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Search results; Over 1,000 homes in Chicago

Guest favourite
Apartment in Chicago
The Upscale Getaway Near Downtown
2 bedrooms, 3 beds, 2 private bathrooms
27 Jul – 1 Aug
,
4.93 out of 5 average rating, 290 reviews
Place to stay in Chicago
Twin Bed | Near Train Station | McCormick Pl
1 bedroom1 bed, 2 bathrooms,
12–17 Jul
New place to stay
Guest favourite
Place to stay in Chicago
The Native Garden at the City's Edge
1 bedroom1 queen bed, 1 bathroom,
4–9 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms2 beds, 2 bathrooms,
27 Jun – 2 Jul
4.96 out of 5 average rating, 156 reviews
Top guest favourite
Place to stay in Berwyn
room in family home
1 bedroom1 bed, 1 bathroom,
1–6 Dec
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Rooms in Chicago
Historic North Park home
3 bedrooms5 beds, 1 bathroom,
13–18 Sept
4.97 out of 5 average rating, 108 reviews
Superhost
Flat in Chicago
Paradise Lounge South loop 3br W/ Balcony
3 bedrooms4 beds, 1 bathroom,
28 Jun – 3 Jul
New place to stay
Top guest favourite
Place to stay in Chicago
Spacious Sun-Lit Suite in Chicago
2 bedrooms2 beds, 1 bathroom,
9–14 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Chicago
Coach House in Historic Old Town Chicago
1 bedroom2 beds, 1 bathroom,
5–10 Jul
4.96 out of 5 average rating, 126 reviews
Top guest favourite
Flat in Chicago
Comfortable Vintage North Side Retreat for 8
3 bedrooms5 beds, 1 bathroom,
23–28 Aug
4.92 out of 5 average rating, 246 reviews
Guest favourite
Room in Chicago
Private Room in Norwood Park
1 bed1 bathroom,
28 Jun – 3 Jul
4.97 out of 5 average rating, 38 reviews
Top guest favourite
Room in Chicago
Spacious garden level suite
1 queen bed1 bathroom,
14–19 Mar
4.96 out of 5 average rating, 308 reviews
Guest favourite
Place to stay in Chicago
Large Brand New Room in Hyde Park Close toDowntown
1 bedroom1 queen bed, 1 bathroom,
24–29 Jun
4.94 out of 5 average rating, 18 reviews
Top guest favourite
Flat in Chicago
Historic oasis in the middle of everything.
3 bedrooms4 beds, 1 bathroom,
21–26 Jun
4.96 out of 5 average rating, 312 reviews
Top guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms4 beds, 3 bathrooms,
5–10 Jul
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Chicago
Fun & cozy getaway w/POOL/game room/FREE parking
1 bedroom3 queen beds, 1 bathroom,
21–26 Jun
4.98 out of 5 average rating, 154 reviews
Top guest favourite
Flat in Oak Park
Spacious & Stylish Duplex Parking & Walkability
3 bedrooms5 beds, 2.5 bathrooms,
17–22 Aug
5.0 out of 5 average rating, 81 reviews
Guest favourite
Flat in Chicago
Chicago Addison St. 1 bed/1 bath condo, Garden Lvl
1 bedroom1 bed, 1 bathroom,
24–29 Oct
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
2 bedrooms3 queen beds, 2 bathrooms,
7–12 Sept
5.0 out of 5 average rating, 7 reviews