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Search results; Over 1,000 homes in Chicago

Top guest favourite
Apartment in Chicago
Wrigleyville Inn. Historic Greystone, Free Parking
3 bedrooms, 3 beds, 2 private bathrooms
4–9 Oct
,
4.99 out of 5 average rating, 118 reviews
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4.92 out of 5 average rating, 24 reviews, 4 bedrooms, 5 beds, 2 bathrooms
15–20 Nov
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
4.95 out of 5 average rating, 125 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
Flat in Skokie
Skokie Serenity - 3 queen beds
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Flat in Oak Park
Stylish & Spacious Duplex Near Downtown w/Parking
5.0 out of 5 average rating, 87 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
29 Aug – 3 Sept
Top guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
5.0 out of 5 average rating, 21 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Aug
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
4.95 out of 5 average rating, 99 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
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
Room in Calumet City
Traveling
New place to stay, 1 bed
23–28 Jul
Top guest favourite
Flat in Chicago
Pilsen Prism: Sun-Drenched 3BR + Parking
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
30 Aug – 4 Sept
Guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
4.93 out of 5 average rating, 15 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Room in Chicago
New Quiet Clean Room 1 guest
1 double bed, 1 bathroom
25–30 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
Guest favourite
Shipping container in Evanston
Container home. Walk to NWU and Central Street.
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
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
7–12 Sept
Top guest favourite
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
4.93 out of 5 average rating, 15 reviews, 2 bedrooms, 3 beds, 1 bathroom
8–13 Aug
Room in Des Plains
Near O'Hare | King Bed+Shared Bathroom+Parking
5.0 out of 5 average rating, 5 reviews, 1 king bed, 1 bathroom
10–15 Aug
Superhost
Flat in Chicago
Stunning Apt, walk to NEU, “The Bernard”
4 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in Chicago
Big house in the BEST Location!
4.98 out of 5 average rating, 62 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
22–27 Sept