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Search results; Over 1,000 homes in Chicago

Guest favourite
Apartment in Chicago
The Upscale Getaway Near Downtown
2 bedrooms, 3 beds, 2 private bathrooms
27 Jul – 1 Aug
,
4.93 out of 5 average rating, 291 reviews
Superhost
Flat in Chicago
Modern 4BR West Town Duplex | Best for LongStays
4 bedrooms, 6 beds, 3.5 bathrooms
22–27 Jun
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bathroom
25–30 Jun
4.97 out of 5 average rating, 64 reviews
Top guest favourite
Room in Chicago
Cozy Room for One In The Company of Cats -Blueline
1 single bed, 1 bathroom
1–6 Jul
4.94 out of 5 average rating, 139 reviews
Top guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
2 bedrooms, 3 beds, 1.5 bathrooms
4–9 Jul
5.0 out of 5 average rating, 15 reviews
Flat in Chicago
Retro Logan Square Retreat • Blue Line
1 bedroom, 1 bunk bed, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Chicago
Sunny Cozy Spacious Boho-Chic Condo in Bridgeport
2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
4.99 out of 5 average rating, 123 reviews
Top guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
18–23 Oct
4.95 out of 5 average rating, 116 reviews
Apartment in Chicago
The Langley Luxe modern style unit
2 bedrooms, 3 beds, 1 bathroom
28 Jun – 3 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms, 4 beds, 3 bathrooms
5–10 Jul
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Chicago
Amazing Penthouse: Views, Hot Tub, Cold Plunge!
3 bedrooms, 8 beds, 3 bathrooms
30 Jul – 4 Aug
4.94 out of 5 average rating, 400 reviews
Place to stay in Chicago
10 minutes to Downtown near subway and bus m1
1 bedroom, 1 queen bed, 2 bathrooms
13–18 Oct
4.75 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Chicago
Fulton House #1 (2bd/ 1ba)
2 bedrooms, 2 queen beds, 1 bathroom
19–24 Jul
4.95 out of 5 average rating, 104 reviews
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
4.96 out of 5 average rating, 79 reviews
Top guest favourite
Flat in Oak Park
Spacious & Stylish Duplex Parking & Walkability
3 bedrooms, 5 beds, 2.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 81 reviews
Flat in Chicago
3BR Vintage Apt • Patio • Walk to McKinley Park
3 bedrooms, 3 queen beds, 1 bathroom
21–26 Jun
New place to stay
Top guest favourite
Home in Chicago
Chicago Row House Garden Apartmt
1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept
4.96 out of 5 average rating, 50 reviews
Place to stay in Evanston
G3-Nirvana
1 bedroom, 1 bed, 1 bathroom
21–26 Jun
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Chicago
Millennium Park 10 Min, Parking, Balcony, Sleeps 8
2 bedrooms, 4 beds, 2 bathrooms
18–23 Jun
4.97 out of 5 average rating, 157 reviews