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
Guest favorite
Home in Omaha
4.92 out of 5 average rating, 86 reviews2 bedroom villa with garage in quiet neighborhood
Jan 8 – 15
€ 131 per night
Guest favorite
Apartment in Elkhorn
4.86 out of 5 average rating, 36 reviewsNEW 3 BR/2BA Townhome, 2-Car Garage, Seasonal Pool
Sep 20 – 27
€ 201 per night
Superhost
Home in Omaha
4.79 out of 5 average rating, 43 reviewsBEST HOT TUB VIEWS; 7,000 sqft Masterpiece
Sep 3 – 10
€ 972 per night
Guest favorite
Guest suite in Omaha
4.87 out of 5 average rating, 39 reviewsQuiet, upscale subdivision 12 mi to city center
Aug 6 – 13
€ 157 per night
Guest favorite
Home in Omaha
4.97 out of 5 average rating, 98 reviewsBeautiful large home in Historic Downtown Elkhorn
May 22 – 29
€ 310 per night
Guest favorite
Home in Omaha
5.0 out of 5 average rating, 18 reviewsLuxury Living in Desired West Omaha - Entire House
Jun 5 – 12
€ 500 per night
Superhost
Home in Omaha
4.87 out of 5 average rating, 39 reviewsOpen space & game room near I-80
May 27 – Jun 3
€ 143 per night
Guest favorite
Home in Douglas
5.0 out of 5 average rating, 10 reviewsCoventry Rows Townhomes-The Wildflower
Oct 8 – 15
€ 241 per night
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