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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Vacation Homes in Winfield

Game room
Sleeps 18 • 7BR • Gym • Game Room • Theater

Vacation Home in Austin

2.0 star property
The price is SAR 3,341
SAR 7,372 total
includes taxes & fees
3 Jan - 4 January 2026
Sleeps 18 • 7BR • Gym • Game Room • Theater
Exterior
Chic 3bed 2bath Home with free parking close to United Center

Vacation Home in Oak Park

9.8 out of 10, Exceptional, (18)
"Plenty of space for my family and loved the onsite free parking, that was helpful because we drove everywhere, just a 30 min drive into the heart of the city"
United States
Jessica T.
The price is SAR 844
SAR 2,544 total
includes taxes & fees
4 Dec - 5 Dec
Chic 3bed 2bath Home with free parking close to United Center
Fitness facility
Theater • Game Room • Gym • Firepit • 4BR Home

Vacation Home in Belmont Cragin

2.0 star property
The price is SAR 357
SAR 2,064 total
includes taxes & fees
8 Dec - 9 Dec
Theater • Game Room • Gym • Firepit • 4BR Home
Exterior detail
Vintage Urban Retreat

Vacation Home in Oak Park

10.0 out of 10, Exceptional, (12)
"This location was very convenient, and in close proximity to both downtown Oak Park, and the greater Chicago area."
United States
Thomas P.
The price is SAR 473
SAR 1,697 total
includes taxes & fees
8 Dec - 9 Dec
Vintage Urban Retreat
Terrace/patio
Modern Victorian Vibes ❤️ | Character & Charm

Vacation Home in Oak Park

10.0 out of 10, Exceptional, (26)
"Great location and walkable to restaurants. "
United States
Laura B.
The price is SAR 625
SAR 1,876 total
includes taxes & fees
4 Dec - 5 Dec
Modern Victorian Vibes ❤️ | Character & Charm
Fridge, microwave, stovetop, dishwasher
Classic Forest Park Foursquare < 1 Mi to Blue Line

Vacation Home in Forest Park

2.0 star property
The price is SAR 529
SAR 1,544 total
includes taxes & fees
4 Dec - 5 Dec
Classic Forest Park Foursquare < 1 Mi to Blue Line
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Vacation Home in Maywood

7.8 out of 10, Good, (15)
"Very nice place "
United States
Elliot H.
The price is SAR 557
SAR 909 total
includes taxes & fees
4 Dec - 5 Dec
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Smart TV, video games, foosball, table tennis
Your Chicago Hub~ 4 minute Walk to Train~ Pets OK

Vacation Home in Brookfield

10.0 out of 10, Exceptional, (3)
"This house is a 5 star VRBO!The amenities are amazing! Coffee barsGames for kidsComfortable spacesNice kitchenGreat beddingOur host was very responsive and flexible. "
United States
Barbara R.
The price is SAR 1,467
SAR 2,903 total
includes taxes & fees
22 Dec - 23 Dec
Your Chicago Hub~ 4 minute Walk to Train~ Pets OK
Exterior
Coziest estate home 20 minutes to downtown

Vacation Home in Willow Springs

8.8 out of 10, Excellent, (15)
"We liked the home, it had everything we needed. We loved having the pool table to play on, that was a hit! The backyard was clean and large, with lots of room! We had the privacy that we needed!"
United States
Gabriela N.
The price is SAR 676
SAR 1,457 total
includes taxes & fees
13 Dec - 14 Dec
Coziest estate home 20 minutes to downtown
Fridge, microwave, oven, stovetop
King Bed, Game Room & Fire Pit | LCP Collection

Vacation Home in Westchester

6.0 out of 10, (1)
"The house itself was beautiful! The yard was perfect for relaxing, and the home was spacious, comfortable, and very clean.Unfortunately, we did run into a few issues during our stay. The king bed in the master bedroom was broken and could not be used. A maintenance person showed up after hours without any prior notice or communication from the host, which made us uncomfortable letting them in. We decided to forgo use of the main bedroom rather than allow an unannounced visitor. In addition,...
United States
Trey G.
The price is SAR 1,336
SAR 2,506 total
includes taxes & fees
1 Jan - 2 January 2026
King Bed, Game Room & Fire Pit | LCP Collection
Fridge, microwave, oven, stovetop
Modern 3BR Home w/ Huge Backyard | LCP Collection

Vacation Home in Westchester

10.0 out of 10, Exceptional, (1)
"Everything was exactly like we hoped and ghen sum. Great single level floor plan with garage access."
United States
Alva E.
The price is SAR 1,377
SAR 2,558 total
includes taxes & fees
1 Jan - 2 January 2026
Modern 3BR Home w/ Huge Backyard | LCP Collection
Private kitchen
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking

Vacation Home in La Grange Highlands

10.0 out of 10, Exceptional, (2)
"Good communication from beginning to the end. Will definitely stay at this property again on my next Chicago vacation."
United States
Arnie B.
The price is SAR 418
SAR 1,073 total
includes taxes & fees
9 Dec - 10 Dec
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking
Fridge, microwave, oven, stovetop
Cozy Home by O'Hare + EV Plug

Vacation Home in Des Plaines

9.0 out of 10, Wonderful, (4)
"Charming property in a quiet neighborhood. Host were exceptionally accommodating and replied promptly with questions. Would happily stay in this home again."
United States
Michael H.
The price is SAR 436
SAR 1,068 total
includes taxes & fees
7 Dec - 8 Dec
Cozy Home by O'Hare + EV Plug
Microwave, oven, stovetop, dishwasher
Spacious 5-bedroom house in nice Des Plaines with AC, WiFi

Vacation Home in Oakton

Spacious 5-bedroom house in nice Des Plaines with AC, WiFi
Private kitchen
Your Next Vacation Home

Vacation Home in Oakton

9.6 out of 10, Exceptional, (54)
"We enjoyed our stay"
United States
Lukose K.
The price is SAR 563
SAR 1,132 total
includes taxes & fees
9 Dec - 10 Dec
Your Next Vacation Home
Private kitchen
LUXE 3 BR, 2 BA + Hot Tub

Vacation Home in Elmhurst

8.8 out of 10, Excellent, (38)
"A really nice house, clean and well kept. Neighborhood is older but nice and quiet. Close to highway and lots of restaurants. The owner was very responsive and great to work with. I plan on using this VRBO again in future. Backyard was fenced in and I might bring my pets next time. "
United States
Scott C.
The price is SAR 591
SAR 1,279 total
includes taxes & fees
4 Dec - 5 Dec
LUXE 3 BR, 2 BA + Hot Tub
TV
Huge 4BR w/ Yard | Sleeps 8 | LCP Collection

Vacation Home in Des Plaines

9.2 out of 10, Wonderful, (9)
"5 experience awesome environment for everyone,this is " home away from home". Anytime I am visiting Chicago again this my new stay going forward ."
United States
Oluwaseun A.
The price is SAR 886
SAR 1,952 total
includes taxes & fees
4 Dec - 5 Dec
Huge 4BR w/ Yard | Sleeps 8 | LCP Collection
Smart TV
Enamored in Elmhurst

Vacation Home in Elmhurst

2.0 star property
10.0 out of 10, Exceptional, (13)
"Great stay"
United States
Aaron B.
The price is SAR 797
SAR 1,851 total
includes taxes & fees
11 Dec - 12 Dec
Enamored in Elmhurst
Exterior
NEW Luxuriously Detailed 4 Bedroom/2Ba Home Minutes Away From Attractions&Ohare

Vacation Home in Bensenville

The price is SAR 2,466
SAR 3,620 total
includes taxes & fees
8 Dec - 9 Dec
NEW Luxuriously Detailed 4 Bedroom/2Ba Home Minutes Away From Attractions&Ohare
Fridge, microwave, oven, stovetop
Luxury House minutes away from O'Hare and Downtown Chicago

Vacation Home in Bensenville

10.0 out of 10, Exceptional, (1)
"Easily the nicest place I have ever stayed at. Wonderful neighborhood, clean house, and great amenities. I’ll stay there again anyday. "
United States
Jacob F.
The price is SAR 1,046
SAR 2,597 total
includes taxes & fees
9 Dec - 10 Dec
Luxury House minutes away from O'Hare and Downtown Chicago
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
"a little pricey but convenient for traveling"
Jill 1-night trip
Posted 1 day ago
Hilton Chicago O'Hare Airport