Apartment holiday rentals in Chicago
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Top-rated apartment rentals in Chicago
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Holiday rentals for every style
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Popular amenities for Chicago apartment rentals
Weekly apartment rentals
Apartment in Chicago
4.97 out of 5 average rating, 103 reviewsStylish 3BR + Free Parking 10-15mins from Downtown
Apartment in East Garfield Park
4.9 out of 5 average rating, 136 reviewsEast Garfield Park 2 Bedroom
Apartment in Chicago
4.98 out of 5 average rating, 204 reviewsNear Lake Michigan & Wrigley Field
Apartment in Chicago
4.98 out of 5 average rating, 256 reviewsNorthside Chicago Favorite with parking!
Apartment in Chicago
4.96 out of 5 average rating, 127 reviewsEast Lakeview Designer Condo with 2 Bd, 2 Bath
Apartment in Chicago
4.88 out of 5 average rating, 235 reviews2 King Bed Condo Easy Downtown Free Street Parking
Apartment in Chicago
4.91 out of 5 average rating, 233 reviewsModern/Spacious 2BR/2BA West Town
Apartment in Chicago
4.98 out of 5 average rating, 283 reviewsSunny Apartment Just 2 Blocks from Wrigley and Boystown
Pet-friendly apartment rentals
Apartment in Evanston
4.76 out of 5 average rating, 568 reviewsSpacious Evanston Unit - Walk to Northwestern U
Apartment in Chicago
4.99 out of 5 average rating, 214 reviews❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
Apartment in Chicago
4.94 out of 5 average rating, 111 reviewsClifton Garden Oasis 1 Min Walk to Wrigley
Apartment in Chicago
4.91 out of 5 average rating, 300 reviewsSusie's Space. 2BR easy parking & pet friendly
Apartment in Chicago
4.92 out of 5 average rating, 100 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
Apartment in Chicago
4.78 out of 5 average rating, 201 reviewsModern Luxury In Old Town - Sleeps 4
Apartment in Chicago
4.83 out of 5 average rating, 179 reviewsCan't Beat This 2min Walk to Wrigley!
Apartment in Chicago
4.83 out of 5 average rating, 308 reviewsChic and Charming Vintage Condominium in Lincoln Park
Apartment rentals with a pool
Apartment in Chicago
4.74 out of 5 average rating, 147 reviewsCentral Downtown Location-Modern 2BR Condo
Apartment in Evanston
4.91 out of 5 average rating, 102 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba
Apartment in Lisle
4.95 out of 5 average rating, 44 reviewsPeaceful Condo in Lisle, Illinois
Apartment in Elk Grove Village
4.95 out of 5 average rating, 56 reviewsJust remodeled apartment close to airport and mall
Apartment in Lombard
4.71 out of 5 average rating, 24 reviewsSmoke Free Community, Pet Free Unit, Washer Dryer
Apartment in Chicago
4.75 out of 5 average rating, 16 reviewsLovely condo studio
Apartment in Chicago
4.7 out of 5 average rating, 27 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
- Lake Geneva Holiday rentals
- Lake Michigan Beach Holiday rentals
- Saugatuck Holiday rentals
- Evanston Holiday rentals
- Holland Holiday rentals
- South Haven Holiday rentals
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- South Side Holiday rentals
- South Bend Holiday rentals
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- Fitness-friendly rentals Chicago
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