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Apartment vacation rentals in Chicago
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Chicago
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago apartment rentals
Apartment rentals with air conditioning
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Rental unit in Andersonville
4.96 out of 5 average rating, 498 reviewsStunning Retro Apartment in Andersonville
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Rental unit in Lincoln Square
4.96 out of 5 average rating, 330 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
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Rental unit in Lake View
4.87 out of 5 average rating, 255 reviewsWELCOME TO NANCY'S PAD!
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Rental unit in Logan Square
4.91 out of 5 average rating, 391 reviewsThe Grotto of Logan Square
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Rental unit in Forest Park
4.93 out of 5 average rating, 617 reviewsPeaceful oasis in Forest Park
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Rental unit in Andersonville
4.82 out of 5 average rating, 453 reviewsLovely Andersonville Apt with Ideal Location
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Rental unit in Logan Square
4.87 out of 5 average rating, 496 reviewsLogan Square Studio
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Rental unit in Lincoln Square
4.88 out of 5 average rating, 216 reviewsNewly Rehabbed! 2br with Vintage Charm
Apartment rentals with a hot tub
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Rental unit in West Town
4.88 out of 5 average rating, 410 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
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Rental unit in Near South Side
4.87 out of 5 average rating, 175 reviewsSkyline Serenity: Sauna, Hot Tub, Peloton, Views
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Rental unit in Berwyn
4.9 out of 5 average rating, 220 reviews“Dream slice of urban homesteading.”
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Rental unit in Logan Square
4.92 out of 5 average rating, 48 reviewsLuxe Suite + Spa House! Key West Resort n Chicago!
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Rental unit in The Loop
5 out of 5 average rating, 16 reviewsThe Downtown Oasis (2BD / 2BA)
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Rental unit in Brighton Park
4.67 out of 5 average rating, 3 reviewsCozy 2 Bed Apt - Midway Airport
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Rental unit in West Loop
5 out of 5 average rating, 4 reviewsCloud9 | Co-Working+Golf|@Fulton Market |The Dada
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Rental unit in West Rogers Park
4.85 out of 5 average rating, 33 reviewsSpacious Beautiful Condo
Weekly apartment rentals
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Rental unit in Des Plaines
4.83 out of 5 average rating, 107 reviewsNewly Renovated, Safe, 1 Bdrm, Self Check-in
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Rental unit in Near South Side
4.87 out of 5 average rating, 104 reviewsMcCormick 2B/2Ba for up to 6 guests w Opt Parking
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Rental unit in Oak Park
4.92 out of 5 average rating, 124 reviewsLovely, spacious 2bd, 1bath home w/free parking
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Rental unit in Wicker Park
4.78 out of 5 average rating, 233 reviewsPrivate Studio Apt in the Heart of Wicker Park!
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Rental unit in Pilsen Historic District
4.86 out of 5 average rating, 214 reviewsSpectacular Pilsen Studio for 2!
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Rental unit in Chicago
4.83 out of 5 average rating, 177 reviewsYour brand new Chicago suite (unit 1F)
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Rental unit in Lake View
4.99 out of 5 average rating, 246 reviewsA Whimsical Fairy-tale Loft in Ravenswood Chicago
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Rental unit in Portage Park
4.99 out of 5 average rating, 195 reviewsNW Chicago Apartment in Safe Neighborhood
Quick stats about apartment rentals in Chicago
Total rentals
5.8K properties
Total number of reviews
273K reviews
Family-friendly rentals
2.8K properties are a good fit for families
Pet-friendly rentals
2K properties allow pets
Rentals with a pool
740 properties have a pool
Rentals with dedicated workspaces
3.8K properties have a dedicated workspace
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