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Search results; Over 1,000 homes in Chicago

Superhost
Apartment in Chicago
The Upscale Getaway Near Downtown
2 bedrooms, 3 beds, 2 private bathrooms
12–17 Oct
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4.93 out of 5 average rating, 296 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bathroom
18–23 Aug
4.9 out of 5 average rating, 130 reviews
Room in Chicago
Near Magnificent Mile | Gym. Free Breakfast.
2 queen beds, 1 bathroom
22–27 Aug
New place to stay
Guest favourite
Flat in Chicago
Kasa Lake Shore Chicago | Two Bedroom King & Queen
2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
4.75 out of 5 average rating, 16 reviews
Room in Chicago
Iconic Journey | Navy Pier. Free Breakfast*
2 beds, 1 bathroom
16–21 Aug
New place to stay
Guest favourite
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms, 2 beds, 2 bathrooms
2–7 Nov
4.95 out of 5 average rating, 165 reviews
Top guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 70 reviews
Top guest favourite
Shipping container in Evanston
Container home. Walk to NWU and Central Street.
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Flat in Chicago
West Loop 2BR : Skyline Views + Prime Location
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
4.97 out of 5 average rating, 69 reviews
Guest favourite
Home in Chicago
Chicago Row House Garden Apartmt
1 bedroom, 1 bed, 1 bathroom
26–31 Oct
4.91 out of 5 average rating, 70 reviews
Guest favourite
Room in Alsip
Safe clean charming close transportation Viva!
1 queen bed, 1 bathroom
29 Aug – 3 Sept
4.91 out of 5 average rating, 276 reviews
Top guest favourite
Apartment in Chicago
Great location. Free parking.
1 bedroom, 1 queen bed, 1 bathroom
8–13 Nov
4.97 out of 5 average rating, 917 reviews
Guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 26 reviews
Guest favourite
Flat in Chicago
Whole Flat in Private Club. Walk to L, Dining & Shows
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
4.9 out of 5 average rating, 599 reviews
Luxe
Flat in Chicago
Luxury Downtown 4BR | Exclusive Design PH
4 bedrooms, 5 beds, 3.5 bathrooms
16–21 Aug
4.98 out of 5 average rating, 43 reviews
Room in Chicago
Charming Room in Historic Ukrainian Village!
1 double bed, 1 bathroom
6–11 Sept
New place to stay
Top guest favourite
Flat in Oak Park
Comfortable & Easy
2 bedrooms, 3 queen beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 7 reviews
Flat in Oak Park
Premier Luxe Retreat | Free Parking
1 bedroom, 4 beds, 1 bathroom
7–12 Sept
New place to stay
Superhost
Flat in Chicago
The Horizon | 3BR PH, 63rd Fl, Top Sky Deck
3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
New place to stay