Lake house holiday rentals in Elkhart Lake

Coffee on the Lake

Large 3-story home directly on northeastern Lake Winnebago, 1.5 hours N of Milwaukee and Madison airports, 3 hours N of Chicago. Stunning views. Just steps to lake. Open main area. Large driveway. Games/books/cards/coloring/ping-pong. Two steps into house. Main floor bedroom includes walk-in shower. Flat yard with fire pit facing lake. We encourage filling bird feeders with provided bird seed. No pier available but boat launch 1 mile at Calumet County Park. Seven miles to High Cliff State Park.

Lakefront Charmer, cheerful decor gorgeous garden

This 2600 sqft lakefront home is a spacious retreat year round, friendly to kids and dogs. It is perched upon a bluff overlooking Lake Michigan with a gorgeous sunrise view. In winter, enjoy passing cargo ships and eagles along with ice formations. Inside, dine with seating and service for 12 after cooking in the spacious kitchen with wood fireplace. Kitchen, living room, dining room and 2 bedrooms have full lake view. 2 large screen tvs. Spa quality bath with whirlpool. Gas fireplace too!

Road America Treasure @ Elkhart Lake - 4 bedrooms

Whether you are here for Road America, or Elkhart Lake, you will be close to everything when you stay at this centrally located place. 100-yr old farmhouse, ready for you! The outdoors, with plenty of green space, has a gas grill and fire pit! Parties are not permitted at this property. The Village of Elkhart Lake requires Airbnb to collect and submit a 7% occupancy tax. Effective Summer 2026, Airbnb's 15.5% booking fees are built into the nightly rate shown. There is no cleaning fee.

Paddock Point Lakehouse. Road America+Hot Tub

Welcome to Paddock Point Lakehouse! Located on Little Elkhart Lake. There are 3 bedrooms, 2 full baths & 2 spacious living areas. The upper living room leads to a large deck w/ an outdoor dining table that comfortably seats 6. From the deck enjoy the sunrise & breath taking waterfront views. Lower patio features a charcoal grill & a very relaxing hot tub. There is a fire pit in the backyard that seats 8. Road America’s main gate is across the street, less than a 2 min. drive. Lake life awaits!

Lake Michigan Beach Home by Frank Lloyd Wright pro

Beautiful view and sand beach on Lake Michigan, completely private, surrounded by mature white pine trees and cedar trees. The spacious home is fully equipped with an "eat in" kitchen, dining room, and living room entertainment space, den with a see-through log-fired fireplace, screened-in porch to accommodate additional eating space, large outdoor deck with grill and fire pit. A canoe and a row boat are available for the boating enthusiast, with life jackets and other floating devices.

Woltring Waters Waterfront Home + Hot Tub

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!

Kettle Trails Cottage on Long Lake

Kettle Trails Cottage is the perfect getaway to relax and have fun on the water. The 3 bed/1 bath home is a cozy, comfortable landing spot to unwind. The accompanying heated Boathouse is an ideal venue for entertainment, especially when the weather keeps you indoors. Bring family and friends for the fishing, hiking, kayaking, biking, hunting and horseback riding. This property is centrally-located on the western shore of Long Lake, with forest views and amazing sunrises guaranteed.

Stylish Getaway | Cozy Vibes | Perfect Girls Trip

Escape to a cozy, stylish retreat designed for relaxing weekends, girls trips, or family getaways. Start your morning with a sunrise and coffee on the patio looking out onto Lake Michigan, then spend the day exploring, and unwind at night around the firepit with a glass of wine. This home has everything you need for gathering and cooking together or cozying up to the fireplace and playing board games. A short walk to town, close to golf, breweries, winery, and a state park.

Lake House-Kayaks/Paddle Boards/Private Pier

🛶 Private Pier + Kayaks, Paddle Boards, & Lily Pad Raft 🏖️ Direct Lake Access with Crystal Clear Water ✨ Fully Renovated (2025) 🛏️ 4 Bedrooms with Premium Mattresses & Hotel-Quality Linens 🚿 2.5 Modern Bathrooms + Laundry Room 🍳 Chef-Friendly Kitchen with High-End Appliances ❄️ Central A/C, Fast WiFi, and Ample Parking 🏁 5 Mins to Road America | 20 Mins to Kohler Golf & Spa 🧭 Under 1 Hour to Milwaukee & Green Bay Attractions 🛟 Life Jackets & Water Toys Provided

Shamba on the Lake, Oostburg, WI

Large guest home, in a rustic setting, on a peaceful 2-acre wooded lot (only 5 homes on private road) on Lake Michigan. Large private beach off of the deck. Magnificent panoramic view of Lake Michigan. Amazing sunrises, serene twilights, and magical star-studded night skies. A mile from I 43, 40 minutes from downtown Milwaukee, 20 mins from Kohler golf courses, 30 mins. from Road America, close to grocery stores, fine dining , and nearby attractions and activities.

Guest Favorite | Super Host + Clean & Modern Stay!

Unwind in this modern retreat just minutes from Whistling Straits Golf, Road America, Lake Michigan, and year-round outdoor adventures. The bright, open living spaces feature high ceilings, skylights, and stylish furnishings, with thoughtful comforts like heated bathroom floors. Enjoy the spacious outdoor living area for relaxing after a day out. Ideal for golfers, couples, families, wedding groups, business travelers, and traveling nurses.

Lake Front Cottage With Dock. Walk to Road America

Do you like tranquil, peaceful and serene? Don’t miss out on our lake front house. Huge windows with lake views and lots of natural light. Walking distance to Road America. Relax by our outdoor fire pit. Fish or kayak off or dock or swim within 900 ft of the driveway. Enjoy our game room with Pac-man video console or play corn hole. Quiet and relaxing but minutes to the Kettle trails and Historic downtown Elkhart Lake.