations can be seen amidst scattered twinkling stars, creating a mesmerizing atmosphere.

Home in Plymouth

4.97 out of 5 average rating, 210 reviews

Wyatt's Country Home - King Bed

Soak up the modern vintage charm of our fully remodeled and updated home! Thank you for choosing our sparkling clean space. Our home is nestled on two quiet acres just north of Plymouth in the peaceful country. Enjoy coffee as the sun rises from one of the two decks, or perhaps a cocktail by the fire as the sun sets. We ourselves lived in this home for our first 5 years and turned it into a beautiful and peaceful space for ourselves that we would now like to share with everyone.

Guest favorite

A wooden cabin features a covered porch with seating, showcasing a welcoming entrance. Surrounded by trees with autumn foliage, the exterior highlights a mix of natural materials. Large windows provide views of the landscape, enhancing the connection with nature.

Cabin in Kiel

5 out of 5 average rating, 10 reviews

The Hidden HAVEN Cedar Lake NFL Draft Availability

Come relax at this quaint, clean, relaxing, hidden gem. Newly updated floors and bedrooms. Waterfront is viewable and only 100 yd walk to your beach access. Guests will have access to right side of pier that you are able to use for water sports and fishing. Public boat landing is on south side of lake for all personal boats parking. Enjoy the relaxing getaway with the ability to grill (gas grill included) , with large yard and outdoor fire pit.

Top guest favorite

The exterior of a two-story house is displayed, showcasing a deep blue facade with white trim around the windows and front door. A welcoming porch is located at the entrance, while a well-maintained lawn surrounds the building, complemented by shade from nearby trees.

Apartment in Manitowoc

4.92 out of 5 average rating, 138 reviews

Lower Apt steps from Downtown & Lake! 1000+ Sq Ft!

Clean, comfortable 2 bedroom, one bathroom, lower apartment, 1000+ sq ft, with additional pull out sleeper sofa. Very quiet, residential part of town. Great for long term guests. Washer and dryer on main floor. Smart TVs in each bedroom and living room. Short walk to the Lighthouse, Marina, and Beach! Just blocks from historic downtown Manitowoc, near restaurants, museums, and bars. Off-street parking directly behind building.

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, 187 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.

Guest favorite

A modern coffee maker is situated on a dark countertop, featuring a sleek black design. The machine includes a water reservoir and a simple control panel for ease of use, ideal for brewing coffee during a stay.

Place to stay in Elkhart Lake

4.96 out of 5 average rating, 228 reviews

Cottage @ Schoolhouse*Firepit*Petfriendly

The decor in the cottage is traditional and cozy. The morning light is refreshing and clears the mind. We love the views of the countryside from the front window. It’s surprisingly enjoyable to hang out in. Relax on the back porch or have an evening campfire. Charming little getaway!

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Popular amenities for Schleswig vacation rentals

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Other great vacation rentals in Schleswig

Home in Manitowoc

5 out of 5 average rating, 4 reviews

FLW Student Mid-Century Modern Riverfront Home

KaleyRating, 5 stars1 week ago

The River House was perfect for our 4-person family vacation to visit the Maritime Museum. The home is exactly what you see in the photos (plus there’s a TV.) There truly isn’t an area of the home that feels ‘out of place’ from the 60s. There are plenty of hangers/closet space/drawers/bathroom storage to settle in and feel at home. I really enjoyed spending time on the back patio watching the birds with my binoculars (and there is a monocular in the living room!) I highly recommend staying here, it was a wonderful experience!

Guest favorite

A lush green lawn is complemented by two lounge chairs facing a serene lake. Surrounding the area are potted plants and garden furniture, including tables and chairs, set against a backdrop of trees and blue skies with scattered clouds.

Cottage in Manitowoc

4.88 out of 5 average rating, 130 reviews

Year Round Home on English Lake in Manitowoc Cty

KimRating, 5 stars10 months ago

Such a beautiful stay on a quiet lake! Home is very dog friendly- it even had a whole basket of toys which our dog loved! It’s only 10 minutes into town, and lots of hiking/exploring all within 30 minutes. Nancy was always quick to respond when I had questions. Don’t hesitate to book this gem!

Top guest favorite

The bathroom features a spacious vanity with dark cabinetry, complemented by a light countertop. A glass shower enclosure is present, along with a modern toilet. Natural light enters through a window, and decorative elements enhance the aesthetic against wooden wall panels.

Home in Kiel

5 out of 5 average rating, 8 reviews

Kiel River House

Dawne & LeeRating, 5 stars3 weeks ago

We thoroughly enjoyed Amy’s place!! We, as a group go to Road America every year for motorcycle races. The house that we usually rent was taken this year, and we found this gem!! First off, the house is gorgeous, Amy has made a truly relaxing space. The landscaping is beautiful, and it is just as enjoyable and calming to be outside as it is in. The beds were comfortable as was the furniture throughout the house. Honestly, the pictures don’t really do it justice. Oh and Amy has a surprise for you. I won’t ruin it, but she takes great pride in the community and her home and it shows. Although this was not our regular place to stay we all agreed that this is where we want to come back to.

An outdoor patio area is set up with a large blue umbrella providing shade over a wooden table and six chairs. A cooler stands nearby, accompanied by two lawn chairs. The space overlooks a grassy yard and features expansive windows that bring in light.

Cottage in Kiel

4.69 out of 5 average rating, 16 reviews

Doc's cottage on the lake

BradRating, 5 stars9 months ago

We loved the quiet location, lake views, sunset, and going out on the paddleboat.

Guest favorite

A wooden dock extends into a tranquil pond, surrounded by lush greenery and flowering plants. The water reflects the blue sky and scattered clouds, while trees in full bloom line the bank, creating a peaceful natural setting.

Private room in Plymouth

4.86 out of 5 average rating, 184 reviews

A Bit of the "Lake" right in Town

JulietteRating, 5 stars3 weeks ago

Easy check in. The accommodations were spacious, comfortable, and clean. The neighborhood was very quiet and safe with great walking areas. Thank you!

Guest favorite