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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

SUPERHOST
Entire guest suite
Rating 4.90 out of 5369 reviews
Vintage Storefront on 18th Street
4 guests · 1 bedroom · 1 bed · 1.5 baths
Wifi · Heating
Entire flat
Rating 4.15 out of 5369 reviews
South loop 1 bdrm apt parking&WiFi
5 guests · 1 bedroom · 2 beds · 1 bath
Wifi · Kitchen · Heating
SUPERHOST
Private room
Rating 4.92 out of 5543 reviews
Shared Artist Loft Own Private Room
3 guests · 1 bedroom · 2 beds · 1 private bath
Wifi · Kitchen · Heating
Private room
Rating 4.80 out of 5217 reviews
Loft Style Private Apt (1 Room- 420 Friendly)
2 guests · 1 bedroom · 1 bed · 1 shared bath
Wifi · Kitchen · Heating
Private room
Rating 4.75 out of 5204 reviews
Beautiful Private Room Near CTA With Free Parking
3 guests · 1 bedroom · 1 bed · 1 shared bath
Wifi · Kitchen · Heating
Entire flat
Rating 4.12 out of 5222 reviews
Elegant south loop 2 bedroom apt, parking, WiFi
6 guests · 2 bedrooms · 2 beds · 1 bath
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 condominium
Rating 4.91 out of 575 reviews
▌▌▌THREE LEVEL Skyline View Chicago Penthouse ▌▌▌
14 guests · 3 bedrooms · 3 beds · 2.5 baths
Free parking · Wifi · Kitchen · Heating
Private room
Rating 4.40 out of 5278 reviews
Relaxing private bedroom, AC,free WiFi,Netfix,park
2 guests · 1 bedroom · 1 bed · 1 shared bath
Wifi · Kitchen · Heating
SUPERHOST
Private room
Rating 4.85 out of 5307 reviews
Private Room Nr McCormick & Dtwn
2 guests · 1 bedroom · 1 bed · 1 shared bath
Wifi · Kitchen · Heating
SUPERHOST
Entire flat
Rating 4.96 out of 5339 reviews
Great location.
2 guests · 1 bedroom · 1 bed · 1 bath
Free parking · Wifi · Heating
SUPERHOST
Private room
Rating 4.76 out of 5134 reviews
Restoring Chicago Speakeasy from 1920's Room 1A
2 guests · 1 bedroom · 2 beds · 2 baths
Wifi · Kitchen · Heating
Entire guest suite
Rating 4.52 out of 5111 reviews
Little Village studio
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Heating
Entire guest suite
Rating 4.50 out of 5101 reviews
Comfy 1 bedroom apartment, parking, Wi-Fi, fruits
6 guests · 1 bedroom · 3 beds · 1 bath
Wifi · Kitchen · Heating
SUPERHOST
Entire flat
Rating 4.78 out of 5285 reviews
Sunny & Updated Vintage 2BR/1BA!
7 guests · 2 bedrooms · 3 beds · 1 bath
Wifi · Kitchen · Heating
Private room
Rating 4.43 out of 5174 reviews
A modern space blocks from public transportation
3 guests · 1 bedroom · 1 bed · 1 private bath
Free parking · Wifi · Kitchen · Heating
Entire flat
Rating 4.69 out of 516 reviews
Norridge, Chicago apartment
3 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
SUPERHOST
Private room
Rating 4.92 out of 5397 reviews
SHARED Artist Loft . Very Unique
3 guests · 2 bedrooms · 1 bed · 1 private bath
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.