Winfield Holiday Rentals

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Holiday Rentals in Winfield

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$368
includes taxes & fees
14 Oct - 15 Oct
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Clarendon Hills Top Floor

7.2 out of 10, Good, (16)
"This property is a great choice for the price and location, however both bathrooms are in need of cleaning. "
Clarendon Hills Top Floor

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$411
includes taxes & fees
2 Nov - 3 Nov
At Home in Oak Park

LUXE 3 BR, 2 BA + Hot Tub

8.8 out of 10, Excellent, (33)
"The house had a lot of gnats and we were bit up"
The price is AU$528
includes taxes & fees
15 Oct - 16 Oct
LUXE 3 BR, 2 BA + Hot Tub

Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!

10.0 out of 10, Exceptional, (109)
"Loved staying at Jamie’s place. Wonderful neighborhood and well kept apartment. Jamie was friendly and very helpful. "
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!

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$418
includes taxes & fees
2 Nov - 3 Nov
Historic Oak Park Home

Less is more! Pet friendly Tiny Home near Chicago!

9.8 out of 10, Exceptional, (26)
"It was a cute and quiet and private area really nice and relaxing experience"
The price is AU$253
includes taxes & fees
14 Oct - 15 Oct
Less is more! Pet friendly Tiny Home near Chicago!

Historic Oak Park Residence

2.0 star property
9.6 out of 10, Exceptional, (11)
"Absolutely awesome "
The price is AU$418
includes taxes & fees
27 Oct - 28 Oct
Historic Oak Park Residence

Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP

9.8 out of 10, Exceptional, (26)
"This place was very clean, nice and in a safe area. The host was very nice and answered all of my questions extremely fast. If I come back to Chicago I will try my best to stay here again!!"
Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP

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

Just remodeled apartment close to airport and mall

10.0 out of 10, Exceptional, (14)
"Location was close to airport, restaurants and shopping"
The price is AU$399
includes taxes & fees
18 Oct - 19 Oct
Just remodeled apartment close to airport and mall

Cozy 3-bedroom house in family-oriented Melrose Park.

10.0 out of 10, Exceptional, (23)
"Excellent place to stay and host provided great communication. The house is very nice and we also enjoyed the fire pit and hot tub, too! We highly recommend staying at this house and we will be back soon!"
Cozy 3-bedroom house in family-oriented Melrose Park.

Stylish Luxe King bed w/Free Parkng near DT Oak Pk

9.6 out of 10, Exceptional, (93)
"Location was nice and parking was good. Place was as described."
Stylish Luxe King bed w/Free Parkng near DT Oak Pk

PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard

9.0 out of 10, Wonderful, (4)
"Everything was as described. House was very spacious and comfortable. This was a work trip but it was a nice place to relax in the evening. Enjoyed the back yard and grilling out for dinner. Would definitely stay here again. Kevin "
The price is AU$744
includes taxes & fees
14 Oct - 15 Oct
PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard

Enamored in Elmhurst

2.0 star property
10.0 out of 10, Exceptional, (12)
"Great stay"
The price is AU$775
includes taxes & fees
14 Oct - 15 Oct
Enamored in Elmhurst

F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC

10.0 out of 10, Exceptional, (1)
"Our experience at this place was unique; the best relaxing get away I have had in many years. From check-in to total comfort and cleanliness to privacy and coziness. And “Friends-Themed”accents made our stay specially touching. It was a delight walking downtown to great restaurants and stores while admiring beautifully maintained new and old architectural gems that made us feel both amazed and nostalgic. And more than anything, a town we felt safe and welcomed everywhere. It is for sure one of...
The price is AU$327
includes taxes & fees
15 Oct - 16 Oct
F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC

Chic Suite/Mins to L Train /Laundry/Free Parking

9.6 out of 10, Exceptional, (56)
"Good location. "
The price is AU$316
includes taxes & fees
21 Oct - 22 Oct
Chic Suite/Mins to L Train /Laundry/Free Parking

Cozy modern unit w/ easy access to downtown Chi

9.2 out of 10, Wonderful, (49)
"Great property, perfect for our needs. Kids love it, and it’s in a great area. "
Cozy modern unit w/ easy access to downtown Chi

Chicago-burb -Medinah -1 King and 1 Queen beds

9.6 out of 10, Exceptional, (32)
"The property was very clean and comfortable!"
Chicago-burb -Medinah -1 King and 1 Queen beds

Warrenville Rep 2

4.0 star property
Warrenville Rep 2
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.