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
4.95 out of 5 average rating, 117 reviewsComfortable, modern apartment 20 Min from Downtown
Apartment in Lincoln Square
4.96 out of 5 average rating, 325 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
Apartment in Logan Square
4.87 out of 5 average rating, 489 reviewsLogan Square Studio
Apartment in Chicago
4.95 out of 5 average rating, 369 reviewsA Vintage Pink House in the Heart of Chicago
Apartment in Chicago
4.98 out of 5 average rating, 140 reviewsModern Apt with style & comfort in Pilsen Chicago
Apartment in Irving Park
4.96 out of 5 average rating, 257 reviewsSpacious 1BR apartment in a central location
Apartment in Andersonville
4.98 out of 5 average rating, 257 reviewsAndersonville Cozy 1 bedroom basement suite
Apartment in Logan Square
4.83 out of 5 average rating, 485 reviewsRelaxed Bucktown/Wicker Park 1B Apt
Private apartment rentals
Apartment in Logan Square
4.97 out of 5 average rating, 260 reviewsLogan Square 2nd Floor Chicago Victorian
Apartment in Chicago
4.96 out of 5 average rating, 104 reviewsCute, Clean, Cozy Apartment in Pilsen
Apartment in Chicago
4.97 out of 5 average rating, 239 reviewsStylish First Flr. Studio. Best Location Division+Hermitage.
Apartment in Chicago
4.89 out of 5 average rating, 250 reviewsModern
Apartment in Logan Square
4.89 out of 5 average rating, 351 reviewsSunny Logan Square Artists' home
Apartment in Forest Park
4.93 out of 5 average rating, 605 reviewsPeaceful oasis in Forest Park
Apartment in Chicago
4.96 out of 5 average rating, 383 reviewsKing Bed, Huge Spa Shower, Dining Destination
Apartment in Andersonville
4.96 out of 5 average rating, 259 reviewsSunny, Cozy, Colorful Andersonville
Apartment rentals with a hot tub
Apartment in Chicago
4.88 out of 5 average rating, 402 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Apartment in Chicago
4.87 out of 5 average rating, 165 reviewsSkyline Serenity: Sauna, Hot Tub, Peloton, Views
Apartment in West Loop
4.87 out of 5 average rating, 108 reviewsCloud9 |XL Penthouse+Movie Theater+Gym |The Harper
Apartment in Berwyn
4.91 out of 5 average rating, 209 reviews“Dream slice of urban homesteading.”
Apartment in Chicago
4.92 out of 5 average rating, 38 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Apartment in Chicago
5.0 out of 5 average rating, 12 reviewsLake, City, & River View Condo
Apartment in Chicago
4.83 out of 5 average rating, 30 reviewsThe Professional's Playground
Apartment in Chicago
4.81 out of 5 average rating, 26 reviewsSpacious Beautiful Condo
Quick stats about apartment rentals in Chicago
Total rentals
5.9K properties
Rentals with dedicated workspaces
3.8K properties have a dedicated workspace
Rentals with a pool
750 properties have a pool
Pet-friendly rentals
2K properties allow pets
Family-friendly rentals
2.7K properties are a good fit for families
Total number of reviews
253K reviews
Destinations to explore
- Downtown Chicago Holiday rentals
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