Search Vacation Homes in Chicago
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Our top choices for Chicago vacation homes
Vacation Home in Avondale
Modern Apt in Trendy Neighborhood w/ Free Parking$159 nightly
The price is $185
Jan 4 - Jan 5, 2026
Total with taxes and fees
Vacation 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.
$265 nightly
The price is $280
Dec 16 - Dec 17
Total with taxes and fees
Vacation Home in Waukegan
Home -2 bedroom, 4k projector10.0 out of 10, Exceptional, (2)
"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.
$226 nightly
The price is $240
Dec 19 - Dec 20
Total with taxes and fees
Vacation 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.
$310 nightly
The price is $329
Dec 27 - Dec 28
Total with taxes and fees
Vacation Home in Schaumburg
Perfect modern 3-bedroom house Near Chicago • Fireplace & Yard$158 nightly
The price is $169
Dec 16 - Dec 17
Total with taxes and fees
Vacation 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.
$238 nightly
The price is $255
Dec 16 - Dec 17
Total with taxes and fees
Vacation Home in Belmont Cragin
Theater • Game Room • Gym • Firepit • 4BR Home$420 nightly
The price is $511
Jan 14 - Jan 15, 2026
Total with taxes and fees
Vacation Home in Forest Park
Classic Forest Park Foursquare < 1 Mi to Blue Line$384 nightly
The price is $409
Dec 17 - Dec 18
Total with taxes and fees
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
Hilton Chicago/Magnificent Mile Suites
10/10 Excellent
Find out more about Chicago
Chicago Vacation Homes information
Number of reviews | 289 |
|---|---|
Accommodation | 822 Vacation Homes |
Lowest Price | $185 |
Highest Price | $646 |
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