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Search results; Over 1,000 homes in Chicago

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Guest favourite
Guest suite in Chicago
Private Chicago Getaway
1 bedroom, 1 bed, 1 private bathroom
20–25 Oct
,
4.86 out of 5 average rating, 56 reviews
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Top guest favourite
Apartment in West Town
Great location. Free parking.
1 bedroom, 1 queen bed
22–27 Nov
4.97 out of 5 average rating, 921 reviews
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Flat in North Side
Avondale Creative Loft | King Bed•Games•Parking
2 bedrooms, 2 beds
15–20 Nov
4.97 out of 5 average rating, 39 reviews
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Flat in Uptown
Private studio near Wrigley
1 bedroom, 2 beds
29 Nov – 4 Dec
4.93 out of 5 average rating, 153 reviews
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Flat in Lake View
Furnished Lakeview Studio Near Wrigley Field
1 queen bed
24–29 Oct
5.0 out of 5 average rating, 5 reviews
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Flat in Downtown Chicago
Luxury Loft Collection 03 - Terrace - River North
3 bedrooms, 7 beds
6–11 Sept
4.95 out of 5 average rating, 111 reviews
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Flat in West Side
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds
18–23 Jan
4.95 out of 5 average rating, 131 reviews
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Home in Lincoln Park
Charming Historic Row Home | Lincoln Park
3 bedrooms, 3 beds
15–20 Nov
New place to stay
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Room in Roscoe Village
Spacious garden level suite
1 queen bed
4–9 Jan
4.96 out of 5 average rating, 324 reviews
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Apartment in Lincoln Park
Bright and Sunny 2 BR Condo - Wrigley/Lincoln Park
2 bedrooms, 2 beds
29 Nov – 4 Dec
4.99 out of 5 average rating, 171 reviews
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Flat in Ravenswood
Bright & Chic Retreat Steps from Lincoln Square
2 bedrooms, 2 queen beds
1–6 Nov
5.0 out of 5 average rating, 65 reviews
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Home in Logan Square
Spacious Retro Logan Square Loft
4 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 33 reviews
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Flat in Little Italy
Little Italy Historic Restoration Row House
2 bedrooms, 2 queen beds
16–21 Nov
5.0 out of 5 average rating, 57 reviews
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Home in West Side
Chicago Row House Garden Apartmt
1 bedroom, 1 bed
24–29 Oct
4.92 out of 5 average rating, 74 reviews
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Flat in Irving Park
Vintage library museum retreat near CTA brown line
2 bedrooms, 2 beds
3–8 Dec
5.0 out of 5 average rating, 40 reviews
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Apartment in North Side
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms, 2 beds
16–21 Nov
4.95 out of 5 average rating, 170 reviews
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Flat in West Town
ChiCasa Wicker Park Paradise
3 bedrooms, 5 beds
15–20 Nov
5.0 out of 5 average rating, 61 reviews
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Room in Norwood Park
Urban sanctuary retreat room 2
1 double bed
21–26 Sept
New place to stay
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Top guest favourite
Flat in Chicago Loop
Spacious 1-bedroom South Loop Loft I Sleep 5
1 bedroom, 4 beds
1–6 Nov
4.94 out of 5 average rating, 247 reviews