Kid-friendly vacation rentals in Sheboygan

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Sheboygan kid-friendly rentals

Kid-friendly house rentals

Guest favorite
A well-equipped kitchen features light-colored cabinetry, a countertop with two high-backed chairs, and a wall-mounted decorative piece that reads 'EAT.' Large windows allow natural light to brighten the space, while a refrigerator and an electric stove are visible.
Home in Sheboygan
5 out of 5 average rating, 7 reviews

Lake Breeze on 11

SamRating, 5 stars2 weeks ago
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!
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 stars1 week 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
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, 469 reviews

Country Guest House - Beautiful Gardens!

JeffRating, 5 stars2 weeks ago
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!!
Top guest favorite
The two-story home features a beige exterior with multiple windows, surrounded by a grassy yard. Two chairs are positioned in front on a small patio area. Large trees provide shade, while a view of the countryside and other structures is visible in the background.
Home in Glenbeulah
4.98 out of 5 average rating, 128 reviews

Stay at Sunrise LLC, Like being at Grandma's

ArleneRating, 5 stars1 week ago
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.
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 stars3 weeks 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.
Guest favorite
A spacious living room is showcased, featuring a light-colored sofa adorned with blue accent pillows. A patterned area rug covers the floor, while a flat-screen television is positioned on a dark media console. Windows provide natural light, complemented by wall sconces and a ceiling fan.
Home in Sheboygan
4.87 out of 5 average rating, 217 reviews

Serene Home One Block From Lake Michigan

AliyahRating, 5 stars1 week ago
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!
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 stars6 days 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.
Top guest favorite
The kitchen features a spacious granite countertop and a black sink, highlighted by wooden cabinetry. A large window allows natural light to fill the room, showcasing scenic outdoor views. Colorful yellow chairs and a small table create a cozy seating area nearby.
Home in Sheboygan
4.97 out of 5 average rating, 118 reviews

Lakefront Charmer, cheerful decor gorgeous garden

AnnabelleRating, 5 stars6 days ago
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

Guest favorite
The kitchen features modern appliances, including a stainless steel refrigerator and stove. A dining table with four wooden chairs is positioned near a bright window, allowing natural light to fill the space. Colorful floral wallpaper adds a lively touch to the room.
Apartment in Sheboygan
4.82 out of 5 average rating, 84 reviews

The Garden | Sheboygan 2 Br/1Ba, Pet Friendly

AshleyRating, 5 stars1 month ago
Stayed here for our trip to the NFL Draft. Loved it! Such a cute place and was exactly as described. Would definitely recommend.
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!!!
Guest favorite
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 comfortable living area features a plush sofa, a bean bag chair, and a modern television. A wooden dining table with three high stools is positioned in the center. Natural light flows in through large windows, enhancing the inviting space.
Apartment in Sheboygan
5 out of 5 average rating, 69 reviews

Recombobulation Station-Locally Owned Surf Escape

MaraRating, 5 stars2 weeks ago
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.
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, 144 reviews

Schoolhouse Straight Inn

CandyRating, 5 stars1 month ago
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.
Guest favorite
A charming two-story house features a welcoming front porch with white railings. American flags adorn the porch, while potted plants add a touch of greenery. The exterior is clad in light siding, with large windows allowing natural light to enter the home.
Apartment in Sheboygan
4.93 out of 5 average rating, 67 reviews

Entire Upper Rental Unit-South Central Sheboygan

DawnRating, 5 stars1 week ago
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.
Guest favorite
A spacious living room is equipped with a comfortable sofa and two armchairs. A TV screen is positioned adjacent to an original fireplace, which now houses an electric device. Natural light enters through a window, and a decorative area rug enhances the room's charm.
Apartment in Sheboygan
4.9 out of 5 average rating, 86 reviews

One Bdrm Apt - The Erie House near lake & downtown

JanRating, 5 stars1 week ago
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.
Superhost
A modern living area is highlighted by a dark gray sleeper sofa and a round, wooden dining table set for four. Natural light enters through large windows dressed with dark curtains. A potted plant and artwork add a touch of color to the minimalist space.
Apartment in Sheboygan
4.87 out of 5 average rating, 15 reviews

Rock skip from the lake!

RyanRating, 5 stars7 months ago
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

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 Sheboygan
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 Sheboygan
4.98 out of 5 average rating, 42 reviews

A Glorious Getaway Sheboygan - LUX Lake Condo

MaryRating, 5 stars1 month ago
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!
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 Sheboygan
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 Sheboygan
4.93 out of 5 average rating, 43 reviews

Ellis District Urban Lake Condo

Sarah MarieRating, 5 stars3 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 Sheboygan
4.93 out of 5 average rating, 89 reviews

Janelle's Dockside Condo

KathleenRating, 5 stars1 week 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.
Guest favorite
The exterior of the Crystal Cove condo features a charming white façade with detailed trim and a welcoming front porch adorned with elegant railings. Lush flowering bushes and manicured landscaping enhance the entrance, inviting guests to enjoy the lakeside community.
Condo in Sheboygan
5 out of 5 average rating, 13 reviews

Crystal Cove - 2BR| Lake Views & Massage Chair

JoanRating, 5 stars7 months ago
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
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 stars2 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.

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

Destinations to explore