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Search results; Over 1,000 homes in Chicago

Top guest favourite
Flat in Chicago
Cozy loft in Chicago's Uptown
1 bedroom, 2 beds, 1 private bathroom
4–9 Jul
,
4.97 out of 5 average rating, 331 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, 9 reviews
Guest favourite
Room in Chicago
Private Room in Norwood Park
1 bed1 bathroom,
14–19 Jun
4.97 out of 5 average rating, 36 reviews
Place to stay in Chicago
Private Room for 3 Guests By Grand Ave Blueline
1 bedroom2 beds, 2 bathrooms,
1–6 Jan
Top guest favourite
Guest suite in Chicago
Eddy Street Upstairs Apartment
1 bedroom1 bed, 1 bathroom,
26 Jun – 1 Jul
4.95 out of 5 average rating, 163 reviews
Top guest favourite
Flat in Chicago
Ravenswood Guest House Annex
1 bedroom3 beds, 1 bathroom,
7–12 Sept
4.93 out of 5 average rating, 485 reviews
Flat in Chicago
Retro Logan Square Retreat • Blue Line
1 bedroom1 bunk bed, 1 bathroom,
28 Jun – 3 Jul
New place to stay
Top guest favourite
Flat in Chicago
North Mayfair Retreat
1 bedroom2 beds, 1 bathroom,
17–22 Aug
5.0 out of 5 average rating, 26 reviews
Guest favourite
Rooms in Chicago
Spacious Haven in North Park
3 bedrooms4 beds, 1 bathroom,
21–26 Sept
4.9 out of 5 average rating, 59 reviews
Guest favourite
Room in Chicago
Lovely Front Room in a New Renovated Apartment
2 single beds1 bathroom,
9–14 Aug
4.92 out of 5 average rating, 99 reviews
Guest favourite
Place to stay in Chicago
The Cozy Scholar's Retreat and Spa Bath
1 bedroom1 queen bed, 1 bathroom,
10–15 Jul
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Guest suite in Chicago
Cozy, Quiet, Garden Getaway!
1 bedroom1 queen bed, 1 bathroom,
9–14 Aug
4.92 out of 5 average rating, 521 reviews
Top guest favourite
Flat in Chicago
Bridgeport Garden Studio
1 bedroom1 sofa bed, 2 bathrooms,
9–14 Aug
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Room in Chicago
Mid City, Vintage, Close to O'Hare Pvt Room
2 double beds1 bathroom,
11–16 Aug
4.95 out of 5 average rating, 200 reviews
Top guest favourite
Place to stay in Chicago
Spacious Sun-Lit Suite in Chicago
2 bedrooms2 beds, 1 bathroom,
23–28 Jul
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Room in Chicago
Elegant Tuscan-Inspired Home Near Lincoln Square
1 queen bed1 bathroom,
8–13 Sept
4.98 out of 5 average rating, 106 reviews
Top guest favourite
Flat in Chicago
Top-Floor 1BR | Steps to Train + Free Parking
1 bedroom2 beds, 1 bathroom,
17–22 Oct
5.0 out of 5 average rating, 70 reviews
Top guest favourite
Flat in Chicago
Delightful Studio in the Heart of Andersonville!
1 bedroom1 queen bed, 1 bathroom,
28 Jun – 3 Jul
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Guest suite in Chicago
Private suite in Lincoln Square
1 bedroom1 queen bed, 1 bathroom,
30 Aug – 4 Sept
4.97 out of 5 average rating, 471 reviews