
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.

Beach House
This guesthouse is detached from the main house, comes with garage parking and has all the amenities you need including a wood-burning fire place! Towels, bath tissue, soaps & travel items. AC Window Unit. Kitchen includes pots/pans, dishes, mugs/glasses, coffee pot, toaster & microwave. Paper goods. New appliances/new water heater in 2020. Stairs to the apartment are on the northeast corner of the garage. The beach is steps away with a fire pit, boat house lounge, kayaks, beach toys & bicycles.

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
◖30 minutes to Oshkosh(EAA) & Green Bay(Lambeau), 10 minutes to Downtown Appleton ◖10 minutes to Kimberly boat launch; travel the Fox River Locks system You will LOVE this property: ◖Outstanding views from the amazing sunsets to the relaxing water & wildlife ◖Newly renovated with many amenities ◖Enjoy the Northwoods setting in the heart of the valley ◖Relax at end of the day sitting around a campfire or by indoor fireplace ◖Tie your boat to dock in front of property ◖Full kitchen/outdoor grill

Irish Acres Farm Charm Glamping: FAIRY CABIN
Irish Acres Farm is host to guest friendly activities. Sit & relax or join in farm chores, hike, fish, meditate. Light a camp fire and enjoy Nature at her finest. Experience the coziness of a rustic "tiny house" off-grid log FAIRY CABIN set beside a 1 acre spring fed pond. My place is good for couples, solo adventurers, & families (with kids). No pets or therapy animals allowed. We strive to be a tech free zone (NO WIFI or TV's). A true authentic connection with Nature and each other.

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 you’ve 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 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.

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! We are licensed and inspected. Paradise Farm welcomes all.

No Cleaning Fees! 2 Bedroom Apartment By The Lake
We’re transparent with our pricing, that’s why we don’t have cleaning fees! The price you see is the price you pay (local taxes still apply). Come stay near the heart of Oshkosh - you’ll 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. Don’t worry though, the units are completely separated so you’ll 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!
Popular amenities for Lake Winnebago family-friendly rentals
Family-friendly home rentals with a hot tub

Former QB’s Pad | Hot Tub • Arcade • Fire Pit • Wa

Crisp Air, Cozy Fires & Lakefront Flair

HOT TUB~KingBed~PoolTable-PokerTable-BatmanMovieRm

HOT TUB w/ Beach Access near Kohler-Andrae

Hot tub - 4 Bedroom 3.5 Bath

The Raven

Hidden Haven - Modern Cottage w/ Hot Tub & Views

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

The Bluegill on Little Green Lake

House Near the Lake

Country Guest House - Beautiful Gardens!

Between two Lakes Beautiful 2-Bedroom Cottage!

Pet Friendly Antique Schoolhouse with Fenced Yard

Waterfront Retreat @ Oshkosh’s Sawyer Creek

Historical Haven Downtown Appleton

Historic cottage with fireplace. Pets Welcome!
Family-friendly home rentals with a pool

Lighthouse | 9BR Resort · Pool · Arcade · Hot Tub

Next Level~100K Game Room~ Sleeps 20~ Pool~Spa

Hickory on the LakeWaterfront Luxury on Winnebago

Amazing Six Bedroom Green Bay Vacation Home!!

Lake Michigan and Door County Fun

Lace & Woods Farm "Hammer Hideaway"

Adeline's House of Cool, The most fun Airbnb in WI

Water's Edge Cottage @ Evergreen Campsites&Resort
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- Fitness-friendly rentals Lake Winnebago
- Cottage rentals Lake Winnebago
- Rentals with a firepit Lake Winnebago
- Rentals with beach access Lake Winnebago
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- Rentals with breakfast Lake Winnebago
- Waterfront rentals Lake Winnebago
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- Rentals with lake access Lake Winnebago
- Pet-friendly rentals Lake Winnebago
- Rentals with a kayak Lake Winnebago
- Rentals with a fireplace Lake Winnebago
- Rentals with a hot tub Lake Winnebago
- Family-friendly rentals Wisconsin
- Family-friendly rentals United States
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- Harrington Beach State Park
- The Golf Courses of Lawsonia
- 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
- Pollock Community Water Park
- Sunburst
- Kerrigan Brothers Winery
- Vines & Rushes Winery
- Little Switzerland Ski Area
- Blackwolf Run Golf Course
- Parallel 44 Vineyard & Winery