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Search results; Over 1,000 homes in Chicago

Top guest favourite
Home in Chicago
Division St Designer Home In Heart of Wicker Park
1 bedroom, 1 bed, 1 private bathroom
13–18 Aug
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4.96 out of 5 average rating, 292 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
4.97 out of 5 average rating, 91 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Jul
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4.95 out of 5 average rating, 22 reviews, 4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
Superhost
Flat in Chicago
Renovated 2BR in Prime L. | Sleeps 6 |Pet Friendly
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
20–25 Jul
Top guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
4.95 out of 5 average rating, 119 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
12–17 Oct
Guest favourite
Flat in Chicago
Modern Soul Retreat: 3BR in Bronzeville/HydePark
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
Home in Franklin Park
Full, fun cozy house!
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 1 bathroom
11–16 Aug
Superhost
Flat in Chicago
Penthouse Designer Loft 4W | GoldCoast/River North
New place to stay, 3 bedrooms, 6 beds, 2.5 bathrooms
16–21 Aug
Top guest favourite
Flat in Chicago
Luxury Living in Bronzeville with Massive Roofdeck
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
Top guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
4.99 out of 5 average rating, 108 reviews, 1 bedroom, 2 beds, 1 bathroom
6–11 Dec
Top guest favourite
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
Guest favourite
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
Top guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
5.0 out of 5 average rating, 19 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Aug
Apartment in Chicago
Ukrainian Village 2 Bd/2ba - Steps from Division!
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
Place to stay in Chicago
Guest room in Dunning, Chicago IL
New place to stay, 1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
Guest favourite
Home in Norridge
Modern Ranch | 5 Min to O'Hare, 25 to Chicago
4.93 out of 5 average rating, 15 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug
Guest favourite
Flat in Chicago
Luxury Designer Loft 402 | River North
4.95 out of 5 average rating, 21 reviews, 3 bedrooms, 3 beds, 2 bathrooms
4–9 Aug
Top guest favourite
Home in Chicago
Boho Luxe Retreat | Garage Parking | Sleeps 13
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 6 beds, 2 bathrooms
19–24 Jul
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
5.0 out of 5 average rating, 3 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
30 Aug – 4 Sept