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Search results; Over 1,000 homes in Chicago

Descriptions are based on details hosts provide
Top guest favourite
Flat in Chicago
Newly Renovated, Spacious 2BR in Andersonville
2 bedrooms, 3 beds, 1 private bathroom
30 Oct – 4 Nov
,
4.98 out of 5 average rating, 169 reviews
Top guest favourite
Flat in Chicago
Eclectic decor in Pilsen’s art district
2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
4.95 out of 5 average rating, 121 reviews
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.91 out of 5 average rating, 23 reviews
Top guest favourite
Bungalow in Chicago
Beverly Hills of Chicago Luxury Guest Favorite
5 bedrooms, 18 beds, 3.5 bathrooms
2–7 Aug
4.95 out of 5 average rating, 41 reviews
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
4.96 out of 5 average rating, 81 reviews
Top guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Flat in Chicago
Pilsen flat with a patio and fireplace
2 bedrooms, 3 beds, 2 bathrooms
18–23 Aug
4.94 out of 5 average rating, 66 reviews
Apartment in Chicago
Garden condo with a patio and grill
2 bedrooms, 2 queen beds, 2 bathrooms
22–27 Aug
New place to stay
Home in Chicago
Modern 3BR Near Obama Center, UChicago & McCormick
3 bedrooms, 3 queen beds, 1 bathroom
19–24 Jul
New place to stay
Top guest favourite
Flat in Chicago
Massive roof deck in Bronzeville
3 bedrooms, 3 queen beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Flat in Chicago
Roomy and Comfortable Apartment with everything UN
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 31 reviews
Guest favourite
Flat in Berwyn
Cozy, Sunny, and Clean Apt 3 bd Free Parking
3 bedrooms, 3 double beds, 1 bathroom
2–7 Aug
4.91 out of 5 average rating, 75 reviews
Guest favourite
Apartment in Chicago
Ultimate Group Experience Entire Building Chicago
9 bedrooms, 15 beds, 6 bathrooms
20–25 Sept
4.8 out of 5 average rating, 10 reviews
Guest favourite
Flat in Chicago
Spacious garden apartment in Bronzeville
4 bedrooms, 6 beds, 2 bathrooms
22–27 Sept
4.98 out of 5 average rating, 183 reviews
Guest favourite
Flat in Chicago
Modern Soul Retreat: 3BR in Bronzeville/HydePark
3 bedrooms, 3 queen beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Flat in Chicago
Double-height windows in a Pilsen duplex
3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Flat in Evanston
Renovated and soundproofed near Northwestern
3 bedrooms, 4 beds, 2 bathrooms
17–22 Sept
4.92 out of 5 average rating, 191 reviews
Top guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Flat in Chicago
1888 cottage with an 85-inch TV
2 bedrooms, 2 queen beds, 1 bathroom
14–19 Sept
4.97 out of 5 average rating, 65 reviews