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Search results; Over 1,000 homes in Chicago

Descriptions are based on details hosts provide
Top guest favourite
Home in Chicago
Paradise on the Park
1 bedroom, 1 bed, 1 shared bathroom
21–26 Sept
,
4.95 out of 5 average rating, 283 reviews
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
Guest favourite
Flat in Chicago
Newly renovated near Millennium Park
4.97 out of 5 average rating, 93 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Jul
Flat in Skokie
Peaceful garden unit with private entrance
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Top guest favourite
Home in Franklin Park
Newly remodeled with backyard and gazebo
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 4 beds, 1 bathroom
22–27 Aug
Place to stay in Chicago
Twin Bed | Near Train Station | McCormick Pl
New place to stay, 1 bedroom, 1 bed, 2 bathrooms
4–9 Aug
Top guest favourite
Home in Brookfield
Sunlit mid-century brick ranch, tree-lined street
4.94 out of 5 average rating, 16 reviews, 4 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
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
Guest favourite
Place to stay in Chicago
En suite near UChicago, 3-min to CTA
5.0 out of 5 average rating, 16 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Guest favourite
Place to stay in Chicago
12 minutes from O’Hare with free parking
4.9 out of 5 average rating, 49 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Oct
Top guest favourite
Flat in Chicago
Minimal duplex with free private parking
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
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
Superhost
Home in Chicago
Renovated Mayfair retreat with a fire pit
6 bedrooms, 11 beds, 3 bathrooms
26–31 Jul
Guest favourite
Apartment in Chicago
Modern Woodlawn condo near UChicago
4.96 out of 5 average rating, 81 reviews, 2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Flat in Chicago
Eclectic decor in Pilsen’s art district
4.95 out of 5 average rating, 121 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
Place to stay in Des Plains
Near O'Hare | King Bed+Shared Bathroom+Parking
New place to stay, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Place to stay in Chicago
1915 home one block from the beach
4.81 out of 5 average rating, 180 reviews, 1 bedroom, 2 beds, 2.5 bathrooms
16–21 Aug
Place to stay in Chicago
Central spot near downtown with workspace
New place to stay, 1 bedroom, 1 bed, 2 bathrooms
13–18 Aug
Top guest favourite
Apartment in Chicago
1893 exposed brick with 10ft ceilings
4.97 out of 5 average rating, 157 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug