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Search results; Over 1,000 homes in Chicago

Top guest favourite
Guest suite in Chicago
Bronzeville Beauty: Modern Style + Historic Charm
1 bedroom, 2 beds, 1 private bathroom
16–21 Jul
,
4.94 out of 5 average rating, 226 reviews
Superhost
Home in Schaumburg
Chicagoland-Schaumburg/ORD 3BR Ranch Home, sleeps7
3 bedrooms, 4 beds
26–31 Jul
5.0 out of 5 average rating, 4 reviews
Flat in Chicago
Northside Chicago Apartment
2 bedrooms, 2 beds
12–17 Jul
New place to stay
Top guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms, 4 beds
11–16 Jul
5.0 out of 5 average rating, 15 reviews
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
2 bedrooms, 3 beds
12–17 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Place to stay in Chicago
Large Brand New Room in Hyde Park Close toDowntown
1 bedroom, 1 queen bed
23–28 Oct
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Flat in Chicago
Sunny Cozy Spacious Boho-Chic Condo in Bridgeport
2 bedrooms, 3 beds
21–26 Sept
4.99 out of 5 average rating, 124 reviews
Flat in Chicago
Lake Shore Condo | Beach | North Chicago
2 bedrooms, 2 beds
26–31 Jul
New place to stay
Top guest favourite
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
2 bedrooms, 3 beds
23–28 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Rooms in Chicago
Historic North Park home
3 bedrooms, 5 beds
13–18 Sept
4.97 out of 5 average rating, 110 reviews
Top guest favourite
Guest house in Evanston
Welcome to Serenity.
1 bedroom, 1 queen bed
4–9 Jul
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Place to stay in Chicago
The Native Garden at the City's Edge
1 bedroom, 1 queen bed
8–13 Aug
5.0 out of 5 average rating, 9 reviews
Superhost
Apartment in Chicago
Elegant Historic Duplex | Old Town • Lincoln Park
2 bedrooms, 3 beds
22–27 Aug
New place to stay
Top guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms, 2 queen beds
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
25–30 Oct
5.0 out of 5 average rating, 54 reviews
Guest favourite
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
2 bedrooms, 3 beds
19–24 Jul
5.0 out of 5 average rating, 7 reviews
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
5 bedrooms, 7 beds
9–14 Aug
New place to stay
Guest favourite
Apartment in Chicago
The Langley Luxe modern style unit
2 bedrooms, 3 beds
5–10 Jul
5.0 out of 5 average rating, 7 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed
1–6 Jul
4.97 out of 5 average rating, 73 reviews