Family-friendly holiday rentals in Oshkosh

Woodside Cottage Guest House-Close to Road America

Woodside Cottage in the Kettle Moraine forest of East Central Wisconsin offers a quiet private getaway for Road American race fans, golfers or those wanting just to have a break from the city and explore the area. This 2 bedroom guesthouse can host 8, with laundry, full kitchen, living room and outdoor fire pit. Due to family guest allergies, we are pet free. Located 4 miles from gate 4 at Road America and 20 miles from Whistling Straits golf course. WIFI available, but unreliable. 3 cars MAX

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.

True Log Cabin Montello 1/2 hr to WI Dells on 10ac

Lazy Fawn Cabin Escape reality and surround yourself with nature at this quiet peaceful log cabin sitting on 10 acres. Camp fires, grilling or lay in the hammock. 2 bedrooms with queen beds and a large loft with 1 queen and 2 full beds. 1/2 hour from Wisconsin Dells and 7 minutes off I-39. Rustic cabin with all the modern amenities. Area lakes for fishing or recreation, or take a ride to an amazing Amish bakery and shops. 10 minutes to downtown Montello for groceries and restaurants.

Quaint Cottage in Titletown,

Cozy home near Lambeau Field. 1 Bedroom with living room, kitchen, laundry room, living room is common area which has a twin sized daybed and a twin trundle bed. .9 mile from Packers stadium. Close to downtown. 50 minutes to EAA. Great stay for Packers games and training camp. Near winerys. Peaceful area with a park 1 door away. Great backyard with a fire pit with wood on hand and comfy outdoor couch under a roof. Garage supplies a cozy Cheers/Packer Bar area with access to the backyard.

Beachfront getaway in Sheboygan

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.

Shamba on the Lake, Oostburg, WI

Large guest home , in a rustic setting, on a peaceful 2-acre wooded lot (only 5 homes on a very private road) on Lake Michigan with a large private beach a few feet from the deck. . Magnificent panoramic view, amazing sunrises, serene twilights, magical star-studded night skies. A slice of Paradise you must experience. Located a mile from I43, 40 minutes from downtown Milwaukee, 20 mins. from golf courses in Kohler, 30 mins. from Road America in Elkhart Lake...

Log Cabin Luxury on a Lake

Enjoy a 1,400 sq.ft. home in the Northern Unit of the Kettle Moraine Forest on 50' of shore. Enjoy the lake for swimming, kayaking, fishing, and floating! Lots of trails for hiking nearby and other fun summer activities! Updated home with a log cabin feel. Modern kitchen and great room—perfect for game night or sitting by the fireplace. Lake views from the master bedroom and sun room. Beautiful bathroom with big walk in shower. Come see for yourself!

Beautiful Lake Home.

Our Beautiful two bedroom cottage is located on the shores of Lake Winnebago . 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 beds, 1 full bathroom, Laundry room with washer and dryer. The perfect home for a laid back group of friends, couples or a family to stay with all the comforts of being at home.

Country Cheese Factory - King Bed!

See our other home and many reviews! https://airbnb.com/h/plymouth-guest-house Entire House! 4 minutes from Road America. Other nearby attractions include: Whistling Straights Wade House Kettle Moraine State Forest Hiking/Biking Trail Parnell Tower Blue Harbor Lake Michigan