
House vacation rentals in Winnebago County
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Top-rated house rentals in Winnebago County
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Vacation rentals for every style
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Popular amenities for Winnebago County house rentals
House rentals with a pool

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!

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.

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...

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.
Weekly house rentals

Charming Spacious 2BDR by Downtown/Menominee/Lake
Great classic older 2 family that reminded me of a place I bought and lived in, in Chicago. Wonderful woodwork, big rooms, and very livable. Nicely decorated for period style but still all amenities as needed.

The Dreamliner-0.6 mi to airport
Dan was an amazing host. my daughter and I left early to beat a snow storm, and arrived much earlier than expected. They were kind enough to let us check in early! the place was clean and the lock was easy to use. The house was well stocked and had so many options for my almost 2 year old! We will definitely book here again if we return and it's available!

Cozy getaway 1 mile from downtown and UWO campus!
Nicole was very responsive. We needed an extra night & she responded right away & explained how to do that. She was very nice & was always available to answer any questions. The house was exactly as pictured. It was comfortable & cozy. The back yard was perfect to take the dogs out & landscaped nicely.

Cozy 2 Bedroom Home in Oshkosh
Their Oshkosh home was very clean and comfortable and just as described. The host was so considerate and allowed for us to have a flexible check in which was especially kind since we were traveling on a holiday with two infants who do not pack light! I would recommend this place to anyone looking to stay in the area.

Quiet Country Home close to Lake Winnebago
Robert’s home was the perfect home base for our weekend of fishing! Ample sized bedrooms, kitchen and living room. Attached garage was convenient and all the amenities we might have needed were there.

Waterfront Retreat @ Oshkosh’s Sawyer Creek
Lovely home, beautifully maintained inside and out. Plenty of everything we needed to start our mini vacation right away, with generous supplies, comfy beds, and no lingering pet odors from prior guests. We fished, canoed, and just hung out by the fireplace on some gorgeous spring evenings. We were so thankful that everything we needed was right there when we needed it!

1 Bdrm Private Home for Rent
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!

Ranch Duplex on Golf Course - Location! 2BR 1BA
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.
Private house rentals

Beautiful EAA Airventure Home - Vehicle available
We had an incredible stay at Adam's home for the EAA AirVenture! The accommodations were exactly as described. From the beginning, Adam and Stephanie were extremely helpful and flexible. The location ended up being perfect for us since some of us flew into Oshkosh and then some flew in commercial to Appleton. The quaint back yard was wonderful and we used it for excellent relaxation. The home was extremely clean and roomy. Overall we had an outstanding experience and will definitely rent again if we make it back next year!

Anderson Casa
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!

Modern ranch: premium hot tub, private gym & bar
Josh’s house is a great place for people visiting and exhibiting at EAA AirVenture. Located withing 15 minutes of the grounds, the house is very comfortable, clean, with many features and amenities and a nice back yard. Josh is a friendly and welcoming host, would definitely recommend the stay at his house.

Cozy home in Omro
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!

King Master Suite; Quiet & Serene; Near Green Bay
Amazing host. She went the extra mile with so many of the small things that just made us feel happy and important.

EAA Modern 3 bedroom in Oshkosh
The house was as advertised and was very clean. Appreciated the little touches like the clothes steamer in the laundry room. Only negative was the walkway by the front step into the house is sinking and it was quite a steep step to get into the house.

The Remmel House - Cozy Doty Island
Excellent stay! Joshua was unbelievably accommodating and friendly. Met us at the house and walked us through the entire place. Very understanding and made us feel relaxed and comfortable. Highly recommended and wouldn’t hesitate to stay here again!

Thomas Residence.
The is was a wonderful place to stay for Airventure! Brad and his family were welcoming and helpful and our whole multigenerational group were very comfortable. Highly recommend!
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