Family-friendly vacation rentals in Lake Winnebago

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Top-rated family-friendly rentals in Lake Winnebago

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Fond du Lac

4.97 out of 5 average rating, 251 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.

Guest favorite

Guest suite in Sussex

4.96 out of 5 average rating, 277 reviews

The Loft @ The Butler Place. 1846 homestead.

The Loft at the Butler Place is a beautiful, quiet retreat set in the rural suburb of Sussex, just 30 minutes west of Milwaukee. The home is the 1846 homestead of the William Butler family, making the home older than the State of Wisconsin! The 2019 remodel of the Loft is in sophisticated farmhouse style and pays tribute to the history of the home in its furnishings, up cycled pieces, and beautiful setting. "Broken becomes blessed" both tells and compells as an invitation to all.

Guest favorite

Home in Scandinavia

4.95 out of 5 average rating, 164 reviews

Peterson Mill Schoolhouse

The Peterson Mill Schoolhouse is a rural and historic one classroom school converted into a guest house. Located next to a trout stream and operating dairy farm, you can sit on the open-air porch, relax by the creek, or take a walk on the country roads. The Schoolhouse is open year-around, welcoming all who enjoy fishing, biking, hunting, and other outdoor activities. Enjoy your time in the peaceful surroundings or drive 15 minutes to the beautiful Waupaca Chain-O-Lakes.

Guest favorite

Guesthouse in Oshkosh

4.95 out of 5 average rating, 187 reviews

Cottage on Lake Winnebago

Furnished Cottage on Lake Winnebago with beautiful sunrises. 1 bedroom with queen bed. There is plenty of space for air mattresses in common areas. 1 queen air mattress available. One bath, full kitchen fully stocked with dining area, bring your own food to prepare. Bring your water toys or boat, launch nearby and dock access in warmer months with great fishing. Winter months, bring your snowmobile, trails nearby. Great ice fishing when lake is frozen and ice is safe.

Guest favorite

Guest suite in Madison

4.97 out of 5 average rating, 530 reviews

Lakefront downtown private 3 BR. Hot Tub. Kayaks.

Stay in your own private 3 BR, 2 bathroom section of our lakefront downtown home. Not only will you have lake access, but you'll be steps away from amazing restaurants. In addition to being in the Willy Street neighborhood, we are on the bike path and a short walk to anywhere downtown. Don't feel like going out? Take a hot tub, sauna, kayak/paddleboard, have a cup of coffee on the dock, or roast marshmallows by the campfire. Or rent our pontoon for an additional fee.

Guest favorite

Cottage in Manitowoc

4.88 out of 5 average rating, 128 reviews

Year Round Home on English Lake in Manitowoc Cty

Lovely year round home on English Lake in Manitowoc county. Non motorized boats are available during the summer. 25 miles from Kohler resort. 45 minutes away from Green Bay Packers and 75 miles north of Milwaukee. For winter arrival, you do need to have an all wheel or 4 wheel drive. There are two hills that can be tricky without these! If you are looking for a date that is blocked out, please inquire as we may be able to open up more dates.

Guest favorite

Guest suite in Appleton

4.95 out of 5 average rating, 119 reviews

Cozy Guest Unit with 2 Bedrooms

No cleaning fee/Appleton Licensed Tourist Rooming House! This is your home away from home for EAA, Lawrence U, the Packers, business, PAC, Scheels USA Fields & more. The spacious, lower half of our split-level home with 2 bedrooms (queen & double/single)has its own private keyed entrance, bath & basement living room. Add’l amenities include office chair/desk, fridge, microwave, washer/dryer & Keurig coffee machine. *No kitchen.*

Guest favorite

Rental unit in Waldo

4.98 out of 5 average rating, 270 reviews

The Blue Cobb House

My place is close to 20 minutes south of Elkhart Lake and Road America. You’ll love my place because of the outdoors space, the comfy bed, and the kitchen. My place is good for couples, solo adventurers, and business travelers. The Blue Cobb House is about 15 minutes from Kohler-Andrae State Park and 30 minutes from Harrington Beach State Park. The Kettle Moraine area is just to our west and it is filled with hiking trails.

Guest favorite

Guest suite in Helenville

4.94 out of 5 average rating, 356 reviews

Chic Loft Surrounded by Nature

This charming shabby chic loft sits in the heart of the country between Madison and Milwaukee. The Lighthouse Farm is also a wedding/event venue (please inquire for more details) . A quiet relaxing environment, with lots of open space, natural sunlight and lush green landscape. Great for those looking to get away with easy access to metropolitan areas, lakes, rivers and hiking/biking trails.

Guest favorite

Cabin in Hubertus

4.96 out of 5 average rating, 511 reviews

Hugel Hutte - Log Cabin Getaway

Welcome to the Hugel Hutte! This cute little cabin is perched on the hill top. It's feels like a tree house! You have the kitchen to use, but the famous Fox & Hound's restaurant is just steps away. It's literally right next door. So grab a few drinks and dinner...and walk home to your cabin retreat for the night. Enjoy the tranquil naturescape surrounding the house.

Guest favorite

Cottage in Fox Lake

4.85 out of 5 average rating, 308 reviews

The Little White Cabin, Fox Lake WI

This 2 bedroom rustic cottage feels like you're home at the beach. Light colors, easy comfort. Everything you would expect for a summer cottage, boat launch is close, great fishing, water skiing, jet skiing. Winters are for ice fishing and snow mobiles. Cozy comfort. If you are a hunter, this is your cabin for longer term rentals during fall/winter. LGBTQ friendly!

Guest favorite

Rental unit in Port Washington

4.93 out of 5 average rating, 281 reviews

Homeport

The apartment is a remodeled former "Summer Kitchen" in the lower level of our cream city brick home. We are located in the heart of downtown next to the marina, close to parks, steps away from restaurants, coffee shops & bars. Lake Michigan is just outside the door! We invite couples, solo adventurers, and business travelers for short and long-term stays.