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Search results; Over 1,000 homes in Chicago

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Guest favourite
Apartment in West Town
The Penthouse Gallery at OHC
3 bedrooms, 3 beds, 2 private bathrooms
29 Sept – 4 Oct
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4.92 out of 5 average rating, 549 reviews
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Home in Lincoln Park
Charming Historic Row Home | Lincoln Park
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
New place to stay
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Top guest favourite
Flat in Little Italy
Little Italy Historic Restoration Row House
2 bedrooms, 2 queen beds, 2 bathrooms
16–21 Nov
5.0 out of 5 average rating, 57 reviews
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Guest favourite
Flat in West Side
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
18–23 Jan
4.95 out of 5 average rating, 131 reviews
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Superhost
Apartment in Lincoln Park
Bright and Sunny 2 BR Condo - Wrigley/Lincoln Park
2 bedrooms, 2 beds, 1 bathroom
29 Nov – 4 Dec
4.99 out of 5 average rating, 171 reviews
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Top guest favourite
Apartment in Lake View
Urban Comfort in the Heart of Chicago
1 bedroom, 2 beds, 1 bathroom
8–13 Nov
4.99 out of 5 average rating, 715 reviews
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Guest favourite
Home in West Side
Chicago Row House Garden Apartmt
1 bedroom, 1 bed, 1 bathroom
26–31 Oct
4.92 out of 5 average rating, 74 reviews
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Featured hotel
Room in Downtown Chicago
Level studio suite
1 bathroom
6–11 Sept
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Top guest favourite
Home in Humboldt Park
Beautifully Renovated Loft-Style Coach House
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 32 reviews
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Top guest favourite
Flat in Logan Square
Paradise on the Boulevard!
2 bedrooms, 3 beds, 1 bathroom
26 Sept – 1 Oct
4.99 out of 5 average rating, 106 reviews
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Superhost
Flat in Lincoln Park
Explore Lincoln Park from a Polished Apartment
1 bedroom, 1 queen bed, 1 bathroom
30 Nov – 5 Dec
5.0 out of 5 average rating, 321 reviews
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Guest favourite
Flat in Ukrainian Village
Designer CuratedVintage Condo in Popular West Town
2 bedrooms, 3 beds, 1 bathroom
28 Nov – 3 Dec
4.94 out of 5 average rating, 260 reviews
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Top guest favourite
Flat in North Side
Avondale Creative Loft | King Bed•Games•Parking
2 bedrooms, 2 beds, 1 bathroom
15–20 Nov
4.97 out of 5 average rating, 38 reviews
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Top guest favourite
Flat in Downtown Chicago
The Metropolitan Retreat (Fitness Center • Sauna)
2 bedrooms, 2 beds, 2 bathrooms
27 Sept – 2 Oct
4.93 out of 5 average rating, 121 reviews
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Top guest favourite
Apartment in Ravenswood
Lincoln Square Gem!
2 bedrooms, 2 queen beds, 1 bathroom
29 Nov – 4 Dec
4.97 out of 5 average rating, 503 reviews
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Top guest favourite
Flat in Downtown Chicago
Luxury Loft Collection COMBO 01/03 | Terrace
6 bedrooms, 15 beds, 6 bathrooms
1–6 Nov
5.0 out of 5 average rating, 17 reviews
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Superhost
Room in Roscoe Village
Spacious garden level suite
1 queen bed, 1 bathroom
24–29 Nov
4.96 out of 5 average rating, 323 reviews
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Top guest favourite
Flat in West Loop
Garden Apartment in the Historic Heart of the City
1 bedroom, 2 beds, 1 bathroom
9–14 Nov
4.89 out of 5 average rating, 282 reviews
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Superhost
Flat in West Side
Bright Boutique Designer Unit in Vibrant Pilsen
1 bedroom, 1 single bed, 1 bathroom
20–25 Sept
New place to stay