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Oshkosh holiday lettings

We found 840 holiday rentals — enter your dates for availability

Discover a selection of 302 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:23 Jan - 30 Jan

Image gallery for Centrally located Fox Valley estate in sought-after Neenah

Exterior
10 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)

Centrally located Fox Valley estate in sought-after Neenah

Neenah, WI

16% off
Price is £16,332
for 7 nights, 1 home
£2,333 per night
includes taxes & fees
Centrally located Fox Valley estate in sought-after Neenah

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Why visit Oshkosh

  • Charming Downtown: Explore Oshkosh's vibrant downtown, filled with friendly locals and a welcoming atmosphere, perfect for leisurely strolls.
  • Beautiful Lakes: Enjoy the stunning scenery of the nearby lakes, ideal for romantic outings or family picnics.
  • Aviation Museums: Visit fascinating aviation museums that showcase the rich history of flight and aviation.
  • Outdoor Activities: Engage in a variety of outdoor adventures, from tranquil parks to exciting recreational options.
  • Quaint Accommodation: Choose from cosy cabins, charming cottages, and private vacation homes for a comfortable stay.

Popular types of accommodation in Oshkosh

If you're considering a getaway to Oshkosh, you're in for a treat! The most sought-after types of accommodation here include houses, charming cottages, and cosy cabins. Whether you're looking for rental homes or apartments, Oshkosh offers a variety of options to suit your needs. Enjoy transparency and savings as you explore the perfect place to unwind and create lasting memories in this delightful destination.

  • Houses: The top choice for holiday rentals in Oshkosh, offering a home-like atmosphere perfect for families or groups.
  • Cottages: A charming option for those seeking a quaint escape, ideal for peaceful retreats amidst nature.
  • Cabins: Popular among nature enthusiasts, these rustic lodgings provide a cosy and adventurous stay.
  • Apartments: Convenient and modern, apartments are perfect for couples or solo travellers wanting easy access to city amenities.
  • Condos: Offering a blend of comfort and luxury, condos are great for those desiring more space and upscale facilities.**

Top attractions in and around Oshkosh

Oshkosh, Wisconsin, is perfect for a romantic outdoor getaway, offering stunning scenery and a variety of attractions. Visitors can explore modern colleges and universities, fascinating aviation museums, and the beautiful lakes in the area. Whether you're travelling as a family, a couple, or in a group, Oshkosh provides a delightful mix of outdoor activities and cultural experiences that cater to all types of tourists.

  • EAA Aviation Museum: A fascinating aviation museum showcasing the history of flight with extensive exhibits, vintage aircraft, and interactive displays. This cultural hub offers a unique glimpse into aviation's past, making it a must-visit for enthusiasts and families alike.
  • Lake Winnebago: A stunning lake located 3.1km from Oshkosh, perfect for outdoor activities. Enjoy picturesque scenery, sandy beaches, and opportunities for romantic strolls or picnics amid nature's beauty.
  • University of Wisconsin-Oshkosh: A modern college campus in the heart of Oshkosh, known for its vibrant atmosphere and engaging community. Explore its beautiful grounds, impressive facilities, and various student activities.

Things to do recommended for couples

Seeking a romantic getaway in Oshkosh? Visit Vines and Rushes Winery, 10.6km away, for a delightful experience filled with wine and charm. Alternatively, Rushford Meadery and Winery, located 8.7km from Oshkosh, offers a magical atmosphere perfect for couples to unwind together.

Things to do recommended for families

Families visiting Oshkosh can enjoy exciting events at the Menominee Nation Arena, splash about at Pollock Community Water Park, and indulge in delightful treats at Hughes Home Maid Chocolates, ensuring a fun-filled experience for all ages in this charming town.

Things to do recommended for groups

Groups visiting Oshkosh can indulge in retail therapy at The Outlet Shoppes, savour local produce at the Saturday Farmers Market, and enjoy a round of golf at the scenic Bridgewood Golf Course, located 6.8km away, perfect for outdoor enthusiasts.

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

If you’re travelling with a group, as a family, with pets, or seeking extended stays, be sure to apply the appropriate filters to meet your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Oshkosh with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Oshkosh with young kids: Going on holiday with young children can be quite demanding. 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 attractions that are suitable for families.
  • Taking your pets with you to Oshkosh: For many, a family holiday wouldn’t be the same without their furry companion by their side. If this resonates with you, be sure to explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at ease.
  • Planning for a long term stay visiting Oshkosh: If you're seeking holiday rentals with discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private swimming pool to your search as well.

Where to stay in and around Oshkosh

Oshkosh, Wisconsin, offers a delightful blend of outdoor adventures and charming scenery, making it an ideal destination for a romantic getaway or a family-friendly holiday. Explore the vibrant downtown, where friendly locals and a welcoming atmosphere await. Nearby attractions provide a wealth of experiences, from tranquil parks to bustling neighbourhoods, ensuring a memorable visit. Discover the allure of this quaint city and its surrounding regions, perfect for relaxation and exploration.

  • Black Wolf: Nestled in the vicinity of Oshkosh, Black Wolf is a charming village that offers a delightful escape for those seeking outdoor adventures and picturesque scenery. This area is perfect for couples looking for a romantic getaway. Visitors can enjoy various activities, including exploring the local recreational area and spending a fun-filled day at the water park. Notable attractions nearby include a scenic lake, an intriguing aviation museum, and a lively stadium, which all contribute to the village's welcoming atmosphere.
  • Winnebago: Located a mere 2.5km from Oshkosh, Winnebago is a vibrant city that entices travellers with its splendid outdoor experiences and stunning landscapes. This city is particularly popular for skiing enthusiasts, boasting access to excellent ski resorts and recreational areas. Visitors can immerse themselves in the natural beauty of the region, while also enjoying local events at the conference venue. The nearby lake and river provide additional opportunities for relaxation and adventure, making Winnebago a fantastic destination for those looking to connect with nature.
  • Neenah: Situated 7.5km away from Oshkosh, Neenah is a picturesque city that captivates visitors with its lovely outdoor spaces and shopping opportunities. The city features a variety of recreational areas and shopping centres, making it a great spot for both relaxation and retail therapy. Sports fans will appreciate the local stadium and sports facilities, which host a range of events throughout the year. With its scenic lake and charming atmosphere, Neenah offers a delightful blend of leisure and entertainment, making it a must-visit during your holiday.

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 simple

Are you hoping to cut costs on your next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient platform for you to plan new holidays, progress with your travel arrangements, or manage your bookings effectively. You’ll find that your saved or reserved properties are neatly categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/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 rental?
When considering a holiday rental in Oshkosh, Wisconsin, the downtown area is an excellent choice. This vibrant neighbourhood offers a delightful mix of dining, shopping, and entertainment, making it a hub for visitors. Staying here places you within easy reach of the Oshkosh Public Museum, where you can delve into the local history and culture, and the scenic Leach Amphitheater, which often hosts events and concerts during the warmer months.

Another appealing option is the area near Lake Winnebago. This picturesque location not only offers stunning views but also provides access to various outdoor activities, including boating and fishing. The nearby Menominee Park features lovely walking trails and picnic spots, superb for a leisurely day outdoors. The proximity to the lake means that you can enjoy a range of watersports, which is a highlight for many holidaymakers.
How much does it cost to rent a holiday home in Oshkosh?
Prices for holiday 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 holiday 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 best areas to consider would be along the shores of Lake Winnebago, particularly around the popular Menominee Park. This scenic location offers a range of holiday rentals, many of which feature private docks, outdoor patios, and expansive views of the lake. Travellers can expect amenities such as fully equipped kitchens, spacious living areas, and some properties even include access to kayaks or paddleboards for enjoying the water.

Another great spot is the area near the Oshkosh Public Marina, where visitors can find charming beach houses that cater to families and groups. These accommodations often come with outdoor grilling areas, fire pits for evening gatherings, and easy access to local dining options and shops. The marina itself provides opportunities for boating and fishing, making it an ideal choice for water enthusiasts.
What is the most popular type of holiday rental accomodation in Oshkosh?
In Oshkosh, holiday houses are the most popular type of rental, with approximately 172 available throughout the city. These properties are often situated in neighbourhoods close to the scenic shores of Lake Winnebago and the lively downtown area, offering guests a cozy feel. Most holiday houses come with multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or gardens, great for relaxing after a day of exploration.
Are there any family house rentals in Oshkosh?
In Oshkosh, Wisconsin, there are numerous family-friendly house rentals available, with around 124 options for visitors to choose from. This charming city offers various neighbourhoods, each with its unique appeal. Many properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play safely.
Can I rent a holiday home with a pool or hot tub in Oshkosh?
In Oshkosh, there are a variety of holiday homes available for rent that feature pools and hot tubs, with around 16 options to choose from. This charming city, located on the shores of Lake Winnebago, offers a range of neighbourhoods where these properties can be found, including the scenic waterfront areas that provide beautiful views and access to outdoor activities.
Can I find long-stay holiday rentals in Oshkosh?
A long-stay holiday rental in Oshkosh is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Oshkosh?
In Oshkosh, there are numerous pet-friendly house rentals available, with around 65 options for travellers. These holiday homes often come equipped with essential amenities such as fully fitted kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air. Many properties feature private yards or patios, making them ideal for those travelling with furry companions.
Are there any remote work holiday rentals in Oshkosh?
In Oshkosh, Wisconsin, there is a good selection of remote work holiday rentals available, with around 173 options to choose from. This city is well-equipped for those looking to balance work and leisure, offering properties that provide essential amenities for remote work. Many of these rentals feature dedicated office spaces, desks with chairs, and reliable Wi-Fi, ensuring a productive environment. Some properties may also include additional conveniences such as safe storage for valuable items and laptop workspaces, making it easier for professionals to focus. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Oshkosh holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Oshkosh with parking available—perfect for families or travellers 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 rental amenities include fully equipped kitchens, which are essential for travellers who prefer cooking their own meals. Most holiday rentals come with a microwave, cookware, dishware, and utensils, making meal preparation convenient. Additionally, a refrigerator is typically provided, alongside a stovetop for those who enjoy cooking.
When is the best time to visit Oshkosh for a holiday rental?
The best time to visit Oshkosh for a holiday rental is during the peak season from June to August, with July being the most popular month. This vibrant summer period attracts a multitude of visitors, eager to take part in the city's famous events, including the EAA AirVenture, which showcases breathtaking aircraft and thrilling aerial displays. The warm temperatures, typically ranging from the mid-teens to low 30s Celsius, create a friendly space for outdoor activities, such as exploring the scenic lakes and participating in various festivals.

In addition to the aviation highlights, Oshkosh offers a range of local attractions, from charming waterfront parks to delightful dining options, making it an ideal destination for families and adventure-seekers alike. The lively atmosphere during this time enhances the experience, allowing visitors to mingle with fellow travellers and immerse themselves in the local culture.

For those looking for a more budget-friendly option, consider visiting in November. This month provides a unique opportunity to experience Oshkosh's autumn charm without the crowds, making it great for leisurely strolls and appreciating the stunning fall scenery.
How early should I book a Oshkosh holiday rental?
Book your Oshkosh holiday 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 holiday 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 enjoy a variety of attractions that cater to different interests. The city's waterfront along the Fox River offers a picturesque setting, where you can find parks such as Menominee Park, which features a zoo, picnic areas, and playgrounds, making it a great spot for families. The Oshkosh Museum showcases local history and culture, and is located near the downtown area, where holiday rentals often provide easy access to shops and restaurants.
Can I change or cancel my Oshkosh home rental booking on Vrbo?
To find Oshkosh holiday 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 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 travellers 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 cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Oshkosh holiday 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.

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