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Search results; Over 1,000 homes in Chicago

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Top guest favourite
Apartment in Chicago
Amazing Fun Condo, City view next to 606 Trail!
2 bedrooms, 2 beds, 2 private bathrooms
24–29 Sept
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4.95 out of 5 average rating, 96 reviews
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Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
24–29 Jan
4.95 out of 5 average rating, 133 reviews
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Top guest favourite
Flat in Chicago
Fully Furnished Apartment Wicker Park Free Parking
1 bedroom, 1 queen bed, 1 bathroom
6–11 Dec
4.97 out of 5 average rating, 634 reviews
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Home in Forest Park
Ferdinand Rear Home
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Dec
New place to stay
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Top guest favourite
Flat in Chicago
Bright Cozy Modern-Chic Condo in Trendy West Town
1 bedroom, 2 queen beds, 1 bathroom
3–8 Jan
4.98 out of 5 average rating, 258 reviews
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Top guest favourite
Flat in Chicago
Avondale Creative Loft | King Bed•Games•Parking
2 bedrooms, 2 beds, 1 bathroom
15–20 Nov
4.98 out of 5 average rating, 43 reviews
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Flat in Chicago
New 3BR 2 bath family home - 10 min from downtown
3 bedrooms, 3 queen beds, 2 bathrooms
27 Sept – 2 Oct
New place to stay
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Top guest favourite
Flat in Chicago
Bright family-friendly Lincoln Square 2-bed 1-bath
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Nov
4.95 out of 5 average rating, 443 reviews
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Guest favourite
Home in Chicago
Chicago Row House Garden Apartmt
1 bedroom, 1 bed, 1 bathroom
30 Nov – 5 Dec
4.92 out of 5 average rating, 75 reviews
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Guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
15–20 Nov
4.97 out of 5 average rating, 75 reviews
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Guest favourite
Flat in Chicago
Designer CuratedVintage Condo in Popular West Town
2 bedrooms, 3 beds, 1 bathroom
1–6 Nov
4.94 out of 5 average rating, 262 reviews
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Top guest favourite
Flat in Chicago
Chic & Cozy Boho Vibe in Heart of Logan Square
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Jan
4.97 out of 5 average rating, 87 reviews
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Top guest favourite
Guest house in Chicago
Polk Street Coach House Apartment, Little Italy/Medical Dist
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Dec
4.99 out of 5 average rating, 964 reviews
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Guest favourite
Room in Chicago
Edgewater Arts & Crafts Retreat
1 queen bed, 1.5 bathrooms
1–6 Nov
4.92 out of 5 average rating, 278 reviews
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Top guest favourite
Flat in Chicago
A Whimsical Fairy-tale Loft in Ravenswood Chicago
2 bedrooms, 3 beds, 1 bathroom
26–31 Oct
4.99 out of 5 average rating, 364 reviews
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Top guest favourite
Flat in Chicago
Little Italy Historic Restoration Row House
2 bedrooms, 2 queen beds, 2 bathrooms
16–21 Nov
5.0 out of 5 average rating, 61 reviews
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Top guest favourite
Rooms in Oak Park
Single bedroom with Asian decor in family home
2 bedrooms, 1 double bed, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 402 reviews
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Top guest favourite
Flat in Chicago
Private studio near Wrigley
1 bedroom, 2 beds, 1 bathroom
2–7 Jan
4.93 out of 5 average rating, 160 reviews
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Guest favourite
Apartment in Chicago
Welcoming 2BR in Chicago's Best Neighborhood!
2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
4.85 out of 5 average rating, 365 reviews