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Vacation rentals in Elkhart Lake

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Top-rated vacation rentals in Elkhart Lake

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Cabin in Elkhart Lake

4.99 out of 5 average rating, 212 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.

Home in Plymouth

4.97 out of 5 average rating, 145 reviews

The 2400 sq ft Plymouth Paddock near Road America!

This charming two story, 2400 square ft colonial house is the perfect respite for families looking to connect, or race fans looking for a home during race weekend. Only 4 miles from Road America the location is close to all of Sheboygan County's finest attractions. Located two blocks from downtown on a quiet street, its up to you how you want to spend your evening. You could walk downtown for a bite, have a campfire, make a meal, or just spend time together. Welcome to your home away from home!

Rental unit in Sheboygan

4.98 out of 5 average rating, 113 reviews

Modern Upstairs Apt - Steps from Lake Michigan

Have you ever wondered what Lake Life is like? Here is your chance! This is 1 of 2 AirBnB units in this cute duplex Come stay in this beautiful upper apartment located just one block from Lake Michigan. Take a quick walk to the lake in the morning to jump on your fishing boat or take the family to the beach in the afternoon! Located close to shopping and many local bars and restaurants within walking distance. You'll find relaxation and a great time here at the heart of Sheboygan's Shoreline!

Cottage in Oostburg

4.97 out of 5 average rating, 240 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.

Home in Howards Grove

4.95 out of 5 average rating, 159 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.

Rental unit in Kohler

5 out of 5 average rating, 100 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

Home in Sheboygan

4.96 out of 5 average rating, 168 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.

Cottage in Fond du Lac

4.97 out of 5 average rating, 238 reviews

Cozy Guest House with Lake views.

Our remodeled two bedroom Guest House is adjacent to our Cottage and offers beautiful lake views. Access to Lake Winnebago available at near by boat launches. 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 bed and 2 twin beds, 1 full bathroom, and a fully stocked newly remodeled kitchen. Perfect getaway for some R&R with family or friends.

Rental unit in Sheboygan

4.98 out of 5 average rating, 106 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.

Home in Campbellsport

4.99 out of 5 average rating, 146 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!

Rental unit in Sheboygan

4.92 out of 5 average rating, 431 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.

Cabin in Elkhart Lake

4.92 out of 5 average rating, 190 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.

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Popular amenities for Elkhart Lake vacation rentals

Free parking on premises

Air conditioning

Stay near Elkhart Lake's top sights

The Osthoff Resort6 locals recommend

Off the Rail21 locals recommend

Lake Street Cafe Inc19 locals recommend

Tiki Bar14 locals recommend

Firemans Park10 locals recommend

Siebkens Resort5 locals recommend

Other great vacation rentals in Elkhart Lake

Condo in Elkhart Lake

5 out of 5 average rating, 9 reviews

Adorable modern cottage-upper unit

Home in Plymouth

5 out of 5 average rating, 19 reviews

Cute and Cozy cape cod home

Cabin in Cascade

5 out of 5 average rating, 59 reviews

hot tub and sauna on 5 private acres

Guest suite in Plymouth

5 out of 5 average rating, 26 reviews

Downtown Plymouth, WI Second Floor 2 Bed Apartment

Home in Elkhart Lake

4.88 out of 5 average rating, 58 reviews

Elkhart Lake Village house

Home in Elkhart Lake

5 out of 5 average rating, 15 reviews

5 BR 2 B Cottage on Elkhart Lake- one mile to town

Home in Plymouth

5 out of 5 average rating, 28 reviews

The Woods Estate walk to RoadAmerica modern luxury

Home in Sheboygan

4.97 out of 5 average rating, 38 reviews

The Suncatcher -Steps from Lake - Fenced Yard

Quick stats about vacation rentals in Elkhart Lake

Total rentals
50 properties
Nightly prices starting at
$110 before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool

Frequently Asked Questions

Are there pet-friendly vacation rentals in Elkhart Lake?
Four-legged friends are welcome in Elkhart Lake. Choose from more than 10 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Elkhart Lake?
Experience the best of Elkhart Lake with our house rentals, starting at about $200 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Elkhart Lake?
Yes! Work meets play with ease at over 20 vacation rentals in Elkhart Lake featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Elkhart Lake vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Elkhart Lake, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Elkhart Lake?
Elkhart Lake has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Elkhart Lake have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Elkhart Lake. Enjoy a tailored experience with all the comforts you desire.

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