Family-friendly holiday rentals in Lake Winnebago

This is a warm, inviting home with a terrific location in the lake. Jana and Josh’s house was very comfortable, clean, spacious and stocked with everything we needed for our vacation. An absolutely beautiful spot on the lake. Jana and Josh were extremely helpful and generous hosts who really anticipate what guests may need. We loved our stay!

We had a great time staying at Max’s lake house! The lake was beautiful, and we were able to do a lot of swimming and kayaking. We were really impressed how nice the home was and easily found everything we needed. We stayed on the property almost the entire time but it’s also close to plenty of food options and activities. Highly recommend!

Thank you so much for letting us stay in your beautiful home! As we get older, my friends and I cherish the time we get to spend together each year on our annual summer trip and this has got to be one of our favorite places we’ve stayed. It was a perfect weekend get-away to unwind and we loved spending time at the lake. The house had a cozy and cabin-like feel to it and it was the perfect size for our group. Bonnie was a great host and very accommodating. Would recommend to anyone!

Very nice accommodations. We have stayed there every other Christmas for several years.

After 40 years of camping at Point Beach, nice to relax in this beautiful place. It is beautifully curated and designed for relaxation and comfort. The outdoor space is as comfortable as the indoor space.

Jennifer was a wonderful host, she left clear instruction on check in and check out. Super flexible and provided our group with a great amount of recommendations for restaurants and things around the area. Jennifer was very quick to reply and help out with anything we needed.

Welcoming and attentive caretaker, kitchen amenities, fun for multi-generational groups, hot tub is divine, fun touches. For once, the teen and college-aged boys weren’t bored. I bet it’s even better in the summer. The upstairs bathroom would be happier with one more light. 💡:)

My family and I had a wonderful few days at Bonnie’s place. It had outstanding amenities - a nice hot tub, well supplied kitchen, and all the boats you could want when staying on a beautiful lake. We’d definitely recommend it to others.

My wife and I were celebrating our 45th Wedding Anniversary- Jewel made it so special for us! And her place? WOW! We’ve stayed in AirBnb’s from Olympia to Siesta Key, from Zagreb to Dubrovnik- and Jewel’s place and her hospitality outshines them all! Beautiful accommodations, spotless, every possible provision, comfortable and supportive bed, - it was simply heavenly!!! Thanks to Jewel!!!

This is our 6th year staying at Chucks cabin. Clean and well kept, over the last 6 years he's done a lot of upgrades. He went our of his way for us this stay and it was greatly appreciated. We will definitely be back

Now that I have stayed at Jack's home @ 5 times, I can easily verify that every moment spent in that home is magical - steps away from a walk on the beach, the methodical waves lapping on the shoreline, and the majestic sunrises reflecting on the water combine to provide a therapeutic sensory experience that delivers 24 hours each day. If that isn't enough, there are fabulous coffee shops, restaurants, and bars that you can walk to as well as many others a short drive away. No - Jack does not pay me to write these reviews ... the reviews write themselves. Enjoy!

Joe and Alyssa 's property was amazingly beautiful ! All my siblings us came from out of town and state , to see our baby brother walk for his high school graduation in Sheboygan . This home housed us all with the main house and guest house . Very fast communication with the owners and they were able to adjust our reservation so quick for us to book the guest house that last minute too . The grilling space was wonderful , as we had kids who ran around the yard - Safely without any concerns . Will definitely look forward to booking with Joe and Alyssa again in the future !

Kim was a great host. Quickly responded to questions and cottage set up with everything we needed for a relaxing weekend after busy days shooting darts. Enjoyed the wood fire pit at night and the patio with the propane fireplace in the morning. Would definitely book again!

It’s just such a peaceful relaxing place to be. I just makes you feel at home.

The best part of the house is the location since it is very walkable to the lake and also to nearby restaurants. The interior of the house looked like the photos and description and it was clean. Some drawbacks were no shades in the bedrooms (bright with just blinds) and the shower is quite short for anyone over 6ft. Overall it was a good stay.

Great cozy space with everything we needed. Angie was a great, flexible host who got back to us quickly with any questions. Great location for what we needed. We would stay there again!

Such a beautiful stay on a quiet lake! Home is very dog friendly- it even had a whole basket of toys which our dog loved! It’s only 10 minutes into town, and lots of hiking/exploring all within 30 minutes. Nancy was always quick to respond when I had questions. Don’t hesitate to book this gem!

This is a Beautiful little get away surrounded by wildlife! Perfect for families with kids and pets. The yard was plenty of space for dogs and small children to run around, there was a great swing set for the kiddos as well. The fire pit area looked beautiful, unfortunately we were too busy to use it. And they had a MASSIVE pond that was constantly surrounded by wildlife. The house its self was very accommodating. Many places to sleep, and the house was stocked with everything you may need from kitchen cookware to movies, games, and even toys for the dogs! Felt right at home! The house also had a beautiful 3 seasons porch where you could sit and enjoy the fresh air. I would definitely recommend this place for everyone to stay at.

Great location for visiting Road America - just a few short minutes away! We loved watching the sunset and deer from the big front windows. Quick drive to Elkhart Lake for some good restaurants as well.

Checkin and communication was great. Didn’t leave a mess so she shouldn’t have much for cleaning after us.

This is the second time I’ve stayed here and I loved just as much as the first. So close to Lake Michigan and beautiful walking trails. We enjoyed Door Co with the beauty of the farms and the water. I would highly recommend staying here

House is good and very close to stadium which is great.

We absolutely love this place! Will definitely come back. The place is very comfortable; we felt right at home and had everything we needed for our stay. The hosts are very friendly and accommodating. Thank you Ryan!

Jackie and John were great hosts. The unit was exactly as described. Clear communication and excellent accommodations. The area is a real treat if you're seeking rest and relaxation. The AC works well, too! Thank you for such a fantastic place to stay for our reunion.