Pet-friendly holiday rentals in Winnebago County

We used this beautiful cabin on the lake for a multigenerational girls’ trip in the fall, and I can’t express how lovely it was. Watching the sunrise over the lake in the early hours of the morning put me at ease. When the mist cleared at dawn you could see the changing leaves on the other side. The house had everything we could have needed and more. We had some questions while we were there and got near-immediate answers. We are going to save this listing for the future!

We needed beds for our adult children when they came into town for the holidays. This 4 bedroom home was perfect. The old farmhouse charm was homey and comfortable! Courtney made check in easy. The place was very clean, safe, and perfect for our needs. Lots of parking!

We had a great stay at Aaron's! The space was perfect for myself, my husband, and our two dogs. We loved taking the dogs for walks around the neighborhood. It is super peaceful, and it is also a short walk to the park and beach. Aaron was very responsive and flexible with our check-in and check-out times which we really appreciated.

We thoroughly enjoyed our stay at this very clean, spacious & comfortable Airbnb. The directions for everything were complete, including how to find it. We appreciated the many nice touches in and around the kitchen area. It was wonderful to have a large table to sit at. We enjoyed the two living areas in this home. We found the property and grounds to be beautiful, peaceful & quiet. It was fun to watch the birds coming to the feeders in the morning before we headed out. It was a very nice place and we felt right at home!

Well maintained, clean home in a convenient location. Good communication with Ben.

Jake is an AWESOME host and his place is fantastic! The location is perfect for a family attending the annual EAA event, and offers easy access to restaurants and shopping in and around Oshkosh. The quiet neighborhood and ample parking make this a great house to "retreat to" after a busy day. Jake's communication and flexibility were outstanding and made our entire experience with him very enjoyable. We certainly hope to visit again in the future!

Great Airbnb for a family! Three comfortable bedrooms, full kitchen, laundry. Bathroom is basic but suffices. Excellent location next to the park and the river, with easy access to restaurants and Hwy 41.

I can see why this duplex is popular! As an Oshkosh native, I needed a place to stay with my husband, 4-month-old baby, and dog while visiting my family for two weeks. The duplex was clean, quiet, safe, and spacious. The living room was perfect for relaxing at night, the dining room table great for card games. Bedrooms had ample closet space. The enclosed porch looks out onto the golf course. It's near highway 41 and anything you'd need: Target, the outlet mall, Festival Foods. A short drive from downtown (check out Caramel Crisp, Planet Perk coffee). Even doggy daycare (Touch of Class) was close by. We appreciate the duplex being pet friendly. To top it off, it comes with basement laundry and a one-car garage that was a boon during our snowy December stay. I would recommend this spot for anyone visiting Oshkosh. It's a great value. The Oshkosh and EAA decor, and Keurig coffee and snacks left for guests, were a nice touch.

We spent about 2 weeks at the property for the birth of our baby by our surrogate and the house was perfect for our family and little pup! It’s hard to find a perfectly gated yard in the area and this home was fantastic with a massive gated yard. The beds were all really comfortable, the newly renovated basement was an awesome place to hang out and having an office down there was ideal for one of us that was still working remotely. When I needed items the host was amazing and helpful, I couldn’t ask for a better experience!

From the start, Mindy was friendly and helpful, and her communication was excellent. She asked if we would like suggestions about places or events in town, and provided great options. I can't say enough to express how beautiful her home is, inside and out. The original woodwork is in pristine condition, as is everything else. It was relaxing, clean and comfortable to just hang out inside. The back yard provided something for everyone. I particularly enjoyed lounging in the pool and sitting next to the little pond. Mindy provided a gracious welcome and her home was equally warm and inviting. We would love to return for longer stay next time in the Anderson casa!

Beautiful home and property for a quiet family get away. Lots of fun amenities for the kids to enjoy, and a safe, private, fenced in back yard. Very responsive owners with any questions we had. Would love to rent again.

Our stay at the Old Schoolhouse was great! The house was clean and well organized and had all the things we needed. The grounds were beautiful and we had a great time swimming in the pool, relaxing in the hot tub, and gathering at nights around the fire pit. Communication from Heather was fast and she thoroughly answered my questions. We had a great time at the Old Schoolhouse and would absolutely stay there again! Thank you, Heather!

Beautiful house! Very comfortable and has everything you need and more.

This place was magic for not only us, but our small children as well. I taught them a few songs on the piano and now we have one that wants to take piano lessons! That's a win in my book! The hot tub was a HIT!!!! The kids used it morning, noon, and night. We asked for the temp to be turned down and it was promptly addressed. I thoroughly enjoyed the fireplace, even made smores! The kids would all snuggle around it and relax as well. The grounds are magical and the wraparound porch looks like heaven. Had it been summer I could see us sleeping on the swings. Check in was super easy and Tom met us shortly after arriving. Showed us around, gave us all the tips and tricks, and even made us a fire. Brian the owner checked in on us multiple times a day ready to answer any questions we may have. It was an amazing trip. Kids are already asking to go back in summer!

Great place to go for comfort and to take grandchildren for recreation -many things for them to do and enjoy (esp. the water park, train ride, miniature gold, etc.)

Stayed here for deer hunting in the area. Able to bring our dog, which was great. They even were kind enough to help us out and let our dog out for us...so appreciated that and let us have a later check out. It was a great up north type feel of a cottage.

John's place is our home away from home when we visit our daughter and her family in Oshkosh. It is cozy, comfortable and just perfect! John always answers any questions quickly. We love having the dedicated parking spot in the garage (especially in the winter!).

Beautiful lakehouse stay for the folks at my company. A beautiful lakeside retreat to come back to after a long & hot day working our company's booth at AirVenture. Linda is a very proactive host, and goes above and beyond to make sure that the stay at her place is an enjoyable experience. We'll be back next year!

I recently had the pleasure of staying at this amazing Airbnb, and I can't recommend it enough! The place was spotless, cozy, and the bed was extremely comfortable. It truly felt like a home away from home. The host's communication was exceptional, going above and beyond to ensure we had everything we needed. We thoroughly enjoyed our stay and have already added this gem to our favorites list. We can't wait to return! If you're in the area, don't miss out on this fantastic spot!

The house was clean and neat. It was in a quiet neighborhood. We enjoyed the fenced yard for our dog but had to rig parts of it with bungie cords. Our host was attentive and communicated nicely.

We could not have asked for anything more on our moms' getaway weekend. The beds were very comfortable and the whole house was very clean and homey. Sandy was so nice and helpful and left lots of little extra touches to make our time there great. Will try to book our yearly trip here again!

We thoroughly enjoyed our stay. The air bnb was exceptionally clean and very comfortable. Not to mention it had absolutely beautiful views at sunset. A great romantic weekend getaway.

Steve is really easy to work with and the apartment is always clean and ready to go . The apartment is in an easy to get to location, with walkable eating options, but still quiet and private.

Loved my stay here with my husband infant and dogs. The place was super clean. I loved the backyard I wish I could have enjoyed it more but we were here on business. I trusted 2 of my dogs to roam the fenced yard but not the other I detected some weaknesses my escape artist would exploit so I tied him up but the ease of the side door to the backyard was so amazing! He's honestly a handful most dogs wouldn't have any issues here but he parkours and smashes his head into fences to see if he can duck under them. Seriously I was very happy that this lovely couple opened their home to us during this time and let us use it for these past few days. After we had to emergency reschedule our trip to this week I was very happy to find an available place for us to stay. It was very peaceful relaxing and I didn't have to worry about my dogs and juggling that mess while taking care of my baby so just so relieved to have found the place.