Holiday houses in Kohler

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Top-rated holiday rentals in Kohler

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

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Guest favourite

Cottage in Oostburg

4.97 out of 5 average rating, 235 reviews

Sandalwood Cottage - 300 Feet From Lake Michigan

A HIDEAWAY one mile East of I-43 nestled in beautiful wooded acreage across from Lake Michigan, on a private drive. Just South of Sheboygan. Close by: Whistling Straits & PGA golf courses. Ice Age Trail in the Kettle Moraine, Elkhart Lake - Road America, Charter Fishing, Kohler Andrae State Park, Several State & local beaches, & several 5 star restaurants. 2 hours & 20 min from Chicago. 45 min from Milwaukee, 65 min from Green Bay. Rest, Relax and Unwind in the tranquil setting at Sandalwood.

25 Apr – 2 May

$1,713 AUD total

Guest favourite

Home in Howards Grove

4.95 out of 5 average rating, 152 reviews

Spacious lower level priv entrance no cleaning fee

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. Unit NOT set up for babies or toddlers.

7 – 14 May

$1,212 AUD total

Guest favourite

Home in Sheboygan

5.0 out of 5 average rating, 64 reviews

Relaxing Sheboygan/Kohler Getaway

Newly remodeled townhouse with all the comforts to make you feel at home in quiet neighborhood, boasting a spacious backyard w/patio, fire pit & free parking. Amenities include well-equipped kitchen, 2 BR & 2 BA, washer/dryer, wi-fi, & smart TV. Conveniently located within minutes to Village of Kohler, Downtown Sheboygan & Lakefront, Black Wolf Run, Whistling Straits (14 min), Road America (18 min), Kohler-Andrae State Park (16 min), grocery stores, restaurants, shopping & local entertainment.

2 – 9 Sept

$1,784 AUD total

Guest favourite

Home in Sheboygan

4.96 out of 5 average rating, 155 reviews

Dog Friendly Blue Door Cottage / Fully Fenced Yard

Nobody should have to leave their fur baby behind while on vacation. This is exactly why we created this comfortable home with your family & puppy in mind. You'll be at ease knowing that your pooch will be having just as much fun as you are. Modern hints are complemented by the cozy, welcoming decor found throughout. The coffee bar is a fav for any morning person, and the "take-a-wine leave-a-wine" wine bar offers evening excitement! The huge yard features a fire pit, gas grill, & cornhole.

13 – 20 Jan

$1,749 AUD total

Superhost

Apartment in Sheboygan

5.0 out of 5 average rating, 3 reviews

Modern Lower Apt - One block to the Lake

Part 1 of 2 Amazing AirBnB apartments in this ideally located duplex. *Disclaimer - this apartment provides a true lower level living (LLL) *LOL* experience. You may notice some noise from your amazing upstairs Airbnb neighbors. But.. with all the great bars, restaurants, golf, fishing, and water parks nearby you won’t even have the time to hear it! Located only 1 block from the beach on Lake Michigan - you’ll find relaxation and a great time here at the heart of Sheboygan’s Shoreline.

2 – 9 Jan

$1,451 AUD total

Guest favourite

Apartment in Sheboygan

4.98 out of 5 average rating, 91 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.

2 – 9 Oct

$1,591 AUD total

Guest favourite

Apartment in Sheboygan

5.0 out of 5 average rating, 22 reviews

The Sheboygan Foodie Flat

Schnazzy upper flat in the heart of Sheboygan’s Eastside. Walk to Lake Michigan Beaches, Riverfront, Uptown and Downtown. Enjoy the newly renovated 2nd floor of an 1893 historic rambler with lots of natural light. -Desirable Eastside, with walkable neighborhoods. -Large Italian tile walk-in shower with Kohler fixtures. -Fully equipped kitchenette with microwave, convection oven, two-burner hot plate, Keurig, coffee pot & toaster. -New furnishings -Sheboygan Foodie Guidebook

9 – 16 Sept

$1,555 AUD total

Guest favourite

Apartment in Sheboygan

4.92 out of 5 average rating, 401 reviews

Cozy Sheboygan Upper

We began caring for this home and property in 2018, and this 1870's home needed some love. We have been steadily remodeling since we moved in and it's starting to feel pretty great. We're excited to share it and the neighborhood with you. We are two blocks west of North Beach/Deland Park, 4 blocks to the river front boardwalk, home to many restaurants, cafe's, and shops. We are also four quick blocks to downtown which hosts many more restaurants, shops, museums and parks.

24 – 31 Dec

$988 AUD total

Guest favourite

Home in Kohler

4.96 out of 5 average rating, 23 reviews

The Kohler House

The Kohler House is located in the quaint village of Kohler. Our family grew up in this neighborhood and created a space to share with others that captures our love for the history and beauty that is Kohler. The home has been completely remodeled to blend a modern style with the historical architecture. It is our goal to not simply provide a space, but rather create a unique experience for our guests. We look forward to sharing our love of Kohler with you.

7 – 14 July

$2,345 AUD total

Superhost

Guesthouse in Sheboygan

4.83 out of 5 average rating, 369 reviews

Carriage House Sheboygan, Lake Mich beach access!

The Carriage House is the perfect getaway. Located in a beautiful historic neighborhood with Lake Michigan public beach access across the street, 100 yards away. Ideal for a family of four or an individual in town for business. Amenities have been thoughtfully placed to create the most comfortable and convenient stay for guests. We pride ourselves on ensuring you enjoy your stay with us and guarantee you'll love the neighborhood!

14 – 21 Oct

$1,581 AUD total

Guest favourite

Apartment in Sheboygan

4.84 out of 5 average rating, 276 reviews

Sheboygan Surf House "The Elbow"

Located just 24 steps above Wisconsin's first Surf Shop, EOS Surf. Our newly remodeled Urban living oasis is a studio and a half that is conveniently located in the heart of downtown, just steps from renown bars and restaurants and only blocks to Lake Michigan, The Sheboygan River, South Pier and Blue Harbor. Whether you are here for adventure sports like Surfing on the Great Lake or leisure time SSH is perfect for you.

16 – 23 Nov

$901 AUD total

Guest favourite

Condo in Sheboygan

4.99 out of 5 average rating, 104 reviews

Downtown Beachside Condo with Lake Michigan Views

You will see & hear the beauty of Lake Michigan during your stay at this main floor condo. A deck to the north allows views of the magnificent Blue Harbor Resort. The south deck gives more amazing views of the lake, plus a park just steps out the back door. You can stroll the beach, walk the River Boardwalk, or tour our historical downtown full of shops, art, & exquisite restaurants - walkable from the condo.

17 – 24 Dec

$2,581 AUD total