Vacation rentals in Chicago
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Top-rated vacation rentals in Chicago
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago vacation rentals
Other great vacation rentals in Chicago
Vacation home in Medina
4.67 out of 5 average rating, 3 reviewsHunting and Fishing rental house. Medina ND.
May 21 – 28
G$39,677 GYD per night
Guest favorite
Home in Dawson
4.92 out of 5 average rating, 25 reviewsSerenity Lodging. Hunt, Fish, Play, Relax, Enjoy!
Oct 1 – 8
G$33,411 GYD per night
Guest favorite
Home in Gackle
5.0 out of 5 average rating, 7 reviewsOutdoor Getaway
Sep 30 – Oct 7
G$59,424 GYD per night
Home in Wimbledon
5.0 out of 5 average rating, 4 reviewsThe Stone Wall Mansion!
Dec 20 – 27
G$33,582 GYD per night
Guest favorite
Home in Wing
5.0 out of 5 average rating, 6 reviewsHank's
Apr 5 – 12
G$29,740 GYD per night
Ranch in Pingree
4.89 out of 5 average rating, 18 reviewsBison Ranch Lodge
Aug 31 – Sep 7
G$75,273 GYD per night
Guest favorite
Home in Jamestown
4.9 out of 5 average rating, 48 reviewsSpacious 3 bedroom Craftsman style home Jamestown
Feb 13 – 20
G$37,393 GYD per night
Apartment in Medina
4.75 out of 5 average rating, 12 reviewsBeautiful suite just off i-94!
Jul 25 – Aug 1
G$35,520 GYD per night
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