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Search results; Over 1,000 homes in Chicago

Superhost
Home in Chicago
Beautiful Chicago Greystone
4 bedrooms, 4 beds, 1 private bathroom
4–9 Oct
,
4.92 out of 5 average rating, 149 reviews
Room in Chicago
Iconic City | Riverwalk. Free Breakfast*
2 beds, 1 bathroom
20–25 Aug
New place to stay
Home in Chicago
Charming Historic Row Home | Lincoln Park
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
New place to stay
Room in Chicago
Iconic Journey | Navy Pier. Free Breakfast*
2 beds, 1 bathroom
7–12 Sept
New place to stay
Room in Chicago
Near Magnificent Mile | Gym. Free Breakfast.
2 queen beds, 1 bathroom
29 Aug – 3 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
Top guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
1 bedroom, 2 beds, 1 bathroom
24–29 Nov
4.99 out of 5 average rating, 108 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bathroom
28 Aug – 2 Sept
4.88 out of 5 average rating, 139 reviews
Guest favourite
Flat in Chicago
Luxury Loft Collection 03 - Terrace - River North
3 bedrooms, 7 beds, 3 bathrooms
6–11 Sept
4.95 out of 5 average rating, 109 reviews
Guest favourite
Home in Chicago
Chicago Row House Garden Apartmt
1 bedroom, 1 bed, 1 bathroom
26–31 Oct
4.92 out of 5 average rating, 71 reviews
Top guest favourite
Guest house in Chicago
Horner Park Coach House
1 bedroom, 1 bed, 1 bathroom
27 Oct – 1 Nov
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 71 reviews
Superhost
Flat in Chicago
2,109 Sq Ft Sky Suite | 62nd Fl | Lake Views
3 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
New place to stay
Top guest favourite
Loft in Chicago
Lakeview Loft-Vintage Chicago, Modern Amenities
1 bedroom, 2 beds, 1 bathroom
13–18 Dec
4.96 out of 5 average rating, 597 reviews
Guest favourite
Flat in Chicago
Designer CuratedVintage Condo in Popular West Town
2 bedrooms, 3 beds, 1 bathroom
28 Nov – 3 Dec
4.94 out of 5 average rating, 256 reviews
Guest favourite
Room in Alsip
Safe clean charming close transportation Viva!
1 queen bed, 1 bathroom
29 Aug – 3 Sept
4.91 out of 5 average rating, 276 reviews
Guest favourite
Flat in Chicago
Penthouse Designer Loft 4W | GoldCoast/River North
3 bedrooms, 6 beds, 2.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 9 reviews
Superhost
Flat in Chicago
The Velvet Manor | Luxe 3BR • Jacuzzi • Garage
3 bedrooms, 3 beds, 1 bathroom
16–21 Sept
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