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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
12–17 Aug
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4.93 out of 5 average rating, 293 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
4.97 out of 5 average rating, 76 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Jul
Top guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
4.95 out of 5 average rating, 119 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
Guest favourite
Apartment in Chicago
Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
4.88 out of 5 average rating, 475 reviews, 2 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Flat in Chicago
Easy Downtown Access from The Pilsen Haven
5.0 out of 5 average rating, 26 reviews, 3 bedrooms, 3 beds, 1 bathroom
4–9 Jul
Top guest favourite
Room in Chicago
Cozy Room for One In The Company of Cats -Blueline
4.94 out of 5 average rating, 140 reviews, 1 single bed, 1 bathroom
5–10 Jul
Top guest favourite
Room in Chicago
Private BR;Parking by UofC/HydePark
4.93 out of 5 average rating, 181 reviews, 1 double bed, 1 bathroom
7–12 Sept
Guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Jul
Home in Chicago
Designer Home | Steps to the Obama Center & Beach
New place to stay, 5 bedrooms, 10 beds, 3.5 bathrooms
5–10 Jul
Guest favourite
Apartment in Chicago
The Langley Luxe modern style unit
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
Guest favourite
Flat in Maywood
Rooftop patio Retreat Chicago and Loyola Medical
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Guest favourite
Flat in Evanston
New 3bd/1.5 bth Apt w/private prkg
4.91 out of 5 average rating, 188 reviews, 3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
5.0 out of 5 average rating, 17 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
4–9 Jul
Home in Chicago
Comfortable welcoming stay for business or leisure
New place to stay, 3 bedrooms, 4 beds, 1 bathroom
1–6 Jul
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
4.96 out of 5 average rating, 80 reviews, 2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
Hotel in Chicago
Perfect Destination! Onsite Bar and Restaurant!
1 bedroom, 1 bathroom
5–10 Jul
Top guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
Guest favourite
Room in Alsip
Safe clean charming close transportation Viva!
4.91 out of 5 average rating, 269 reviews, 1 queen bed, 1 bathroom
11–16 Jul