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Search results; Over 1,000 homes in Chicago

Guest favourite
Serviced apartment in Chicago
Elegant 3/BR w/Balcony by Downtown, Chinatown
3 bedrooms, 6 beds, 2 private bathrooms
19–24 Jul
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4.81 out of 5 average rating, 192 reviews
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
15–20 Nov
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
4.97 out of 5 average rating, 96 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Jul
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
Flat in Skokie
Skokie Serenity - 3 queen beds
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
Guest favourite
Place to stay in Chicago
x3 Private room with bath Hyde Park UChicago
5.0 out of 5 average rating, 16 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Place to stay in Chicago
Self check in 24h near downtown Chicago p2
New place to stay, 1 bedroom, 1 bed, 2 bathrooms
13–18 Aug
Top guest favourite
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
5.0 out of 5 average rating, 13 reviews, 2 bedrooms, 3 beds, 1 bathroom
23–28 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
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
Flat in Chicago
Kasa Lake Shore Chicago | Two Bedroom King & Queen
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Flat in Chicago
Sunny Penthouse - Oakwood Beach
4.96 out of 5 average rating, 67 reviews, 2 bedrooms, 3 beds, 2 bathrooms
7–12 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
Top guest favourite
Home in Brookfield
Homey Brookfield Gem — 4 Beds, 2 Baths, Great Yard
4.94 out of 5 average rating, 16 reviews, 4 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
Guest favourite
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Flat in Chicago
Modern Soul Retreat: 3BR in Bronzeville/HydePark
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
Guest favourite
Shipping container in Evanston
Container home. Walk to NWU and Central Street.
5.0 out of 5 average rating, 7 reviews, 1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
Flat in Chicago
Apartment near McCormick w/ gym & workspace
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1 bathroom
15–20 Aug
Top guest favourite
Flat in Chicago
The Nest | Luxe Garden Unit Near Downtown
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 2 beds, 1 bathroom
10–15 Aug