Photo by Vin Lane-Kieltyka

Oshkosh holiday homes

We found 826 holiday rentals — enter your dates for availability

Discover a selection of 301 homes, 24 apartments and other holiday rentals in Oshkosh that are perfect for your trip. Holiday rentals provide the amenities that you need and want for your stay with friends, family or just your pet, such as a garden and pool. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Oshkosh

Showing deals for:12 Dec - 19 Dec
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Why visit Oshkosh

  • Oshkosh Aviation Museum: Discover the fascinating world of aviation with interactive exhibits and vintage aircraft at this renowned museum.
  • Scenic Waterfront: Enjoy leisurely strolls along the beautiful lakeside parks, perfect for relaxing and picnicking.
  • Vibrant Downtown: Experience the lively atmosphere filled with family-friendly attractions, shops, and eateries.
  • Oshkosh Public Museum: Dive into local history and culture through engaging exhibits and displays.
  • Outdoor Activities: Embrace the outdoors with various parks and recreational opportunities for all ages.

Top attractions in and around Oshkosh

Oshkosh, Wisconsin, offers a delightful mix of outdoor adventures and cultural experiences, perfect for a romantic getaway or a family holiday. Explore the renowned aviation museum, visit the modern college campus, or enjoy the scenic beauty of the nearby lake. Don't miss the Oshkosh Public Museum for a deeper insight into local history. With its charming attractions, Oshkosh is sure to provide a memorable experience for all visitors.

  • EAA Aviation Museum: Experience the thrill of aviation history at this captivating museum, showcasing an impressive collection of aircraft and interactive exhibits. Discover the culture of flight through engaging displays that highlight aviation's impact on society.
  • University of Wisconsin-Oshkosh: Explore this vibrant university known for its modern campus and lively atmosphere. With a variety of events and activities, it's a hub of education and culture in the heart of Oshkosh.
  • Lake Winnebago: Just 8.0km from Oshkosh, this stunning lake offers beautiful beaches, scenic views, and plenty of outdoor activities, making it the perfect romantic getaway or relaxing day trip.

Things to do recommended for couples

Looking for a romantic getaway in Oshkosh? Head to Rushford Meadery and Winery, just 22.5km away, for a delightful experience. Alternatively, visit Vines and Rushes Winery, 27.4km away, for a charming atmosphere filled with entertainment and love. Cheers to a wonderful time.

Things to do recommended for families

Your family will have a blast at Titan Stadium, soaking up the sports vibes. Cool off at Pollock Community Water Park with its fun water activities. Don't miss a sweet treat at Hughes Home Maid Chocolates, where the family atmosphere is delightful.

Things to do recommended for groups

Groups visiting Oshkosh can enjoy a fun day at The Outlet Shoppes for shopping and entertainment, explore the vibrant Oshkosh Saturday Farmers Market for local goodies, and relax at the Fox River Brewing Company for a touch of romance and craft brews.

*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 planning a trip with a group, family, or pets, or if you're considering longer stays, be sure to use the appropriate filters to align with your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Oshkosh with a group: Think about how many bedrooms you'll require and any additional features you might want, like a complete kitchen or outdoor area for socialising with your group. Thankfully, you can easily refine your search for these options and more on Vrbo.
  • Traveling to Oshkosh with young kids: Travelling with young kids can be quite a task. It's important to prioritise 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, a family holiday wouldn’t be the same without their furry companion along for the ride. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Oshkosh: If you’re on the hunt for holiday rentals offering great deals for stays of a month or more, you’ve come to the right 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 as well.

Where to stay in and around Oshkosh

If you’re heading to Oshkosh, Wisconsin, you’re in for a treat. This charming city offers a delightful mix of outdoor adventures and scenic views. Explore the vibrant downtown Oshkosh, where family-friendly attractions and friendly locals create a welcoming atmosphere. Don't miss the Oshkosh area’s lovely parks and waterfront spots, perfect for a romantic stroll or a family outing. With convenient locations and stunning vistas, Oshkosh is a fantastic destination for every traveller.

  • Black Wolf: Nestled within the Oshkosh area, Black Wolf is a charming village that offers a delightful mix of outdoor activities and stunning scenery. Visitors flock here for a romantic getaway, particularly enjoying the local recreational areas and the nearby water park. Not to be missed are the picturesque lakes and the fascinating aviation museum, which provides a unique glimpse into the world of flight. Sports enthusiasts will appreciate the proximity to a local stadium, making Black Wolf a perfect spot for a relaxed yet engaging experience.
  • Neenah: Situated 19.3km from Oshkosh, Neenah is a vibrant city known for its beautiful outdoor spaces and scenic views. This charming destination is ideal for couples seeking a romantic outing or families looking for fun activities. Neenah boasts various recreational areas and shopping centres, ensuring an enjoyable day out for everyone. With its lovely lakes and a bustling sports facility stadium, this city is a fantastic choice for those wanting to combine leisure with some exciting local events.
  • Winnebago: Just 6.4km from Oshkosh, Winnebago is a picturesque city that captures the essence of outdoor adventure and scenic beauty. Known for its recreational opportunities, including skiing at local resorts, it’s a great place for both thrill-seekers and those looking to unwind in nature. The lovely lakes and charming river nearby provide perfect spots for relaxation, while the event conference venue adds a touch of excitement to the local scene. Winnebago promises a romantic and memorable experience for all who visit.

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.

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

Booking with Vrbo is simple

Want to save some dollars on your next getaway? Being flexible with your travel dates can really pay off, as prices can vary quite a bit. Additionally, if you opt for a longer stay, you’re likely to score some significant savings. To discover the perfect Vrbo property that fits your budget, make use of our filters to narrow down options by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers an easy and organised way to plan your getaways. You can start new trips, pick up from where you last stopped, or manage your itineraries all in one place. Properties you’ve saved or booked will be neatly sorted into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Head to the arty city of Oshkosh

Take a holiday to Oshkosh and enjoy the area's art galleries, museums and festivals. This city's shopping, sporting events and zoo draw many visitors. A holiday 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 hoping to discover attractions to see during your stay? Venture out of your cosy holiday rental and check out everything that makes Oshkosh a one-of-a-kind holiday spot. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Larson's Famous Clydesdales (20.2 mi / 32.5 km)
  • Pollock Community Water Park (1.8 mi / 2.9 km)
  • Bridgewood Golf Course (10.6 mi / 17.1 km)
  • Rushford Meadery and Winery (14.3 mi / 23 km)
  • Eisenbahn State Trail (24.6 mi / 39.6 km)
  • Hughes Home Maid Chocolates (1.5 mi / 2.3 km)

Exploring the natural features in Oshkosh

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Oshkosh is a great place to get outside. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Wolf River Wildlife Area (19 mi / 30.6 km)
  • Erb Park (19.1 mi / 30.7 km)

Travelling to and around Oshkosh

Fly into Appleton, WI (ATW-Appleton Intl.), the closest airport, located 16.7 mi (26.8 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into 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 holiday home?
Among the most sought-after neighbourhoods to find an Oshkosh holiday home is Black Wolf. When you book your stay with Bookabach, 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 holiday home accommodation in Oshkosh?
Houses are the most popular style of holiday home in Oshkosh, according to our data. Even if you have a different idea about what you'd like, Bookabach has holiday homes in a variety of shapes and sizes. Filter our options to find your perfect fit.
How much does it cost to rent a holiday home in Oshkosh?
The average price for a holiday home 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 Bookabach 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 holiday homes in Oshkosh?
Yes. You'll have a choice of 40 holiday homes that allow pets in Oshkosh. Plenty of our pet-friendly holiday homes 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 Bookabach.
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 Bookabach. Lazy soak or races and ball games? How you spend your leisure time is up to you when your holiday home boasts its own swimming pool.
What are popular home amenities in Oshkosh?
The most popular home amenities people search for in Oshkosh include a nearby waterfront, a lake view and a firepit. Whether you're going on holiday with your besties, family or even pets, Bookabach holiday homes provide the best amenities for making epic memories with the people you cherish the most.
Are there large group holiday homes 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 holidays to special events like weddings and birthday parties, Bookabach can help you find a large group home that fits the occasion.
Are there holiday homes in Oshkosh that welcome kids?
Bring the entire family together for a fun-filled adventure in Oshkosh at one of our 39 family-friendly holiday 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 favourite.
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 holiday homes in Oshkosh?
Yes, Oshkosh has two one-bedroom homes on offer. Usually situated in well-regarded areas thanks to their smaller size, a one-bedroom holiday property is great if you're travelling 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 holiday homes in Oshkosh?
You can select from 12 two-bedroom holiday homes in Oshkosh. Put your little ones in the second room or maybe fill it with a couple of your favourite people. There's a comfy spot for whoever's fortunate enough to come along for the ride.
Are there holiday homes with WiFi in Oshkosh?
You can choose from 12 holiday homes 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 Bookabach.
How can I find holiday homes with air conditioning in Oshkosh?
Pick your dates and then use our filters to search for holiday homes with ac in Oshkosh on Bookabach. 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 holiday home in Oshkosh?
The minimum age allowed can differ across properties on Bookabach, so be sure to look at the rules of the holiday home in Oshkosh you're considering. But usually, it's 16, 18 or 21.
How long can I rent a holiday home 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 Bookabach. 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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