
House holiday rentals in Winnebago County
Find and book unique houses on Airbnb
Top-rated house rentals in Winnebago County
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Winnebago County
House rentals with a pool

Riverfront Oasis w/ hot tub and seasonal pool
Loved everything about the home. Loved collecting eggs from the chickens. Hot tub, fire pit , yard, and inside areas were perfect and comfy. Loved the lay out of the house and the view from the sun room was great. Responsive hosts and great directions in the house manual left in the kitchen.

Old Schoolhouse Stay
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!

Close to EAA, pool, tennis/pickelball, pets ok
Beautiful house! Very comfortable and has everything you need and more.

3 Bedroom, 2 Bath House, Available during EAA only
Ron and Jean were very quick at answering all our questions before and during our stay and very helpful. Their house was all we could wish for and as per the description. The little extra touches they had prepared for us made our stay even more personal! Very convenient also with a range of stores a few minutes drive... And open very late for shopping after the evening at Airventure! I definitely recommend (and would happily come back here myself!) for another Airventure...

My father’s house
We had a great stay. House is very nice and yard is even better. The hottub/spa is awesome and same with the sun room. They left all sorts of things you would need as well. Easy to find and great neighborhood.

Riverfront Appleton Home with Pool & Boat Dock!
We loved this place so much! Beautiful home to stay at! Definitely our dream home! ❤️

Resort in the city
My family and I travel to Oshkosh in July every year for the EAA Air show. This year staying in Menasha at Chad's place was our best stay by far. The location of the residence was only about 10 miles from Oshkosh which made it an easy back and forth commute to the Airport each day. Upon arrival the home was much more than we expected. It was show-room cleaned throughout the entire home with pool cleaned and monitored each day, extremely spacious, warm and home-like, cozy, room for activities including game room with fireplace and table tennis set-up for play. The outdoor surrounding was very peaceful and quiet with beautiful trees and a lovely park across the street with beautiful rose gardens and play areas for fun. Chad checked in on us to ensure that things were going well and offered to provide suggestions of places to eat for late hours after the Air Show events. Chad was extremely helpful to us even after we ended our stay. My Mom left her phone and Chad mailed it directly to us.

Home Away From Home
Amber’s house was a great find for a girlfriend weekend getaway! Even though the weather wasn’t as warm as we had hoped for, we still found time to enjoy the pool.
Weekly house rentals

The Lakehouse at Winnebago
We had a dad and kids memorial day weekend fishing trip at Lake Winnebago. This was the perfect base camp. Our boys ages 6-16 enjoyed fishing in the back dock every day and hanging out in the very cozy living room. The beds were very comfortable and the kitchen had everything you needed!

Waterfront Retreat*Kayaks*Firepit*Dog Friendly
This was our first experience using AirBnb versus hotel rooms. It was much more costly than we anticipated. We didn't have much time to research and compare against other similar properties due to the nature of our trip. However, in the end and having 6 people and a dog, this turned out to be ideal all things considered. We all agree, it turned out to be one of our best visits. It provided the space we needed for our family as well as accommodate for our friends and family to visit us in a much more relaxed and spacious environment. We enjoyed kayaking, cooking on the grill, relaxing in front of the firepit making and eating smores, and resting in the hammock. Everything was labeled, clean, and organized. Francois responded quickly to any questions/concerns I had. The only drawback was one bathroom for 6 people, but we managed to make it work.

Lakeside Lux of Oshkosh- Lake/Games/10beds/Luxury
Hi my name is devlin! I’ve recently stayed at Tyler’s Airbnb in Oshkosh and it was a dream! I thought the photos looked to way to go! (Some I even thought were photoshopped) but no everything I saw on the photos for this place was real! Gorgeous rooms and living rooms! The game room was mind blowing! Plus they got a pool table! (Who doesn’t love that) but this was able to fit me and my 7 other friends no problem! And we all had our own Rooms! This was my first ever Airbnb I bought and I’m so glad it went so well! Fully worth the prices for such an amazing experience! Thank you again Tyler!!!

3 min Downtown Oshkosh Kitchen Washer Dryer Park
This home in Oshkosh was the perfect place to stay for my daughter’s graduation from UWO. Close to campus and downtown restaurants and shopping. House was extremely clean and well stocked with everything you could need. Lots of towels and blankets in every room! Master bed was adjustable and comfy. From games and toys to a large selection of coffee pods- they thought of everything! Loved sitting on the screened in front porch as a storm rolled into town! Host was quick to respond when we had an issue with the door lock and was able to walk us through getting into the house. Highly recommend for anyone visiting the area!

The Dreamliner-0.6 mi to airport
We enjoyed our stay and had a great time. Property is off the road, ease of access and low traffic. Master Room is very spacious. The Arcade is good addition. The neighbors are very friendly and wonderful. Overall it’s an “A”.

Great location in a fun city!
The place was perfect for my 2 friends and me. There are 3 bedrooms, a living room, and 1 bathroom. It is important to know that there is not a kitchen. There was a drink station with hot and cold water, a Keurig, a microwave, mugs, and a refrigerator. A dish rack and tub were provided for washing dishes, but it was a bit awkward to do that without a kitchen. The host was extremely responsive and helpful!

Waterfront Cottage with Full Recreational Room
Nick was amazing. The place was great! Great host!

Shorelane Sunrise Waterfront Lake House
Our first time there at the lake house and We really like the location. The bedrooms, beds were great condition. Very comfy. Kitchen, dining room and living room were huge and nice wood floors. Backyard room, garage, fire pit and dock were nice. Huge basement with washer machines there. We didn’t have a chance to enjoy the fire pit at all because it was kind of windy, chilly at the evening. One power outlet that runs the kitchen sink light was not working correctly. We didn’t use that all Over all, we really enjoyed the place 👍😊 Sovanora & Somaly
Private house rentals

Paradise on Poygan
Our family enjoyed a nice week here on Lake Poygan. The house was well suited for a bigger group and had all of the amenities you could need. There were toys for the kids which was really great. Plenty of items in the boathouse for outdoor activities, as well as plenty of fire wood to enjoy fires by the lake. The hosts communicated quickly and were very nice. Also, the neighbors on both sides of the house seemed friendly.

Three bedroom home near harbor and downtown
We enjoyed our stay at the Doty House. Perfect setting for our family.

Broad St Riverview Retreat, River Views, Hot tub
Beautiful home on the river. Great space for families to gather for quality time together.

WolfDen Getaway - Winnebago Channel
Beautiful and clean AirBnb! The backyard was the perfect place to relax next to the stream. Plenty of games and things to do. Would certainly book again!

The Belmont Estate
We enjoyed our stay and felt right at home. The location was perfect and the park across the street was great. The beds were very comfortable and the kitchen is so well stocked to prepare family meals in. Beautiful home in a quiet peaceful neighborhood at a great price. Highly recommend the Belmont Estate.

Gorgeous Cabin Vibes Home w/ Pond! Close To Lake!
Emily and Josh’s place was very that was described and more. The space is beautiful and comfortably fit our entire group. It is no surprise that Emily and Josh are “super hosts” because they are so thoughtful in everything they prepared and had handy for us. Lastly, the outdoor space was a dream and made our time even more enjoyable. We would happily recommend this place to others and we will definitely be back!

King Master Suite; Quiet & Serene; Near Green Bay
We had a wonderful stay! The house was in the perfect location for our soccer tournament. Super convenient and easy to get to. Jenny was a fantastic host: responsive, thoughtful, and made sure we had everything we needed. The home was clean, well-stocked, and incredibly comfortable. We’d absolutely stay here again!

Oshkosh Lakehouse
Wife & I along with our adult children and their wives stayed in Noah's place this passed weekend for our annual trip to Lambeau Field to see the Packers kick some 49'er Butt... Noah's spot was a wonderful topper to a perfect weekend. This lake front home is quiet and peaceful It accommodated all ten of us wonderfully. It was a great retreat back to the house every night after our Green Bay excursions for family games and movies. If you are looking for a spot in WI I highly recommend staying here at Noah's place. Perfect amenities and Noah is truly a super host....
Destinations to explore
- Flat rentals Winnebago County
- Rentals with breakfast Winnebago County
- Rentals with a firepit Winnebago County
- Family-friendly rentals Winnebago County
- Rentals with outdoor seating Winnebago County
- Cottage rentals Winnebago County
- Rentals with a kayak Winnebago County
- Rentals with an EV charger Winnebago County
- Rentals with a fireplace Winnebago County
- Fitness-friendly rentals Winnebago County
- Smoking-friendly rentals Winnebago County
- Family-friendly rentals Winnebago County
- Rentals with a patio Winnebago County
- Rentals with beach access Winnebago County
- Rentals with a hot tub Winnebago County
- Pet-friendly rentals Winnebago County
- Waterfront rentals Winnebago County
- Rentals with a washing machine and dryer Winnebago County
- Rentals with lake access Winnebago County
- Bed and breakfasts Winnebago County
- Rentals with pools Winnebago County
- House rentals Wisconsin
- House rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom