Vacation rentals in Elkhart Lake

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Top-rated vacation rentals in Elkhart Lake

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Guest favourite

Guesthouse in Elkhart Lake

4.95 out of 5 average rating, 76 reviews

The Esker Ridge Chalet, Pristine Elkhart Solitude

Within walking distance of the beautiful resort town of Elkhart Lake, this lovely Chalet is located among the rolling hills and valleys of a beautifully forested section of the Kettle Moraine. You'll enjoy a brand new, modern home among the solitude of Wisconsin Wilderness. The heart of downtown is less than a mile away. The Chalet will be yours and yours alone. There will not be any other guests on the property. Nobody will have access to the Chalet other than you during the duration of your stay. The building is brand new, nobody has ever lived in it and it's just now being put up for rent for the first time. Clean, clean, clean. There is absolutely no clutter in the chalet nor in the vicinity of the building. You'll enjoy clean white towels, clean white bedding, and will have a refrigerator and freezer to yourself. You'll be supplied with soap and the water is fresh, clean, and cold out of a private well. We will look forward to greeting you upon arrival, after that the whole space is yours. Please enjoy a campfire each night and help yourself to a walk through our beautiful, mature forest. This is as good as it gets.

Mar. 6 – 13

$311 CAD per night

Guest favourite

Cabin in Elkhart Lake

4.99 out of 5 average rating, 191 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.

Aug. 29 – Sep. 5

$397 CAD per night

Guest favourite

Home in Howards Grove

4.95 out of 5 average rating, 151 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.

May 1 – 8

$157 CAD per night

Guest favourite

Home in Plymouth

4.97 out of 5 average rating, 164 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.

Nov. 8 – 15

$172 CAD per night

Guest favourite

Home in Campbellsport

4.99 out of 5 average rating, 135 reviews

Gleason's Chouse

You'll love staying in our unique home, in a quiet neighborhood. This is a recently remodeled 1867 church converted to a "Chouse". Featuring 2 bedrooms, Full Kitchen, 1 Bathroom, Balcony, Parking, and a Gazebo.. all beautifully complimented by a range of antiques and decorations. 8 Miles East of Hwy 41, a 45 min drive to Oshkosh or an hour to Milwaukee. Just down the from Lake Bernice & Eisenbahn Bike Trail. Also close enough to the Kettle Moraine Forest to hike and sightsee!

Nov. 11 – 18

$186 CAD per night

Guest favourite

Apartment in Sheboygan

4.92 out of 5 average rating, 394 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.

Jan. 2 – 9

$128 CAD per night

Guest favourite

Home in Elkhart Lake

5.0 out of 5 average rating, 30 reviews

NEW home in the heart of Elkhart Lake

This gorgeous, new home is the perfect choice for your trip to Elkhart. Mere minutes away from famous local attractions - Road America, Elkhart Lake, the Ostoff Resort, and more - you couldn’t get a better location. Or spend the day in and enjoy a BBQ on the patio, foosball, ping pong, shuffleboard, and more! With 4 spacious bedrooms, 3 full baths, and large social areas, this house has more than enough space for the whole group. Check In 4pm. Check Out 10 am.

Nov. 15 – 22

$603 CAD per night

Guest favourite

Home in Glenbeulah

4.98 out of 5 average rating, 110 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 farm area, the recreation trail head is 3 miles east of us as well as the Wade House, we are near the Kettle Moraine State Forest and the Ice Age Trail and 7 miles from Road America. Large yard, Fire pit, picnic table, child swing set. Garage parking on site if arranged in advance. Smoking is allowed outside of the home. No pets allowed.

Jan. 8 – 15

$133 CAD per night

Guest favourite

Cottage in Fond du Lac

4.98 out of 5 average rating, 231 reviews

Beautiful Lake Home.

Our Beautiful two bedroom cottage is located on the shores of Lake Winnebago . Centrally located to many of Wisconsin's best attractions. Less than 1 hour from Milwaukee, Madison, Green Bay, Close to Oshkosh (EAA) and Elkhart Lake. Includes 2 bedrooms, with plush queen beds, 1 full bathroom, Laundry room with washer and dryer. The perfect home for a laid back group of friends, couples or a family to stay with all the comforts of being at home.

Guest favourite

Guesthouse in Sheboygan

4.83 out of 5 average rating, 367 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!

Feb. 15 – 22

$232 CAD per night

Guest favourite

Cabin in Elkhart Lake

4.93 out of 5 average rating, 178 reviews

The LODGE in Elkhart Lake

Unique rustic home with hot tub and fireplace right on the edge of Elkhart Lake. Recently remodeled. Road America, great golf, The Ice Age Trail, and the Kettle Moraine are all at your doorstep. You will be staying in a cute & cozy home 4 blocks from the downtown of Elkhart lake. Yet it still has an acre to explore and enjoy nature. We are also only 4 miles from Road America.

Oct. 17 – 24

$429 CAD per night

Guest favourite

Condo in Elkhart Lake

5.0 out of 5 average rating, 6 reviews

Adorable modern cottage-upper unit

Lake Street Retreat is a beautiful rehabbed Victorian 2-family home and is perfectly located in the heart of Elkhart. It is within walking distance to restaurants and shops and just steps away from Elkhart Lake's beautiful sandy residential beach. This listing is for the upper unit which includes the walk out porch.

Oct. 21 – 28

$362 CAD per night