
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

Neighborhood home in Manitowoc
was very clean and spacious. Dean was there at check in for a tour and to answer questions.

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
Mai & Jack are so sweet and very responsive! We loved how quiet and safe the neighborhood was. Their place was beautiful and very clean. Very roomy and had everything we needed. Lots of storage and closet space for your belongings. We loved the big living room tv, pool table, karaoke and ping pong table. They provided many eating and cooking utensils. Even a rice cooker! Gas station was close by, within 5mins and grocery store and restaurants were within 10mins or so. There was a little pub by the gas station as well, if you don't want to go too far. Loved the night light in the king bedroom. Thanks for a great stay! We would definitely be back!!!

Modern 5 Bedroom Getaway House
Location was perfect for what we had on our plans. I would definitely recommend BookWorm Gardens. My grandchildren enjoyed the variety of games provided.

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.

Cozy cape cod home with HOT TUB
This place was very centrally located on a very peaceful street in a quiet neighborhood. The home has adorable curb appeal with a surprisingly large amount of room inside the home! The hot tub was perfect after our long drive in. The host was always easy to communicate with and very friendly.

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

Pineyard Plymouth Apartment
Kerry's flat was exactly as she described and exactly as pictured in the photos. The price point was also a plus -- artists who were firing a woodburning kiln just outside Plymouth. Climbing into those cozy sheets in such a cute place was soooooooooo much better than camping out as we had originally planned in. We have already booked another stay!

Bright, Simple Downtown Apt. Above Specialty Cafe
I was looking for a place in town for a conference that was cheaper than what the conference was offering. This 2-night stay was less expensive than 1 hotel night and a much better as far as location and having a beautiful, large space to myself. There is plenty of room for more people, so I may just have to come back sometime to share it with friends or family. The place is above a cute coffee shop that smells divine when you wake up in the morning! Thank you for sharing your space and being so communicative throughout the stay!

Lower Apt steps from Downtown and the Lake!
We enjoyed our stay! We were just doing a two day getaway and it was perfect for what we needed. We loved the little town and the walks along the water and of course the Cedar Crest Ice Cream is wonderful. The Host was very responsive and accommodating!!

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
A perfect location and apartment for our short getaway. We appreciated how very clean and comfortable everything was, it was quiet which we loved. The building is from 1860’s and has been well maintained. The apartment has so much charm with extras like a heated bathroom floor, everything you need kitchen, comfortable bed, living room and private outdoor space. Stephanie is quick to respond and the detailed welcome book has many recommendations. You can definitely walk to many restaurants, shops, bars, and pier. This place is a winner! Julie

No Cleaning Fees! 2 Bedroom Apartment By The Lake
Awesome place, great hosts. Short person friendly with low ceilings. Great light, right by the lake, had everything you could possibly need

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!
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 for NFL draft
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
- Pollock Community Water Park
- West Bend Country Club
- Sunburst
- Oneida Golf Club
- Green Bay Country Club Sports Center
- Pine Hills Country Club
- Bay Beach Amusement Park
- Trout Springs Winery