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Search results; Over 1,000 homes in Chicago

Guest favourite
Guest suite in Chicago
Spacious in-law Apt: 10 min to O'Hare and Downtown
1 bedroom, 1 bed, 1 private bathroom
9–14 Sept
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4.77 out of 5 average rating, 359 reviews
Flat in Chicago
Northside Chicago Apartment
2 bedrooms, 2 beds
12–17 Jul
New place to stay
Superhost
Apartment in Chicago
Elegant Historic Duplex | Old Town • Lincoln Park
2 bedrooms, 3 beds
22–27 Aug
New place to stay
Superhost
Home in Schaumburg
Chicagoland-Schaumburg/ORD 3BR Ranch Home, sleeps7
3 bedrooms, 4 beds
6–11 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Chicago
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
3 beds
25–30 Oct
4.95 out of 5 average rating, 678 reviews
Top guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms, 4 beds
1–6 Jul
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
2 bedrooms, 3 beds
4–9 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Room in Chicago
Spacious garden level suite
1 queen bed
24–29 Oct
4.96 out of 5 average rating, 309 reviews
Top guest favourite
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
2 bedrooms, 3 beds
15–20 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Room in Chicago
Cozy Room for One In The Company of Cats -Blueline
1 single bed
19–24 Sept
4.94 out of 5 average rating, 139 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed
1–6 Jul
4.97 out of 5 average rating, 73 reviews
Guest favourite
Place to stay in Chicago
Large Brand New Room in Hyde Park Close toDowntown
1 bedroom, 1 queen bed
23–28 Oct
4.95 out of 5 average rating, 20 reviews
Guest favourite
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
2 bedrooms, 3 beds
19–24 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
2 bedrooms, 3 queen beds
26–31 Jul
5.0 out of 5 average rating, 9 reviews
Room in Chicago
Comfortable bed with Smart stand
1 queen bed
6–11 Jul
5.0 out of 5 average rating, 4 reviews
Home in Chicago
Evergreen Park 4 bd/3 BA w/Theater, Gym, & Parking
4 bedrooms, 5 beds
10–15 Aug
New place to stay
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms, 2 beds
16–21 Aug
4.96 out of 5 average rating, 80 reviews
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
5 bedrooms, 7 beds
9–14 Aug
New place to stay
Guest favourite
Flat in Chicago
Retro Logan Square Retreat • Blue Line
1 bedroom, 1 bunk bed
7–12 Sept
5.0 out of 5 average rating, 7 reviews