Apartment vacation 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.
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
Rental unit in Edgewater
4.93 out of 5 average rating, 384 reviewsRavenswood Guest House Annex
Rental unit in Lincoln Square
4.93 out of 5 average rating, 196 reviewsSpacious, light-drenched studio-private entrance!
Rental unit in Lincoln Square
4.96 out of 5 average rating, 326 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
Rental unit in Norwood Park
4.95 out of 5 average rating, 204 reviewsFree Parking & King Bed in Desirable Norwood Park!
Rental unit in West Town
4.96 out of 5 average rating, 267 reviewsTurquoise Wonder - Clean, Cozy & Stylish Apt
Rental unit in Andersonville
4.98 out of 5 average rating, 255 reviewsAndersonville Cozy 1 bedroom basement suite
Rental unit in Little Italy
4.98 out of 5 average rating, 203 reviewsSpacious 2BR on Quiet St - Free Park/Late Checkout
Rental unit in Oak Park
4.97 out of 5 average rating, 169 reviewsChic Retreat in Historic Victorian House-Park Free
Apartment rentals with a hot tub
Rental unit in West Town
4.88 out of 5 average rating, 402 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Rental unit in Berwyn
4.91 out of 5 average rating, 213 reviews“Dream slice of urban homesteading.”
Rental unit in Near South Side
4.87 out of 5 average rating, 166 reviewsSkyline Serenity: Sauna, Hot Tub, Peloton, Views
Rental unit in Logan Square
4.92 out of 5 average rating, 39 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Rental unit in West Rogers Park
4.81 out of 5 average rating, 27 reviewsSpacious Beautiful Condo
Rental unit in Streeterville
5 out of 5 average rating, 12 reviewsLake, City, & River View Condo
Rental unit in The Loop
4.83 out of 5 average rating, 30 reviewsThe Professional's Playground
Rental unit in West Loop
5 out of 5 average rating, 13 reviewsSkyline Oasis: City & Lake Views
Weekly apartment rentals
Rental unit in Logan Square
4.89 out of 5 average rating, 351 reviewsSunny Logan Square Artists' home
Rental unit in Near North Side
4.8 out of 5 average rating, 506 reviewsGreat Location!!-12
Rental unit in Gold Coast
4.88 out of 5 average rating, 146 reviewsCharming Gold Coast One-Bedroom Near Downtown!
Rental unit in Lake View
4.93 out of 5 average rating, 173 reviewsCharming Apt. near Wrigley/Cubs, Ravenswood/Uptown
Rental unit in Wrigleyville
4.93 out of 5 average rating, 193 reviewsTaj Ma-small at Wrigley
Rental unit in Chicago
4.98 out of 5 average rating, 142 reviewsModern Apt with style & comfort in Pilsen Chicago
Rental unit in Logan Square
4.97 out of 5 average rating, 261 reviewsLogan Square 2nd Floor Chicago Victorian
Rental unit in Logan Square
4.91 out of 5 average rating, 382 reviewsThe Grotto of Logan Square
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
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- Downtown Chicago Vacation rentals
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