Discover Your Perfect Oshkosh Vacation Homes

Why Choose Rent By Owner for your Oshkosh Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Oshkosh

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider visiting during the region's peak seasons when local events and weather conditions align to enhance your experience in this destination.

Peak Season Highlights

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Summer (June to August)

During the summer months, this destination experiences warm and inviting weather, making it ideal for outdoor activities and exploring the region.

Average Temperature Daytime: around 80°F to 85°F - Nighttime: approximately 60°F to 65°F
autumn
Fall (September to November)

In early fall, the area boasts beautiful foliage and pleasant temperatures, attracting visitors seeking scenic views and outdoor adventures.

Average Temperature Daytime: about 70°F to 75°F - Nighttime: roughly 45°F to 50°F

Off-Season Highlights

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Winter (December to February)

During the winter months, colder temperatures and potential snow create a quieter atmosphere for those looking to enjoy cozy getaways and indoor comforts.

Average Temperature Daytime: around 30°F to 35°F - Nighttime: close to 15°F to 20°F
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Spring (March to May)

In early spring, the region begins to thaw, offering mild weather and fewer crowds for travelers seeking peaceful escapes and nature’s rebirth.

Average Temperature Daytime: approximately 50°F to 60°F - Nighttime: roughly 30°F to 40°F

Weekly Weather Forecast for Oshkosh

How to Book Your Oshkosh Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Oshkosh

More Top-Rated Vacation Rentals in Oshkosh Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 spacious patio or picnic area
  • Relax in a private hot tub to unwind after exploring the region
  • Take advantage of a large backyard for outdoor activities and games
  • Benefit from direct access to walking trails or nature paths nearby
  • Utilize a barbecue grill for family cookouts during your stay
  • Experience shaded lounging areas perfect for sunny days
  • Spend time by a fire pit for cozy evenings under the stars

Top Attractions Around Oshkosh

What attractions are nearby?

Nearby, you can explore a variety of outdoor activities and cultural attractions that showcase the best of this destination’s vibrant community and natural beauty.

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Family Activities

  • EAA Aviation Museum: Discover the fascinating history of flight and explore aircraft exhibits that will captivate both kids and adults alike, making it a perfect family outing in town.
  • Menominee Park and Zoo: Enjoy a day outdoors at this scenic park featuring a small zoo, playgrounds, and picnic areas, ideal for memorable family fun here.
  • Oshkosh Public Museum: Engage with interactive exhibits and local history displays that offer an educational experience tailored for families eager to learn about the region's heritage.
  • Lake Winnebago: Take advantage of the area's largest lake with activities like boating, fishing, or relaxing by the shore, providing countless ways for your family to unwind together.
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Adult Activities

  • Visit the EAA Aviation Museum: Discover interactive exhibits and historic aircraft that highlight this area's rich aviation history, making it a must-see attraction for enthusiasts staying in Oshkosh.
  • Explore Lake Winnebago: Engage in water-based activities such as boating, fishing, or simply relaxing by the shore, offering a quintessential experience when visiting the region.
  • Enjoy the Oshkosh Public Museum: Dive into local history through engaging exhibits and collections that showcase the area's cultural heritage and community stories.
  • Stroll through Menominee Park: Take a leisurely walk or have a picnic in this scenic park with beautiful views of the encompassing lake, ideal for unwinding after your journey.

Other Places to Stay in Oshkosh, WI

Winnebago County
Winnebago County Vacation Rentals
Titan Stadium
Titan Stadium Vacation Rentals
Pollock Community Water Park
Pollock Community Water Park Vacation Rentals
Oshkosh Public Museum
Oshkosh Public Museum Vacation Rentals
Paine Art Center and Arboretum
Paine Art Center and Arboretum Vacation Rentals
Paine Art Center and Gardens
Paine Art Center and Gardens Vacation Rentals
University of Wisconsin-Oshkosh
University of Wisconsin-Oshkosh Vacation Rentals
Aurora Medical Center Oshkosh
Aurora Medical Center Oshkosh Vacation Rentals
Grand Opera House
Grand Opera House Vacation Rentals
Oshkosh Saturday Farmers Market
Oshkosh Saturday Farmers Market Vacation Rentals
Menominee Nation Arena
Menominee Nation Arena Vacation Rentals
Black Wolf
Black Wolf Vacation Rentals
More Places to Stay Near Oshkosh

Oshkosh Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Events: Check the area’s event calendar to discover local festivals, markets, and cultural activities that can enrich your stay in Oshkosh.
  • Plan Outdoor Adventures: Take advantage of the region’s natural beauty by scheduling outdoor activities like kayaking or biking around here’s scenic spots.
  • Visit Seasonal Attractions: Tailor your trip to include seasonal attractions that showcase the unique charm of this destination throughout the year.
  • Choose Strategic Accommodation: Book a well-located vacation rental to maximize your access to top sights and minimize commute times during your visit.

Transportation Options

  • Oshkosh Transit System: This local bus service offers convenient transportation around the area, making it easy for you to explore without a car.
  • Rental Cars: Multiple rental car agencies operate nearby, providing flexible options for travelers seeking independence and ease of travel in this region.
  • Taxi and Rideshare Services: Taxis and ride-hailing services are readily available here, offering quick and reliable transportation tailored to your schedule.
  • Bike Rentals and Trails: You can enjoy cycling through scenic routes with bike rentals, giving you a healthy and eco-friendly way to discover the area’s attractions.

Local Customs Options

  • Folk Music Traditions: You might notice that the local community celebrates its rich folk music heritage through annual festivals and gatherings, reflecting the area's cultural roots.
  • Culinary Customs: Here, you can experience traditional Wisconsin dishes at local eateries that honor the region’s culinary history and seasonal ingredients.
  • Community Events: Participating in or observing neighborhood parades and fairs offers insight into the region’s tight-knit social customs and festive spirit.
  • Craftsmanship and Artisanship: The area values handcrafted goods, so exploring local markets can reveal the community’s pride in its artisanal traditions.

Oshkosh Vacation Rental 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:

2. How many vacation rentals have private pools in Oshkosh?

There are 17 vacation rentals with private pools near Oshkosh. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Oshkosh are best for families?

If you are looking for a family-friendly vacation home in Oshkosh, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Oshkosh:

4. How many Rentbyowner vacation rentals are available in Oshkosh?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 393 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. 

5. What is the cancellation policy for vacation rentals in Oshkosh, Wisconsin?

The cancellation policies vary by listing, so it's important to review the specific terms outlined in the property listing. You can find this information in the booking details or contact the host directly for clarification.

6. How do I securely book a vacation rental in Oshkosh, Wisconsin?

Booking is handled through a secure platform that ensures your personal and payment information are protected. Follow the instructions provided on the listing page to complete your reservation safely.

7. Are there any additional fees I should be aware of when booking in the area?

Additional fees such as cleaning fees, service charges, or local taxes may apply. These will be detailed during the booking process, so reviewing the full price breakdown before confirming your reservation is recommended.

8. What amenities can I expect from vacation rentals here?

Most listings include amenities such as Wi-Fi, fully equipped kitchens, and parking. Specific features are listed on each property page, so you can choose accommodations that meet your needs.

9. How do I communicate with the host regarding my stay in this region?

Once your booking is confirmed, you can contact the host directly through the messaging system provided on the booking platform. This allows you to ask questions, request special arrangements, or coordinate check-in details.