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Search results; Over 1,000 homes in Chicago

Top guest favourite
Flat in Chicago
Modern vintage chic steps from Wrigley: park free
3 bedrooms, 3 beds, 1 private bathroom
30 Aug – 4 Sept
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4.96 out of 5 average rating, 271 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
4.97 out of 5 average rating, 93 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Jul
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4.91 out of 5 average rating, 23 reviews, 4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
Top guest favourite
Flat in Chicago
Luxury Loft Collection COMBO 01/03 | Terrace
5.0 out of 5 average rating, 17 reviews, 6 bedrooms, 15 beds, 6 bathrooms
29 Oct – 3 Nov
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
4.96 out of 5 average rating, 81 reviews, 2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
Guest favourite
Shipping container in Evanston
Container home. Walk to NWU and Central Street.
5.0 out of 5 average rating, 7 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Home in Forest Park
Renovated 2 bedroom - 1.5 bath Coach House
New place to stay, 2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Aug
Top guest favourite
Room in Chicago
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
4.95 out of 5 average rating, 681 reviews, 3 beds, 1 bathroom
27 Nov – 2 Dec
Place to stay in Des Plains
Near O'Hare | King Bed+Shared Bathroom+Parking
New place to stay, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Place to stay in Bridgeview
Comfortable Private Room with Easy Chicago Access
5.0 out of 5 average rating, 10 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
Top guest favourite
Flat in Chicago
Chic 3BR Sun-Filled Oasis: Wicker & Logan Square
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
5.0 out of 5 average rating, 19 reviews, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
Top guest favourite
Rooms in Chicago
Historic North Park home
4.97 out of 5 average rating, 113 reviews, 3 bedrooms, 5 beds, 1 bathroom
13–18 Sept
Top guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
4.95 out of 5 average rating, 121 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
Guest favourite
Room in Chicago
Private Room & Shared Bathroom | Work Desk
4.91 out of 5 average rating, 32 reviews, 1 double bed, 2 bathrooms
15–20 Aug
Flat in Chicago
Modern Chicago 1BR | Near Lincoln Park & Loop
New place to stay, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Top guest favourite
Flat in Chicago
ChiCasa Wicker Park Paradise
5.0 out of 5 average rating, 54 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Nov
Place to stay in Chicago
J33. Next to downtown private room in shared apt
New place to stay, 1 bedroom, 1 bed, 2 bathrooms
19–24 Jul
Top guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug