Over 1,000 homes

Apartment in West Town
Cabin #102 at 747 Lofts– ADA Accessible!
1 bed
Oct 23 – 28
$85 per night
Superhost
Condo in Uptown
Vibrant studio at Uptown close to RedLine
1 queen bed
Nov 6 – 11
$98 per night
Superhost
Private room in Uptown
Cossy room close to lake in Chicago
3 beds
Oct 1 – 7
$43 per night
Apartment in Andersonville
Fabulous Andersonville
1 queen bed
Nov 5 – 11
$69 per night
Superhost
Private room in Lake View
Cute room in downtown Boystown
1 queen bed
Oct 30 – Nov 4
$38 per night
Superhost
Apartment in Logan Square
Spacious & Sunny 1 BDR filled w/ plants - Logan SQ
1 queen bed
Nov 12 – 18
$132 per night
Superhost
Apartment in Lake View
Studio, Steps from Wrigley Field
1 bed
Oct 16 – 21
$99 per night
Superhost
Private room in Pilsen Historic District
In the heart of Pilsen, Self Check In
1 double bed
Nov 13 – 19
$55 per night
Superhost
Apartment in Portage Park
Cozy & Comfy in a Hidden Gem Chicago Neighborhood.
1 bed
Oct 16 – 21
$77 per night
Superhost
Loft in Lake View
Lakeview Loft-Vintage Chicago, Modern Amenities
2 beds
Dec 17 – 23
$121 per night
Superhost
Condo in Little Italy
Private hot tub and king bed suite
2 beds
Jan 31 – Feb 6
$157 per night
Home in West Town
Sunny Character-Filled Apartment in Trendy Ukrainian Village
2 beds
Dec 31 – Jan 5
$118 per night
Plus
Condo in Logan Square
Cozy with Chic Design 2BR in Hip Logan Square
2 queen beds
Oct 26 – Nov 2
$117 per night
Superhost
Private room in Lake View
British Themed Room in the Middle of Boystown
1 bed
Oct 30 – Nov 4
$32 per night
Superhost
Private room in Lincoln Park
Chicago’s Best- Lincoln Park-Close to Everything
1 single bed
Oct 30 – Nov 5
$65 per night
Private room in Irving Park
Comfy Private Room "N", in Quiet, Safe North Area.
2 double beds
Oct 1 – 6
$27 per night
Superhost
Private room in Englewood
Work from home beauty (unit 2 room #4)
1 bed
Oct 16 – 21
$36 per night
Superhost
Apartment in Uptown
Nice & Comfy Uptown Studio Apt near Shops & Dining
1 bed
Oct 2 – 7
$74 per night
Apartment in Pilsen Historic District
Teeny Tiny Bohemian Lodge - Clean & Affordable
1 single bed
Nov 15 – 21
$47 per night
Superhost
Apartment in Lincoln Square
5min to Wrigley, Aragon | Quiet w/ View | Zencity
1 queen bed
Oct 15 – 20
$103 per night
Apartment in Hyde Park
Lovely 1 Bedroom Condo in the heart of Hyde Park
2 beds
Nov 2 – 7
$84 per night, originally $93
Apartment in West Town
Cabin #205 at 747 Lofts
1 bed
Oct 1 – 6
$85 per night
Superhost
Private room in Lake View
Large private room w/ shared bathroom in Boystown!
1 queen bed
Oct 23 – 28
$47 per night
Superhost
Private room in Lake View
Cozy Garden Room in the middle of Boystown!
1 double bed
Nov 6 – 12
$43 per night
Superhost