Apartment holiday rentals in Chicago
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Top-rated apartment rentals in Chicago
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Chicago apartment rentals
Weekly apartment rentals
Apartment in Chicago
4.86 out of 5 average rating, 123 reviewsQuiet, Modern, Convenient 2 bedroom condo
Apartment in Chicago
4.98 out of 5 average rating, 260 reviewsNorthside Chicago Favorite with parking!
Apartment in Chicago
4.87 out of 5 average rating, 441 reviewsHumboldt Park Traveler's Lodge
Apartment in Chicago
4.99 out of 5 average rating, 222 reviews❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
Apartment in Chicago
4.97 out of 5 average rating, 109 reviewsStylish 3BR + Free Parking 10-15mins from Downtown
Apartment in Chicago
4.98 out of 5 average rating, 237 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Apartment in Oak Park
4.96 out of 5 average rating, 132 reviewsPicture Perfect 3Bed Steps from Train and FLW
Apartment in Oak Park
4.78 out of 5 average rating, 311 reviewsPeaceful Oak Park Condo Next to Green Line Metro
Pet-friendly apartment rentals
Apartment in Evanston
4.76 out of 5 average rating, 573 reviewsSpacious Evanston Unit - Walk to Northwestern U
Apartment in Chicago
4.88 out of 5 average rating, 239 reviews2 King Bed Condo Easy Downtown Free Street Parking
Apartment in Chicago
4.93 out of 5 average rating, 194 reviewsPvt 1bdr Rogers Park, Loyola, Northwestern.
Apartment in Chicago
4.93 out of 5 average rating, 114 reviewsClifton Garden Oasis 1 Min Walk to Wrigley
Apartment in Chicago
4.91 out of 5 average rating, 305 reviewsSusie's Space. 2BR easy parking & pet friendly
Apartment in Chicago
4.83 out of 5 average rating, 313 reviewsChic and Charming Vintage Condominium in Lincoln Park
Apartment in Chicago
4.82 out of 5 average rating, 185 reviewsCan't Beat This 2min Walk to Wrigley!
Apartment in Chicago
4.9 out of 5 average rating, 103 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
Apartment rentals with a pool
Apartment in Chicago
4.74 out of 5 average rating, 152 reviewsCentral Downtown Location-Modern 2BR Condo
Apartment in Evanston
4.91 out of 5 average rating, 105 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba
Apartment in Elk Grove Village
4.95 out of 5 average rating, 57 reviewsJust remodeled apartment close to airport and mall
Apartment in Lisle
4.92 out of 5 average rating, 49 reviewsPeaceful Condo in Lisle, Illinois
Apartment in Lombard
4.95 out of 5 average rating, 38 reviewsPond View, Washer Dryer, Non Smoking, Pet Free
Apartment in Chicago
4.8 out of 5 average rating, 20 reviewsLovely condo studio
Apartment in Chicago
4.68 out of 5 average rating, 28 reviews1 bedroom in the heart of downtown Chicago.
Room in Naperville
4.5 out of 5 average rating, 6 reviewsPrivate Bedroom with Private Bath - 2nd floor
Quick stats about apartment rentals in Chicago
Total rentals
1.1K properties
Rentals with dedicated workspaces
630 properties have a dedicated workspace
Rentals with a pool
100 properties have a pool
Pet-friendly rentals
300 properties allow pets
Family-friendly rentals
640 properties are a good fit for families
Total number of reviews
61K reviews
Destinations to explore
- Downtown Chicago Holiday rentals
- Milwaukee Holiday rentals
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- Lake Michigan Beach Holiday rentals
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