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Search results; Over 1,000 homes in Chicago

Top guest favourite
Home in Chicago
Historic Old Town, Fabulous 4 Bedroom Home
4 bedrooms, 5 beds, 3 private bathrooms
25–30 Oct
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4.87 out of 5 average rating, 200 reviews
Top guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
4.95 out of 5 average rating, 119 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
Top guest favourite
Flat in Chicago
Little Italy Historic Restoration Row House
5.0 out of 5 average rating, 48 reviews, 2 bedrooms, 2 beds, 2 bathrooms
25–30 Oct
Flat in Chicago
Cozy Apartment in Pilsen | 2BR 2B | 15 Min to Town
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Room in Chicago
Spacious & serene in hip spot. Sleeps 4.
4.92 out of 5 average rating, 520 reviews, 1 queen bed, 1 bathroom
16–21 Aug
Guest favourite
Apartment in Chicago
Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
4.88 out of 5 average rating, 476 reviews, 2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Room in Chicago
Spacious garden level suite
4.96 out of 5 average rating, 312 reviews, 1 queen bed, 1 bathroom
1–6 Nov
Top guest favourite
Flat in Chicago
ChiCasa Wicker Park Paradise
5.0 out of 5 average rating, 52 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
Guest favourite
Place to stay in Chicago
Large Brand New Room in Hyde Park Close toDowntown
4.95 out of 5 average rating, 21 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Oct
Top guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
5.0 out of 5 average rating, 19 reviews, 3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
Guest favourite
Flat in Chicago
Luxury Designer Apartment 803| Gold Coast/Old Town
4.95 out of 5 average rating, 19 reviews, 2 bedrooms, 2 bathrooms
14–19 Aug
Guest favourite
Room in Chicago
ChicagoChinatownCenterB
4.93 out of 5 average rating, 55 reviews, 1 single bed, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Rooms in Oak Park
Single bedroom with Asian decor in family home
4.94 out of 5 average rating, 383 reviews, 2 bedrooms, 1 double bed, 1 bathroom
17–22 Aug
Top guest favourite
Flat in Chicago
Modern & Spacious Condo Minutes from the Loop
4.97 out of 5 average rating, 78 reviews, 3 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
Guest favourite
Flat in Chicago
Spacious 1-bedroom South Loop Loft I Sleep 5
4.94 out of 5 average rating, 232 reviews, 1 bedroom, 4 beds, 1 bathroom
9–14 Aug
Guest favourite
Flat in Chicago
Modern 2 Bedroom in West Town With Garage Parking
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
Guest favourite
Flat in Chicago
Sunny Penthouse - Oakwood Beach
4.95 out of 5 average rating, 64 reviews, 2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Room in Chicago
Private Bed and Bathroom in a Great Location
4.99 out of 5 average rating, 361 reviews, 1 queen bed, 1 bathroom
26 Sept – 1 Oct
Top guest favourite
Flat in Chicago
Sun filled tranquil 2 br great part of Logan Sq.
4.77 out of 5 average rating, 567 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Aug