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Search results; Over 1,000 homes in Chicago

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Superhost
Apartment in Chicago
Chicago Tropical Condo
3 bedrooms, 7 beds, 2 private bathrooms
27 Oct – 1 Nov
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4.78 out of 5 average rating, 36 reviews
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Home in Forest Park
Ferdinand Rear Home
2 bedrooms, 2 queen beds
26–31 Dec
4.75 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 bedrooms, 3 beds
15–20 Nov
5.0 out of 5 average rating, 35 reviews
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Top guest favourite
Room in Chicago
Private Twin Bedroom with Private Bathroom
2 single beds
11–16 Oct
4.96 out of 5 average rating, 212 reviews
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Top guest favourite
Flat in Chicago
Paradise on the Boulevard!
2 bedrooms, 3 beds
24–29 Oct
4.99 out of 5 average rating, 110 reviews
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Guest favourite
Flat in Chicago
Luxury Loft Collection 01 - Terrace - River North
3 bedrooms, 8 beds
1–6 Nov
4.9 out of 5 average rating, 126 reviews
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Top guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
1 bedroom, 2 beds
7–12 Jan
4.99 out of 5 average rating, 118 reviews
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Guest favourite
Flat in Chicago
Bright Apartment
1 bedroom, 2 beds
7–12 Dec
4.91 out of 5 average rating, 152 reviews
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Top guest favourite
Guest suite in Chicago
Eddy Street Upstairs Apartment
1 bedroom, 1 bed
2–7 Nov
4.94 out of 5 average rating, 177 reviews
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Top guest favourite
Flat in Chicago
A Stylish, sundrenched Chicago Ravenswood Flat
3 bedrooms, 4 beds
27 Sept – 2 Oct
4.99 out of 5 average rating, 363 reviews
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Top guest favourite
Flat in Chicago
Little Italy Historic Restoration Row House
2 bedrooms, 2 queen beds
16–21 Nov
5.0 out of 5 average rating, 61 reviews
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Top guest favourite
Flat in Chicago
Charming, Spacious 3BR Lakeview Apt Near Transit
3 bedrooms, 3 beds
8–13 Nov
4.97 out of 5 average rating, 460 reviews
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Guest favourite
Room in Chicago
Quaint Cozy Vintage for two in Lincoln Park
1 queen bed
9–14 Nov
4.9 out of 5 average rating, 68 reviews
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Top guest favourite
Flat in Chicago
Andersonville Living
3 bedrooms, 5 beds
2–7 Nov
4.94 out of 5 average rating, 500 reviews
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Top guest favourite
Flat in Chicago
Andersonville Garden Living
1 bedroom, 3 double beds
31 Oct – 5 Nov
4.83 out of 5 average rating, 159 reviews
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Top guest favourite
Guest suite in Chicago
Private Lincoln Square Garden Apt
1 bedroom, 1 queen bed
2–7 Nov
4.92 out of 5 average rating, 500 reviews
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Top guest favourite
Apartment in Chicago
Lincoln Square Gem!
2 bedrooms, 2 queen beds
29 Nov – 4 Dec
4.97 out of 5 average rating, 509 reviews
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Flat in Chicago
Cozy Chicago Studio | Washer, Near Transit & Eat
1 queen bed
1–6 Nov
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Guest suite in Chicago
Wrigleyville/Boystown/Entire Private Floor!
1 bedroom, 3 beds
29 Nov – 4 Dec
4.86 out of 5 average rating, 291 reviews