Winfield Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Winfield holiday rentals

Interior
Classic Forest Park Foursquare < 1 Mi to Blue Line

Cottage in Forest Park

Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
The price is S$531
includes taxes & fees
1 Jan - 2 Jan, 2026
Classic Forest Park Foursquare < 1 Mi to Blue Line
Interior
Fire Pit & Grill: Family Home on Fox River Trail!

Cottage in St. Charles

Fire Pit & Grill: Family Home on Fox River Trail!
3.0 star property
The price is S$696
includes taxes & fees
1 Jan - 2 Jan, 2026
Fire Pit & Grill: Family Home on Fox River Trail!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winfield Hotel Reviews

Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport

10/10 Excellent
"Thank you for the front desk! They're very friendly and helpful"
SHUXIAN 1-night trip
Posted 1 day ago
Hampton Inn Chicago-O'Hare International Airport

Frequently asked questions

Are there holiday rentals in Winfield?

Yes, there are holiday rentals close to the most popular sights in Winfield, or you can select a more secluded option if you're looking for a relaxing stay. Winfield is known for its shopping and restaurants.

How many holiday rentals are there in Winfield?

Choose from 3 Expedia holiday rentals in Winfield for a memorable holiday.

What can I see and do in Winfield?

While exploring the area, visit family-friendly sights like Funway Ultimate Entertainment Center, or get outside and enjoy nature at Blackwell Forest Preserve. In the wider area, you’ll find Royal Golf Club at Klein Creek and Cantigny Golf Club.

What’s a holiday rental in Winfield like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winfield. Holiday rentals provide amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.