Kid-friendly holiday rentals in Sheboygan

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Sheboygan kid-friendly rentals

Child-friendly house rentals

Guest favourite
Home in Sheboygan
4.98 out of 5 average rating, 41 reviews

Sleeps 7{SPACIOUS}Pets Welcome!

Nicholas GerardRating, 5 stars2 weeks ago
they were a great host I felt right at home I give them a 5 star the place was very clean I would recommend them if you are looking for a Airbnb
Guest favourite
Home in Sheboygan
4.97 out of 5 average rating, 141 reviews

Lake Michigan home with gorgeous views!

JohnRating, 5 stars2 weeks ago
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
Top Guest favourite
Home in Sheboygan
4.96 out of 5 average rating, 84 reviews

House Near the Lake

MichaelRating, 5 stars4 days ago
Great place to stay. Everything was as stated in the ad. Would definitely stay there again.
Guest favourite
Home in Plymouth
4.94 out of 5 average rating, 470 reviews

Country Guest House - Beautiful Gardens!

PahouaRating, 5 stars4 days ago
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 !
Superhost
Home in Ellis Historic
5 out of 5 average rating, 16 reviews

Beachside Beautifully Renovated Historic Home

AmyRating, 5 stars19 months ago
Beautiful, well-appointed home with a heck of a view AND walking distance to downtown. Tricia was communicative and kind. Great experience!
Top Guest favourite
Home in Sheboygan
5 out of 5 average rating, 88 reviews

Relaxing Sheboygan/Kohler Getaway

PatrickRating, 5 stars1 month ago
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.
Top Guest favourite
Home in Manitowoc
5 out of 5 average rating, 133 reviews

HOT TUB~KingBed~PoolTable~PokerTable~BatmanMovieRm

Samantha Or ScottRating, 5 stars6 days ago
Our family really enjoyed the house and the amenities this house had to offer. It felt like a home and so inviting.
Top Guest favourite
Home in Howards Grove
4.95 out of 5 average rating, 176 reviews

Spacious lower level priv entrance no cleaning fee

IanRating, 5 stars1 week ago
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.

Kid-Friendly apartment rentals

Top Guest favourite
Apartment in Waldo
4.98 out of 5 average rating, 279 reviews

The Blue Cobb House

MikeRating, 5 stars1 month ago
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!!!
Top Guest favourite
Apartment in Kewaskum
5 out of 5 average rating, 20 reviews

Local Landmark / Coffeehouse / Kettle Moraine

ChristineRating, 5 stars2 days ago
The hosts were both helpful and communicated readily about the area...giving good info on local restaurants and places to visit. They also responded in a timely way if I had any needs. Lovely room, looks newly renovated! Thank you for a pleasant stay!
Superhost
Apartment in Sheboygan
4.88 out of 5 average rating, 8 reviews

Cactus Corner KING Apartment

JessRating, 5 stars10 months ago
We enjoyed our stay. It was clean just like the photos.
Top Guest favourite
Apartment in Kiel
5 out of 5 average rating, 22 reviews

Loft Unit Historic Kiel 8 miles to Road America

MeganRating, 5 stars1 month ago
We loved this quaint apartment & would definitely stay again! It was extremely clean and cozy. Cody was a top tier host! He made check in a breeze and responded quickly each time!
Top Guest favourite
Apartment in New Holstein
4.98 out of 5 average rating, 52 reviews

Parkside Retreat | Minutes from Elkhart Lake

JesseRating, 5 stars1 week ago
This place is a hidden gem for air bnbs. They had so much to offer and went above and beyond to even suggest places to eat! The place was so clean and was an amazing experience.
Guest favourite
Apartment in Sheboygan
4.87 out of 5 average rating, 23 reviews

Cozy and Private Apartment

CherieRating, 5 stars5 months ago
Eric’s place was wonderful! The location was fantastic. Walking distance to downtown, and close to the water. Though we were arriving late, Eric reached out to let us know we could come in early. His communication was excellent prior, during, and after our stay. I would definitely stay here again!
Guest favourite
Apartment in Elkhart Lake
4.95 out of 5 average rating, 145 reviews

Schoolhouse Straight Inn

JaredRating, 5 stars1 week ago
Great host - great amenities that I didn’t even get to use. Next time!
Superhost
Apartment in Sheboygan
4.6 out of 5 average rating, 15 reviews

Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan

ClaudiaRating, 5 stars1 week ago
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!

Child-Friendly Holiday Condos

Condo in South Pier
4.69 out of 5 average rating, 13 reviews

Modern 2 Bedroom Condo with Lake Michigan View

JoeRating, 5 stars10 months ago
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.
Top Guest favourite
Condo in South Pier
4.98 out of 5 average rating, 43 reviews

A Glorious Getaway Sheboygan - LUX Lake Condo

SallyRating, 5 stars5 days ago
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
Guest favourite
Condo in South Pier
4.97 out of 5 average rating, 32 reviews

Heavenly Condo in the Malibu of the Midwest

LisaRating, 5 stars3 months ago
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.
Top Guest favourite
Condo in Ellis Historic
4.93 out of 5 average rating, 43 reviews

Ellis District Urban Lake Condo

Sarah MarieRating, 5 stars1 month ago
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!
Guest favourite
Condo in South Pier
4.93 out of 5 average rating, 90 reviews

Janelle's Dockside Condo

KathleenRating, 5 stars2 weeks ago
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.
Top Guest favourite
Condo in Elkhart Lake
5 out of 5 average rating, 30 reviews

Car Condo Rental in Elkhart Lake

NicoleRating, 5 stars3 weeks ago
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!
Guest favourite
Condo in Sheboygan
4.88 out of 5 average rating, 206 reviews

Beachside Lake View - 2br - First Floor - Garage

RobinRating, 5 stars7 months ago
Beautiful location. Everything was great from the beginning to the end of our stay. We can’t wait to go back for another stay.
Condo in Ellis Historic
5 out of 5 average rating, 4 reviews

Sheboygan Sunrise Beach Stay

Jake & SarahRating, 5 stars3 weeks ago
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 🍦

Quick stats about holiday rentals that are kid-friendly in Sheboygan

  • Total rentals

    80 properties

  • Nightly prices starting at

    $62 AUD 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

Destinations to explore