Kid-friendly vacation rentals in Sheboygan County

Location was perfect for what we had on our plans. I would definitely recommend BookWorm Gardens. My grandchildren enjoyed the variety of games provided.

This is the second time I stayed at Chelsea’s house. It is the perfect location for the beach, the river and the downtown Sheboygan area and also super close to Kohler for the spa and food and wine festival! Perfect cozy home for a girls trip or a family get away!

This place is suitable for a small family or a few adults. Very clean and well thought-out amenities made it quite attractive. Because we were very busy at Road America every day, we did not have an opportunity to use the kitchen except to make coffee, but had we wanted to cook, I'm sure we would have found everything needed. The only "warning" is that anyone with some mobility issues might find the stairway to the second floor a bit daunting. If we need a place in the area again, we would likely choose this house again.

Our stay at Jessica's place was wonderful! The house was super clean, quiet, beautiful, comfortable and cozy, and had a great backyard. The neighborhood was quiet and close to the gorgeous lakeshore. She was also super responsive and kind and helpful! We loved everything about our stay - amazing place and host!!

Communication, location, and the house were excellent! I wouldn't change a thing about our stay. I wish we could have stayed longer!

Two moms an infant and two adolescent children stayed for a quick weekend exploring Cheboygan and this place was perfect, Ryan our host was extremely responsive and helpful and everything was exactly as it was described. We are very happy with this stay.

This place was just what our family needed. It was wonderful to bring our dog Annabelle and explore the Sheboygan area. We used the coffee bar and did the wine exchange and the place felt like "home"! I would highly recommend for a home like atmosphere and spending quality time together. We hope to visit again when the weather is warm to swim in what looks like beautiful beaches. Thank you for your hospitality!

The perfect location and house for our visit to Wisconsin for a wedding! We loved the house, it had everything we needed for our stay. Coming from a rural area the location made us feel like being at home. The grandkids enjoyed the backyard, complete with games for them to play and room to run. There was plenty of room and seating outside to sit back and enjoy the cooler weather and sunrise. Shelly was quick to respond to questions and was a great host. If ever back in Wisconsin would definitely stay here again!

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!!!

Very comfortable and clean. No frills as advertised and priced. Road America is 7 minutes down the road so no complaints here.

We enjoyed our stay. It was clean just like the photos.

Hosts were great. Place was clean! Great first experience using Air B&B would definitely stay again!

We needed a dog friendly place for a Road America weekend. This was great. I walked the dog nearby and across the road to a beautiful lakefront neighborhood. Didn’t cook there but heated up takeout food. Cute backyard that was too wet for us to hang out in. Comfy beds and cool race memorabilia in unit.

My family had a wonderful stay at Michelle's! The apartment was clean, very comfortable, well located. We'd happily stay there on our next trip!

Ashlynn was very kind and helpful. We arrived late at somehow the code wasn’t working for us but thankfully she was alerted to it and was able to assist. I felt badly about waking her up but she was so kind about it. The place was beautiful and bed was great. If in the area definitely a great spot to stay.

We had an amazing stay!!! Ellen was extremely friendly, welcoming and made you feel right at home. The place was in spotless condition and it’s very apparent the owner takes top notch care of the unit! The unit was actually much larger and spacious compared to what I was expecting. Everything you need for a comfortable stay.. and more! You will not be disappointed with anything in this rental, that’s a guarantee!! Thank you, Ellen!

this was the perfect place for our stay. we wanted a condo with a hot tub so we could relax and hang out. our plan was to spend a good amount of time hanging out and chilling at the BNB, and just go to a couple different places around Sheboygan. this condo was perfect for that. I have no complaints, this place was perfect. if I ever return to Sheboygan, we'll definitely be looking to stay here again.

Susan was exceptionally responsive and inviting. She let us arrive early for our Mother's celebration of life weekend. It was easy to find once you figured out the address and unit numbers. Parking was ideal and plentiful. You can see the beach and lake from the walk out balcony.

Nice, comfortable condo. Easy parking, elevator, cozy.

Debbie was super responsive from day 1 onward. Really enjoyed working with her for our 6-day stay. The place was nice and warm despite the sub-zero temps we had when there. Bed was comfortable and lots of hot water for showers. New appliances so meals in were easy. All in all a great place to stay. Thank you Debbie.

Sara was very responsive accommodating for our needs. The space itself was spacious for the size, the kitchen was well equipped with any cooking you may do, tons of towels and travel size toiletries in vase you forgot something walking distance to the marina was a nice option, however it was a tad nippy so I chose to stay inside while my husband and son were in the airspft event. will definitely stay again!

Ryan was a fantastic host! Very responsive, communicated clearly, and kind. Great space! Super clean, well stocked, and amazing waterfront location. So thankful to have found a great spot that now holds some of my most precious memories in from my bachelorette weekend.

We loved everything about this stay. Janelle has created a very beautiful space with absolutely everything we needed for a peaceful vacation. It is spacious and immaculately clean. The location is priceless. We had an easy walk to Lake Michigan, great restaurants, fun shops, and great coffee. We will definitely be back!

We loved how it was decorated and it had everything we needed even a wine bottle opener! Also it is right down the road from Road America. We will definitely be staying here again!