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Our top choices for Chicago holiday homes
Holiday Home in Des Plaines
Getaway Near ORD With Great Local Amenities9.0 out of 10, Wonderful, (4)
"Very nice and clean place to stay at. Great communication from property manager. I would absolutely stay here again!"
Stephanie G.
The price is HK$542
HK$2,149 total
includes taxes & fees
11 Jan - 12 Jan 2026
Holiday Home in Waukegan
Home -2 bedroom, 4k projector8.8 out of 10, Excellent, (3)
"The host was so amazing! Made many accommodations to make my stay very enjoyable! The host was very responsive and available. I would recommend this home on Vrbo to anyone having to go to Great Lakes Illinois. I was able to attend my son’s Navy graduation which wasn’t far from this location. Great stay! "
You Tha Truth B.
The price is HK$778
HK$1,863 total
includes taxes & fees
19 Dec - 20 Dec
Holiday Home in La Grange Highlands
Guesthouse Gem 2BR, Smart TVs, W/D, & Parking10.0 out of 10, Exceptional, (2)
"Good communication from beginning to the end. Will definitely stay at this property again on my next Chicago vacation."
Arnie B.
Holiday Home in Schaumburg
Perfect modern 3-bedroom house Near Chicago • Fireplace & YardThe price is HK$1,070
HK$1,312 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Home in Avondale
Modern Apt in Trendy Neighborhood w/ Free Parking
Holiday Home in Mundelein
Quaint Bungalow, near Great Lakes Naval Base9.8 out of 10, Exceptional, (67)
"Great place and great price. Lots of restaurants around. Minutes from the highway for city access."
Joseph B.
The price is HK$1,050
HK$2,556 total
includes taxes & fees
27 Dec - 28 Dec
Holiday Home in Forest Park
Classic Forest Park Foursquare < 1 Mi to Blue LineThe price is HK$1,097
HK$3,166 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Home in Riverwoods
Master qtr close to nature & easy urban facilities9.8 out of 10, Exceptional, (73)
"Amazing area, loved the feel of it all and very quiet neighborhood."
Joshua K.
The price is HK$693
HK$1,436 total
includes taxes & fees
23 Dec - 24 Dec
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.
Top Chicago Hotel Reviews
The Whitehall Hotel, BW Premier Collection
10/10 Excellent
Find out more about Chicago
Chicago Vacation Homes information
Number of reviews | 301 |
|---|---|
Accommodation | 832 Vacation Homes |
Lowest Price | HK$1,312 |
Highest Price | HK$4,939 |
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