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Search results; Over 1,000 homes in Chicago

Top guest favourite
Apartment in Chicago
Fulton Market Loft | Rooftop Fire Pit | Parking
3 bedrooms, 3 beds, 2.5 private bathrooms
18–23 Jul
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4.96 out of 5 average rating, 279 reviews
Top guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
4.95 out of 5 average rating, 119 reviews
Top guest favourite
Home in Chicago
Chicago Row House Garden Apartmt
1 bedroom, 1 bed, 1 bathroom
12–17 Oct
4.96 out of 5 average rating, 54 reviews
Top guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Aug
4.97 out of 5 average rating, 64 reviews
Top guest favourite
Flat in Oak Park
Serene 1-Bedroom Suite in Oak Park (Free Parking!)
1 bedroom, 1 king bed, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 54 reviews
Guest favourite
Apartment in Chicago
Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
2 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
4.88 out of 5 average rating, 473 reviews
Top guest favourite
Guest suite in Chicago
2BR/1.5 Bath in Logan Square
2 bedrooms, 2 queen beds, 1.5 bathrooms
28 Nov – 3 Dec
4.95 out of 5 average rating, 59 reviews
Top guest favourite
Flat in Chicago
Avondale Creative Loft | King Bed•Games•Parking
2 bedrooms, 2 beds, 1 bathroom
27 Oct – 1 Nov
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Flat in Forest Park
1 bedroom garden apartment in Forest Park
1 bedroom, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.98 out of 5 average rating, 184 reviews
Top guest favourite
Room in Chicago
Spacious garden level suite
1 queen bed, 1 bathroom
14–19 Mar
4.96 out of 5 average rating, 309 reviews
Guest favourite
Rooms in Oak Park
Single bedroom with Asian decor in family home
2 bedrooms, 1 double bed, 1 bathroom
17–22 Aug
4.94 out of 5 average rating, 381 reviews
Top guest favourite
Room in Chicago
Al's Oasis Chicago
1 queen bed, 1 bathroom
5–10 Jul
4.96 out of 5 average rating, 227 reviews
Top guest favourite
Room in Chicago
Cozy Room for One In The Company of Cats -Blueline
1 single bed, 1 bathroom
19–24 Sept
4.94 out of 5 average rating, 140 reviews
Top guest favourite
Flat in Forest Park
Like a Treehouse!
1 bedroom, 3 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 371 reviews
Guest favourite
Guest suite in Chicago
2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.88 out of 5 average rating, 433 reviews
Guest favourite
Flat in Chicago
Modern 2BR | Free Parking | McCormick & Chinatown
2 bedrooms, 2 queen beds, 1 bathroom
5–10 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Chicago
Sunny Cozy Spacious Boho-Chic Condo in Bridgeport
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.99 out of 5 average rating, 124 reviews
Guest favourite
Flat in Chicago
Bright Apartment
1 bedroom, 2 beds, 1 bathroom
3–8 Oct
4.92 out of 5 average rating, 136 reviews
Top guest favourite
Flat in Oak Park
Restful Retreat Perfectly Located by Train+Shops
3 bedrooms, 5 beds, 2 bathrooms
29 Aug – 3 Sept
4.9 out of 5 average rating, 499 reviews