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Search results; Over 1,000 homes in Chicago

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Top guest favourite
Guest suite in Lake View
Wrigleyville/Boystown/Entire Private Floor!
1 bedroom, 3 beds, 1 private bathroom
26–31 Oct
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4.86 out of 5 average rating, 288 reviews
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Top guest favourite
Flat in West Town
Fully Furnished Apartment Wicker Park Free Parking
1 bedroom, 1 queen bed
9–14 Nov
4.97 out of 5 average rating, 630 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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Top guest favourite
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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Guest favourite
Flat in West Side
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds
18–23 Jan
4.95 out of 5 average rating, 130 reviews
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Featured hotel
Room in Downtown Chicago
Level studio suite
6–11 Sept
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Superhost
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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Top guest favourite
Home in Humboldt Park
Beautifully Renovated Loft-Style Coach House
3 bedrooms, 3 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 32 reviews
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Guest favourite
Flat in Downtown Chicago
Luxury Loft Collection 01 - Terrace - River North
3 bedrooms, 8 beds
1–6 Nov
4.9 out of 5 average rating, 125 reviews
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Guest favourite
Home in West Side
Chicago Row House Garden Apartmt
1 bedroom, 1 bed
26–31 Oct
4.92 out of 5 average rating, 74 reviews
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Guest favourite
Flat in Ukrainian Village
Designer CuratedVintage Condo in Popular West Town
2 bedrooms, 3 beds
28 Nov – 3 Dec
4.94 out of 5 average rating, 259 reviews
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Top guest favourite
Apartment in Lake View
Urban Comfort in the Heart of Chicago
1 bedroom, 2 beds
8–13 Nov
4.99 out of 5 average rating, 715 reviews
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Top guest favourite
Flat in Logan Square
Paradise on the Boulevard!
2 bedrooms, 3 beds
26 Sept – 1 Oct
4.99 out of 5 average rating, 106 reviews
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Top guest favourite
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, 38 reviews
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Top guest favourite
Apartment in Ravenswood
Lincoln Square Gem!
2 bedrooms, 2 queen beds
29 Nov – 4 Dec
4.97 out of 5 average rating, 503 reviews
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Superhost
Flat in Lincoln Park
Explore Lincoln Park from a Polished Apartment
1 bedroom, 1 queen bed
30 Nov – 5 Dec
5.0 out of 5 average rating, 321 reviews
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Top guest favourite
Flat in Downtown Chicago
The Metropolitan Retreat (Fitness Center • Sauna)
2 bedrooms, 2 beds
27 Sept – 2 Oct
4.93 out of 5 average rating, 121 reviews
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Guest favourite
Flat in West Side
Pilsen Prism: Sun-Drenched 3BR + Parking
3 bedrooms, 3 beds
25–30 Oct
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Flat in Bridgeport
Designer Garden Unit in Bridgeport
2 bedrooms, 2 queen beds
25–30 Oct
4.97 out of 5 average rating, 73 reviews