- USA
- Wisconsin
- Winnebago County
- Rentals by Owner
Discover Your Ideal Winnebago County, Wisconsin Rental by Owner for a Comfortable Stay
Discover Your Perfect Winnebago County Rentals by Owner
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Rentals by Owner
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Luxury Vacation Rentals
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Pet Friendly Vacation Rentals
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Unique Vacation Rentals
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Timeshares
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Sustainable Travel
Winnebago County Rentals by Owner
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- Air Conditioner
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- Security/Safety
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Security/Safety
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- Pool
- Wheelchair Accessible
- Air Conditioner
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- Balcony/Terrace
- Air Conditioner
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- TV
- Air Conditioner
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Why Choose Rent By Owner for your Winnebago County vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Winnebago County
When should you plan your Rentals by Owner stay?
Choosing the right time to vacation here can significantly enhance your experience, allowing you to enjoy the area's natural beauty and local events at their best through Rent By Owner’s trusted rental options.
Peak Season Highlights
Summer (June to August)
During the summer months, you can enjoy warm weather and longer daylight hours, making it ideal for outdoor activities in this region.
Early Fall (September to October)
The transition into fall offers pleasant temperatures and vibrant foliage, perfect for exploring the area’s natural beauty.
Off-Season Highlights
Late Fall to Winter (November to February)
This period features cooler temperatures and lower visitor numbers, providing a peaceful setting for those seeking solitude or winter scenery.
Spring (March to May)
As the region begins to thaw, you’ll find fewer crowds and a quiet atmosphere, ideal for early season explorers.
Weekly Weather Forecast for Winnebago County
How to Book Your Winnebago County vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Winnebago County
Common Rentals by Owner Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Access to private or communal outdoor grilling areas to enjoy local flavors
- Beautiful patios or decks perfect for relaxing and taking in the scenery
- Spacious yards suitable for outdoor games or picnics during your stay
- Waterfront views or direct access to nearby lakes or rivers for recreational activities
- Fire pits or outdoor fireplaces ideal for cozy evenings under the stars
- Outdoor dining spaces that make the most of the scenic surroundings
- Parking facilities with ample space for boats or RVs, convenient for exploring the region
Top Attractions Around Winnebago County
What attractions are nearby?
Within this area, you can enjoy a variety of outdoor activities and local attractions that showcase the best of Winnebago County, Wisconsin, ensuring your stay is filled with memorable experiences close to your rental by owner property.

Family Activities
- Bear Creek Park: Enjoy a day outdoors at this scenic park, perfect for picnics, playground fun, and exploring nature with your family in the area.
- Children’s Museum of Oshkosh: Engage young minds with interactive exhibits and hands-on activities designed to entertain and educate children visiting the region.
- Winnebago County Fairgrounds: Experience family-friendly events and seasonal festivals that bring together communities here for memorable celebrations.
- Lake Winnebago: Spend quality time on the water with boating, fishing, or lakeside relaxation, making it an ideal spot for family adventures in this part of Wisconsin.
Adult Activities
- Sailing and Boating on Lake Winnebago: You can enjoy a relaxing day exploring the largest lake in Wisconsin, taking advantage of nearby rental options for boats and kayaks to see the scenic views from the water.
- Visiting Local Breweries and Wineries: The region offers several craft breweries and wineries where you can sample local flavors and unwind after a day of exploration.
- Golfing at Premier Courses: For a leisurely outdoor activity, tee off at one of the highly-rated golf courses nestled within the area, offering beautiful vistas and challenging fairways.
- Exploring Nature Trails and Parks: Take a peaceful walk or hike along scenic trails that showcase the natural beauty of this destination, perfect for outdoor enthusiasts seeking tranquility and fresh air.
Other Places to Stay in Winnebago County, WI
Winnebago County Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Attractions: Research the area's popular destinations and events to maximize your experience and tailor your stay in this inviting region.
- Choose a Rental by Owner: Opt for vacation rentals directly from owners to enjoy personalized service, better rates, and properties that provide authentic local comforts.
- Explore Off-the-Beaten-Path Spots: Venture beyond typical tourist sites to discover hidden gems unique to the area’s natural beauty and local culture.
- Check Seasonal Activities: Take advantage of seasonal festivals or outdoor adventures available here to enrich your visit and create lasting memories.
Transportation Options
- Winnebago County Airport:** You can choose to fly into the local airport, offering convenient air travel options close to your rental stay and easy access to the area.
- Rental Car Services:** Numerous rental car agencies operate here, providing flexible transportation solutions directly from the airport or city center for your comfort.
- Public Transit Systems:** The region’s public bus services connect key areas, allowing you to explore comfortably without needing a private vehicle.
- Taxi and Rideshare Services:** Taxis and rideshare companies are readily available, making it simple to get around the destination efficiently and safely during your visit.
Local Customs Options
- Welcoming Community Events: Participating in local festivals and gatherings is a cherished tradition that reflects the area's friendly and inclusive spirit.
- Respect for Nature and Outdoor Activities: Emphasizing environmental respect, outdoor activities such as fishing and boating are integral to the region’s lifestyle and customs.
- Preservation of Local Heritage: Appreciating historical sites and stories helps visitors connect with the area's rich cultural roots and traditions.
- Support for Local Artisans and Markets: Engaging with local markets and craft vendors showcases the community's commitment to small businesses and unique regional products.
Frequently Asked Questions About Winnebago County Rentals by Owner
1. What are the top vacation rentals in Winnebago County?
There are a lot of options in Winnebago County. If you plan on staying in the Winnebago County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Winnebago County:
- Lovely Lake Winnebago beachfront home, EAA, Packers, water activities, skiing
- Lake Winnebago Vacation Rentals
- WolfDen Getaway-Winnebago Channel
- Cozy year round Lake Front Vacation Home
- Lake Winnebago Home, EAA, Packers, Swimming, Boating, Ice Fishing-Snowmobiling
- Lilly Lakeside House
- The Harbor Hideaway.
- Newly renovated Wolf River home
- Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
- Charming house on Beautiful Doty Island
2. How many Rentbyowner vacation rentals are available in Winnebago County?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 609 in the Winnebago County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Winnebago County.
3. What is the cancellation policy for rental properties in Winnebago County?
4. How do I verify the safety and cleanliness standards of a rental in this region?
5. Are there any specific rules or restrictions I should be aware of when booking a rental here?
6. What amenities are generally available in rentals by owner in this part of Wisconsin?
7. How can I communicate with the property owner during my stay in this region?
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