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 Lake View
A Whimsical Fairy-tale Loft in Ravenswood Chicago
Rental unit in Edgewater
Ravenswood Guest House Annex
Rental unit in Norwood Park
Free Parking & King Bed in Desirable Norwood Park!
Rental unit in Logan Square
Modern Logan Square Apartment, steps from train!
Rental unit in Andersonville
Andersonville Cozy 1 bedroom basement suite
Rental unit in Berwyn
The Green Bungalow: Charming 1-BR apt. with patio
Rental unit in Irving Park
Spacious 1BR apartment in a central location
Rental unit in Lincoln Park
Redesigned Lower Level Studio in Historic Building
Apartment rentals with a hot tub
Rental unit in West Town
Checkerboard Studio with Private Outdoor Hot Tub and Yard
Rental unit in Berwyn
“Dream slice of urban homesteading.”
Rental unit in Chicago
Skyline Serenity: Sauna, Hot Tub, Peloton, Views
Rental unit in West Loop
Cloud9 |XL Penthouse+Movie Theater+Gym |The Harper
Rental unit in Logan Square
Luxe Suite + Spa House Retreat! Pets Welcome
Rental unit in Streeterville
Lake, City, & River View Condo
Rental unit in West Rogers Park
Spacious Beautiful Condo
Rental unit in The Loop
The Areal Oasis
Weekly apartment rentals
Rental unit in Uptown
Cozy loft in Chicago's Uptown
Rental unit in Chicago
Modern Apt with style & comfort in Pilsen Chicago
Rental unit in Irving Park
⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Rental unit in Logan Square
Sunny Logan Square Artists' home
Rental unit in Pilsen Historic District
Modern
Rental unit in Avondale
Attic apartment in a hip neighborhood!
Rental unit in Avondale
Cozy Avondale apt right by Belmont blue line stop
Rental unit in Lincoln Park
Roomy Getaway in Vibrant Center of Lincoln Park
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 Vacation rentals
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