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Search results; Over 1,000 homes in Chicago

Descriptions are based on details hosts provide
Guest favourite
Flat in Chicago
Hidden Gem Near Downtown+Parking +Train+Dining
2 bedrooms, 2 beds, 1 private bathroom
9–14 Aug
,
4.94 out of 5 average rating, 340 reviews
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
4.95 out of 5 average rating, 121 reviews
Guest favourite
Home in Chicago
Spa tub and a private backyard fireplace
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
Home in Forest Park
Renovated coach house near downtown
2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Aug
New place to stay
Top guest favourite
Flat in Chicago
Minimal duplex with free private parking
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 13 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
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
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
Home in Chicago
Modern 3BR Near Obama Center, UChicago & McCormick
3 bedrooms, 3 queen beds, 1 bathroom
19–24 Jul
New place to stay
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
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
Entire building with 3 private units
9 bedrooms, 15 beds, 6 bathrooms
20–25 Sept
4.8 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Chicago
Luxury Living in Bronzeville with Massive Roofdeck
3 bedrooms, 3 queen beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Chicago
Beautiful Chicago Greystone
4 bedrooms, 4 beds, 1 bathroom
7–12 Sept
4.94 out of 5 average rating, 141 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
Luxury Designer Apartment 802| Gold Coast/Old Town
2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.95 out of 5 average rating, 22 reviews
Guest favourite
Guest suite in Chicago
2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.88 out of 5 average rating, 434 reviews
Guest favourite
Flat in Chicago
Pilsen Prism: Sun-Drenched 3BR + Parking
3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Aug
5.0 out of 5 average rating, 9 reviews