Winfield vacation rentals

We found 117 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Winfield to find one that's perfect for your trip. Whether you're staying in a vacation rental with your kids and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a pool. You'll be able to choose a rental to meet everyone's needs, including options that are accessible or non-smoking.

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Find out more about Winfield

Find the perfect vacation rental for your Winfield getaway

Learn about the unique charm of Winfield with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Winfield

Are you looking for top things to see and do in the city? Venture out of your vacation home and experience everything that makes Winfield a fun spot to vacation. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Deep River Water Park (4.5 mi / 7.2 km)
  • Turkey Creek Golf Course (7.8 mi / 12.5 km)
  • The Course at Aberdeen (8.1 mi / 13 km)
  • Team Combat LIVE (5.4 mi / 8.7 km)
  • Anderson's Winery (17.6 mi / 28.3 km)

Exploring the natural features in Winfield

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Winfield is a great spot to appreciate mother nature. These are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Indiana Dunes National Park (19.5 mi / 31.4 km)
  • Crown Point Sports Complex (4.4 mi / 7.1 km)
  • Marquette Park (14.5 mi / 23.3 km)
  • West Beach (15 mi / 24.2 km)
  • Centennial Park (15.1 mi / 24.3 km)
  • Ogden Dunes Beach (15.5 mi / 25 km)

How to get to and around Winfield

Fly into Chicago Midway Airport (MDW), the closest airport, located 36 mi (57.9 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Chicago O'Hare Intl. Airport (ORD), which is 51.3 mi (82.6 km) away.

Frequently asked questions

How much does it cost to rent a vacation home in Winfield?
Prices for vacation rentals in Winfield 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 Winfield 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 Winfield vacation house rentals?
You can find great discounts on house rentals in Winfield 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.
Can I find long-stay vacation rentals in Winfield?
A long-stay vacation rental in Winfield is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Winfield vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Winfield with parking available—perfect for families or travelers 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.
When is the best time to visit Winfield for a vacation rental?
The best time to book a vacation rental in Winfield is during the peak season, which spans from May to July. This vibrant period attracts travelers eager to enjoy the area's lush landscapes and outdoor activities. May, in particular, stands out as the most popular month, offering a delightful blend of pleasant weather and blooming flora, making it ideal for sightseeing and outdoor adventures.

During May, you can expect comfortable temperatures ranging from the low 50s to the mid-70s Fahrenheit, creating a superb environment for hiking, biking, and exploring local parks. The region's natural beauty comes alive, with opportunities to engage in various activities that suit adventure seekers and families alike.

For those considering a more budget-friendly option, visiting in August can provide a quieter experience. While it marks the transition to the low season, August still offers warm weather and a chance to enjoy the local charm without the bustling crowds. It's a great time for leisurely strolls and enjoying the serene atmosphere of Winfield.
How early should I book a Winfield vacation rental?
Book your Winfield vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Winfield, Indiana, United States of America?
In Winfield, Indiana, visitors can enjoy a blend of natural beauty and local charm. The area is close to Lake County's scenic landscapes, making it a great spot for outdoor enthusiasts. Nearby, the Lake County Fairgrounds hosts various events throughout the year, providing a glimpse into local culture and community activities.

For those interested in recreational activities, the nearby Deep River Waterpark offers fun for families during the summer months. Nature lovers can explore the nearby Cedar Lake or visit the Little Calumet River, which provides opportunities for hiking and fishing.

Additionally, the town's proximity to Crown Point means visitors can access historic attractions like the Old Lake County Courthouse, which is known for its stunning architecture and local history.
Can I change or cancel my Winfield home rental booking on Vrbo?
To find Winfield vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Winfield vacation 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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