Winfield Vacation Rentals

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Oct 24 - Oct 26

Vacation Rentals in Winfield

Property grounds
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
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."
$99 nightly
The price is $105
Oct 21 - Oct 22
Total with taxes and fees
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Fridge, microwave, oven, stovetop
Mins to DT & Frank Lloyd Wright
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."
$166 nightly
The price is $179
Oct 16 - Oct 17
Total with taxes and fees
Mins to DT & Frank Lloyd Wright
Exterior
A quiet stay while you are away
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!"
$178 nightly
The price is $203
Oct 29 - Oct 30
Total with taxes and fees
A quiet stay while you are away
Interior
Less is more! Pet friendly Tiny Home near Chicago!
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"
$137 nightly
The price is $147
Oct 20 - Oct 21
Total with taxes and fees
Less is more! Pet friendly Tiny Home near Chicago!
Fridge, microwave, oven, stovetop
Getaway Near ORD With Great Local Amenities
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!"
$256 nightly
The price is $271
Oct 16 - Oct 17
Total with taxes and fees
Getaway Near ORD With Great Local Amenities
Design Apartment, Private Bathroom (The Oak Park Loft) | View from property
The Oak Park Loft
The Oak Park Loft
2.0 star property
10.0 out of 10, Exceptional, (5)
"This apartment was is so cute! Hosts were awesome."
$236 nightly
The price is $270
Nov 3 - Nov 4
Total with taxes and fees
The Oak Park Loft
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
7.8 out of 10, Good, (11)
"Very nice place "
$221 nightly
The price is $236
Oct 16 - Oct 17
Total with taxes and fees
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Exclusive Apartment, Private Bathroom, Garden View (1st Floor) | Interior
Historic Oak Park Home
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."
$236 nightly
The price is $270
Nov 2 - Nov 3
Total with taxes and fees
Historic Oak Park Home
Apartment, Private Bathroom | Terrace/patio
At Home in Oak Park
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."
$245 nightly
The price is $266
Nov 2 - Nov 3
Total with taxes and fees
At Home in Oak Park
Fridge, microwave, oven, stovetop
Serenity & Style, With Parking
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. "
$255 nightly
The price is $299
Oct 21 - Oct 22
Total with taxes and fees
Serenity & Style, With Parking
Private kitchen
Classic Forest Park Foursquare < 1 Mi to Blue Line
Classic Forest Park Foursquare < 1 Mi to Blue Line
2.0 star property
$376 nightly
The price is $399
Oct 26 - Oct 27
Total with taxes and fees
Classic Forest Park Foursquare < 1 Mi to Blue Line
Dining
Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park
Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park
2.0 star property
$374 nightly
The price is $428
Oct 16 - Oct 17
Total with taxes and fees
Charming 2-bedroom apartment with AC, WiFi in delightful Oak Park
Private kitchen
Chic 4BR Escape w/ Game Room – LCP Collection
Chic 4BR Escape w/ Game Room – LCP Collection
2.0 star property
$511 nightly
The price is $547
Oct 20 - Oct 21
Total with taxes and fees
Chic 4BR Escape w/ Game Room – LCP Collection
House (3 Bedrooms) | Interior
Classic Forest Park Foursquare < 1 Mi to Blue Line
Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
$343 nightly
The price is $365
Oct 26 - Oct 27
Total with taxes and fees
Classic Forest Park Foursquare < 1 Mi to Blue Line
Fridge, microwave, oven, stovetop
Chic Suite/Mins to L Train /Laundry/Free Parking
Chic Suite/Mins to L Train /Laundry/Free Parking
9.6 out of 10, Exceptional, (56)
"Good location. "
$171 nightly
The price is $196
Oct 21 - Oct 22
Total with taxes and fees
Chic Suite/Mins to L Train /Laundry/Free Parking
1 bedroom
Charming 1-bedroom studio in Villa Park
Charming 1-bedroom studio in Villa Park
$140 nightly
The price is $148
Oct 16 - Oct 17
Total with taxes and fees
Charming 1-bedroom studio in Villa Park
Fridge, microwave, oven, stovetop
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
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 "
$434 nightly
The price is $465
Oct 20 - Oct 21
Total with taxes and fees
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Private kitchen
Spacious 3-bedroom apartment with WiFi, AC in safe area in Cicero IL.
Spacious 3-bedroom apartment with WiFi, AC in safe area in Cicero IL.
$497 nightly
The price is $532
Oct 17 - Oct 18
Total with taxes and fees
Spacious 3-bedroom apartment with WiFi, AC in safe area in Cicero IL.
Private kitchen
Free Parking, Workdesk, King Bed
Free Parking, Workdesk, King Bed
$230 nightly
The price is $245
Oct 21 - Oct 22
Total with taxes and fees
Free Parking, Workdesk, King Bed
Terrace/patio
Riverfront rental
Riverfront rental
9.8 out of 10, Exceptional, (32)
"Luci was an excellent host and our stay was great!"
$239 nightly
The price is $253
Oct 16 - Oct 17
Total with taxes and fees
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

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

10/10 Excellent
"Excellent hotel"
Carlos 4-night trip
Posted 1 day ago
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Find out more about Winfield

Everything you need to know about Winfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winfield vacation 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 low season months. For more hustle and bustle, you may prefer to visit Winfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $105 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winfield rentals

At Expedia, we put the best Winfield vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Winfield?

Yes, we give you a choice of vacation rentals close to well known points of interest in Winfield, or you can choose a secluded option if you'd like a relaxing place to stay. Winfield is known for its shopping and restaurants.

What are some of the best vacation rentals in Winfield?

Cozy 3-bedroom house in family-oriented Melrose Park.: Visitors like this Winfield vacation home rental. It offers a fireplace, a hot tub, and a barbecue grill 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 you can cook with friends or family.

How many vacation rentals are there in Winfield?

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

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 larger area, you’ll find Royal Golf Club at Klein Creek and Cantigny Golf Club.

What’s a vacation rental in Winfield like?

Vacation rentals are privately owned accommodations you can book for a few days or a quick weekend in Winfield. Vacation rentals feature extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.