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Search results; Over 1,000 homes in Chicago

Top guest favourite
Guest house in Chicago
The Roscoe Village Guesthouse
2 bedrooms, 2 beds, 1 private bathroom
30 Aug – 4 Sept
,
4.91 out of 5 average rating, 209 reviews
Top guest favourite
Room in Chicago
Urban Oasis Pilsen - guest room in townhouse
1 queen bed
24–29 Oct
5.0 out of 5 average rating, 167 reviews
Top guest favourite
Flat in Chicago
Vintage library museum retreat near CTA brown line
2 bedrooms, 2 beds
27 Jan – 1 Feb
5.0 out of 5 average rating, 39 reviews
Guest favourite
Room in North Riverside
The Albany Park Room at the Cape Cod in Riverside
1 queen bed
21–26 Sept
4.93 out of 5 average rating, 266 reviews
Top guest favourite
Flat in Forest Park
Cheerful Remodel Prime Location
1 bedroom, 1 queen bed
1–6 Nov
4.92 out of 5 average rating, 148 reviews
Room in Chicago
Bridgeport Chicago near everything affordable.
1 single bed
16–21 Aug
New place to stay
Top guest favourite
Flat in Chicago
Modern Chicago 1BR | Near Lincoln Park & Loop
1 bedroom, 1 queen bed
29 Aug – 3 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Chicago
Top Floor Escape | Modern Amenities | Lush Garden
2 bedrooms, 2 beds
16–21 Aug
4.97 out of 5 average rating, 494 reviews
Top guest favourite
Guest suite in Chicago
Studio 15 Minutes From Ohare!
1 queen bed
23–28 Aug
4.97 out of 5 average rating, 203 reviews
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds
27 Dec – 1 Jan
4.95 out of 5 average rating, 127 reviews
Guest favourite
Room in Evanston
Welcoming Evanston Home
1 queen bed
11–16 Aug
4.94 out of 5 average rating, 247 reviews
Top guest favourite
Flat in Chicago
Lovely 1-bedroom serviced apartment near Museums!
1 bedroom, 1 king bed
6–11 Sept
4.91 out of 5 average rating, 227 reviews
Top guest favourite
Home in Brookfield
Cozy Home in Brookfield
2 bedrooms, 2 beds
20–25 Sept
4.99 out of 5 average rating, 101 reviews
Guest favourite
Room in Chicago
Private RM 1st FLR BDRM|12”Memory Queen BD|TV|Fan
1 queen bed
28 Sept – 3 Oct
4.94 out of 5 average rating, 52 reviews
Top guest favourite
Apartment in Chicago
Great location. Free parking.
1 bedroom, 1 queen bed
25–30 Oct
4.97 out of 5 average rating, 913 reviews
Guest favourite
Room in Chicago
Room w/ Private Bath | Chicago IL
1 queen bed
9–14 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Lombard
Modern Boho house in Lombard 7 min to Metra
2 bedrooms, 3 beds
16–21 Aug
4.99 out of 5 average rating, 150 reviews
Top guest favourite
Room in Des Plains
Near O'Hare | King Bed+Shared Bathroom+Parking
1 king bed
29 Aug – 3 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Chicago
Division St Designer Home In Heart of Wicker Park
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.96 out of 5 average rating, 298 reviews