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Search results; Over 1,000 homes in Chicago

Top guest favourite
Apartment in Chicago
Private Lincoln Park Condo with 2 Parking Spots
4 bedrooms, 4 beds, 1 private bathroom
7–12 Sept
,
4.97 out of 5 average rating, 139 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
Home in Franklin Park
Full, fun cozy house!
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 4 beds, 1 bathroom
22–27 Aug
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
Guest favourite
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
4.96 out of 5 average rating, 161 reviews, 2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug
Guest favourite
Place to stay in Chicago
x3 Private room with bath Hyde Park UChicago
5.0 out of 5 average rating, 16 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Guest favourite
Place to stay in Bridgeview
Comfortable Private Room with Easy Chicago Access
5.0 out of 5 average rating, 11 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
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
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
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
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
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
Guest favourite
Guest suite in Chicago
2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
4.88 out of 5 average rating, 434 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Flat in Chicago
Chic 3BR Sun-Filled Oasis: Wicker & Logan Square
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Flat in Forest Park
Walk to Dining & L Train • King Bed • Patio
4.98 out of 5 average rating, 40 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
Guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
4.93 out of 5 average rating, 14 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Home in Chicago
Evergreen Park 4 bd/3 BA w/Theater, Gym, & Parking
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 3 bathrooms
29 Aug – 3 Sept
Guest favourite
Flat in Chicago
Sunny Penthouse - Oakwood Beach
4.95 out of 5 average rating, 65 reviews, 2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept