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Search results; Over 1,000 homes in Chicago

Guest favourite
Apartment in Chicago
Can't Beat This 2min Walk to Wrigley!
2 bedrooms, 5 beds, 2 private bathrooms
29 Sept – 4 Oct
,
4.81 out of 5 average rating, 278 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed
3–8 Jul
4.97 out of 5 average rating, 76 reviews
Top guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds
25–30 Oct
4.95 out of 5 average rating, 119 reviews
Top guest favourite
Room in Chicago
Cozy Room for One In The Company of Cats -Blueline
1 single bed
5–10 Jul
4.94 out of 5 average rating, 140 reviews
Top guest favourite
Flat in Chicago
Easy Downtown Access from The Pilsen Haven
3 bedrooms, 3 beds
4–9 Jul
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Room in Chicago
Private BR;Parking by UofC/HydePark
1 double bed
7–12 Sept
4.93 out of 5 average rating, 181 reviews
Top guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms, 4 beds
3–8 Jul
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
2 bedrooms, 3 queen beds
23–28 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms, 4 beds
11–16 Jul
5.0 out of 5 average rating, 15 reviews
Guest favourite
Apartment in Chicago
The Langley Luxe modern style unit
2 bedrooms, 3 beds
5–10 Jul
5.0 out of 5 average rating, 7 reviews
Luxe
Flat in Chicago
Luxury Downtown 4BR | Exclusive Design PH
4 bedrooms, 5 beds
2–7 Jul
4.97 out of 5 average rating, 39 reviews
Top guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
2 bedrooms, 3 beds
4–9 Jul
5.0 out of 5 average rating, 17 reviews
Guest favourite
Room in Chicago
Private Room in Norwood Park
1 bed
5–10 Jul
4.98 out of 5 average rating, 41 reviews
Top guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 21 reviews
Hotel in Chicago
Perfect Destination! Onsite Bar and Restaurant!
1 bedroom, 1 king bed
5–10 Jul
Place to stay in Palatine
Private King Room A | Private Bathroom
1 bedroom, 1 king bed
19–24 Jul
New place to stay
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms, 2 beds
16–21 Aug
4.96 out of 5 average rating, 80 reviews
Guest favourite
Flat in Evanston
New 3bd/1.5 bth Apt w/private prkg
3 bedrooms, 4 beds
5–10 Jul
4.91 out of 5 average rating, 188 reviews
Home in Chicago
Comfortable welcoming stay for business or leisure
3 bedrooms, 4 beds
1–6 Jul
New place to stay