
Kid-friendly vacation rentals in Sheboygan
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Sheboygan
Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Sheboygan kid-friendly rentals
Kid-friendly house rentals

Lake Breeze on 11
For a quick weekend getaway and change of scenery, Dan’s place was perfect. Easy to get to, and near restaurants and downtown area. Whole house makes it feel homey and comfortable. Would definitely stay again, and recommend!

Lake Michigan home with gorgeous views!
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

Country Guest House - Beautiful Gardens!
Looking for a place to stay when we visited our kids for the weekend. Lots of room for the dogs to run and played pool and air hockey. Great place!!

Stay at Sunrise LLC, Like being at Grandma's
Very friendly and welcoming hosts. The place was exceptionally clean and the kitchen was well stocked which enabled me to make a bunch of food to take to the kettle moraine state forest campground where we spent much of our free time with friends. The beds were comfortable and the home was well maintained with lots of welcoming details like bottled water in the fridge and snacks for us in the kitchen. I got the impression that everything was meticulously cared for which I really appreciated and as a result I was able to relax and enjoy my stay here.

Relaxing Sheboygan/Kohler Getaway
I'm not sure what I can add to all the other reviewers opinions. This is a great Airbnb and we've stayed in over 170. The hosts really put a lot of thought into making it perfect for guests. We came here to look for some special birds. Jaclyn's home is a birders paradise with six feeders in a wonderful backyard. If you look on a map, the home looks near the highway, but road sound is very minimal. The attached townhouse also did not create any audible sound. Please be respectful of them too.

Serene Home One Block From Lake Michigan
Firstly, I would like to say everyone was very nice! They helped us get a stay after our airbnb was canceled on us day of. The area was VERY nice. Its a quick walk to the beach one way and food another. Its mostly quiet although because of the beach a lot of cars go by which can be kind of loud, but its not too bad. The place is clean and the house is very nice too! I would definately stay again!

Spacious lower level priv entrance no cleaning fee
This was the third time staying here. It is a great place to stay for the Moto America track. We will have to book again for next year. Very friendly and helpful.

Lakefront Charmer, cheerful decor gorgeous garden
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!
Kid-friendly apartment rentals

The Garden | Sheboygan 2 Br/1Ba, Pet Friendly
Stayed here for our trip to the NFL Draft. Loved it! Such a cute place and was exactly as described. Would definitely recommend.

The Blue Cobb House
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!!!

Cactus Corner KING Apartment
We enjoyed our stay. It was clean just like the photos.

Recombobulation Station-Locally Owned Surf Escape
Absolutely beautiful place to stay. I had a wonderful time and would stay here again. Very walkable and Missy was a fantastic host. Very comfortable place. Huge bathroom! The kitchen was stocked and wonderful. I can’t say enough good things about this location and the hosts.

Schoolhouse Straight Inn
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.

Entire Upper Rental Unit-South Central Sheboygan
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.

One Bdrm Apt - The Erie House near lake & downtown
Sarah's place was comfortable and well-equipped. We were able to walk to the downtown event for which we made the trip. Our stay was short, but I am sure we'd have made better use of the facilities and surroundings in a longer stay.

Rock skip from the lake!
Unbeatable location - just steps from Sheboygan’s culinary hotspots Il Ritrovo, Trattoria Stefano, and Slo Food. You probably can’t stay closer. The unit was immaculately clean - like absolutely spotless. Stephanie was immediately responsive for the one small issue we had, and we much appreciated it. Overall a wonderful stay!
Kid-friendly condo rentals

Modern 2 Bedroom Condo with Lake Michigan View
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.

A Glorious Getaway Sheboygan - LUX Lake Condo
We enjoyed our stay in Sheboygan. The condos location was amazing, so close to Lake Michigan. Susan was very responsive and friendly. Condo was clean and very spacious! I would highly recommend this listing to anyone. I look forward to booking this condo again!

Heavenly Condo in the Malibu of the Midwest
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.

Ellis District Urban Lake Condo
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 Dockside Condo
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.

Crystal Cove - 2BR| Lake Views & Massage Chair
Great location for what we needed. We miss the lake, so it was wonderful to sit in front to see and hear it. Perfectly clean and comfortable. Quickly responded when we had a question. Hope to return next year. Thank you

Car Condo Rental in Elkhart Lake
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!

Beachside Lake View - 2br - First Floor - Garage
Beautiful location. Everything was great from the beginning to the end of our stay. We can’t wait to go back for another stay.
Quick stats about vacation rentals that are kid-friendly in Sheboygan
Total rentals
80 properties
Nightly prices starting at
G$8,393 GYD before taxes and fees
Total number of reviews
4.6K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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- Erin Hills Golf Course
- Whistling Straits Golf Course
- Kohler-Andrae State Park
- Bradford Beach
- The Bull at Pinehurst Farms Golf Course
- Harrington Beach State Park
- Milwaukee Country Club
- Heiliger Huegel Ski Club
- West Bend Country Club
- Pine Hills Country Club
- Green Bay Country Club Sports Center
- Trout Springs Winery
- Sunburst
- Pollock Community Water Park
- Blue Mound Golf and Country Club