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Oshkosh vacation rentals

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Discover a selection of 294 homes, 23 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.
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Find out more about Oshkosh

Find out more about Oshkosh

Why visit Oshkosh

  1. Scenic Lake Winnebago: Enjoy picturesque walks and outdoor activities along the beautiful shores of Lake Winnebago.
  2. Aviation Heritage: Visit the EAA Aviation Museum to explore fascinating aviation history and exhibits.
  3. Artistic Vibe: Experience Oshkosh's vibrant arts scene with local galleries and public art displays.
  4. Outdoor Adventures: Discover hiking, biking, and water sports that cater to nature enthusiasts.
  5. Charming Accommodations: Choose from a variety of cozy vacation rentals that enhance your stay.

Popular types of accommodation in Oshkosh

Oshkosh, WI, offers an exciting array of vacation rentals tailored to suit every traveler's needs. From cozy houses and charming cottages to modern apartments for rent, there’s something for everyone. Whether you're planning a family getaway or a solo retreat, our platform provides transparent information and great savings to help you find the perfect Oshkosh vacation rental. Explore your options and make your stay memorable!

  • Houses: The top choice for visitors, these homes offer a personal touch and ample space for families or groups.
  • Cottages: Quaint and charming, these rentals provide a cozy getaway experience surrounded by nature.
  • Apartments: Ideal for solo travellers or couples, these offer convenience and a home-like atmosphere.
  • Cabins: Rustic and inviting, perfect for those seeking a serene retreat in the woods.
  • Condos: Featuring modern amenities, these places blend comfort and luxury for an enjoyable stay.**

Top attractions in Oshkosh

Oshkosh, Wisconsin, offers a charming getaway perfect for outdoor enthusiasts and couples alike. Explore scenic lakes, visit the local aviation museum, and enjoy the vibrant atmosphere of a modern college town. With a variety of attractions catering to culture and family experiences, Oshkosh promises memorable adventures for every traveller. Make the most of your vacation by discovering the unique beauty and attractions this delightful city has to offer.

  1. EAA Aviation Museum: Immerse yourself in aviation history at this fascinating museum featuring aircraft displays, interactive exhibits, and rich cultural vibes that celebrate flight and innovation.
  2. Lake Winnebago: Enjoy a romantic escape with stunning scenery at this picturesque lake, perfect for outdoor activities, relaxation on the beach, and breathtaking sunsets.
  3. University of Wisconsin-Oshkosh: Explore this vibrant modern university, where city vibes meet academic excellence, offering beautiful campuses and engaging cultural events.

Things to do recommended for couples

For a romantic getaway in Oshkosh, explore Vines and Rushes Winery, located 27.4km away, or visit Rushford Meadery and Winery, just 22.5km from the city. Both spots offer a delightful atmosphere filled with entertainment and romance, perfect for couples looking to unwind together.

Things to do recommended for families

Your family will have a blast at Menominee Nation Arena, where you can soak in the sports atmosphere. Treat yourselves to delicious sweets at Hughes Home Maid Chocolates, and make a splash at Pollock Community Water Park, perfect for adventure and entertainment.

Things to do recommended for groups

Explore the vibrant Outlet Shoppes at Oshkosh for a fantastic shopping experience, visit the Oshkosh Saturday Farmers Market for local produce, and enjoy a captivating performance at the Fox Cities Performing Arts Center, just 29.0km away, for a taste of culture and entertainment.

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

When you're planning a trip—whether with a group, family, pets, or for an extended stay—it's important to prioritize your preferences. Here are some helpful booking tips for using Vrbo.

  • Traveling to Oshkosh with a group: Think about how many bedrooms you require, as well as features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Oshkosh with young kids: Travelling with young children can present some challenges. It's important to prioritize their comfort and safety, along with suitable facilities like a private swimming 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 vacation isn’t truly complete without their furry companions. If that resonates with you, consider exploring Vrbo properties that welcome pets. Most pet-friendly accommodations offer amenities like feeding bowls and beds, ensuring that both you and your pets feel completely at home.
  • Planning for a long term stay visiting Oshkosh: If you’re in search of vacation rentals offering discounts for stays of a month or longer, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include features like a parking spot, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay in Oshkosh

Oshkosh, Wisconsin, offers a delightful blend of outdoor adventures and artistic charm, perfect for a romantic getaway or family-friendly vacation. Explore the stunning natural features along Lake Winnebago, where you can enjoy scenic walks and vibrant local art. The city's welcoming atmosphere, combined with its convenient access to nearby attractions, makes Oshkosh an ideal destination for those seeking both relaxation and exploration.

  • Black Wolf: Nestled within the Oshkosh area, Black Wolf is a charming village that offers a delightful blend of outdoor experiences and scenic beauty. Known for its romantic atmosphere, this destination is perfect for couples and families alike. Visitors can enjoy recreational areas, a local water park, and various shopping centres. Notable attractions nearby include a picturesque lake, an aviation museum, and a vibrant stadium, all providing plenty of opportunities for exploration and relaxation.
  • Neenah: Located a mere 19.3km from Oshkosh, Neenah is a thriving city that invites travelers to revel in its beautiful outdoor spaces and romantic settings. With abundant recreational areas, shopping centres, and a bustling shopping mall, Neenah caters to both leisure and retail enthusiasts. The city is also home to a lovely lake, a prominent stadium, and a well-equipped sports facility, making it a fantastic spot for both sports fans and nature lovers.
  • Winnebago: Just 6.4km away from Oshkosh, the city of Winnebago promises outdoor adventure and stunning scenery. Known for its recreational areas and a nearby ski resort, it’s a great destination for those who love winter sports and outdoor activities. Visitors can explore the local lake, attend events at the conference venue, or enjoy leisurely walks along the river. Winnebago strikes the perfect balance between excitement and tranquility, making it an ideal addition to your itinerary.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 simple

Are you hoping to save on your next adventure? Being flexible with your travel dates can make a significant difference, as prices can vary. Additionally, booking a longer stay often leads to substantial savings. To help you find the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to assist you in making the most of your travel experience!

Vrbo Trips: Planning made easy

Vrbo’s cutting-edge Trip Board offers you a convenient way to plan new trips, pick up from where you last left off, and keep your travel plans organized. You can easily locate the properties you’ve saved or booked in the sections for Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/en-ca/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:

  • Larson's Famous Clydesdales (20.2 mi / 32.5 km)
  • Hughes Home Maid Chocolates (1.5 mi / 2.3 km)
  • Pollock Community Water Park (1.8 mi / 2.9 km)
  • Bridgewood Golf Course (10.6 mi / 17.1 km)
  • Hickory Hills Country Club (17.3 mi / 27.9 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)
  • Lake Winnebago (5.2 mi / 8.3 km)
  • Lakeside Park (16.1 mi / 25.9 km)
  • Lake Poygan (17.4 mi / 28 km)
  • Erb Park (19.1 mi / 30.7 km)
  • Wolf Lake (19.6 mi / 31.5 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?
Among the most sought-after neighborhoods to find an Oshkosh vacation home is Black Wolf. When you book your stay with Vrbo, you will have the whole place to yourselves. So you don’t have to share it with anyone except for your group.
What is the most popular type of vacation rental accommodation in Oshkosh?
Houses are the most popular style of vacation rental in Oshkosh, according to our data. Even if you have a different idea about what you’d like, Vrbo has vacation homes in a variety of shapes and sizes. Filter our options to find your perfect fit.
How much does it cost to rent a vacation rental in Oshkosh?
The average price for a vacation rental in Oshkosh depends on several factors, such as property type, length of stay and time of year. Whether you’re thinking about a sprawling villa with a pool or a comfy cabin perfect for just you and the kids, just enter your dates of travel to see stays with unbeatable value.
How much does it cost to rent a beach house in Oshkosh?
Prices for beach houses in Oshkosh may vary depending on the size and style of the property and when you plan to travel. Just enter your travel dates into Vrbo and the number of guests to view available options and prices. From there you can use our filter tool to refine your search by ratings, nearby activities, amenities and more.
Are there pet-friendly vacation rentals in Oshkosh?
Yes. You’ll have a choice of 40 vacation rentals that allow pets in Oshkosh. Plenty of our pet-friendly vacation rentals even come with a backyard for your fur baby to play in, complimentary treats, special dog beds and proximity to parks. Apply the “Pets allowed” filter to find a pad that’ll set tails wagging on Vrbo.
Can I rent a house with a pool in Oshkosh?
Check the “pool” box in our handy filter tool and choose from six houses with private pools in Oshkosh on Vrbo. Lazy soak or races and ball games? How you spend your leisure time is up to you when your vacation home boasts its own swimming pool.
What are popular rental amenities in Oshkosh?
The most popular rental amenities people search for in Oshkosh include a nearby waterfront, a lake view and a firepit. Whether you’re going on vacation with your besties, family or even pets, Vrbo vacation rentals provide the best amenities for making epic memories with the people you cherish the most.
Are there large group vacation rentals in Oshkosh?
With 10 properties that can host 10 people or more in Oshkosh, you don’t have to keep anyone off the invite list. From family vacations to special events like weddings and birthday parties, Vrbo can help you find a large group rental that fits the occasion.
Are there vacation rentals in Oshkosh that welcome kids?
Bring the entire family together for a fun-filled adventure in Oshkosh at one of our 39 family-friendly vacation homes. These stays provide amenities that are suitable for getaways with children, including dining rooms, living rooms and private pools. Just click on the “Properties good for families” filter box and decide on your favorite.
What are the top attractions for families in Oshkosh?
You’ll find loads of amazing things to see and do with the family in Oshkosh, such as:

  • EAA Aviation Museum
  • Menominee Park
  • Pollock Community Water Park

Are there one-bedroom vacation rentals in Oshkosh?
Yes, Oshkosh has two one-bedroom rentals on offer. Usually situated in well-regarded areas thanks to their smaller size, a one-bedroom vacation property is great if you’re traveling with your partner or a pal. And with home comforts like wireless internet and more privacy than a standard hotel, you’ll be able to kick back and relax while enjoying this exciting destination.
Can I find two-bedroom vacation rentals in Oshkosh?
You can select from 12 two-bedroom vacation rentals in Oshkosh. Put your little ones in the second room or maybe fill it with a couple of your favorite people. There’s a comfy spot for whoever’s fortunate enough to come along for the ride.
Are there vacation rentals with WiFi in Oshkosh?
You can choose from 12 vacation rentals with WiFi in Oshkosh. If you’d like to disconnect from the world during your trip, but still need to be connected to the web, these getaways have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Oshkosh?
Pick your dates and then use our filters to search for vacation rentals with ac in Oshkosh on Vrbo. With 38 air-conditioned properties on offer here, you can enjoy a cool and comfortable stay.
How old do you have to be to rent a vacation rental in Oshkosh?
The minimum age allowed can differ across properties on Vrbo, so be sure to look at the rules of the vacation rental in Oshkosh you’re considering. But usually, it’s 16, 18 or 21.
How long can I rent a vacation rental in Oshkosh for?
It really depends on the Oshkosh property. To see all available options offering extended stays, just type your dates and guest number into Vrbo. You can enjoy having the whole property to yourself, along with home comforts such as a kitchen, air conditioning and outdoor spaces where the kids can run and play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.

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