Kid-friendly vacation rentals in Sheboygan

Find and book unique kid-friendly rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Sheboygan kid-friendly rentals

Kid-friendly house rentals

Guest favorite
A contemporary living area features a brown leather couch paired with green and gray cushions. A circular mirror is set above a wooden coffee table adorned with a small potted plant. The space includes hanging greenery and a soft area rug, enhancing a calm ambiance.
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 favorite
A serene view of Lake Michigan is presented, with soft hues of orange and blue reflected in the tranquil water. A pier extends into the lake, surrounded by lush greenery along the shoreline, offering a peaceful atmosphere at sunset.
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 favorite
A cozy living area is filled with neutral-toned furniture, including a large sofa, accent chairs, and a circular coffee table. Natural light filters in through large windows, highlighting the wooden floors and a decorative area rug beneath. Soft green accents are present in the lamps and curtains.
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 favorite
A charming guest house exterior is framed by manicured landscaping. The entrance is highlighted by large wooden doors, with a welcoming porch illuminated by soft lighting. A one-car garage is present on the side, and lush trees provide a natural backdrop.
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
The exterior of a renovated historic home is shown, featuring unique architectural details and a welcoming porch. Lush flower beds line the pathway, accompanied by manicured greenery and trees. A light-colored brick facade contrasts with dark window frames, creating a charming appeal.
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 favorite
A bright living area showcases a spacious dining table with place settings, and a cozy red armchair positioned nearby. Large sliding doors reveal an inviting patio space, while a television stands against the wall opposite, enhancing the relaxing atmosphere.
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 favorite
A spacious bedroom features a king bed with a soft blue blanket draped over it. A casual living area showcases a pool table and a large projector screen, while an inviting hot tub overlooks a backdrop of woods.
Home in Manitowoc
5 out of 5 average rating, 132 reviews

HOT TUB~KingBed~PoolTable~PokerTable~BatmanMovieRm

PriyankRating, 5 stars2 weeks ago
Excellent getaway the place. The area has good restaurants nearby as well. The house has ample amenities to use! This house is a plus if you are a batman fan!!
Top guest favorite
A single-story house with a neatly maintained lawn and vibrant flower beds welcomes visitors. An American flag is displayed at the entrance. The driveway leads to a garage on the left side of the house, and ample green space surrounds the property.
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 favorite
A quaint living space features an antique-style fireplace made of dark wood, with a circular mirror above it. A flat-screen television is mounted on the wall opposite a small table and a suitcase rests on the hardwood floor, accompanied by a decorative flower arrangement.
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 favorite
A close-up of a table featuring a takeout coffee cup from the Coffee Bistro alongside a freshly baked pastry. The background shows a modern kitchen area with wooden cabinets and appliances, enhancing the inviting ambiance of the space.
Apartment in Kewaskum
5 out of 5 average rating, 20 reviews

Local Landmark / Coffeehouse / Kettle Moraine

ChristineRating, 5 stars1 day 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
A modern living area is presented, featuring a comfortable sofa with soft cushions and a stylish coffee table. A decorative area rug adds color to the wood floor. Natural light enters through large windows, while a ceiling fan and warm lighting enhance the space.
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 favorite
A spacious bedroom features a central bed with a gray quilt, flanked by two dark wood nightstands. Large windows allow natural light to fill the room, complemented by light-colored curtains. A patterned area rug spreads across the hardwood floor, enhancing the space.
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 favorite
A comfortable seating area is presented with two sofas featuring soft neutral tones and decorative pillows. A wooden coffee table holds magazines, while a light rug enhances the warm atmosphere. A queen-sized bed is visible in the background, with natural light filtering through a nearby window.
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 favorite
A well-lit bedroom includes a spacious bed dressed in crisp white linens. A bedside table with a lamp sits next to the bed. A floral artwork adorns the wall, adding a touch of color to the neutral decor. A closed door is visible in the background.
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 favorite
A red vintage sports car is parked on the driveway beside a two-story building. Tall trees frame the area, and a sunset casts a warm glow in the background, enhancing the serene country setting.
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
A living room is presented with a flat-screen TV mounted on a white unit. A gray sofa and a blue accent chair offer comfortable seating, while a coffee table with decorative items occupies the center. Natural light enters through a nearby window.
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!

Kid-friendly condo rentals

A comfortable living area is furnished with a navy blue sofa and matching armchair, arranged around a coffee table. A flat-screen TV is mounted on the wall, while large glass doors provide access to a patio with outdoor seating, allowing natural light to fill the space.
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 favorite
The exterior of a charming two-story building is shown, featuring white siding and red roofs. Stone pillars flank the entrance, and a spacious porch is visible on the lower level. Well-manicured grass and landscaped areas surround the structure.
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 favorite
A spacious living area is highlighted by large glass sliding doors that offer views of a green landscape. A comfortable sectional sofa is adorned with colorful cushions, complemented by a round coffee table on a patterned rug. A vibrant piece of wall art adds a touch of charm.
Condo in South Pier
4.97 out of 5 average rating, 31 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 favorite
A well-lit bedroom features a queen-size bed with a patterned blue and white duvet, complemented by neatly arranged towels. A nightstand with a bedside lamp stands beside the bed, and natural light enters through a window dressed with blue curtains.
Condo in Ellis Historic
4.93 out of 5 average rating, 43 reviews

Ellis District Urban Lake Condo

Sarah MarieRating, 5 stars4 weeks 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 favorite
A bridge is seen raised, allowing a sailboat to pass through the waterway. Clear blue skies provide a backdrop to the scene, while trees with autumn foliage line the riverbank. The calm water reflects the colors of the surroundings.
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 favorite
An open concept kitchen and living area features a large island with seating for four, complemented by modern bar stools. Dark cabinetry contrasts against a brick wall, and stainless-steel appliances are visible, enhancing the functional design of the space.
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 favorite
A view from the open door showcases a spacious deck leading to a grassy area with trees. Beyond the greenery, the blue waters of Lake Michigan are visible, capturing a serene outdoor scene.
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.
The spacious living area features a comfortable light-colored sofa adorned with decorative pillows. A cozy rug covers the wooden floor, while a small coffee table sits in front. Soft lighting is provided by a lamp, and a coastal artwork is displayed on the wall.
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 vacation rentals that are kid-friendly in Sheboygan

  • Total rentals

    80 properties

  • Nightly prices starting at

    R718 ZAR 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