Skip to content
)
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

Entire condominium
Great 2-4 Beds near UofChicago Hyde Park/Woodlawn
8 guests2 bedrooms4 beds1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$69 / night
SUPERHOST
Entire condominium
▌▌▌THREE LEVEL Skyline View Chicago Penthouse ▌▌▌
14 guests3 bedrooms4 beds2.5 baths
Free parkingWifiKitchenHeating
Includes cancellation flexibility
Price:$147 / night
Entire apartment
Beautiful 3-bed Condo Near University of Chicago
8 guests3 bedrooms5 beds1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$57 / night
Entire apartment
The Authentic @ Lincoln Park (Street Parking Avl)
6 guests2 bedrooms5 beds1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$50 / night
Entire apartment
Bright and Sunny Logan Square Apartment
6 guests2 bedrooms2 beds1 bath
Free parkingWifiKitchenHeating
Price:$60 / night
SUPERHOST
Entire apartment
2BR Apt with Unique Charm in Bucktown/Wicker Park
6 guests2 bedrooms2 beds1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$55 / night
Private room
Got Cabin Fever or Need Temporary Accommodations
5 guests1 bedroom1 bed1 private bath
Free parkingWifiKitchenHeating
Includes cancellation flexibility
Price:$25 / night
Entire apartment
No crazy fees! Instant Book it! Great Location!
8 guests2 bedrooms5 beds1 bath
Free parkingWifiKitchenHeating
Includes cancellation flexibility
Price:$70 / night
Plus
Entire loft
Walk to Oak Park from a Bright Madison Street Loft
6 guests2 bedrooms3 beds2 baths
Free parkingWifiKitchenHeating
Price:$99 / night
Entire house
BOOK HERE
12 guests4 bedrooms3 beds2.5 baths
Free parkingWifiKitchenHeating
Includes cancellation flexibility
Price:$175 / night
Entire condominium
Center of Lincoln Park/Depaul/Wrigley+ parking!
8 guests2 bedrooms3 beds1 bath
Free parkingWifiKitchenHeating
Includes cancellation flexibility
Price:$86 / night
Entire apartment
Amazing location and price. Instant Book it Now!
10 guests2 bedrooms6 beds1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$65 / night
SUPERHOST
Entire apartment
Your get away to Canaryville in Chicago (unit 1R)
5 guests2 bedrooms2 beds1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$45 / night
Plus
Entire apartment
Walk to Oak Park from Turn-of-the-Century Apt, Pets Welcome
6 guests2 bedrooms3 beds1 bath
Free parkingWifiKitchenHeating
Price:$79 / night
Entire apartment
IMMACULATE Brand New Penthouse Downtown Chicago!!!
16+ guests4 bedrooms7 beds3.5 baths
Free parkingWifiKitchenHeating
Price:$40 / night
Entire apartment
Best location! Instant Book it! entire 1st floor
6 guests2 bedrooms4 beds1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$73 / night
SUPERHOST
Entire apartment
ENTIRE CLEAN MODERN 2 BR APT HAVEN/GARAGE PARKING
4 guests2 bedrooms2 beds1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$47 / night
SUPERHOST
Entire apartment
Wicker Park/Bucktown 2BR Apartment, free parking!
6 guests2 bedrooms3 beds1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$99 / night
Plus
Entire apartment
Urban Chic Apartment by the Magnificent Mile
4 guests2 bedrooms2 beds1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$150 / night
SUPERHOST
Entire loft
Stylish Penthouse w/Private Rooftop
6 guests3 bedrooms3 beds2 baths
Free parkingWifiKitchenHeating
Includes cancellation flexibility
Price:$99 / night
1 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.