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Apartment rentals in Downtown Chicago

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Downtown Chicago

Guests agree: these apartments are highly rated for location, cleanliness, and more.

Superhost
Apartment in Gold Coast
Spectacular Penthouse Corner 2BR in Streeterville
Stunning 1,200 square foot top-floor corner penthouse with oversize windows, an open layout, and dramatic city and lake views in multiple directions. This bright and modern two bedroom, one bathroom apartment is perfect for travelers looking for a stylish escape in the sky in downtown Chicago just off the Magnificent Mile and the lakefront. The building has great amenities including an amazing rooftop terrace with 360 degree views of the skyline and the lake. This is the best location in the cit
Superhost
Apartment in Wicker Park
Newly remodeled 1BR! Only 5 MIN walk to BLUE LINE!
Located in the heart of Wicker Park, just a 5 min walk to the Damen blue line stop. This phenomenal location allows you to access EVERYTHING Chicago has to offer without having to rent a car. Experience the best of Chicago, all within a short walk from your stay. World class bars, restaurants, and shopping all within walking distance. Want to explore downtown or catch a Cubs game at Wrigley? Hop on the "L" train and use the CTA to go anywhere in the city. This cozy garden apartment has it all.
Superhost
Apartment in Lincoln Park
Lincoln Pk-Kingbd-fast WiFi-parking-crib/Highchair
A Wonderful 2 bedroom Airbnb in the Superhot Lincoln Park neighborhood on a block where homes sell from 5 million to 12.5 million dollars. The apartment was totally renovated adding new furniture, 50-inch High-Definition Flatscreen in the Livingroom, a fully stocked kitchen, superfast wifi, parking space, rooftop deck, Patio, washer, and dryer inside the apartment, see all that is offered below. The train (EL) stop. Pack-in-play, highchair, kids. Millennium Pk, Navy Pier, Mag Mile, Museum.

Weekly apartment rentals

Superhost
Apartment in West Town
Checkerboard Studio with Private Outdoor Hot Tub and Yard
Feb. 23 – Mar. 1
$204 CAD per night
Superhost
Apartment in Lincoln Park
Explore Lincoln Park from a Polished Apartment
Oct. 27 – Nov. 3
$339 CAD per night
Superhost
Apartment in Chicago
Fully Furnished Apartment Wicker Park Free Parking
Jan. 13 – 20
$183 CAD per night
Superhost
Apartment in Little Italy
Spacious 2BR on Quiet St - Free Park/Late Checkout
Feb. 18 – 25
$313 CAD per night
Superhost
Apartment in Gold Coast
Charming Gold Coast One-Bedroom Near Downtown!
Apr. 2 – 9
$183 CAD per night
Superhost
Apartment in Uptown
Enjoy Chicago’s Nightlife from Studio Apartment
Jan. 9 – 16
$123 CAD per night
Superhost
Apartment in Magnificent Mile
Urban Chic Apartment by the Magnificent Mile
Feb. 2 – 9
$403 CAD per night
Superhost
Apartment in Logan Square
King Bed, Huge Spa Shower, Dining Destination
Jan. 8 – 15
$276 CAD per night
Superhost
Apartment in West Loop
Garden Apartment in the Historic Heart of the City
Mar. 21 – 28
$146 CAD per night
Superhost
Apartment in Wrigleyville
Stylish, posh, and very private flat
Feb. 3 – 10
$172 CAD per night
Superhost
Apartment in Chicago
Charming renovated Victorian apartment in Old Town
Apr. 24 – May 1
$226 CAD per night
Superhost
Apartment in Logan Square
Cozy and Comfy 1BR Apartment in Logan Square!
Feb. 2 – 9
$175 CAD per night

Private apartment rentals

Superhost
Apartment in Lincoln Park
Sophisticated Flat in Historic Building
Superhost
Apartment in The Loop
1BR South Loop Loft I Superhost + Top Rated!
Superhost
Apartment in Chicago
Explore the City from an Elegant, Urban Retreat
Superhost
Apartment in Near North Side
Great Location Studio in the Gold Coast!!
Superhost
Apartment in Wicker Park
Private Studio Apt in the Heart of Wicker Park!
Superhost
Apartment in Irving Park
Explore Chicago from an Urban Sanctuary with Free Parking
Superhost
Apartment in Lincoln Park
Lincoln Paradise– Steps to Park & Zoo!
Superhost
Apartment in Lincoln Park
New! Beautiful 2BR Apartment in Old Town
Superhost
Apartment in Near North Side
Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
Superhost
Apartment in West Town
Ukrainian Village Garden Retreat
Superhost
Apartment in Chicago
Comfy River West Apt with Free Parking
Superhost
Apartment in Lincoln Park
The Biddle House (#2)

Apartment rentals with a hot tub

Superhost
Apartment in Chicago
Amazing Location | Stunning Views | Free Parking
Superhost
Apartment in Berwyn
Spoke Pockette Micro Flower Farm
Superhost
Apartment in Streeterville
Downtown 1BR W/Patio Gym Parking
Superhost
Apartment in Logan Square
Luxe Suite + Spa House Retreat! Pets Welcome
Superhost
Apartment in Chicago
City Life, Neighborhood Comfort - Studio
Superhost
Apartment in West Loop
Skyline Oasis: City & Lake Views
Superhost
Apartment in West Loop
Cloud9 | XL Penthouse for 6 | The Harper
Superhost
Apartment in The Loop
King Bed Corner Apt in Downtown Chicago + Balcony!
Superhost
Apartment in The Loop
Cityscape Condo w/ Bowling Alley
Superhost
Apartment in The Loop
✪ Great Location Luxury Views Business POOL & SPA✪
Superhost
Apartment in Chicago
Relaxing Rooftop Hot Tub Perfect For Fall
Superhost
Apartment in Old Town
Level - Studio with full kitchen

Destinations to explore