Kid-friendly holiday rentals in Winnebago County

Reel in the Fun: @ Lakeside Getaways Lake Poygan

Make some memories at this unique and family-friendly place. This is a great lakeside home close to some of the best fishing spots on the lake. The lake has a sandy bottom where the kids can enjoy swimming or kayaking. Fish off the dock or bring your boat and enjoy the whole lake. It is only a 4 minute drive to the boat landing and bait shop. Launch your boat once and leave it on the boat lift. Boat to many waterfront restaurants or drive to many nearby restaurants and supper clubs.

Lake Poygan Cottage where you can Fish Hunt Ride

Peaceful Lake Poygan Cottage- Our property is tucked away on a quiet dead-end road with minimal traffic. Whether you're here for world-class fishing, hunting, or an ATV/UTV adventure, our home offers the perfect balance of relaxation and outdoor fun. ✅ Spacious & Well-Kept – "Very well kept and spacious... peaceful and comfortable." ✅ Quiet & Relaxing – "The neighborhood is very quiet with primarily hunters, families on holiday, and people that fish." ✅ Boat launch less then a minute away.

Go and Go

Cozy 2 bedroom Log home. Can sleep 4-6. Across the street from Lake Winnebago. Short walk to park, zoo and boat landing. 6.5 miles to EAA grounds. Off street parking. Close to shopping, restaurants and downtown Oshkosh. Great rental for Air Show, Book now and bring your boat, jet ski, trailer, and fishing gear or just go sightseeing, dining and relaxing. Full kitchen, New Bath. Very comfortable with a great location. Perfect place to stay for family with students at UWO. Book now!

NEW! Sleeps 13! Convenient&Close

This spacious and beautifully renovated character home sleeps 13 & is only a 2 min drive to UW-Oshkosh and 25 min drive to Appleton! Old charm meets new in this recently updated home with professional decor. New memory foam mattresses in all bedrooms. Smart TVs in both living areas and four bedrooms. Firepit & seating area outside! Three season room. Games both inside & outside! The kitchen is fully stocked, prepare meals while visiting with family & friends. Enjoy the coffee & tea bar!

Sunset Point Lake House

Super cute, little lake house located on Lake Butte Des Mortes in Oshkosh, WI. It definitely lives up to its name— with breathtaking sunsets. Perfect spot for biking, hiking, bonfires, and relaxing. Walking distance to Wiouwash Trail. Ideal location for couples, but will sleep 4 (1 king bed & 2 twin beds). 1 little bathroom (Please note: there is not a grill on the deck or a dock for boats) insta: @yellowdoorsunsetpoint guidebook for activities in the area: https://abnb.me/i5KwYr8z8ub

Newly Updated: LakeViews-Firepit-Kayaks-Boat Dock!

Relax at Sunset Oasis, where stunning lake views and sunsets set the tone for your stay. Sip coffee in the chef’s kitchen, paddle out in kayaks, grill lunch, and dine lakeside. In the evening, cozy up by the fireplace or gather around the firepit under the stars. Stream your favorite shows on the smart TV or explore nearby downtowns just minutes away. This stylish, updated luxury lake house is the perfect escape to unwind, reconnect, and create unforgettable memories.

Character Home by Lake Winnebago

Charming 1930s home, 1 block from Lake Winnebago. Quiet neighborhood. Completely renovated with all the amenities you could want. Within walking distance of Menominee Park and a short drive or bike ride to downtown Oshkosh. Enjoy the farmers market on Saturday's June-October. Several music festivals throughout the year. Fishing tournaments and activities year around. Perfect for ice fishing. Bring your shanty! There’s lake access a block away.

The Belmont Estate

You'll love this family-friendly home in the heart of Neenah. Situated on a quiet dead-end road with a vast green space across the street and a spacious backyard. Located two blocks from Lake Winnebago, and only a mile from Neenah's historic downtown strip. Kitchen is fully stocked with dishware and cooking/baking essentials. Full-size washer and dryer on site. Dedicated workspaces as well as a workout space.

The Harbor Hideaway

Escape to your dream vacation in this 4-bed, 4-bath haven surrounded by tranquility. The chef's kitchen, equipped with modern appliances, caters to culinary delights. Each bedroom, featuring plush bedding and thoughtful furnishings, offers a retreat with a mix of king and queen-sized beds. Four bathrooms ensure convenience and privacy.