Oshkosh vacation rentals

We found 835 vacation rentals — enter your dates for availability

Discover a selection of 299 homes, 16 apartments, and other vacation rentals in Oshkosh that are perfect for your trip. Vacation rentals offer the amenities you expect for your stay with friends, family, or just your pet, such as parking and a hot tub. You'll be sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Oshkosh

Showing deals for:Mar 20 - Mar 27

Image gallery for WolfDen Getaway-Winnebago Channel

Game room
10 out of 10, Exceptional, (86 reviews)
Exceptional
(86 reviews)

WolfDen Getaway-Winnebago Channel

Oshkosh

8% off
Price is $435
$3,046 for 7 nights
All fees included
WolfDen Getaway-Winnebago Channel

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Find out more about Oshkosh

Why visit Oshkosh

  • Outdoor Adventures: Enjoy a variety of water activities and stunning natural scenery at Oshkosh's beautiful lakes.
  • Aviation Enthusiasts: Visit the renowned aviation museum to explore the history of flight and aviation technology.
  • Charming Accommodations: Choose from cozy cottages, private homes, and charming cabins for a comfortable stay.
  • Rich Cultural Experience: Discover local attractions and friendly neighborhoods that embody the warm atmosphere of Oshkosh.
  • Family-Friendly Activities: Engage in activities suitable for all ages, making it perfect for a family vacation.

Popular types of accommodation in Oshkosh

If you’re looking for the perfect place to stay in Oshkosh, we’ve got you covered. Our most popular vacation rentals include houses, cozy cottages, and charming cabins. Whether you prefer a spacious bedroom apartment, a family-friendly home, or a convenient townhome unit, you’ll find a variety of options to suit your needs. Discover the comfort and convenience of Oshkosh rentals today.

  • Houses: The top choice for travelers, offering spacious and comfortable accommodations perfect for families or groups.
  • Cottages: A delightful option for those seeking a quaint and cozy atmosphere, ideal for a peaceful getaway.
  • Cabins: Popular among nature enthusiasts, these rustic retreats provide a unique experience amidst the great outdoors.
  • Apartments: Conveniently located and fully equipped, perfect for solo travelers or couples looking for flexibility.
  • Condos: A stylish option that combines comfort and amenities, great for those wanting a resort-like experience.**

Top attractions in Oshkosh

Oshkosh, Wisconsin, is perfect for outdoor enthusiasts and those seeking romantic getaways, offering stunning scenery and a rich cultural experience. Explore local attractions such as the aviation museum, modern college university, and beautiful lakes that cater to families and travelers alike. Whether you’re looking for adventure or a relaxing day by the water, Oshkosh has something for everyone to enjoy.

  • EAA Aviation Museum: Dive into the world of aviation at this fascinating museum, showcasing a vast collection of historic aircraft and artifacts. Experience interactive exhibits that celebrate the culture of flight and the annual EAA AirVenture, drawing aviation enthusiasts from around the globe.
  • University of Wisconsin-Oshkosh: Explore a vibrant campus that blends modern architecture with a rich educational environment. Enjoy the city vibes with beautiful green spaces, art installations, and cultural events that reflect the university's commitment to student engagement and community.
  • Oshkosh Convention Center: This premier venue hosts a variety of events and conferences. With its spacious layout and modern facilities, it offers a professional atmosphere perfect for networking and business gatherings, embodying the city's energetic business vibes.

Things to do recommended for couples

Ready for a romantic getaway in Oshkosh? Explore the enchanting Vines and Rushes Winery, just 17 miles away, or indulge in the charming ambiance of Rushford Meadery and Winery, located 14 miles from the city. Both spots offer the perfect blend of romance and entertainment for couples.

Things to do recommended for families

Experience the excitement at Titan Stadium, where sports come alive. Cool off at Pollock Community Water Park, perfect for family fun and adventure. Don't miss a sweet treat at Hughes Home Maid Chocolates, a delightful spot for families to indulge their sweet tooth.

Things to do recommended for groups

Experience shopping at The Outlet Shoppes at Oshkosh, explore local produce at the Oshkosh Saturday Farmers Market, or enjoy a show at the Fox Cities Performing Arts Center, located 18 miles away, perfect for culture and entertainment with family and friends.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Oshkosh

If you're traveling with a group, your family, or pets, or if you're seeking extended stays, be sure to prioritize your filters accordingly. Here are some helpful booking tips for Vrbo.

  • Traveling to Oshkosh with a group: Think about how many bedrooms you require, as well as any amenities like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these features and more on Vrbo.
  • Traveling to Oshkosh with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Oshkosh: For many families, a trip isn’t truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Oshkosh: If you're in search of vacation rentals that offer discounts for month-long stays, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Oshkosh

Oshkosh, Wisconsin, offers a delightful blend of outdoor adventures and charming scenery, perfect for a romantic getaway or a family-friendly vacation. Explore the beautiful residential areas and enjoy lake access for a variety of water activities. Nearby attractions promise a warm atmosphere, friendly locals, and a perfect escape from the hustle and bustle of city life. Whether you seek relaxation or adventure, Oshkosh and its surroundings have something special for every traveler.

  • Black Wolf: Nestled in the Oshkosh area, Black Wolf is a charming village renowned for its scenic beauty and outdoor activities. This destination is perfect for couples seeking a romantic getaway or families looking for fun. Visitors can enjoy a range of recreational areas, including a local water park, and indulge in shopping at nearby centers. Key attractions include the picturesque lake, the fascinating aviation museum, and a vibrant sports facility stadium, making it an ideal spot for both relaxation and adventure.
  • Winnebago: Located just 4 miles from Oshkosh, Winnebago is a delightful city that offers a blend of outdoor activities and scenic landscapes. Known for its ski resorts, this area attracts thrill-seekers and nature lovers alike. Visitors can explore recreational areas perfect for hiking, skiing, and enjoying the winter season. Local landmarks include a beautiful lake, an event conference venue, and a serene river, providing ample opportunities for exploration and leisure.
  • Neenah: Situated 12 miles from Oshkosh, Neenah is a vibrant city that captivates visitors with its outdoor charm and shopping experiences. This city boasts a variety of recreational areas and shopping centers, including a bustling mall. Key attractions in Neenah include a scenic lake, a stadium for sports events, and a state-of-the-art sports facility. Whether you're looking to shop, dine, or simply enjoy the sights, Neenah offers a wonderfully inviting atmosphere for all.

Best time to go to Oshkosh

If you're planning a trip to Oshkosh, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January18.0°F (-7.8°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
February19.2°F (-7.1°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
March32.0°F (0.0°C)Light RainMostly CloudyAverageSlightly Low
April42.6°F (5.9°C)Light RainMostly CloudySlightly HighAverage
May55.6°F (13.1°C)Light RainMostly SunnyAverageAverage
June65.7°F (18.7°C)Light RainMostly SunnySlightly HighSlightly High
July70.9°F (21.6°C)Light RainMostly SunnySlightly HighSlightly High
August69.3°F (20.7°C)Light RainMostly SunnyAverageSlightly High
September62.1°F (16.7°C)Light RainMostly SunnyAverageAverage
October49.5°F (9.7°C)Light RainMostly SunnySlightly LowAverage
November36.9°F (2.7°C)Light RainMostly SunnySlightly LowAverage
December25.9°F (-3.4°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is a breeze

Are you hoping to save on your next vacation? Being flexible with your travel dates can really pay off, as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to narrow down options by price, location, and type of vacation rental.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your entire booking. Being the planner truly has its rewards. When you join our travel rewards program, OneKey, you'll gain access to exclusive member discounts and earn OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board is designed to help you plan your trips with ease. You can create new journeys, update your existing plans, or review and manage your reservations all in one place. Your saved or booked properties are conveniently sorted into categories such as Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Head to the artsy city of Oshkosh

Take a vacation to Oshkosh and enjoy the area's art galleries, museums and festivals. This city's shopping, sporting events and zoo draw many visitors. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Oshkosh

Are you searching for attractions to see during your stay? Venture out of your cozy vacation rental and check out everything that makes Oshkosh a fun spot to vacation. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Pollock Community Water Park (1.8 mi / 2.9 km)
  • Hughes Home Maid Chocolates (1.5 mi / 2.3 km)
  • Bridgewood Golf Course (10.6 mi / 17.1 km)
  • Hickory Hills Country Club (17.3 mi / 27.9 km)
  • Larson's Famous Clydesdales (20.2 mi / 32.5 km)
  • The Plaid Squirrel (12.4 mi / 19.9 km)

Exploring the natural features in Oshkosh

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Oshkosh is a great place to get outside. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Paine Art Center and Gardens (1.4 mi / 2.3 km)
  • Ford Festival Park (4.7 mi / 7.6 km)
  • Lake Winnebago (5.2 mi / 8.3 km)
  • Lake Winneconne (12.8 mi / 20.5 km)
  • Lakeside Park (16.1 mi / 25.9 km)
  • Lake Poygan (17.4 mi / 28 km)

Traveling to and around Oshkosh

Fly into Appleton, WI (ATW-Appleton Intl.), the closest airport, located 16.7 mi (26.8 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Fond du Lac, WI (FLD-Fond du Lac County), which is 17.5 mi (28.1 km) away.

Frequently asked questions

What is the best area to stay in Oshkosh when booking a vacation rental?
When considering a vacation rental in Oshkosh, Wisconsin, a popular area to stay is the downtown district. This vibrant neighborhood offers a charming mix of historic architecture and modern amenities, making it an appealing choice for visitors. Staying downtown puts you within walking distance of top attractions such as the Oshkosh Public Museum, which showcases the region's rich history and culture, and the beautiful Lake Winnebago waterfront, great for leisurely walks or picnics.

Another excellent area to consider is the Riverside Park neighborhood. This scenic area is known for its lush green spaces and proximity to the Fox River. Here, you can easily access the Riverwalk, a lovely path that offers stunning views and connects to local parks. The nearby Menominee Park is also a highlight, featuring a zoo and recreational facilities that are great for family outings.

In terms of vacation rental options, both downtown and Riverside Park have a variety of properties available, suiting different tastes and budgets.
How much does it cost to rent a vacation home in Oshkosh?
Prices for vacation rentals in Oshkosh vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Oshkosh to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Oshkosh vacation house rentals?
You can find great discounts on house rentals in Oshkosh on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Oshkosh?
For renting a beach house in Oshkosh, Wisconsin, the area around Lake Winnebago is ideal. The shoreline along the lake features several vacation rentals that provide stunning water views and easy access to recreational activities. Many of these properties come equipped with amenities such as private docks, outdoor seating areas, and spacious decks, making them great for families or groups looking to enjoy a lakeside getaway.

In addition to the lakefront options, the nearby Menominee Park offers a lovely setting with sandy beaches, picnic areas, and walking trails. Vacation rentals in this area may include features like fire pits, grills for barbecuing, and proximity to playgrounds, which are great for families with children. The park also hosts various events throughout the year, adding to the local charm.

For those interested in exploring the local culture, the downtown Oshkosh area is not far, offering a variety of restaurants, shops, and art galleries. Rentals in this part of town often showcase historical architecture and may include amenities such as modern kitchens, Wi-Fi, and comfortable living spaces, allowing guests to enjoy both the beach and the vibrancy of city life. Find your rental near the beach in Oshkosh.
What is the most popular type of vacation rental accomodation in Oshkosh?
In Oshkosh, vacation houses are the most popular accommodation option, with around 175 available throughout the city. These homes provide ample space and typically feature multiple bedrooms, fully equipped kitchens, and spacious living areas, making them ideal for families or groups. Many also include outdoor spaces such as patios or gardens, great for enjoying the pleasant Wisconsin weather.

Apartments are less common, with about 17 available, offering a more compact living option in central areas close to attractions like the Oshkosh Public Museum and Lake Winnebago. Additionally, there are several condos, cottages, and cabins that provide unique stays, often located in scenic spots ideal for outdoor activities.
Are there any family house rentals in Oshkosh?
In Oshkosh, Wisconsin, families will find a wealth of rental options, with around 124 properties available to accommodate various group sizes. The neighborhoods around Lake Winnebago and the downtown area are particularly inviting, providing easy access to family-friendly attractions. Many homes here offer spacious layouts, full kitchens for meal preparation, and cozy living areas great for relaxation after a day of exploring.

Visitors can enjoy outdoor spaces, with several rentals featuring patios or yards ideal for children to play. Proximity to attractions like the Oshkosh Public Museum and the EAA Aviation Museum makes it easy for families to engage in local culture and history. Additionally, the nearby parks along the waterfront offer recreational activities such as picnicking and walking trails, ensuring an enjoyable stay for everyone. See all family-friendly rentals in Oshkosh.
Can I rent a vacation home with a pool or hot tub in Oshkosh?
In Oshkosh, there are several vacation homes available for rent that feature pools and hot tubs, with around 15 options to choose from. This charming Wisconsin city, located along the shores of Lake Winnebago, offers a variety of neighborhoods where these properties can be found, including residential areas close to the lake, providing a peaceful retreat with scenic views.

Travelers can expect many amenities in these rentals, including private pools and hot tubs, spacious outdoor areas for relaxation, and fully equipped kitchens ideal for preparing meals after a day of exploring. Find your rental in Oshkosh with a pool or a hot tub.
Can I find long-stay vacation rentals in Oshkosh?
A long-stay vacation rental in Oshkosh is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Oshkosh?
In Oshkosh, there are numerous pet-friendly house rentals available, making it a great destination for travelers looking to bring their furry companions along. Many of these rentals feature amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, ensuring a pleasant stay for both pets and their owners.

The city is home to beautiful parks like Menominee Park, which offers ample green space for pets to explore, as well as walking trails along the shores of Lake Winnebago. Additionally, the nearby Winnebago County Community Park provides even more outdoor activities, including picnic areas and nature trails, superb for leisurely strolls with pets. See all pet-friendly rentals in Oshkosh.
Are there any remote work vacation rentals in Oshkosh?
In Oshkosh, Wisconsin, there are numerous options for remote work vacation rentals, with around 165 properties available. Many of these rentals are well-equipped for remote professionals, featuring amenities such as high-speed Wi-Fi, dedicated office spaces, and comfortable desks with ergonomic chairs, ensuring a productive work environment.

Travelers can expect a variety of accommodations, including cozy apartments and spacious homes, often with additional features like laptop workspaces and safe storage for valuables. The area's scenic waterfront along Lake Winnebago provides a tranquil backdrop for those looking to unwind after a day of work.

Oshkosh itself offers a mix of local attractions, including parks and cultural sites, making it a pleasant place to balance work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Oshkosh vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Oshkosh with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Oshkosh?
In Oshkosh, popular vacation rental amenities typically include WiFi, a kitchen, and a coffee/tea maker, making it easy for travelers to stay connected and prepare their own meals. Many rentals also feature a blender for those who enjoy smoothies or other blended drinks. Additionally, outdoor patios are common, providing guests with a pleasant space to relax and enjoy the fresh air.
When is the best time to visit Oshkosh for a vacation rental?
The best time to visit Oshkosh for a vacation rental is during the peak summer season, which runs from June to August. This is when the city comes alive with vibrant activities, including the famous EAA AirVenture Oshkosh, attracting aviation enthusiasts from around the world. The warm summer temperatures, typically ranging from the mid-60s to the low 80s Fahrenheit, create great conditions for outdoor exploration, lakeside relaxation, and enjoying local festivals.

July, in particular, is the most popular month to visit Oshkosh. The city buzzes with excitement as visitors flock to partake in various events and outdoor activities, making it an ideal time for those seeking a lively atmosphere. Whether you're interested in boating on Lake Winnebago, exploring the scenic parks, or indulging in the local dining scene, the summer offers an abundance of options.

For travelers looking for a more budget-friendly experience, consider planning your trip in November. This month offers a quieter vibe, allowing for a more relaxed exploration of Oshkosh's charming downtown and historical sites without the hustle and bustle of peak season. You can also enjoy the stunning fall colors as the leaves change, making for picturesque walks and drives in the area.

Ultimately, the best time to visit Oshkosh hinges on your interests—whether you're drawn to the vibrant summer festivities or the tranquil beauty of the fall season.
How early should I book a Oshkosh vacation rental?
Book your Oshkosh vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Oshkosh?
In Oshkosh, visitors can explore several attractions that reflect the city's rich history and vibrant culture. The Oshkosh Public Museum, located near the downtown area, provides insights into the region's history and features interesting exhibits. Nearby, the historic Grand Opera House offers a variety of performances and events, showcasing local talent and visiting artists.

For outdoor enthusiasts, the picturesque Lake Winnebago offers opportunities for boating, fishing, and scenic walks along the waterfront. The Menominee Park, situated on the shores of the lake, features walking trails, picnic areas, and a small zoo, making it a great spot for families.

The Paine Art Center and Gardens, located in a beautifully restored estate, combines art exhibitions with lovely gardens, providing a tranquil escape.
Can I change or cancel my Oshkosh home rental booking on Vrbo?
To find Oshkosh vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Oshkosh vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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