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Search results; Over 1,000 homes in Chicago

Guest favourite
Apartment in Chicago
Can't Beat This 2min Walk to Wrigley!
2 bedrooms, 5 beds, 2 private bathrooms
29 Sept – 4 Oct
,
4.81 out of 5 average rating, 278 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
Designer Garden Unit in Bridgeport
4.97 out of 5 average rating, 64 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in Chicago
Chicago Row House Garden Apartmt
4.95 out of 5 average rating, 55 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Oct
Guest favourite
Room in Chicago
Lovely Front Room in a New Renovated Apartment
4.91 out of 5 average rating, 102 reviews, 2 single beds, 1 bathroom
22–27 Sept
Place to stay in Chicago
Happy Homes U&I – Quiet Basement Retreat
New place to stay, 1 bedroom, 1 bed, 2 bathrooms
1–6 Jul
Flat in Chicago
Cozy Apartment in Pilsen | 2BR 2B | 15 Min to Town
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Flat in Oak Park
Serene 1-Bedroom Suite in Oak Park (Free Parking!)
5.0 out of 5 average rating, 55 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Oct
Guest favourite
Room in Chicago
near festivals & united center
4.96 out of 5 average rating, 113 reviews, 1 bed, 1 bathroom
21–26 Sept
Top guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Room in Chicago
Spacious & serene in hip spot. Sleeps 4.
4.92 out of 5 average rating, 519 reviews, 1 queen bed, 1 bathroom
16–21 Aug
Top guest favourite
Room in Chicago
Spacious garden level suite
4.96 out of 5 average rating, 310 reviews, 1 queen bed, 1 bathroom
1–6 Nov
Top guest favourite
Guest suite in Chicago
2BR/1.5 Bath in Logan Square
4.95 out of 5 average rating, 59 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
28 Nov – 3 Dec
Top guest favourite
Flat in Forest Park
1 bedroom garden apartment in Forest Park
4.98 out of 5 average rating, 184 reviews, 1 bedroom, 2 beds, 1 bathroom
28 Sept – 3 Oct
Guest favourite
Flat in Chicago
NW Chicago Garden Apartment
4.92 out of 5 average rating, 50 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Sept
Top guest favourite
Rooms in Oak Park
Single bedroom with Asian decor in family home
4.94 out of 5 average rating, 382 reviews, 2 bedrooms, 1 double bed, 1 bathroom
17–22 Aug
Top guest favourite
Room in Chicago
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
4.95 out of 5 average rating, 678 reviews, 3 beds, 1 bathroom
25–30 Oct
Top guest favourite
Flat in Chicago
Charming Apt. near Wrigley/Cubs, Ravenswood/Uptown
4.94 out of 5 average rating, 252 reviews, 1 bedroom, 2 beds, 1 bathroom
21–26 Sept
Top guest favourite
Room in Chicago
Cozy Room for One In The Company of Cats -Blueline
4.94 out of 5 average rating, 140 reviews, 1 single bed, 1 bathroom
5–10 Jul