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300+ stays · 4 guests

Stays in Chicago

More than 370,000 guests have stayed in Chicago.
On average they rated their stays 4.8 out of 5 stars.
SUPERHOST
Entire apartment
Hip Chicago Apartment - FREE Parking Spot Included
4 guests2 bedrooms2 beds1 bath
Free parkingWifiKitchenHeating
Price:$40 / 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 townhouse
Wicker Shops, Eats | Spacious + Roofdeck | Zencity
6 guests2 bedrooms2 beds3 baths
WifiKitchenHeating
Includes cancellation flexibility
Price:$35 / night
SUPERHOST
Entire condominium
Cozy Apartment with Free Parking
5 guests3 bedrooms3 beds1 bath
Free parkingWifiKitchenHeating
Includes cancellation flexibility
Price:$43 / night
Plus
Entire apartment
Arrive in a Beautiful Loft Style Apartment
8 guests2 bedrooms2 beds2 baths
WifiKitchenHeating
Includes cancellation flexibility
Price:$72 / night
Entire apartment
Steps to Shops, Eats | Open Loft w/ W&D | Zencity
5 guests2 bedrooms2 beds1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$21 / night
Entire apartment
Amazing 2BR-2BA in the heart of Downtown Chicago
10 guests2 bedrooms5 beds2 baths
WifiKitchenHeating
Price:$50 / night
Private room
Spacious 2 bd Flat in Posh Lincoln Park (Sleeps 8)
8 guests2 bedrooms5 beds1 private bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$35 / night
Entire apartment
Lofted 2nd Floor Apartment with Spiral Staircase
5 guests2 bedrooms4 beds1 bath
WifiKitchenHeating
Price:$65 / night
Entire apartment
Downtown Penthouse with Private Rooftop!
10 guests2 bedrooms5 beds2 baths
Free parkingWifiKitchenHeating
Price:$38 / night
SUPERHOST
Entire apartment
Delightful 3 bed 2 bath with Free Parking!
6 guests3 bedrooms3 beds2 baths
Free parkingWifiKitchenHeating
Includes cancellation flexibility
Price:$64 / night
Entire apartment
The Authentic @ Lincoln Park (Street Parking Avl)
6 guests2 bedrooms5 beds1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$50 / night
SUPERHOST
Entire apartment
Unwind in a Charming Apartment with Skylights
6 guests2 bedrooms3 beds1 bath
WifiKitchenHeating
Includes cancellation flexibility
Price:$84 / night
Entire apartment
❤️ $1900 APRIL SPECIALS! Huge Apt for Big Groups
8 guests2 bedrooms4 beds2 baths
Free parkingWifiKitchenHeating
Price:$45 / night
Plus
Entire apartment
Archways Apartment Across from Lincoln Park Zoo
5 guests2 bedrooms2 beds2 baths
WifiKitchenHeating
Includes cancellation flexibility
Price:$72 / night
SUPERHOST
Entire apartment
Chic Penthouse Corner 3BR Loft In Fulton Market
12 guests3 bedrooms7 beds2 baths
WifiKitchenHeating
Includes cancellation flexibility
Price:$80 / night
Entire apartment
DOWNTOWN! 7BED/2BATH! PRIVATE ROOFTOP! Sleeps 14!!
14 guests3 bedrooms6 beds2 baths
Free parkingWifiKitchenHeating
Price:$60 / night
SUPERHOST
Entire apartment
Clean & Bright Chicago Condo - FREE Parking Spot
4 guests2 bedrooms2 beds1 bath
Free parkingWifiKitchenHeating
Price:$50 / night
Entire apartment
IMMACULATE Brand New Penthouse Downtown Chicago!!!
16+ guests4 bedrooms7 beds3.5 baths
Free parkingWifiKitchenHeating
Price:$40 / night
Entire apartment
Stunning Condo sleeps 13 - Downtown River North
13 guests3 bedrooms6 beds2 baths
Free parkingWifiKitchenHeating
Price:$30 / night
1 20 of 300+ places to stay
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