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Search results; Over 1,000 homes in Chicago

Guest favourite
Flat in Chicago
Elegant Suite in Gold Coast
1 bedroom, 2 beds, 1.5 private bathrooms
28 Aug – 2 Sept
,
4.98 out of 5 average rating, 207 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
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Home in Chicago
Chicago Row House Garden Apartmt
4.91 out of 5 average rating, 56 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Oct
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
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
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
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
4.97 out of 5 average rating, 77 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Jul
Guest favourite
Room in Chicago
ChicagoChinatownCenterB
4.93 out of 5 average rating, 55 reviews, 1 single bed, 1 bathroom
6–11 Aug
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
Top guest favourite
Flat in Chicago
Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby
4.93 out of 5 average rating, 337 reviews, 2 bedrooms, 4 beds, 1 bathroom
5–10 Jul
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
5–10 Jul
Guest favourite
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
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
Top guest favourite
Flat in Chicago
Luxury Living in Bronzeville with Massive Roofdeck
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
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
Top guest favourite
Flat in Chicago
Sun filled tranquil 2 br great part of Logan Sq.
4.77 out of 5 average rating, 566 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 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
Superhost
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
4.96 out of 5 average rating, 158 reviews, 2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug