Winfield Holiday Rentals

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Holiday Rentals in Winfield

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

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.
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Microwave, oven, stovetop, dishwasher

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

7.8 out of 10, Good, (11)
"The house was immaculate and very spacious. Beautifully decorated. The neighborhood was easy to get in and out of and close enough to downtown. Would highly recommend."
The price is HK$1,156
HK$1,861 total
includes taxes & fees
17 Oct - 18 Oct
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
LUXE 3 BR, 2 BA + Hot Tub
Private kitchen

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 HK$1,191
HK$2,631 total
includes taxes & fees
16 Oct - 17 Oct
LUXE 3 BR, 2 BA + Hot Tub
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
Pool

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

10.0 out of 10, Exceptional, (108)
"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!
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Property grounds

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 HK$420
HK$817 total
includes taxes & fees
6 Oct - 7 Oct
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
At Home in Oak Park
Terrace/patio

At Home in Oak Park

3.5 star property
9.8 out of 10, Exceptional, (6)
"Great location in Oak Park- walkable, wondering area for restaurants and strolling through the beautiful neighborhoods."
The price is HK$1,148
HK$2,069 total
includes taxes & fees
2 Nov - 3 Nov
At Home in Oak Park
2BR • Newly Furnished Modern Apt • Near O`Hare
Smart TV

2BR • Newly Furnished Modern Apt • Near O`Hare

7.6 out of 10, Good, (4)
"Great place! Nice, safe neighborhood. The host was very helpful. "
The price is HK$539
HK$2,762 total
includes taxes & fees
14 Oct - 15 Oct
2BR • Newly Furnished Modern Apt • Near O`Hare
La Casa Serenità: Long-Term Rental
Exterior

La Casa Serenità: Long-Term Rental

La Casa Serenità: Long-Term Rental
Your Next Vacation Home
Private kitchen

Your Next Vacation Home

9.6 out of 10, Exceptional, (54)
"We enjoyed our stay"
The price is HK$1,479
HK$2,722 total
includes taxes & fees
28 Oct - 29 Oct
Your Next Vacation Home
Enamored in Elmhurst
Smart TV

Enamored in Elmhurst

2.0 star property
10.0 out of 10, Exceptional, (12)
"Great stay"
The price is HK$1,653
HK$3,839 total
includes taxes & fees
5 Oct - 6 Oct
Enamored in Elmhurst
Clarendon Hills Top Floor
Fridge, microwave, oven, stovetop

Clarendon Hills Top Floor

7.4 out of 10, Good, (14)
"The house was nice, in a quiet area. The bedrooms were great. It was a little nerve wracking when the lower unit was rented, as we didn't want to disturb them. "
Clarendon Hills Top Floor
Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
Smart TV

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
Less is more! Pet friendly Tiny Home near Chicago!
Interior

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 HK$805
HK$1,661 total
includes taxes & fees
9 Oct - 10 Oct
Less is more! Pet friendly Tiny Home near Chicago!
3BR Modern Apt • Gym • Workspace • Quiet Location
Fridge, microwave, oven, stovetop

3BR Modern Apt • Gym • Workspace • Quiet Location

2.0 star property
10.0 out of 10, Exceptional, (1)
"Convenient, beautiful, and clean stay! We would stay again"
3BR Modern Apt • Gym • Workspace • Quiet Location
Historic Oak Park Residence
Exterior

Historic Oak Park Residence

2.0 star property
9.6 out of 10, Exceptional, (11)
"Absolutely awesome "
The price is HK$1,083
HK$2,104 total
includes taxes & fees
26 Oct - 27 Oct
Historic Oak Park Residence
PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard
Property grounds

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 HK$1,814
HK$3,981 total
includes taxes & fees
27 Oct - 28 Oct
PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard
Historic Oak Park Home
Interior

Historic Oak Park Home

2.0 star property
10.0 out of 10, Exceptional, (4)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
The price is HK$1,083
HK$2,104 total
includes taxes & fees
2 Nov - 3 Nov
Historic Oak Park Home
Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG
Fridge, microwave, oven, stovetop

Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG

2.0 star property
9.8 out of 10, Exceptional, (13)
"We loved Retro House, a real treasure inside Chicago. Comfortable, quiet and safe."
Oak Park IL · Charming Retro 2BR Cottage/Train/Laundry/FREE PKG
Chicago-burb -Medinah -1 King and 1 Queen beds
Terrace/patio

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

9.4 out of 10, Exceptional, (30)
"The property was very clean and comfortable!"
Chicago-burb -Medinah -1 King and 1 Queen beds
Theater • Game Room • Gym • Firepit • 4BR Home
Dining

Theater • Game Room • Gym • Firepit • 4BR Home

7.6 out of 10, Good, (10)
"Comfy beds and a great house for kids and adults."
The price is HK$498
HK$3,939 total
includes taxes & fees
28 Oct - 29 Oct
Theater • Game Room • Gym • Firepit • 4BR Home
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

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"Best place to stay when facing an early morning flight! "
Kimberly 1-night trip
Posted 3 days ago
Hilton Chicago O'Hare Airport

Find out more about Winfield

Find out more about Winfield

Search for holiday rentals in Winfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Winfield using one of the methods below:

  • View our selection of featured holiday rentals in Winfield
  • Use the map to find apartments and other holiday homes in the Winfield neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winfield while they last

Look no further and take a look at our great range of rental properties in Winfield!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.