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Over 370,000 guest reviews for places to stay in Chicago, with an average of 4.8 out of 5 stars.

300+ places to stay

Private room
Rating 4.64 out of 5146 reviews
LARGE MASTER SUITE, PRIVATE BATHROOM, FREE PARKING
3 guests · Studio · 1 bed · 1 private bath
Free parking · Wifi · Kitchen · Heating
Plus
Entire flat
Rating 4.91 out of 579 reviews
Checkerboard Studio with Private Outdoor Hot Tub and Yard
2 guests · Studio · 1 bed · 1 bath
Wifi · Kitchen · Heating
SUPERHOST
Entire loft
Rating 4.92 out of 5464 reviews
Luxury Chicago Loft, 1 blk to train w/ 2 pkg spots
4 guests · 2 bedrooms · 2 beds · 2 baths
Free parking · Wifi · Kitchen · Heating
SUPERHOST
Private room
Rating 4.94 out of 5219 reviews
Hot Tub Heaven
2 guests · 1 bedroom · 1 bed · 2 baths
Wifi · Kitchen · Heating
Entire flat
Rating 4.70 out of 581 reviews
Luxury Studio In Heart of Downtown!(Sleeps 3)
3 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Kitchen · Heating
Private room
Rating 4.28 out of 532 reviews
Gorgeous Penthouse Room Downtown Chicago views!!!
2 guests · 1 bedroom · 1 bed · 1 private bath
Wifi · Kitchen · Heating
SUPERHOST
Entire flat
Rating 4.92 out of 5140 reviews
❤ Instagram worthy view! Luxury High-rise Downtown
4 guests · Studio · 1 bed · 1 bath
Wifi · Kitchen · Heating
SUPERHOST
Hotel room
Rating 4.84 out of 595 reviews
Gritty Chic River North - ACME Hotel
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Heating
Entire flat
Rating 4.55 out of 5153 reviews
Luxury 2BR Apartment In Chicago's Loop
5 guests · 2 bedrooms · 2 beds · 1 bath
Wifi · Kitchen · Heating
SUPERHOST
Hotel room
Rating 4.84 out of 564 reviews
Gritty Chic River North + ACME Hotel
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Heating
Entire flat
Rating 4.46 out of 5149 reviews
Very large & spacious garden apt
7 guests · Studio · 3 beds · 1 bath
Free parking · Wifi · Kitchen · Heating
Private room
Rating 4.73 out of 5176 reviews
Beautiful Private Master Room - Univ. of Chicago 2
2 guests · 1 bedroom · 1 bed · 1 private bath
Free parking · Wifi · Kitchen · Heating
SUPERHOST
Entire flat
Rating 4.91 out of 534 reviews
Domio | Merchandise Mart | Work Ready 1 BR + Pool and Fitness Center
4 guests · 1 bedroom · 3 beds · 1 bath
Wifi · Kitchen · Heating
Entire flat
Rating 4.58 out of 5110 reviews
Luxury 2 Bed in Chicago’s Loop Theatre District
5 guests · 2 bedrooms · 2 beds · 1 bath
Wifi · Kitchen · Heating
Entire flat
Rating 4.76 out of 584 reviews
Luxury Chicago Theater District Aparment
5 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
SUPERHOST
Entire flat
Rating 4.92 out of 5123 reviews
Modern Contemporary Lifestyle in the Loop
2 guests · Studio · 1 bed · 1 bath
Wifi · Kitchen · Heating
Private room
Rating 4.44 out of 5167 reviews
Convenient Quiet Oasis near Downtown and Beach
4 guests · 1 bedroom · 2 beds · 1 private bath
Wifi · Heating
Private room
Rating 4.66 out of 571 reviews
芝加哥唐人街好住处Chinatown Heart Place Room 2
2 guests · 1 bedroom · 1 bed · 1.5 shared baths
Wifi · Kitchen · Heating
1 18 of 300+ Rentals
Enter dates to see full pricing. Additional fees apply. Taxes may be added. Free cancellation only applicable within 48 hours from booking.