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
Apartment in Chicago
4.92 out of 5 average rating, 497 reviews2BR Bursting w/ Character in Hip Logan Square!
Apartment in Lincoln Square
4.96 out of 5 average rating, 324 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
Apartment in Chicago
4.94 out of 5 average rating, 195 reviewsSpacious, light-drenched studio-private entrance!
Apartment in Forest Park
5.0 out of 5 average rating, 232 reviewsLike a Treehouse!
Apartment in Chicago
4.88 out of 5 average rating, 145 reviewsCharming Gold Coast One-Bedroom Near Downtown!
Apartment in Chicago
4.96 out of 5 average rating, 383 reviewsKing Bed, Huge Spa Shower, Dining Destination
Apartment in Chicago
4.98 out of 5 average rating, 140 reviewsModern Apt with style & comfort in Pilsen Chicago
Apartment in Chicago
4.98 out of 5 average rating, 257 reviewsAndersonville Cozy 1 bedroom basement suite
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 Berwyn
4.91 out of 5 average rating, 209 reviews“Dream slice of urban homesteading.”
Apartment in Chicago
4.87 out of 5 average rating, 108 reviewsCloud9 |XL Penthouse+Movie Theater+Gym |The Harper
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
4.8 out of 5 average rating, 25 reviewsSpacious Beautiful Condo
Apartment in Chicago
4.83 out of 5 average rating, 30 reviewsThe Professional's Playground
Weekly apartment rentals
Apartment in Chicago
4.98 out of 5 average rating, 203 reviewsSpacious 2BR on Quiet St - Free Park/Late Checkout
Apartment in Chicago
4.95 out of 5 average rating, 204 reviewsFree Parking & King Bed in Desirable Norwood Park!
Apartment in Chicago
4.82 out of 5 average rating, 490 reviewsGreat Location Studio II
Apartment in Chicago
4.78 out of 5 average rating, 139 reviewsRoomy Getaway in Vibrant Center of Lincoln Park
Apartment in Lake View
4.86 out of 5 average rating, 205 reviewsPrivate Queen Bedroom and En Suite Bath
Apartment in Chicago
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 Logan Square
4.97 out of 5 average rating, 260 reviewsLogan Square 2nd Floor Chicago Victorian
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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