Kid-friendly vacation rentals in Sheboygan County

This is our second time staying at Eric and Anna's place. They are perfect hosts! Their place is perfect, clean, roomy and just a stones throw from downtown Plymouth and Road America. We will be booking again! Thank you so much!

A perfect spot for families. Very comfortable beds. Well equipped kitchen complete with many essentials (condiments, oils, coffee) Great Lake view. Really enjoyed the massive fire pit

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!

Dean and Kaye are great hosts. They were very accommodating and helpful. The property was just as it is in the listing. We had everything we needed and more. I plan on returning again next year.

We stayed here for a golf trip and could not have been more pleased! We've stayed in a lot of places, but this one was the best, by far!!! Alyssa was always quick to answer any question I had and made sure we had everything we needed. We had plenty of room and I only wish we had more time there. Thank you!!

Loved this house for a girls trip! Backyard and fire pit was perfect, everyone got their own room, and the kitchen had everything we needed to cook at home.

Michelle and John saved our girls trip. After another site's rental was cancelled on us literally while we were driving to it, we found this place. They responded so quickly and were able to accommodate us last minute. The house and property was beautiful! We had plenty of room for all of us, and the kitchen was the perfect spot for our extensive snacking. We really enjoyed sitting in the yellow chairs and enjoying the view of the lake. We had everything we needed and then some. I can't recommend this property enough!

We have stayed at Shamba 4 times. It is an absolutely amazing spot on Lake Michigan. The home is lovely and very spacious. You could not ask for better views of the lake from inside or outside. The beach is literally right outside your door. Great spot for kids to play and great for walks too. Will definitely return 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!!!

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

Missy and Kyle's apartment in Sheboygan was truly a great recombobulation station! The location was spectacular with only two blocks to Lake Michigan in one direction and two blocks to great dining, farmers market, coffee shops, and local shopping in the other direction. The apartment was incredibly clean, cozy, and comfortable for some rest and relaxation in-between our local adventures. It was a lovely home away from home with everything you would need to prepare meals. And in the event you've forgotten something at home, there is a good chance Missy has thought about it for you.

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.

Chris was a great host! Our other Airbnb didn’t respond to us and he was able to get us in with a same day reservation! He was very friendly, brought us a high chair and provided some local snacks for our stay! The house was spotless and the backyard and neighborhood were so cute! We will be staying with you again next time we’re in Sheboygan!

Great location and accommodations exactly what was needed for the three adults. Nicole is easy to work with and a great communicator. Would be my pleasure to rent again.

the place was great and we were so happy to be able to bring our dog with us. I was pleasantly surprised to see no dog hair from previous renters. very clean. Ashton and James were great! they were quick with all requests and super friendly. we had an emergency when we got back from our stay because my daughter left her koala lovey at the Airbnb. 😊 Ashton and James were prompt in their response and mailed the lovey to us. thank you!

Thank you for hosting us. It was exactly what we needed to rest and be ready to go to our daughter’s baby shower the next day.

Brian’s instructions to check in was very good. The condo was very clean and the views were great. Short walks to great restaurants and the beach. Every night we ended our day sitting on the patio looking out at the lake. Definitely a place I’d rent again when I visit Sheboygan.

The accommodations were perfect for a large gathering. Lots to see and do just within walking distance. Beautiful location and the space was perfect for our family gathering. Great home with all you needs. Lovely bedrooms with very comfortable beds. Great time was had here Sally

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.

Our stay was great! Very easy to check in and out. Easy to find, very clean. We came up to fish, only recommendations we would have as people fishing is a little more table room in the living room/rooms (ex. Coffee table, bigger/extra side table) and hooks for hanging clothes that need to dry maybe by the door. Again, our stay was amazing, would definitely stay again!

Janelle’s place was spacious and sparkling clean. The location is great, right on the river and an easy walk to the lake. We would definitely stay again if we come back to Sheboygan.

Very cool and well themed condo situated right between downtown Elkhart Lake and Road America. Was perfect for our group of 4. We would definitely recommend!

Beautiful location. Everything was great from the beginning to the end of our stay. We can’t wait to go back for another stay.

We really enjoyed our stay! Check-in was very easy and the apartment was neat, clean and cozy. The bedrooms were set up very well with cozy lighting, usb ports for charging devices and comfortable linens. The kitchen had plenty of dishes, cups and silverware and we appreciated the extra touch of little snacks 😊 The location of the apartment was great with easy street parking. Walking distance to downtown and the beach and within view of the ice cream stand 🍦