Discover Your Ideal Rental by Owner in Oshkosh, Wisconsin for a Comfortable Stay
Discover Your Perfect Oshkosh Rentals by Owner
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Sustainable Travel
Oshkosh Rentals by Owner
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- Parking
- TV
- Parking
- Pool
- Wheelchair Accessible
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
Why Choose Rent By Owner for your Oshkosh vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Oshkosh
When should you plan your Rentals by Owner stay?
Timing your visit to Oshkosh ensures you experience the region at its best, whether you're seeking vibrant local events or peaceful seasonal retreats with your preferred rental by owner in this welcoming destination.
Peak Season Highlights
Summer (June to August)
This is the most popular time for visitors seeking warm weather and outdoor activities, making it ideal for exploring local events and enjoying the region's vibrant atmosphere.
Fall (September to November)
During this period, the area offers stunning autumn foliage and a peaceful environment, perfect for those looking to experience the region’s natural beauty at its peak.
Off-Season Highlights
Winter (December to February)
The winter months bring cooler temperatures and fewer visitors, providing a quieter experience for those interested in exploring the region’s serene landscapes and cozy accommodations.
Spring (March to May)
Early spring offers mild weather and less crowded conditions, allowing you to enjoy the area's natural renewal and outdoor activities with more tranquility.
Weekly Weather Forecast for Oshkosh
How to Book Your Oshkosh vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Oshkosh
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
- Enjoy outdoor dining with a private patio or picnic area to make the most of the pleasant weather.
- Relax in a spacious yard or garden, perfect for outdoor activities or simply unwinding amidst nature.
- Take advantage of a barbecue grill for outdoor cooking and hosting gatherings with family or friends.
- Benefit from proximity to walking trails or bike paths that allow you to explore the surrounding region on foot or by bike.
- Make the most of a furnished deck or balcony offering scenic views of the local scenery.
- Utilize outdoor recreational equipment such as kayaks, canoes, or paddleboards if available nearby.
- Secure a parking space within the property’s outdoor area, ensuring convenient access during your stay.
Top Attractions Around Oshkosh
What attractions are nearby?
Nearby, you can enjoy a variety of activities including visiting local museums, exploring scenic parks, and engaging in water-based recreation, all conveniently accessible from your rental in this welcoming region.

Family Activities
- EAA Aviation Museum: Explore the fascinating world of aviation with interactive exhibits and historic aircraft that will captivate family members of all ages in the region’s renowned aviation museum.
- Oshkosh Public Museum: Discover local history through engaging displays and hands-on activities at this cultural institution located conveniently nearby, offering educational fun for the entire family.
- Menominee Park & Zoo: Enjoy a day outdoors with picnicking, playgrounds, and visiting the zoo's collection of animals, making it an ideal spot for family adventures here in Oshkosh.
- Lake Winnebago Cruises: Experience scenic boat tours around Lake Winnebago, providing a memorable way for families to appreciate the area's natural beauty from the water.
Adult Activities
- Visit the Oshkosh Public Museum: Explore local history and culture through engaging exhibits that provide insight into the area's rich heritage.
- Enjoy a round of golf at The Golf Club at Winnegamie: Tee off on scenic fairways designed to challenge players of all skill levels, offering both relaxation and recreation in this region.
- Discover outdoor beauty at Menominee Park: Spend your day exploring walking trails, relaxing by the lake, or taking in panoramic views in this popular destination here.
- Experience the Oshkosh Farmers Market: Savor fresh, local produce and handcrafted goods while engaging with the community during their vibrant market hours.
Other Places to Stay in Oshkosh, WI
Oshkosh Travel Tips
How Can You Make the Most of Your Stay?
- Plan ahead for local events and seasons: Coordinate your stay with popular festivals or seasonal activities to fully experience the vibrant culture here.
- Choose accommodations with easy access: Opt for rentals close to key attractions and transportation options to make exploring effortless in this area.
- Take advantage of outdoor spaces: Look for properties with outdoor amenities, allowing you to enjoy the region's scenic beauty right from your rental.
- Connect with hosts for insider tips: Engage with your host to discover hidden gems and local favorites that enhance your visit here.
Transportation Options
- Owosso Transit System: This local bus service offers convenient transportation options within the area, making it easy for you to explore Oshkosh without a car.
- Rental Cars: Numerous rental car agencies are available here, providing flexible mobility for your stay and allowing you to easily visit surrounding attractions in Wisconsin.
- Taxis and Rideshare Services: Taxis and popular rideshare options like Uber and Lyft operate throughout this region, ensuring quick and reliable transportation around town.
- Bike Rentals and Pedal Tours: For an eco-friendly and leisurely way to enjoy the area, bike rental shops and pedal tours offer a healthy alternative to traditional transport methods.
Local Customs Options
- Local Craftsmanship: You’ll notice that the area values handcrafted goods and artisanal products, reflecting a deep appreciation for local talent and traditions.
- Community Events: Participating in or observing community festivals and gatherings offers insight into the region's welcoming spirit and cultural pride.
- Traditional Cuisine: Sampling regional dishes at local eateries allows you to experience authentic flavors that are cherished here.
- Respect for Nature: The region emphasizes outdoor activities and conservation efforts, highlighting the community’s connection with its natural surroundings.
Oshkosh Rentals by Owner Frequently Asked Questions
1. What are the top vacation rentals in Oshkosh?
There are a lot of options in Oshkosh. If you plan on staying in the Oshkosh area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Oshkosh:
- Cozy year round Lake Front Vacation Home
- WolfDen Getaway-Winnebago Channel
- Lilly Lakeside House
- The Harbor Hideaway.
- Entire Victorian Mansion - Near Main St & Farmer’s Mkt - Sleeps12
- Cabin Oasis on Lake Winnebago "Minutes from EAA"
- Hot tub - 4 Bedroom - 3.5 Bathrooms - Perfect Location
- Experience Oshkosh charm near EAA Aviation Museum
- Perfect Waterfront Retreat Destination on Lake Winnebago
- Goyke House- Best Lakeviews
2. How many Rentbyowner vacation rentals are available in Oshkosh?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 346 in the Oshkosh 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 Oshkosh.
3. How do I find the detailed cancellation policy for a rental by owner in Oshkosh, Wisconsin?
4. What should I know about checking in and checking out times for rentals in Oshkosh?
5. Are there any specific house rules or rental policies in this region I should be aware of?
6. Can I modify or cancel my booking if my plans change while staying in this part of Wisconsin?
7. Is it safe to book a rental by owner in this destination, and what measures are in place for guest safety?
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