
Family-friendly holiday 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.

Linger Longer On The Water
Cozy lake cottage on the west shore of Lake Winnebago featuring 3 bedrooms and 1 bath. Beautiful sunrises over the lake and just minutes from everything in Oshkosh Wisconsin. Large kitchen for preparing meals or just hanging out. 5 minute walk to Menominee Park. 6.5 miles to EAA Grounds. Less than 10 minutes to downtown and the University of Wisconsin, Oshkosh campus, shopping, restaurants and Main Street. Great location for walking, bike riding and just seeing the local sites. Park on site.

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.

Riverfront log cabin in the heart of the valley
ā30 minutes to Oshkosh(EAA) & Green Bay(Lambeau), 10 minutes to Downtown Appleton ā10 minutes to Kimberly boat launch; travel the Fox River Locks system You will LOVE this property: āOutstanding views from the amazing sunsets to the relaxing water & wildlife āNewly renovated with many amenities āEnjoy the Northwoods setting in the heart of the valley āRelax at end of the day sitting around a campfire or by indoor fireplace āTie your boat to dock in front of property āFull kitchen/outdoor grill

Broad St Riverview Retreat, River Views, Hot tub
Getaway on the river, ultimate comfort, spacious, near Lambeau Field. Five 55ā flat screens with Roku! Hot tub, grill, fenced yard. Fully stocked kitchen! Ex-lg island doubles as a game table. Closet full of games for your enjoyment. Walk to breweries, restaurants, coffee shops, supper clubs, trails, Walgreens... 2 fireplaces & the fastest internet available. Sleeps 10. 3 full baths. Plenty of driveway parking. Primary bedroom suite. Large office with double desks, 4 seasons rm with pub table.

Secluded Cabin with Sauna
Place yourself in nature. Put down your phone and pick up a book. Clear your mind, focus on your breath, connect with your inner self. Sleep like youāve never slept before accompanied only by the sound of owls and wind in the pines. The Belden Farm offers land that is a true retreat. Enjoy the privacy and quiet of our cabin in the woods. Extensive, well-maintained trails for hiking, skiing or Fattire biking lead you through towering hardwoods, cathedral white pines, and golden meadows.

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 king and queen beds, 1 full bathroom, and a fully stocked newly remodeled kitchen. Perfect getaway for some R&R with family or friends.

hot tub and sauna on 5 private acres
Looking for a cozy winter retreat? Experience the Bird House, a tranquil Scandinavian-inspired private woodland paradise. Melt away stress in the hot tub and infrared sauna as you take in peaceful views of the meadow. Explore snowshoe and cross-country ski trails nearby in the scenic Kettle Moraine. Stream your favorite movie on the projector near the fireplace or unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee.

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.

Family friendly farmstay just outside Milwaukee
The Inn at Paradise Farm is an original 1847 log homestead in rural Wisconsin just a short drive from Milwaukee and close to many attractions, especially for nature lovers. Our very spacious private 4-room suite with private entrance is comfortable for couples, families, or business travelers who long to unwind in a pastoral setting. Visit with, and even help care for, our friendly animals!Ā We are licensed and inspected. Paradise Farm welcomes all.

No Cleaning Fees! 2 Bedroom Apartment By The Lake
Weāre transparent with our pricing, thatās why we donāt have cleaning fees! The price you see is the price you pay (local taxes still apply). Come stay near the heart of Oshkosh - youāll be on the second floor with views of Lake Winnebago. If you need anything during your stay we live on-site and are only a message away. Donāt worry though, the units are completely separated so youāll have all the privacy you desire during your stay.

Barndominium with Goats, Hot Tub, Forest & River
The Cloverland Barndominium is a thoughtfully renovated 100-year-old barn sitting on 5+ private acres of forest to explore next to a river. You'll share the land with friendly goats and chickens that you can watch from right outside your window! Outside you'll enjoy walking the trails, feeding the animals, taking the canoe down the river, making a fire in the fire pit, and exploring the forest. Escape the busy world and reset!

The Beach House
Cute year round home with fantastic evening sunsets on the East shore of Lake Winnebago. Enjoy the lake life with this 3 bedroom, 1.5 bath, private beach and pier, located on a private beach road and a close drive to restaurants in the surrounding area. Ideal for Walleye Weekend, EAA Convention, Road America, Green Bay Packer games, Wisconsin Badger games, Milwaukee Brewer games, Ryder Cup and more
Popular amenities for Lake Winnebago family-friendly rentals
Family-friendly home rentals with a hot tub

~Driftwood Haven Cottage ~

Beautiful Victorian in Historic District

The Loch at WhiskyWood, secluded cabin + hot-tub

Cedar Soaking Hot Tub ~ King BED ~ No Cleaning Fee

Quietwater-Peaceful, On Water, Nature, Sandbars!

HOT TUB w/ Beach Access near Kohler-Andrae

Waterfront Cottage with Tower and Hot Tub!

Entire House, hot tub, dogs, way cool bathrooms.
Family- and pet-friendly home rentals

Rest Ur Cheesehead-9 min walk 2 Lambeau + Arcade

Peaceful Parkside Retreat

House Near the Lake

Country Guest House - Beautiful Gardens!

Modern, Freshly Renovated House - Great Location

Pet Friendly Antique Schoolhouse with Fenced Yard

Tiny Town Bakery Flatlet

20 Acre Farm- Goats, Games & Movie Theater Access
Family-friendly home rentals with a pool

Private yet close to everything!

The Rabbit Retreat #1

Hickory on the LakeWaterfront Luxury on Winnebago

Lake Michigan and Door County Fun

Modern Cabin with pool, hot tub and outdoor sauna

Lace & Woods Farm "Hammer Hideaway"

Cool City, Warm Pool

Wooded Hills/Indoor Pool/Hot Tub/Arcade
Destinations to explore
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- Family-friendly rentalsĀ Wisconsin
- Family-friendly rentalsĀ United States
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Harrington Beach State Park
- Bay Beach Amusement Park
- West Bend Country Club
- Trout Springs Winery
- The Bull at Pinehurst Farms Golf Course
- Pine Hills Country Club
- Oneida Golf Club
- Sunburst
- Pollock Community Water Park
- Vines & Rushes Winery
- Kerrigan Brothers Winery
- Green Bay Country Club Sports Center
- Blackwolf Run Golf Course
- Little Switzerland Ski Area
- Parallel 44 Vineyard & Winery




