Holiday rentals in Elkhart Lake

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Elkhart Lake

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Guest house in Elkhart Lake

4.95 out of 5 average rating, 85 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.

Top guest favourite

Cabin in Elkhart Lake

4.99 out of 5 average rating, 286 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 favourite

Guest house in Plymouth

4.98 out of 5 average rating, 126 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

Flat in Plymouth

4.63 out of 5 average rating, 322 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 favourite

Earthen home in Elkhart Lake

4.97 out of 5 average rating, 93 reviews

Camp Skywood - Elkhart Lake - Road America

Nestled just minutes from Downtown Elkhart Lake, this custom-built cordwood home offers a secluded sanctuary experience. Perched atop a hill, the unique 16-sided house provides breathtaking views of the state forest and surrounding farmland. Despite its remote feel, you’re only a 5-minute drive from the charming Elkhart Lake business district. Day hikes on the ice age trail are just steps away from the property. Escape to tranquility while staying conveniently close to local attractions.

Guest favourite

Cabin in Plymouth

5 out of 5 average rating, 16 reviews

Walking distance to Road America, Lakefront

Nestled in the woods, you will find fun for the whole family. Our Little Elkhart lakefront cottage has two bedrooms that can easily sleep six guest. We offer kayacking, biking, swimming, an outdoor fire pit, two decks overlooking the lake, and highspeed internet service. This cottage sits on 3/4 acres less than 1 mile from Road America, 4 miles from downtown Elkhart Lake, and minutes from several beautiful golf courses. It has all of the amenities for your memorable family vacation.

Top guest favourite

Cabin in Cascade

5 out of 5 average rating, 158 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!

Guest favourite

Apartment in Elkhart Lake

5 out of 5 average rating, 13 reviews

The Lake Street Kickback in Elkhart Lake!

Welcome to The Lake Street Kickback! This privately owned studio condo is located at The Shore Club of Wisconsin & has access to all resort amenities. During your stay enjoy the outdoor pool/hot tub, resort beach, Tiki bar, on site restaurant, indoor pool & game room. A unique blend of updates, convenience, comfort & relaxation. Just steps away from local favorites including village restaurants, bars, farmers market, shops & neighboring resorts like Osthoff and Siebkens Resorts.

Top guest favourite

Home in Elkhart Lake

4.96 out of 5 average rating, 25 reviews

Downtown. Sleeps 6 close to Road America

Welcome to our cherished family home, nestled in the heart of a magical town that holds countless memories for us. We're two sisters and our husbands, joined by our six kids, all deeply connected to this special place. Together, we've decided to keep this legacy alive and invite others to experience the charm and warmth of our beloved hometown. It's your turn to make new memories while enjoying the beauty and magic that has captivated our family for generations.

Guest favourite

Flat in Elkhart Lake

4.95 out of 5 average rating, 44 reviews

Downtown Elkhart Lake - The Getaway Suite

Embrace the serenity of The Getaway Suite. Sleep your best in a king size bed that sits within the open concept bedroom. Open the invitation to relaxation with an additional private bedroom with a full-size bed. The Getaway Suite also comes complete with a full bathroom, kitchen, and a casual living space for those nights spent in. Gessertssuites.com

Guest favourite

Place to stay in Plymouth

4.97 out of 5 average rating, 61 reviews

Crystal Sunset Loft - Elkhart Lake

Beautiful views, beautiful space – Crystal Sunset Loft is THE place to relax if you are looking for a quiet and scenic refuge after a day at the track or hiking through the kettles. Only a mile away from Road America’s main gate, Elkhart Lake, and the village’s fun nightclub scene, this is the perfect setting for your weekend or mid-week getaway.

Guest favourite

Guest suite in Plymouth

4.83 out of 5 average rating, 115 reviews

De' Udder Place on the Water

Lower level of my home on the water. Just 5 miles from Road America and 19 miles from Whistling Straits. Close to Kohler, Elkhart Lake, Lake Michigan, and the Kettle Moraine State Forest. After a day out in Sheboygan County, return to your guest suite and enjoy a cocktail in your private sunroom or in an Adirondack chair at the water's edge.