
Kid-friendly holiday rentals in Oshkosh
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Top-rated family-friendly rentals in Oshkosh
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Popular amenities for Oshkosh family-friendly rentals
Kid-friendly house rentals

Sleeps 14+, Tailgate Garage, Arcade, Fenced Yard
Had a wonderful stay during the NFL draft weekend. Host was very responsive and flexible. House was amazing, multiple entertainment areas and many beds. Was walking distance to the stadium and surrounding bars and restaurants. Highly recommended!

Neighborhood home in Manitowoc
Everything was exactly as listed, this is a great place. It would be nice if one of the bedrooms had blackout curtains though.

Cheerful 3-bedroom home 0.5mi from Lambeau Field
Clean, close to Lambeau and everything you can imagine, dog-approved This place was spotless, spacious, and so close to Lambeau I considered suiting up. My dog tried to coach from the window (barked at everything), so clearly she felt at home. Seeing my Wisconsin family was lovely. We give it 5 barks out of 5. Would 100% stay again. GO PACK GO!

Ping Pong, Pool Table, Fitness Gym, Karaoke
Excellent stay quick communication Very nice and clean . I would rate it #1 . It has everything you you need and makes it feel right at home. I would never stay no where else when visiting Green Bay . Very good for families with kids . From lotion to seasoning for food they had it. Top tier Hosting. They definitely should recieve an award from how comfortable they made there place to host guest. Was definitely home away from home

Three bedroom home near harbor and downtown
We had a lovely stay! As a family of six, we felt we had a truly inviting home to land each night as we were in town for an event. It was cozy and charming and comfortable. The neighborhood felt safe and quiet, and it was so neat to drive past all of those historic Neenah houses so close by. If we have more events in Neenah, we would definitely stay here again!

2 bedroom 2775 Finger Road fenced backyard
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.

Grandma's House: Spring is Springing!
Seamless process, comfortable home, very close to skiing. A private and peaceful country home.

Growe's Guest House - just like Grandma's!
The place was clean, nice and good amenities. Mary was responsive to our questions and very helpful. We were there for the SCCA Championship races at Road America ! We Left at 7am and returned at 10pm everyday. We did enjoy it. We only wish the upstairs bathroom had a shower instead of a soaking tub. (Since 4 guys all trying to take a shower before rushing off to sleep. Very nice place.
Family-friendly apartment rentals

Bright, Simple Downtown Apt. Above Specialty Cafe
Fantastic location and space. It is bigger and more spacious than the pictures! Very clean, very safe and loved the porch.

Lower Apt steps from Downtown and the Lake!
Great stay was clean and the beds were absolutely amazing, it was perfect town with great food.

Silvers Four-Six-Four *A home away from home*
What a wonderful place for my sisters and I to meet up in Port Washington. It's cozy and clean with comfy beds. The kitchen was well stocked with all the pots, pans and coffee equipment we desired. It's walkable to cafes and restaurants and a cute little resale shop. We would definitely stay there again!

Heart of Downtown Sheboygan
Had a great stay! Was very comfortable and it was nice to have shops, bars, and restaurants within walking distance. Super clean place and wonderful communication.

Modern Upstairs Apt - Steps from Lake Michigan
Michelle's place has great access to the Bay area and greatly renovated. The primary bedroom with bath is gorgeous especially with heated tile floor. The second bedroom was a bit small but it was also comfortable. The second bath was behind the kitchen so the couple who used the second bedroom has to walk through the living room and the kitchen but it was not a big deal. We felt the coffee table in the living room was a bit small for four of us but again not a big deal at all. One thing we have noticed was the linen are high quality! And we paid the great price probably because it is early (water in Michigan lake was still pretty cold). Neighborhood restaurants were great and kitchen has all the tools and dishes for our first night dinner. We wished that we had access to outdoor grill but maybe it will be available during the summer. Great stay in small coastal town in WI. Highly recommended!

Homey lower level apartment with private entrance
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!

Union House
Michelle's apt is in a perfect location to explore the town of Cedarberg. Everything was as described as the place was comfortable and clean. Communication was fast and easy and the price was very reasonable. We would definitely return for another visit.

Inn on Billy Goat Hill
We have stayed here before and it is always a pleasure—like staying a real home, cozy and personable. The chocolate cookies are a treat after a long drive, and you can walk down the hill to the lake front in 5 minutes.
Family-friendly apartment rentals

Urban Townhouse
this was the perfect place for our stay. we wanted a condo with a hot tub so we could relax and hang out. our plan was to spend a good amount of time hanging out and chilling at the BNB, and just go to a couple different places around Sheboygan. this condo was perfect for that. I have no complaints, this place was perfect. if I ever return to Sheboygan, we'll definitely be looking to stay here again.

East Side Reside - Sleeps Five!
Enjoyed the stay and will be back!! Easy to communicate with the host about my travel delay and questions during the stay. Really nice space to stay for a few days, nice kitchen space with all necessities for cooking. Loved the keyless entry!! Near grocery stores and pharmacy. Would recommend and will return.

A Glorious Getaway Sheboygan - LUX Lake Condo
Susan was exceptionally responsive and inviting. She let us arrive early for our Mother's celebration of life weekend. It was easy to find once you figured out the address and unit numbers. Parking was ideal and plentiful. You can see the beach and lake from the walk out balcony.

Beautiful Beachside Condo w/ Stunning Lake Views
We stayed here for a weekend away as a family. The view of the lake and beaches were amazing as well as the park right in the backyard. The place itself had everything we needed and was the perfect space for a get away weekend.

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
Sara was very responsive accommodating for our needs. The space itself was spacious for the size, the kitchen was well equipped with any cooking you may do, tons of towels and travel size toiletries in vase you forgot something walking distance to the marina was a nice option, however it was a tad nippy so I chose to stay inside while my husband and son were in the airspft event. will definitely stay again!

Janelle's Dockside Condo
We loved everything about this stay. Janelle has created a very beautiful space with absolutely everything we needed for a peaceful vacation. It is spacious and immaculately clean. The location is priceless. We had an easy walk to Lake Michigan, great restaurants, fun shops, and great coffee. We will definitely be back!

Cream City Flat - Boutique Condo
Beautiful roomy well stocked home. Huge theater style TV in living area with great sound. The three gorgeous bedrooms have no windows which we loved because they are dark! Parking was no problem. Super cute shops and cafes on same block and many more within 5 blocks to explore. The only possible downside is the home sits above a yoga studio so we heard some fairly loud music each morning starting about 7am and on and off throughout the day. One day we called the host who called the studio who then turned it down. Overall very lovely!
Quick stats about holiday rentals that are kid-friendly in Oshkosh
Total rentals
160 properties
Nightly prices starting at
£30 before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
150 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
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- Lambeau Field
- Kohler-Andrae State Park
- Whistling Straits Golf Course
- The Bull at Pinehurst Farms Golf Course
- The Golf Courses of Lawsonia
- Trout Springs Winery
- Pine Hills Country Club
- Pollock Community Water Park
- Sunburst
- West Bend Country Club
- Green Bay Country Club Sports Center
- Bay Beach Amusement Park
- Oneida Golf Club