300+ stays
Stays in Chicago

More than 330,000 guests have stayed in Chicago.
On average they rated their stays 4.8 out of 5 stars.
Entire rental unit in West Town/Noble Square
New Spot in West Town pt.2!
3 guests1 bedroom2 beds1 bath
WifiKitchenAir conditioningWasher
$95 per night
Entire rental unit in Uptown
Lovely Studio in Great Location Chicago
2 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioningWasher
$91 per night
SUPERHOST
Entire rental unit in West Town/Noble Square
Great location. Free parking.
2 guests1 bedroom1 bed1 bath
WifiAir conditioningWasher
$94 per night
SUPERHOST
Entire rental unit in Near North Side
River North's Finest - Covid Safer - Monthly Only
6 guests2 bedrooms2 beds2 baths
WifiKitchenAir conditioningWasher
$149 per night
Entire rental unit in Portage Park
Stylish mid-century modern apartment
2 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioningWasher
$54 per night
SUPERHOST
Entire rental unit in Lincoln Square
The Hobbit Hole
4 guestsStudio0 beds1 bath
WifiKitchenAir conditioningWasher
$52 per night
SUPERHOST
Entire rental unit in Ukrainian Village
Ukrainian Village Garden Retreat
3 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioningWasher
$142 per night
Entire rental unit in Berwyn
Lovely 1-bedroom condominium with free designated parking on premises
5 guests1 bedroom3 beds1 bath
WifiKitchenAir conditioningWasher
$63 per night
SUPERHOST
Entire rental unit in Bridgeport
Stylish and Cozy newly renovated Bridgeport Apt
2 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioning
$72 per night
Entire rental unit in Irving Park
Cozy Studio Apartment
3 guestsStudio2 beds1 bath
WifiKitchenAir conditioningWasher
$50 per night
Entire rental unit in Logan Square
The Secret Stache
2 guestsStudio1 bed1 bath
WifiKitchenAir conditioning
$55 per night
Entire rental unit in Rogers Park
Victorian greystone near Loyola U!
7 guests2 bedrooms3 beds1 bath
WifiKitchenAir conditioningWasher
$95 per night
Entire rental unit in Old Town
Lincoln Park / Old Town, Roomy Nook
4 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioningWasher
$127 per night
SUPERHOST
Private room in Edgewater
Casa de Sueño/Private Bathroom/Near Train/Loyola🌙😴
2 guests1 bedroom1 bed1 private bath
WifiKitchenAir conditioningWasher
$43 per night
Entire rental unit in Garfield Park
Urban Farm Fun! Walk to Metra/CTA
5 guests1 bedroom3 beds1 bath
WifiKitchenAir conditioningWasher
$80 per night
SUPERHOST
Entire rental unit in Bucktown
Relaxed Bucktown/Wicker Park 1B Apt
3 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioningWasher
$66 per night
SUPERHOST
Entire rental unit in Kenwood
Spacious Chicago Hyde Park/Kenwood 1 bedroom unit
2 guests1 bedroom1 bed1 bath
WifiKitchenAir conditioningWasher
$85 per night
PLUS
Entire rental unit in Humboldt Park
Checkerboard Studio with Private Outdoor Hot Tub and Yard
2 guestsStudio1 bed1 bath
WifiKitchenAir conditioning
$141 per night
Entire rental unit in Jefferson Park
Spacious 2BR Apt. Close to Airport + Parking
4 guests2 bedrooms2 beds1 bath
WifiKitchenWasher
$94 per night
Entire rental unit in Andersonville
Andersonville Garden Living
4 guests1 bedroom4 beds1 bath
WifiKitchenAir conditioningWasher
$87 per night
1 – 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.