Winnebago holiday lettings

We found 56 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Winnebago that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and garden. At the end of the day, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Winnebago

Showing deals for:21 Nov - 28 Nov
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Find out more about Winnebago

Find out more about Winnebago

Why visit Winnebago

  • Stunning outdoor adventures: Winnebago is perfect for nature enthusiasts, offering scenic parks and nature preserves for hiking and relaxation.
  • Charming local atmosphere: Enjoy the warm hospitality of friendly locals that enhance the experience of visiting this quaint town.
  • Unique motorhome tours: Explore the beauty of Winnebago and its surroundings via a motorhome, providing a unique and flexible travel experience.
  • Diverse accommodation options: Choose from a range of holiday homes, apartments, and villas to suit all traveller preferences.
  • Family-friendly activities: Winnebago offers various recreational activities, making it an ideal destination for families and solo travellers alike.

Popular types of accommodation in Winnebago

Vrbo offers a variety of accommodation options in Winnebago, including private holiday homes, apartments, and villas. Whether you're seeking luxurious mobile accommodation in Winnebago American motorhomes or a cosy rental unit, we have something to suit every traveller's needs. The choice you make will depend on your companions and your holiday plans. Discover the perfect setting for your next adventure with us.

  • Houses: The top choice for visitors in Winnebago, offering spacious and comfortable settings perfect for families or groups.
  • Apartments: A popular selection for those seeking a home-away-from-home experience, ideal for couples or solo travellers.
  • Villas: Luxurious and stylish, villas provide an upscale accommodation option for a more indulgent stay.
  • Cottages: Charming and quaint, cottages offer a cosy retreat surrounded by nature.
  • Cabins: Rustic and inviting, cabins are perfect for a peaceful getaway in the woods.**

Top attractions near Winnebago

Winnebago, Illinois, offers a delightful escape for those seeking outdoor adventures and romantic getaways. With its charming urban parks, serene nature preserves, and captivating arboretums, visitors can enjoy a variety of experiences for families and solo travellers alike. For a unique exploration, consider a Winnebago tour motorhome to fully appreciate the scenic beauty and local attractions in and around the area.

  • Klehm Arboretum & Botanic Gardens: A serene 7-mile journey from Winnebago, this arboretum boasts lush landscapes and diverse plant collections, perfect for family outings amidst nature's beauty.
  • Burpee Museum of Natural History: Located 5.0km away, this museum offers fascinating exhibits on natural history, providing a cultural experience that engages families with interactive displays.
  • Discovery Center Museum: Also 5.0km from Winnebago, this children's museum is a delightful space where families can explore hands-on science and art exhibits, fostering creativity and curiosity.

Things to do recommended for couples

Ready for a romantic getaway in Winnebago? Indulge in relaxation at Weis Morris DaySpa Salon, just 8.1km away, and enjoy the serene atmosphere. Afterwards, head to McEachran Homestead Winery, 11.8km away, for a delightful evening of wine and entertainment in a charming setting.

Things to do recommended for families

During your family holiday in Winnebago, explore the thrilling BMO Harris Bank Center for sports excitement, cool off at Hurricane Harbor Rockford waterpark, and enjoy adventures at The Cherry Bowl arcade. These attractions promise fun and memorable experiences for all ages!

Things to do recommended for groups

Your group can enjoy a delightful evening at the Coronado Performing Arts Center, just 4.3km from Winnebago, for a cultural experience. Alternatively, indulge in a shopping spree at CherryVale Mall, located 8.7km away, or explore the charming Quilter's General Store, 8.1km from your base.

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

When you’re travelling with a group, family, pets, or planning an extended stay, it’s important to narrow down your options based on your specific needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Winnebago with a group: Think about how many bedrooms you'll require, as well as any amenities like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Winnebago with young kids: Journeying with young children can present its own set of challenges. It's essential to prioritise their comfort and safety, alongside ensuring access to suitable amenities, like a private swimming pool. Additionally, it’s wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Winnebago: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If this 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 Winnebago: If you’re seeking holiday rentals with special offers 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 rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Winnebago

Winnebago, Illinois, offers a delightful blend of outdoor adventures and charming scenery, making it ideal for a romantic getaway or a family camping holiday. Enjoy the welcoming atmosphere of friendly locals and recreational activities in the surrounding areas. Explore nearby campsites, perfect for a motorhome stay, or embark on an ultimate staycation to soak in the beauty of this quaint city and its surroundings.

  • Rockford: Situated a mere 4.3km from Winnebago, Rockford is a vibrant city that offers a wealth of experiences for families, couples, and outdoor enthusiasts alike. Visitors can immerse themselves in the lively arena entertainment facility, perfect for catching a concert or sporting event. The area boasts scenic campgrounds and is in close proximity to a national state park, ideal for hiking and exploring nature. The city's landmarks include a prominent sports facility stadium and a bustling local stadium, making it a hub for sports fans and adventure seekers.
  • Loves Park: Just 7.5km from Winnebago, Loves Park is a delightful city that invites visitors to enjoy its stunning scenery and outdoor attractions. This charming locale features a recreational area perfect for family picnics and leisurely walks. The arena entertainment facility hosts various events, while the nearby campground provides an excellent escape into nature. Nature lovers will appreciate the proximity to a picturesque lake and a national state park, offering ample opportunities for activities such as fishing and hiking, all while taking in the beautiful surroundings.
  • Byron: Located 6.2km from Winnebago, Byron is a city that thrives on outdoor adventures and scenic beauty. The recreational areas are ideal for those seeking an active holiday, with opportunities for motor racing and various outdoor activities. Nature enthusiasts will love the nearby national state park and serene lakes, perfect for a day of exploration. Byron’s charming atmosphere and picturesque landscapes make it a prime destination for those looking to connect with nature while enjoying an exhilarating getaway.

Best time to go to Winnebago

If you're planning a trip to Winnebago, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June to July and September, while off-peak times, like October and December to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January20.8°F (-6.2°C)Light RainMostly CloudySlightly LowSlightly High
February23.5°F (-4.7°C)Light RainMostly CloudyAverageSlightly High
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April47.3°F (8.5°C)Light RainMostly CloudyAverageSlightly Low
May59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
June69.1°F (20.6°C)Light RainMostly SunnySlightly HighAverage
July72.3°F (22.4°C)Light RainMostly SunnySlightly HighAverage
August70.9°F (21.6°C)Light RainMostly SunnyAverageSlightly High
September64.4°F (18.0°C)Light RainMostly SunnySlightly HighSlightly Low
October51.8°F (11.0°C)Light RainMostly SunnySlightly LowSlightly Low
November38.8°F (3.8°C)Light RainMostly SunnyAverageAverage
December28.4°F (-2.0°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can differ significantly. Moreover, opting for a longer stay frequently results in substantial savings. To discover the ideal Vrbo property that suits your budget, make use of our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient area for you to plan new adventures, manage your existing arrangements, or review your bookings. The properties you’ve saved or reserved are neatly organised into categories such as 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.

Find the perfect holiday rental for your Winnebago getaway

Learn about the unique charm of Winnebago with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Winnebago

Do you want to find top things to see and do during your stay? Venture out of your cosy holiday rental and check out everything that makes Winnebago a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • CoCo Key Water Resort (14.1 mi / 22.6 km)
  • Hurricane Harbor Rockford (14.2 mi / 22.9 km)
  • Earl F. Elliott Park & Golf Course - 18 Hole (14.3 mi / 23 km)
  • Weis Morris DaySpa Salon (12.8 mi / 20.6 km)
  • Red Barn Golf Course (14.2 mi / 22.8 km)
  • Newburg Village Golf Course - 9 Hole (15.5 mi / 24.9 km)

Exploring the natural features in Winnebago

Whether you're an adventurous traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Winnebago. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Klehm Arboretum & Botanic Gardens (6.7 mi / 10.8 km)
  • Blackhawk Park (7.2 mi / 11.6 km)
  • Montague Island (7.3 mi / 11.8 km)
  • Blackhawk Island (8.6 mi / 13.8 km)
  • Kishwaukee River Forest Preserve (13.4 mi / 21.6 km)
  • Earl F. Elliott Park & Golf Course - 18 Hole (14.3 mi / 23 km)

Transport to and around Winnebago

The nearest airport is in Rockford, IL (RFD-Greater Rockford), located 8.8 mi (14.1 km) from the city centre.

Frequently asked questions

What is the best area to stay in Winnebago when booking a holiday rental?
When considering a holiday rental in Winnebago, Illinois, a popular area to stay is the charming downtown district. This area not only offers a quaint, small-town atmosphere but is also conveniently located near several attractions. Visitors can enjoy the scenic beauty of the nearby Kishwaukee River, which is great for leisurely walks or picnics. Additionally, the Winnebago County Fairgrounds is a popular spot for events throughout the year, providing a vibrant community spirit.

Another appealing option is the residential neighbourhoods surrounding the local parks, such as the beautiful Winnebago Park. This area boasts a selection of rental properties that cater to families and outdoor enthusiasts alike, with easy access to playgrounds and green spaces. The proximity to local shops and eateries enhances the experience, allowing guests to immerse themselves in the local culture.
How much does it cost to rent a holiday home in Winnebago?
Prices for holiday rentals in Winnebago 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 Winnebago 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 Winnebago holiday house rentals?
You can find great discounts on house rentals in Winnebago 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.
What is the most popular type of holiday rental accomodation in Winnebago?
In Winnebago, cottages and holiday houses are the most popular types of holiday rentals, with several options available throughout the area. These accommodations typically provide a comfortable, home-like atmosphere, great for families or groups. Most cottages come equipped with essential amenities such as fully stocked kitchens, inviting living areas, and private outdoor spaces for relaxation. Holiday houses often offer similar features, with additional room for larger gatherings, making them ideal for those looking to enjoy the scenic surroundings of Winnebago.
Are there any family house rentals in Winnebago?
In Winnebago, Illinois, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The area features spacious homes that often include full kitchens, allowing families to prepare their own meals, as well as comfortable living areas for relaxation after a day of exploring. Many properties boast outdoor spaces where kids can play or enjoy a family barbecue.
Can I find long-stay holiday rentals in Winnebago?
A long-stay holiday rental in Winnebago 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 any remote work holiday rentals in Winnebago?
In Winnebago, Illinois, there are several remote work holiday rentals available, making it an ideal spot for those looking to combine work and leisure. Many of these properties are equipped with essential amenities such as dedicated desk spaces, comfortable desk chairs, and reliable Wi-Fi, ensuring a conducive environment for productivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Winnebago holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Winnebago 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 Winnebago?
In Winnebago, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals. Many properties also feature patios, providing a pleasant outdoor space for relaxation. Free Wi-Fi is commonly available in the accommodations, ensuring connectivity during your stay. For those interested in entertainment, several rentals are conveniently located near a casino, offering additional leisure options nearby.

*You must be at least 18 years old to participate in gambling activities in the United Kingdom. Please gamble responsibly. If you feel that gambling is affecting your life, seek help from organisations such as BeGambleAware at www.begambleaware.org or call their helpline at 0808 8020 133.
When is the best time to visit Winnebago for a holiday rental?
September is the most popular time to visit Winnebago, offering a delightful blend of warm temperatures and vibrant autumn colours. This month marks the tail end of the peak season, which runs from July to September, making it an ideal choice for travellers seeking comfortable weather for outdoor activities, sightseeing, and exploring the charming local attractions.

During September, you can expect daytime temperatures to typically range from the mid-teens to low 20s Celsius, providing a pleasant climate for enjoying the stunning landscapes and parks in the area. It's a great time for hiking and biking on the nearby trails, or simply relaxing by the river while taking in the scenic beauty.

If you're looking for a more budget-friendly option, consider a visit in December. Although it's considered the low season, the winter months bring a unique charm to Winnebago, with opportunities for cosy indoor activities and festive local events.
How early should I book a Winnebago holiday rental?
Book your Winnebago 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.
Can I change or cancel my Winnebago home rental booking on Vrbo?
To find Winnebago 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 Winnebago 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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