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Search results; Over 1,000 homes in Chicago

Guest favourite
Guest suite in Chicago
Tropical Bungalow Getaway in Quiet Neighborhood
1 bedroom, 2 beds, 1 private bathroom
18–23 Aug
,
4.89 out of 5 average rating, 117 reviews
Top guest favourite
Apartment in Chicago
Great location. Free parking.
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 913 reviews
Room in Chicago
Bridgeport Chicago near everything affordable.
1 single bed, 1 bathroom
7–12 Aug
New place to stay
Top guest favourite
Flat in Chicago
Lovely 1-bedroom serviced apartment near Museums!
1 bedroom, 1 king bed, 1 bathroom
6–11 Sept
4.91 out of 5 average rating, 227 reviews
Top guest favourite
Room in Chicago
Urban Oasis Pilsen - guest room in townhouse
1 queen bed, 1 bathroom
24–29 Oct
5.0 out of 5 average rating, 167 reviews
Top guest favourite
Home in Brookfield
Cozy Home in Brookfield
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 101 reviews
Flat in Chicago
Bright Chicago 1BR Apartment Near River North
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
New place to stay
Top guest favourite
Flat in Forest Park
Walk to Oak Park from this Newly Remodeled Gem
2 bedrooms, 3 beds, 1 bathroom
24–29 Oct
4.99 out of 5 average rating, 274 reviews
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
27 Dec – 1 Jan
4.95 out of 5 average rating, 126 reviews
Top guest favourite
Home in Lombard
Modern Boho house in Lombard 7 min to Metra
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 150 reviews
Top guest favourite
Home in Chicago
Division St Designer Home In Heart of Wicker Park
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 298 reviews
Top guest favourite
Room in Oak Park
Your home away from home.
1 queen bed, 1 bathroom
17–22 Aug
4.93 out of 5 average rating, 41 reviews
Top guest favourite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
29 Aug – 3 Sept
4.96 out of 5 average rating, 305 reviews
Guest favourite
Room in North Riverside
The Albany Park Room at the Cape Cod in Riverside
1 queen bed, 1 bathroom
21–26 Sept
4.93 out of 5 average rating, 266 reviews
Guest favourite
Room in Chicago
Room w/ Private Bath | Chicago IL
1 queen bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Room in Des Plains
Near O'Hare | King Bed+Shared Bathroom+Parking
1 king bed, 1 bathroom
29 Aug – 3 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Flat in Chicago
Avondale Cozy 1 Bedroom Attic Apartment 4th FL
1 bedroom, 1 queen bed, 1 bathroom
25–30 Nov
4.93 out of 5 average rating, 148 reviews
Top guest favourite
Flat in Chicago
The Noble Farmhouse, w/ Garden in West Town
2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
4.97 out of 5 average rating, 255 reviews
Top guest favourite
Flat in Forest Park
Sunny 1 bedroom apartment 1 block from restaurants
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 219 reviews