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Search results; Over 1,000 homes in Chicago

Superhost
Room in Chicago
Cute room in downtown Boystown
1 bedroom, 1 bed, 1 shared bathroom
4–9 Oct
,
4.77 out of 5 average rating, 391 reviews
Home in Chicago
Charming Historic Row Home | Lincoln Park
3 beds
15–20 Nov
New place to stay
Room in Chicago
Stay with Hilton Chicago
Steps to the Magnificent Mile + Free Breakfast
20–25 Sept
New place to stay
Top guest favourite
Bungalow in Chicago
Beverly Hills of Chicago Luxury Guest Favorite
18 beds
7–12 Sept
4.96 out of 5 average rating, 46 reviews
Guest favourite
Flat in Chicago
Modern Soul Retreat: 3BR in Bronzeville/HydePark
3 queen beds
1–6 Nov
5.0 out of 5 average rating, 28 reviews
Guest favourite
Flat in Chicago
Bronzeville Hidden Oasis
6 beds
30 Sept – 5 Oct
4.98 out of 5 average rating, 188 reviews
Top guest favourite
Flat in Chicago
3BR/2BA · Sleeps 8 · Free Parking · Soldier Field
4 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 22 reviews
Guest favourite
Flat in Chicago
Sunny Penthouse - Oakwood Beach
3 beds
27 Sept – 2 Oct
4.95 out of 5 average rating, 74 reviews
Top guest favourite
Home in Chicago
Spacious Retro Logan Square Loft
4 beds
7–12 Sept
5.0 out of 5 average rating, 34 reviews
Guest favourite
Flat in Chicago
Penthouse Designer Loft 4W | GoldCoast/River North
6 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 13 reviews
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
3 beds
18–23 Jan
4.95 out of 5 average rating, 132 reviews
Top guest favourite
Home in Chicago
Chicago Home (1st floor) by Midway near Downtown
3 beds
24–29 Oct
4.95 out of 5 average rating, 110 reviews
Top guest favourite
Flat in Chicago
A Stylish, sundrenched Chicago Ravenswood Flat
4 beds
27 Sept – 2 Oct
4.99 out of 5 average rating, 361 reviews
Top guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Flat in Oak Park
Oak Park Chic Duplex King Bed•Parking•Deck•Yard
5 beds
11–16 Nov
5.0 out of 5 average rating, 97 reviews
Guest favourite
Flat in Chicago
Modern 6BR Suite with Pool-table near McCormick
6 king beds
20–25 Sept
4.92 out of 5 average rating, 38 reviews
Guest favourite
Room in Forest Park
Stay with Jeanine
Cozy City Get-away on Marengo
30 Sept – 5 Oct
5.0 out of 5 average rating, 5 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 queen bed
7–12 Sept
4.88 out of 5 average rating, 146 reviews
Top guest favourite
Flat in Chicago
Fully Furnished Apartment Wicker Park Free Parking
1 queen bed
9–14 Nov
4.97 out of 5 average rating, 630 reviews