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Oshkosh vacation rentals

We found 837 vacation rentals — enter your dates for availability

Discover a selection of 308 homes, 13 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:May 29 - Jun 5

Image gallery for Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]

Beach
9.8 out of 10, Exceptional, (173 reviews)
Exceptional
(173 reviews)

Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]

Fond du Lac

6% off
Price is $348
$2,433 for 7 nights
All fees included
Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]

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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)
  • The Plaid Squirrel (12.4 mi / 19.9 km)
  • Larson's Famous Clydesdales (20.2 mi / 32.5 km)
  • Hughes Home Maid Chocolates (1.5 mi / 2.3 km)
  • Rushford Meadery and Winery (14.3 mi / 23 km)
  • Vines and Rushes Winery (17 mi / 27.3 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)
  • Lakeside Park (16.1 mi / 25.9 km)
  • Lake Poygan (17.4 mi / 28 km)
  • Wolf River Wildlife Area (19 mi / 30.6 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, Wisconsin, United States of America when booking a vacation rental?
When considering the best area to stay in Oshkosh, Wisconsin, for a vacation rental, the downtown area stands out as an excellent choice. This vibrant neighborhood is home to a variety of charming properties that cater to different tastes and budgets. Staying downtown allows you to immerse yourself in the local culture, with attractions such as the Oshkosh Museum, where you can learn about the city's rich history, and the beautiful Riverwalk, great for leisurely strolls along the water.

Another appealing neighborhood is the South Main Street area, which offers a more residential feel while still being close to the action. This area features cozy vacation rentals and is conveniently located near the popular Menominee Park, where families can enjoy a day at the beach, explore the zoo, or take a picnic by the lake.
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, travelers should focus on the areas surrounding Lake Winnebago, particularly the western shore, where the scenic lakeside parks and beaches are located. The area near Menominee Park is a great option, as it offers access to sandy beaches and picnic areas. Vacation rentals here often come with amenities such as spacious decks for enjoying sunset views, outdoor grills for barbecuing, and fully equipped kitchens, making it ideal for family gatherings or group retreats.

Additionally, the nearby city parks, like the beautiful South Park, provide opportunities for recreational activities such as swimming, fishing, and boating. Many properties in this vicinity feature private docks or easy access to boat launches, superb for those looking to enjoy water sports or leisurely days on the lake.

For a more tranquil experience, consider the neighborhoods along the eastern shore, where you can find lovely homes located among lush greenery and offering direct access to quiet beaches. These rentals often include amenities like fire pits and cozy outdoor seating, superb for evenings spent under the stars.
What is the most popular type of vacation rental accomodation in Oshkosh?
In Oshkosh, vacation houses are the most prevalent type of rental accommodation, with about 149 available throughout the city. These homes provide ample space, often featuring multiple bedrooms, fully equipped kitchens, and inviting living areas—ideal for families or groups visiting the area. Many of these properties also include outdoor spaces such as patios or decks, superb for enjoying the pleasant Wisconsin weather. Additionally, there are several condos, apartments, and cottages available, suiting travelers looking for a more compact living space.
Are there any family house rentals in Oshkosh?
In Oshkosh, Wisconsin, families will be pleased to find a variety of vacation rentals—around 105 options available throughout the city. The neighborhoods near Lake Winnebago offer spacious homes that cater well to families, featuring amenities such as full kitchens, multiple bedrooms, and cozy living areas great for family gatherings. Many properties also include outdoor spaces where children can play or families can enjoy a barbecue.

Visitors can explore nearby attractions such as the Oshkosh Public Museum, which showcases local history, or take a stroll along the scenic waterfront. With parks and recreational areas close by, families have plenty of opportunities for outdoor activities, including hiking, fishing, and picnicking.
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 14 options to choose from. This charming city is situated along the shores of Lake Winnebago, providing a scenic backdrop for travelers. Many of these properties come equipped with private pools, hot tubs, and outdoor spaces superb for relaxation and family gatherings.

Travelers can expect amenities such as fully equipped kitchens, spacious living areas, and often outdoor patios or decks for enjoying the beautiful Wisconsin weather.
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, travelers will find a variety of pet-friendly house rentals, with around 55 options available. Many of these rentals come equipped with modern amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces that are ideal for pets. The area surrounding Lake Winnebago offers opportunities for outdoor activities, with parks and walking trails nearby, making it a great choice for pet owners. The rental properties often feature fenced yards and easy access to pet-friendly parks, ensuring a comfortable stay for both guests and their furry companions.
Are there any remote work vacation rentals in Oshkosh?
In Oshkosh, Wisconsin, there are numerous vacation rentals suitable for remote work, with around 149 options available. Travelers can expect properties that feature amenities tailored for productivity, including free Wi-Fi, dedicated desks, and comfortable desk chairs, making it easy to set up an efficient workspace. Many rentals also provide cozy living areas where guests can unwind after a day of work.

The city is home to several points of interest, such as the EAA Aviation Museum and the scenic shores of Lake Winnebago, providing opportunities for leisure and relaxation. 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 include fully equipped kitchens, allowing guests to prepare meals during their stay. Many rentals also offer onsite parking for convenience, making it easy for travelers to explore the area. Outdoor spaces like decks or patios are common, providing a pleasant spot to relax and enjoy the fresh air. Additionally, rentals often feature coffee and tea makers for those cozy mornings, and some include blenders for preparing smoothies or other beverages.
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 vibrant summer months of June to August. This period is particularly popular among travelers, especially in July when the city comes alive with events, festivals, and outdoor activities. Warm temperatures, typically ranging from the mid-60s to mid-80s Fahrenheit, create an inclusive setting for enjoying the scenic waterfront along Lake Winnebago and exploring the charming downtown area.

During peak season, visitors can take part in the excitement of the EAA AirVenture Oshkosh, one of the largest aviation events in the world, attracting aviation enthusiasts from across the globe. The lively energy and community spirit make this an ideal time for travelers.

For those looking for a more cost-effective experience, consider visiting in November. This month offers a quieter pace, allowing for cozy exploration of local attractions without the hustle and bustle of peak tourist traffic. While the temperatures drop to the low 30s to mid-40s Fahrenheit, the serene beauty of the area can still be appreciated, especially for those who enjoy a peaceful retreat.

Ultimately, your choice of when to visit Oshkosh will depend on whether you prefer the dynamic summer events and activities or the tranquil charm of the shoulder months.
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, Wisconsin, United States of America?
In Oshkosh, visitors can explore a variety of attractions that showcase the city's rich history and vibrant culture. The Oshkosh Public Museum, located near the Fox River, offers insights into the local history and features engaging exhibits. Nearby, the Paine Art Center and Gardens is a beautiful estate showcasing art and stunning gardens, making it a great spot for a leisurely stroll.

For those interested in aviation, the EAA Aviation Museum is a must-visit, located close to the city's airport, and it offers fascinating displays related to aviation history and innovation. The waterfront along the Fox River provides scenic views and recreational opportunities, with parks such as Riverside Park offering walking trails, picnic areas, and access to water activities.

Downtown Oshkosh features a variety of shops, restaurants, and local breweries, creating a lively option for visitors. The historic district is also worth exploring for its charming architecture and unique storefronts.
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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