Winfield Holiday Rentals

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Holiday Rentals in Winfield

Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
9.8 out of 10, Exceptional, (29)
"We loved the location! It was perfect for us. Denise was very pleasant. We will definitely stay there again."
The price is AU$165
includes taxes & fees
21 Oct - 22 Oct
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Mins to DT & Frank Lloyd Wright
2.0 star property
8.0 out of 10, Very good, (1)
"Great location here. Close to downtown oak Park. Easy walking."
The price is AU$279
includes taxes & fees
16 Oct - 17 Oct
Mins to DT & Frank Lloyd Wright
A quiet stay while you are away
9.8 out of 10, Exceptional, (32)
"We stayed a few nights and everything was nice and clean. Thank you!"
The price is AU$317
includes taxes & fees
29 Oct - 30 Oct
A quiet stay while you are away
Less is more! Pet friendly Tiny Home near Chicago!
9.8 out of 10, Exceptional, (28)
"It was a cute and quiet and private area really nice and relaxing experience"
The price is AU$229
includes taxes & fees
20 Oct - 21 Oct
Less is more! Pet friendly Tiny Home near Chicago!
Getaway Near ORD With Great Local Amenities
8.8 out of 10, Excellent, (3)
"Very nice and clean place to stay at. Great communication from property manager. I would absolutely stay here again!"
The price is AU$421
includes taxes & fees
16 Oct - 17 Oct
Getaway Near ORD With Great Local Amenities
The Oak Park Loft
2.0 star property
10.0 out of 10, Exceptional, (5)
"This apartment was is so cute! Hosts were awesome."
The price is AU$399
includes taxes & fees
27 Oct - 28 Oct
The Oak Park Loft
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
7.8 out of 10, Good, (11)
"Very nice place "
The price is AU$367
includes taxes & fees
16 Oct - 17 Oct
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Historic Oak Park Home
2.0 star property
10.0 out of 10, Exceptional, (5)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
The price is AU$417
includes taxes & fees
2 Nov - 3 Nov
Historic Oak Park Home
At Home in Oak Park
3.5 star property
9.8 out of 10, Exceptional, (7)
"Great location in Oak Park- walkable, wondering area for restaurants and strolling through the beautiful neighborhoods."
The price is AU$408
includes taxes & fees
2 Nov - 3 Nov
At Home in Oak Park
Serenity & Style, With Parking
2.0 star property
8.0 out of 10, Very good, (1)
"The apartment was as advertised and fully stocked with everything I needed. The owner was very responsive and things went smoothly. I would stay here again. "
The price is AU$465
includes taxes & fees
21 Oct - 22 Oct
Serenity & Style, With Parking
Classic Forest Park Foursquare < 1 Mi to Blue Line
2.0 star property
The price is AU$620
includes taxes & fees
30 Oct - 31 Oct
Classic Forest Park Foursquare < 1 Mi to Blue Line
Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park
2.0 star property
The price is AU$690
includes taxes & fees
20 Oct - 21 Oct
Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park
Chic 4BR Escape w/ Game Room – LCP Collection
2.0 star property
The price is AU$863
includes taxes & fees
20 Oct - 21 Oct
Chic 4BR Escape w/ Game Room – LCP Collection
Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
The price is AU$562
includes taxes & fees
26 Oct - 27 Oct
Classic Forest Park Foursquare < 1 Mi to Blue Line
Chic Suite/Mins to L Train /Laundry/Free Parking
9.6 out of 10, Exceptional, (56)
"Good location. "
The price is AU$315
includes taxes & fees
21 Oct - 22 Oct
Chic Suite/Mins to L Train /Laundry/Free Parking
Charming 1-bedroom studio in Villa Park
The price is AU$232
includes taxes & fees
16 Oct - 17 Oct
Charming 1-bedroom studio in Villa Park
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
9.8 out of 10, Exceptional, (19)
"Great place Great location "
The price is AU$724
includes taxes & fees
20 Oct - 21 Oct
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Spacious 3-bedroom apartment with WiFi, AC in safe area in Cicero IL.
The price is AU$829
includes taxes & fees
28 Oct - 29 Oct
Spacious 3-bedroom apartment with WiFi, AC in safe area in Cicero IL.
Free Parking, Workdesk, King Bed
The price is AU$382
includes taxes & fees
21 Oct - 22 Oct
Free Parking, Workdesk, King Bed
Riverfront rental
9.8 out of 10, Exceptional, (32)
"Luci was an excellent host and our stay was great!"
The price is AU$393
includes taxes & fees
16 Oct - 17 Oct
Riverfront rental
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.
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Top Winfield Hotel Reviews

Find out more about Winfield

Everything you need to know about Winfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winfield holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winfield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winfield. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winfield holiday rentals we have selected for you start as low as AU$165 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winfield rentals

At Expedia, we put the best Winfield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winfield holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

What are some of the best holiday rentals that Winfield has to offer?

Cozy 3-bedroom house in family-oriented Melrose Park.: This holiday home rental outside of Winfield offers a fireplace, 1 hot tub and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

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 Addison Ice Arena, 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.