Photo by Vin Lane-Kieltyka

Oshkosh holiday rentals

We found 818 holiday rentals — enter your dates for availability

Discover a selection of 295 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.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

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)
  • 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)
  • Vines and Rushes Winery (17 mi / 27.3 km)
  • Hickory Hills Country Club (17.3 mi / 27.9 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)
  • Erb Park (19.1 mi / 30.7 km)
  • Wolf Lake (19.6 mi / 31.5 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 Stayz, 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, Stayz 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 Stayz 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 Stayz.
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 Stayz. 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, Stayz 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, Stayz 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 Stayz.
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 Stayz. 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 Stayz, 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 Stayz. 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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