Kid-friendly holiday rentals in Oshkosh

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Oshkosh family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Manitowoc
4.89 out of 5 average rating, 130 reviews

Neighborhood home in Manitowoc

TimRating, 5 stars1 month ago
was very clean and spacious. Dean was there at check in for a tour and to answer questions.
Guest favourite
Home in Manitowoc
4.91 out of 5 average rating, 35 reviews

3 Bed 2 Bath Brick Vacation House in Manitowoc

JessicaRating, 5 stars4 days ago
Felt like home away from home.. beautiful and clean and perfect spot for what we were looking for .. definitely will come again
Superhost
Home in Sheboygan
4.76 out of 5 average rating, 21 reviews

Modern 5 Bedroom Getaway House

JanetRating, 5 stars5 months ago
Location was perfect for what we had on our plans. I would definitely recommend BookWorm Gardens. My grandchildren enjoyed the variety of games provided.
Superhost
Home in Green Bay
4.7 out of 5 average rating, 23 reviews

2 bedroom 2775 Finger Road fenced backyard

TimothyRating, 5 stars6 months ago
It's exactly as advertised. The location is perfect on a quiet street with friendly neighbors. The beds are extremely comfortable and the house had everything I needed.
Guest favourite
Home in Marion
5 out of 5 average rating, 205 reviews

Renovated Ranch Home, Perfect for Group Getaway

KarenRating, 5 stars4 weeks ago
Lori's place was better than the pictures! It was very comfortable and had our whole family been able to make it, there would have been something for everyone from the toddlers to the adults! The surrounding farms are beautiful and so peaceful! Thanks for a great stay, Lori!!
Guest favourite
Home in Green Bay
4.96 out of 5 average rating, 140 reviews

Adorable Midcentury Retreat minutes to Lambeau/DT

JulieRating, 5 stars4 days ago
repeat visitor because the home and the host are both great! the location, the amenities, the comfortable beds, the clean house, access to streaming services for the kids, and fenced in yard for the dogs.
Guest favourite
Home in Sheboygan
4.95 out of 5 average rating, 39 reviews

Wander Back Inn to Sheboygan

TinaRating, 5 stars1 month ago
Great place to stay. My first time using an electronic key pad, it wasn’t difficult, just new to me, took me a minute to figure it out. I’m looking forward to another visit where we can use all the games! It was just to chilly in December. Plenty of space, it’s nice to have extra areas where people can decompress away from the crowd. Thank you!!!
Guest favourite
Home in Manitowoc
4.93 out of 5 average rating, 43 reviews

Cheerful 3 bedroom home North side of Manitowoc

JesseRating, 5 stars2 months ago
We came to town for my Daughter's wedding/Christmas and felt at home immediately. The house was decorated for the season and provided a great place for our Christmas gift exchange with plenty of room for us to gather. The house was neat and the neighborhood was quiet. Totally exceeded our expectations. Thank you so much!

Family-friendly apartment rentals

Superhost
Flat in Plymouth
4.63 out of 5 average rating, 294 reviews

Pineyard Plymouth Apartment

MattRating, 5 stars2 weeks ago
Great little upstairs apartment! Just stayed 1 night, but felt right at home. Quick walk to downtown and lots of restaurants and bars. Loved the VHS movie collection!
Guest favourite
Flat in Manitowoc
4.91 out of 5 average rating, 125 reviews

Lower Apt steps from Downtown and the Lake!

DeedricRating, 5 stars2 weeks ago
This place has a great, laid-back vibe. The high ceilings coupled with many windows made it a bright spot to be on a cold winter's day. We parked the car and walked everyplace we needed to be. Two blocks from the lake, fifteen-twenty minutes walk to the downtown area. Nice part of town, too. I would stay here again, for certain.
Guest favourite
Flat in Port Washington
4.94 out of 5 average rating, 272 reviews

Silvers Four-Six-Four *A home away from home*

KimberlyRating, 5 stars1 month ago
During our 12 day Christmas stay, we felt nothing but comfort and joy! To be away from home during the holidays and to have a private, relaxing, fully decorated setting to retreat to, with the best beds ever in the world of Airbnb, was a sweet blessing and very much appreciated! Elle’s information is exactly as promised with additional awesome surprises!
Guest favourite
Flat in Sheboygan
4.99 out of 5 average rating, 147 reviews

Heart of Downtown Sheboygan

ColleenRating, 5 stars1 month ago
This was our second stay at Stephanie’s. It was just as nice as we remembered! Super clean, comfy bed and great shower! We love how walkable the area is. No need to drive anywhere. Close to many restaurants and the Lakefront.
Guest favourite
Flat in Oshkosh
4.86 out of 5 average rating, 197 reviews

No Cleaning Fees! 2 Bedroom Apartment By The Lake

JoshRating, 5 stars3 weeks ago
We enjoyed our stay. Everything was quiet and clean. Exactly as advertised. The neighborhood is very nice with a beautiful view of the lake!
Guest favourite
Flat in Port Washington
4.93 out of 5 average rating, 284 reviews

Homeport

ErinRating, 5 stars2 months ago
Everything we needed for our night in Port Washington. Excellent location, all the amenities were available and the place was warm and cozy for a cold winter night!
Guest favourite
Flat in Sheboygan
4.97 out of 5 average rating, 149 reviews

Modern Upstairs Apt - Steps from Lake Michigan

BobRating, 5 stars1 week ago
The heated floor in the master bath was an unexpected pleasure. I'm somewhat jealous.
Guest favourite
Flat in Appleton
4.97 out of 5 average rating, 146 reviews

Homey lower level apartment with private entrance

SamuelRating, 5 stars1 month ago
Ron was super helpful and kind and his instructions were super clear. Had food I. The fridge for us and snacks was a wonderful experience. Definitely coming back for another packer game!

Family-friendly apartment rentals

Guest favourite
Apartment in Sheboygan
4.97 out of 5 average rating, 62 reviews

Urban Townhouse

GaynorRating, 5 stars1 month ago
We stayed here in the summer & liked it so much booked again for Christmas. Wasn’t sure if we would be able to use the hot tub but thankfully the weather for this time of year wasn’t as cold as it could have been. It was lovely sitting in the warm water even although there was snow on the ground. The accommodation is clean, modern and has everything you need, definitely a home from home. We visit Sheboygan at least once a year and would definitely choose Brooke’s place before any other if it has availability to suit us.
Guest favourite
Apartment in Sheboygan
4.97 out of 5 average rating, 39 reviews

A Glorious Getaway Sheboygan - LUX Lake Condo

PaulRating, 5 stars6 days ago
Susan was a great host. She is a great communicator and did a lot to make our stay special. The condo was clean and the location is great. I would definitely recommend her spot to others.
Guest favourite
Apartment in Sheboygan
4.96 out of 5 average rating, 114 reviews

Beautiful Beachside Condo w/ Stunning Lake Views

SaraRating, 5 stars1 month ago
Excellent beach location and views.
Guest favourite
Apartment in Sheboygan
4.97 out of 5 average rating, 30 reviews

Heavenly Condo in the Malibu of the Midwest

AllisonRating, 5 stars2 months ago
We loved our stay at Debbie’s place. The condo is easy to find and Debbie left incredibly clear instructions to get in and then also around the home. There’s lots to do in the area within walking distance as well. We can’t wait to go back!
Guest favourite
Apartment in Sheboygan
4.92 out of 5 average rating, 36 reviews

Ellis District Urban Lake Condo

AiRating, 5 stars2 months ago
Sara's place is awesome! This is one of the most well-stocked Airbnbs we have ever stayed, with plenty extra linens, blankets, towels, bathroom necessities, free coffee/tea/hot chocolate (all as Keurig pods), cooking tools and pans/pots. The best part is ll the rooms have many books to choose from! In addition, the location is within a few minutes of walking distance from the marina and the beach, as well as the restaurants, an ice-cream shop and a few bars. We were here in the frigid winter so we didn't do much outside, but I am sure in the summer this location will be very convenient. Sara is very responsive and communicated within minutes. We highly recommend this place!
Guest favourite
Apartment in Sheboygan
4.93 out of 5 average rating, 85 reviews

Janelle's Dockside Condo

BarbaraRating, 5 stars4 months ago
We want to stay here every year. Beautiful condo right on the water and within walking distance to coffee shop, restaurants and parks.
Guest favourite
Apartment in Manitowoc
5 out of 5 average rating, 39 reviews

Cream City Flat - Boutique downtown condo

ToriRating, 5 stars1 month ago
This was our third year staying at this condo over Christmas, and we loved our stay once again! The condo is beautiful, well laid out and organized, and is always pristinely clean which I really appreciate. It's located near fun restaurants, bars, library, shopping, cafes etc and we always have no issue filling our day with fun things to do. Randy is quick and easy to communicate with - we look forward to staying again next year!
Guest favourite
Apartment in Elkhart Lake
5 out of 5 average rating, 13 reviews

In the Heart of Elkhart Lake

GaryRating, 5 stars1 month ago
This place felt like home to us from the moment we walked in. The furniture is comfortable and so are the beds. Vicki was always responsive to any questions or concerns we had. This location is GREAT, especially if you don’t mind a two block walk to look out over Elkhart Lake. If we’re ever in need of a place in this area we will DEFINITELY contact Vicki about this place.

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

  • Total rentals

    140 properties

  • Nightly prices starting at

    £32 before taxes and fees

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    130 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore