
Holiday rentals with outdoor seating in Winnebago County
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Top-rated Holiday Houses with Outdoor Seating in Winnebago County
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Holiday House Rentals with Outdoor Seating

Walleye Wharf
Absolutely a beautiful place to stay. We were a group of coworkers, but the house is definitely a place for a family. I will try to make time to come back with the family.

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!

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!!!

Waterfront, Dock, Sleeps 8, EV Charger
This is a GREAT place to call home for a week on the chain of lakes. Beautiful space, super comfortable and 1,000% more livable than a hotel. Highly recommend.

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!

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

LAKE FRONT! Kayaks|Paddleboards
The place was clean, tidy, and so beautiful! what a wonderful time we had!

Lank's Lookout on Lake Winnebago
This place is just something else. It’s more than perfect actually! 🙏🏼🫶🏻
Apartment rentals with outdoor seating

The Riverview Loft in downtown Princeton
Our stay was very comfortable for 3 people as there were three bedrooms and two bathrooms . All areas were clean and well described online. The space was quiet, peaceful and relaxing . We didn’t cook but the kitchen lends itself to preparing meals. We would definitely rent this space again.

Appleton 2 Bed Upper by Golf Course and Downtown!
Everything was very good. great place

Clean and spacious home.
Awesome host, flexible and everything was great

Luxury Apt - Fox Cities w/ Clubhouse & Garage!
Excellent location and communication. Would stay again and recommend

Quaint 2 bedroom upper apartment in duplex.
A friend and I stayed here for about a week to attend an event in town. Steve, our host, was super flexible with our arrival time and very accommodating. He even went out of his way to supply us with an iron and board last minute, and we really appreciated that! Thank you Steve for having us!

Homey lower level apartment with private entrance
If you are like me and not able to go to your mother’s home very often — but sure wish you could — you must stay here! The apartment was impeccably clean, extremely comfortable and very accessible. I felt like I was in my mother’s house with the special homemade touches. Family is clearly the focus with our hosts and they treated us as such! Warm and comfortable beds, lovely furnishings and the photos, decor and little surprises were the best. They know how to host, they welcome you in and treat you like long lost family. I would definitely stay here again if the need arises. Thank you both!

Lambeau Lookout on Elm View (L)
Marcia went above and beyond to make a quick trip worth the travel. Responded quickly and was flexible with letting us check in hours early. She made our experience. Thanks Marcia.

Historical Haven Close to Downtown
Clear instructions for parking and very easy check-in. It was actually closer to college Ave than we realized making out Saturday plans entirely walkable. We love it was pet friendly and we had our two dogs with us. There was a nice park right across the street for them to stretch their legs. Jodi’s place was incredibly clean and amenities were just right.
Condo rentals with outdoor seating

On the Pond at Heron Point
We had the pleasure of staying here around the same time last year. It felt like we had come right back the next day—everything was in great shape. We really enjoy Green Lake and the atmosphere. I feel we’ll continue to find ourselves coming back here every year if available. Highly recommend this property and the town.

Charming Duplex Retreat in Heart of Appleton
We had a great stay! Perfect amount of space. Beautiful and updated amenities. Even delivered a noise machine to help with noise from the infant staying upstairs! Also had a couple snows while we were there and the drive was always shoveled! 10/10 recommend!

Modern Duplex Retreat in the Heart of Appleton
Really cute, clean place in a nice location in Appleton. We loved the private access, soaking tub, and use of laundry machine. This was a great stay!

EAA AirVenture Condo
Location, location, location. If you’re in Oshkosh for EAA AirVenture, this is the place for a small, 3-person or smaller, family or group. If you can’t get some sort of permit parking pass, it’s faster to walk the 10 minutes to the Super 8 motel and take the North 40 bus to the grounds. The advantages of being that close to the bus route cannot be overstated. Being able to come “home” for lunch, or to cool down, before the air show was fantastic.
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