
House holiday rentals in Elkhart Lake
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Top-rated house rentals in Elkhart Lake
Guests agree: these houses are highly rated for location, cleanliness and more.

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!

The LODGE in Elkhart Lake. —-Hot Tub & Arcade—-
Rustic modern home w/ hot tub, arcade & fireplace right on the edge of Elkhart Lake. Road America, great golf, The Ice Age Trail, & the Kettle Moraine are all at your doorstep. This cozy home is 4 blocks from the downtown of Elkhart lake. Yet it still has an acre to explore & enjoy nature. Only 4 miles from Road America. 2 bedroom w/ 2 extra sofa sleepers & 2 baths. Perfect for racers or romantic getaways. The arcade/Pinball room has over 10 games. Perfect base camp. We got your bases covered

Fernwood Lodge Elkhart Lakehome: pier, kayaks, tub
Beautiful, serene lake home on pristine Elkhart Lake. The hot tub, deck, screen porch & stone patio all boast gorgeous lake views. Your private pier is perfect for a dip, paddling or lounging by the water, then bask in a luxurious sunset soak in the hot tub. Enjoy a stroll into the adorable town of Elkhart via the rustic lakefront path. With a chef’s kitchen and extensive amenities, it's perfect for a weekend or extended stay year round! We strive to be inclusive and welcoming 🏳️⚧️BLM🏳️🌈

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 area, recreation trail head is 3 miles east of us as is the Wade House, 7 miles from Road America. Large yard, Fire pit, picnic table, child swing set. Garage parking on site if arranged in advance. We do not have WIFI Phone reception for Internet is good. No Cable or Satellite TV, Over 32 antenna channels. Smoking is allowed outside of the home. No pets allowed.

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.

House Near the Lake
Get out and enjoy nature, then return to a quiet mix of modern and retro in this family home only a block away from Lake Michigan. There are three parks and two beaches within a mile, as well as Terry Andrae State Park about 10 minutes away. If the outdoors aren't your thing, downtown Sheboygan hosts the Kohler Art Center, The Weil Center, Blue Harbor, and the Children's Museum, with Road America only 30 minutes away. Located between Milwaukee and Green Bay, this home has all the conveniences.

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.

Boutique Wellness Retreat - Hot Tub and Fireplace
Celebrate your special occasion in Sheboygan at this beautiful boutique home. New patio and deck! Hot tub/Dry Sauna! Comfort and charm throughout. Cooks kitchen with all amenities. Primary bedroom w/King size bed. Secondary bedroom has 2 twin beds. The beautiful fireplace in the living room is perfect for a relaxing couples evening. Enjoy a glass of wine or local brew on the patio while you grill out. EV Charger and E-Bikes to explore the area. Let us impress you and help make it a memory.

Woltring Waters Waterfront Home
Wake up to a beautiful view of Lake Winnebago, and enjoy you cup of coffee with the sound of crashing waves off the back porch. You will have breathtaking sunsets with the historical light house backdrop that is in viewing distance from the property. From dining to convenient stores everything you need is in walking distance. Take a peaceful stroll around the marina or take the kids to Lakeside Park, offering a petting zoo, carousel, train, jungle gym & splash pad. Everyone will enjoy!

King Bed Near Lake w/ Fire Pit & Pack N Play
Welcome to the Getaway! Getaway: noun - an act or instance of getting away; a place suitable for a vacation You will unwind in this peaceful 3 bedroom lower unit near Lake Michigan, Whistling Straits and Kohler/Andrae State Park. You can enjoy an evening around the fire pit, or if you don’t feel like staying in, head out to discover some of Sheboygan’s many hidden gems. If this unit is booked for your dates, send me a message to ask about our other available listings.

Oak Haven | Theater • Game Room • Sauna • Firepit
Welcome to Oak Haven, a private 4,300 sq ft retreat surrounded by oak trees and peaceful Wisconsin beauty. 🌿 • 12-seat movie theater with plush recliners & surround sound 🎬 • Game room with pool, ping pong, shuffleboard & poker 🎱 • Infrared sauna + two outdoor fire spots for perfect nights 🔥 • Gourmet kitchen & dining for twelve 🍽️ • Minutes to Kohler golf, Kettle Moraine & Road America 🏎️ ✨ Oak Haven—where relaxation, laughter, and connection come naturally.

Walk-Out Lake Michigan Beach • Fire Pit • Sleeps 8
One of the few homes in Sheboygan that walks out onto the sands of Lake Michigan, this 3 bedroom/ 2 bath home is meant for total relaxation and fun. The open kitchen, dining and living room is full of light from the sliding glass doors on the back of the house, which access a deck and a large back yard. Upstairs is a spacious loft with a pull out couch. Fire pit in the back yard. Just steps from a playground at King Park. Amazing sunrises, worth waking up for.
Popular amenities for house rentals in Elkhart Lake
House rentals with a pool

Retreat! Delightful stay with a pool.

4 br 4.5 acre secluded country property

Newly Renovated -Oshkosh Home on Lake Winnebago

Close to EAA, pool, tennis/pickelball, pets ok

Family Home w/ Indoor Pool ~ 2 Mi to Elkhart Lake!

Craftsman Retreat Near Road America-Hot Tub & Pool

Cool City, Warm Pool

Riverfront Appleton Home with Pool & Boat Dock!
Weekly house rentals

Norwind Ranch - Peaceful Retreat Near Road America

Turn 15 Lodge near Road America

Kiel River House

Downtown. Sleeps 6 close to Road America

The Suncatcher -Steps from Lake - Fenced Yard

Sheboygan Riverside Condo

Wander Back Inn to Elkhart Lake

Stylish Ranch Near Road America
Private house rentals

Summit Ranch - Elkhart Lake/Road America- 3 mins

Luxury Villa on Lake Michigan!

Turn 3 Lodge - Road America Track View Rental .

Lake Front Cottage With Dock. Walk to Road America

Spacious Lakefront 3Br 3Ba Home

Beautiful and Spacious Home.

Sunset Solitude on Lake Winnebago.

Hidden Haven - Modern Cottage w/ Hot Tub & Views
Quick stats about house rentals in Elkhart Lake

Total holiday rentals
Explore 20 holiday rentals in Elkhart Lake

Nightly prices starting at
Elkhart Lake holiday rentals start at £90 per night before taxes and fees

Verified guest reviews
Over 670 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Wifi availability
20 of Elkhart Lake holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Elkhart Lake rentals

4.9 Average rating
Elkhart Lake stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a hot tub Elkhart Lake
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- Rentals with lake access Elkhart Lake
- Family-friendly rentals Elkhart Lake
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- Pet-friendly rentals Elkhart Lake
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- Rentals with a patio Elkhart Lake
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- House rentals Wisconsin
- House rentals United States
- Lambeau Field
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Whistling Straits Golf Course
- Bay Beach Amusement Park
- Sunburst
- Blackwolf Run Golf Course
- Little Switzerland Ski Area
- Eaa Aviation Museum
- Holy Hill National Shrine of Mary
- Paine Art Center And Gardens
- Resch Center
- National Railroad Museum
- Bay Beach Wildlife Sanctuary
- Green Bay Packers
- Green Bay Botanical Garden
- Kettle Moraine State Forest - Northern Unit
- Green Bay Packer Hall of Fame
- Fox Cities Performing Arts Center
- Road America




