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Search results; Over 1,000 homes in Chicago

Guest favourite
Guest suite in Chicago
Cozy 2BD Lake Apt Near Downtown, McCormick & More
2 bedrooms, 3 beds, 1 private bathroom
1–6 Nov
,
4.92 out of 5 average rating, 118 reviews
Room in Chicago
Iconic City | Riverwalk. Free Breakfast*
2 beds, 1 bathroom
20–25 Sept
New place to stay
Room in Chicago
Iconic Journey | Navy Pier. Free Breakfast*
2 beds, 1 bathroom
7–12 Sept
New place to stay
Flat in Forest Park
Family-Friendly Apt for 4 w/Parking, Near City+MDW
1 bedroom, 3 beds, 1 bathroom
7–12 Sept
New place to stay
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
1–6 Jan
4.95 out of 5 average rating, 130 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bathroom
20–25 Aug
4.89 out of 5 average rating, 135 reviews
Room in Chicago
Bridgeport Chicago near everything affordable.
1 single bed, 1 bathroom
20–25 Sept
New place to stay
Room in Chicago
Near Magnificent Mile | Gym. Free Breakfast.
2 queen beds, 1 bathroom
19–24 Aug
New place to stay
Flat in Chicago
Greek Consulate Historical Blg | Lincoln Park - 1
6 bedrooms, 7 beds, 3 bathrooms
18–23 Aug
New place to stay
Top guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Guest house in Chicago
Horner Park Coach House
1 bedroom, 1 bed, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 5 reviews
Superhost
Flat in Chicago
Luxury Loft Collection 01 - Terrace - River North
3 bedrooms, 8 beds, 3 bathrooms
1–6 Nov
4.9 out of 5 average rating, 122 reviews
Superhost
Flat in Chicago
The Velvet Manor | Luxe 3BR • Jacuzzi • Garage
3 bedrooms, 3 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 3 reviews
Home in Chicago
Designer Smart Wicker Park Home | Bohome Reserve
4 bedrooms, 4 beds, 3.5 bathrooms
22–27 Aug
4.82 out of 5 average rating, 73 reviews
Flat in Chicago
Duplex in Bucktown
3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Nov
4.96 out of 5 average rating, 310 reviews
Flat in Chicago
Art & Soul in Logan Square|4BR Walk to Blue Line
4 bedrooms, 4 beds, 1.5 bathrooms
18–23 Aug
New place to stay
Home in Chicago
House in Chicago
4 bedrooms, 5 beds, 2.5 bathrooms
19–24 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Chicago
Great location. Free parking.
1 bedroom, 1 queen bed, 1 bathroom
8–13 Nov
4.97 out of 5 average rating, 918 reviews