Family-friendly holiday rentals in Oshkosh

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Oshkosh family-friendly rentals

Family-friendly home rentals with a hot tub

Home in Plymouth
4.92 out of 5 average rating, 13 reviews

the getaway at crystal lake!

MikeRating, 5 stars46 months ago
This is a warm, inviting home with a terrific location in the lake. Jana and Josh’s house was very comfortable, clean, spacious and stocked with everything we needed for our vacation. An absolutely beautiful spot on the lake. Jana and Josh were extremely helpful and generous hosts who really anticipate what guests may need. We loved our stay!
Guest favourite
Home in Poynette
4.92 out of 5 average rating, 189 reviews

Island View Hideaway-Peaceful, On Water, Sandbars!

SandyRating, 5 stars1 month ago
Beautiful spot to relax, close to great hiking trails. The home was comfy and had some thoughtful extras.
Guest favourite
Cottage in Neenah
4.94 out of 5 average rating, 480 reviews

Lake Life, year round hot tub!

ChelseaRating, 5 stars2 days ago
We had a great time staying at Max’s lake house! The lake was beautiful, and we were able to do a lot of swimming and kayaking. We were really impressed how nice the home was and easily found everything we needed. We stayed on the property almost the entire time but it’s also close to plenty of food options and activities. Highly recommend!
Apartment in Mishicot
4.68 out of 5 average rating, 19 reviews

Lake Michigan and Door County Fun

Ginger LRating, 5 stars6 months ago
Very nice accommodations. We have stayed there every other Christmas for several years.
Top guest favourite
Home in Two Rivers
4.96 out of 5 average rating, 92 reviews

Artisan getaway biking, hiking, hot tub, 3 bedroom

E AlisonRating, 5 stars3 weeks ago
After 40 years of camping at Point Beach, nice to relax in this beautiful place. It is beautifully curated and designed for relaxation and comfort. The outdoor space is as comfortable as the indoor space.
Superhost
Cabin in Oxford
4.84 out of 5 average rating, 76 reviews

Lilikoi Resort LLC

AdamRating, 5 stars2 months ago
We loved our stay. From the moment we reserved the Lilikoi to our checkout, Daryl was very attentive and responsive. It blew us away on how peaceful it was there. My girlfriend’s son rode a bike for the first time without training wheels, went kayaking for his first time, and learned archery. There was a lot of wildlife and we spent most of our time around the camp fire and surrounding woods. Dog friendly trails and lodging. Do yourself a favor a book a weekend or a week. You won’t regret it.
Home in Appleton
5 out of 5 average rating, 3 reviews

Spacious 4 bedroom home in quiet neighborhood!!

IsabellaRating, 5 stars11 months ago
Jennifer was a wonderful host, she left clear instruction on check in and check out. Super flexible and provided our group with a great amount of recommendations for restaurants and things around the area. Jennifer was very quick to reply and help out with anything we needed.
Guest favourite
Cabin in Markesan
4.99 out of 5 average rating, 72 reviews

Adeline's House of Cool, The most fun Airbnb in WI

JenRating, 5 stars3 months ago
Welcoming and attentive caretaker, kitchen amenities, fun for multi-generational groups, hot tub is divine, fun touches. For once, the teen and college-aged boys weren’t bored. I bet it’s even better in the summer. The upstairs bathroom would be happier with one more light. 💡:)

Family- and pet-friendly home rentals

Top guest favourite
Flat 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 favourite
Cabin in Iola
4.96 out of 5 average rating, 137 reviews

Hatch Lake Cabin

JoshRating, 5 stars3 days ago
This is our 6th year staying at Chucks cabin. Clean and well kept, over the last 6 years he's done a lot of upgrades. He went our of his way for us this stay and it was greatly appreciated. We will definitely be back
Guest favourite
Home in Plymouth
4.94 out of 5 average rating, 471 reviews

Country Guest House - Beautiful Gardens!

PahouaRating, 5 stars2 weeks 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 !
Guest favourite
Home in Green Bay
4.94 out of 5 average rating, 143 reviews

Quaint Cottage in Titletown,

JamesRating, 5 stars1 month ago
Kim was a great host. Quickly responded to questions and cottage set up with everything we needed for a relaxing weekend after busy days shooting darts. Enjoyed the wood fire pit at night and the patio with the propane fireplace in the morning. Would definitely book again!
Superhost
Cottage in Markesan
4.81 out of 5 average rating, 104 reviews

Cottage on the Pond - Big Green Lake

SarahRating, 5 stars2 months ago
It’s just such a peaceful relaxing place to be. I just makes you feel at home.
Guest favourite
Home in Oshkosh
4.73 out of 5 average rating, 33 reviews

1 Bdrm Private Home for Rent

AllisonRating, 5 stars7 months ago
Great cozy space with everything we needed. Angie was a great, flexible host who got back to us quickly with any questions. Great location for what we needed. We would stay there again!
Guest favourite
Farm stay in Montello
4.88 out of 5 average rating, 344 reviews

Peaceful 20-Acre Farmstay – Firepit & Wildlife

DavidRating, 5 stars2 months ago
Stayed for a couple of days and was exactly what the kids and I needed. Jen was very helpful with recommendations in the area and honestly, we stayed in because there was plenty to do and see at the property to keep the kids preoccupied and happy. Would definitely look forward to staying here again.
Guest favourite
Home in Stevens Point
4.94 out of 5 average rating, 267 reviews

Gracious 5-Bedroom Home in Downtown Stevens Point

AaronRating, 5 stars1 month ago
Nice place, great location and neighborhood. Old house, pretty well maintained. Could use a day of handyman work. Need some large skillets in kitchen to cook for larger parties. Overall, very nice stay and good value.

Family-friendly home rentals with wifi

Guest favourite
Cottage in Iola
4.94 out of 5 average rating, 64 reviews

Pine Grove Hideaway

TaylorRating, 5 stars2 weeks ago
This is a Beautiful little get away surrounded by wildlife! Perfect for families with kids and pets. The yard was plenty of space for dogs and small children to run around, there was a great swing set for the kiddos as well. The fire pit area looked beautiful, unfortunately we were too busy to use it. And they had a MASSIVE pond that was constantly surrounded by wildlife. The house its self was very accommodating. Many places to sleep, and the house was stocked with everything you may need from kitchen cookware to movies, games, and even toys for the dogs! Felt right at home! The house also had a beautiful 3 seasons porch where you could sit and enjoy the fresh air. I would definitely recommend this place for everyone to stay at.
Guest favourite
Home in Poynette
4.93 out of 5 average rating, 90 reviews

Robin's Roost - One night stays available weekday!

DavidRating, 5 stars3 days ago
Host is friendly and responsive. Loacation was clean and as listed in the photos. Everything went very smoothly. No problems at all!
Guest favourite
Home in Sheboygan
4.94 out of 5 average rating, 51 reviews

3-bdrm beachfront home on Lake Mich, Sheboygan WI

JohnRating, 5 stars8 months ago
Now that I have stayed at Jack's home @ 5 times, I can easily verify that every moment spent in that home is magical - steps away from a walk on the beach, the methodical waves lapping on the shoreline, and the majestic sunrises reflecting on the water combine to provide a therapeutic sensory experience that delivers 24 hours each day. If that isn't enough, there are fabulous coffee shops, restaurants, and bars that you can walk to as well as many others a short drive away. No - Jack does not pay me to write these reviews ... the reviews write themselves. Enjoy!
Guest favourite
Home in Green Bay
4.87 out of 5 average rating, 79 reviews

Great Green Bay location close to Lambeau Field

BruceRating, 5 stars5 months ago
House is good and very close to stadium which is great.
Superhost
Home in Manitowoc
4.63 out of 5 average rating, 182 reviews

The Blue Door

AlyxRating, 5 stars3 days ago
The best part of the house is the location since it is very walkable to the lake and also to nearby restaurants. The interior of the house looked like the photos and description and it was clean. Some drawbacks were no shades in the bedrooms (bright with just blinds) and the shower is quite short for anyone over 6ft. Overall it was a good stay.
Top guest favourite
Flat in Appleton
4.96 out of 5 average rating, 27 reviews

Corporate Apartment

BethRating, 5 stars1 month ago
The apartment is very spacious and the kitchen was well-equipped. We appreciated being able to adjust the temperature so we were able to be very comfortable. We loved the chocolate treats!
Guest favourite
Farm stay in Saukville
5 out of 5 average rating, 42 reviews

Abloom Farm 3 Bedroom Retreat - East Wing

MykolaRating, 5 stars5 months ago
We are all satisfied with our stay at Dale house. The house has everything we needed and the owner did everything we wanted. Thanks 👍👍👍
Top guest favourite
Home in Oostburg
4.96 out of 5 average rating, 191 reviews

Shamba on the Lake, Oostburg, WI

LoriRating, 5 stars3 days ago
An amazing stay at Bob/Jo's! House had all the amenities as listed and what we needed for a fantastic girls weekend. The beach access, patio space and ability to have fire on the beach were highlights. Would definitely stay again.

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

  • Total rentals

    680 properties

  • Nightly prices starting at

    $13 SGD before taxes and fees

  • Total number of reviews

    6.2K reviews

  • Pet-friendly rentals

    190 properties allow pets

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

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