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Search results; Over 1,000 homes in Chicago

Superhost
Villa in Chicago
Rooftop | Villa
3 bedrooms, 3 beds, 3 private bathrooms
18–23 Aug
,
4.67 out of 5 average rating, 57 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
4.97 out of 5 average rating, 95 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Jul
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4.91 out of 5 average rating, 23 reviews, 4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
Flat in Skokie
Skokie Serenity - 3 queen beds
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Place to stay in Des Plains
Near O'Hare | King Bed+Shared Bathroom+Parking
New place to stay, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Top guest favourite
Flat in Chicago
Luxury Loft Collection COMBO 01/03 | Terrace
5.0 out of 5 average rating, 17 reviews, 6 bedrooms, 15 beds, 6 bathrooms
29 Oct – 3 Nov
Top guest favourite
Flat in Chicago
ChiCasa Wicker Park Paradise
5.0 out of 5 average rating, 54 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
15–20 Nov
Guest favourite
Place to stay in Chicago
Chicago Addison St. 1 bed/1 bath condo, Garden Lvl
4.9 out of 5 average rating, 49 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Oct
Top guest favourite
Rooms in Chicago
Historic North Park home
4.97 out of 5 average rating, 113 reviews, 3 bedrooms, 5 beds, 1 bathroom
13–18 Sept
Place to stay in Chicago
Guest room in Dunning, Chicago IL
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Sept
Top guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
4.95 out of 5 average rating, 121 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
Guest favourite
Place to stay in Bridgeview
Comfortable Private Room with Easy Chicago Access
5.0 out of 5 average rating, 11 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
Top guest favourite
Room in Chicago
Spacious garden level suite
4.96 out of 5 average rating, 315 reviews, 1 queen bed, 1 bathroom
10–15 Nov
Top guest favourite
Flat in Chicago
Chic 3BR Sun-Filled Oasis: Wicker & Logan Square
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Flat in Chicago
Kasa Lake Shore Chicago | Two Bedroom King & Queen
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
17–22 Jul
Guest favourite
Room in Chicago
Private Room & Shared Bathroom | Work Desk
4.91 out of 5 average rating, 32 reviews, 1 double bed, 2 bathrooms
15–20 Aug
Home in Forest Park
Renovated 2 bedroom - 1.5 bath Coach House
New place to stay, 2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Aug
Top guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
5.0 out of 5 average rating, 19 reviews, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov