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Search results; Over 1,000 homes in Chicago

Guest favourite
Flat in Chicago
Elegant Suite in Gold Coast
1 bedroom, 2 beds, 1.5 private bathrooms
28 Aug – 2 Sept
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4.98 out of 5 average rating, 210 reviews
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4.95 out of 5 average rating, 22 reviews, 4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
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
2–7 Aug
Guest favourite
Flat in Chicago
Luxury Designer Apartment 803| Gold Coast/Old Town
4.95 out of 5 average rating, 19 reviews, 2 bedrooms, 2 bathrooms
16–21 Aug
Guest favourite
Home in Chicago
Beautiful Chicago Greystone
4.94 out of 5 average rating, 142 reviews, 4 bedrooms, 4 beds, 1 bathroom
7–12 Sept
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
12–17 Oct
Guest favourite
Flat in Chicago
Easy Downtown Access from Cozy Pilsen Nest
4.94 out of 5 average rating, 66 reviews, 2 bedrooms, 3 beds, 2 bathrooms
3–8 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
Flat in Chicago
Stylish & Spacious Multi-Level Apt in Wicker Park
4.96 out of 5 average rating, 27 reviews, 3 bedrooms, 4 beds, 3 bathrooms
30 Aug – 4 Sept
Top guest favourite
Flat in Oak Park
Spacious & Stylish Duplex Near Downtown w/Parking
5.0 out of 5 average rating, 85 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
29 Aug – 3 Sept
Apartment in Chicago
Ukrainian Village 2 Bd/2ba - Steps from Division!
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
Guest favourite
Flat in Berwyn
Cozy, Sunny, and Clean Apt 3 bd Free Parking
4.91 out of 5 average rating, 74 reviews, 3 bedrooms, 3 beds, 1 bathroom
2–7 Aug
Guest favourite
Flat in Chicago
Bronzeville Hidden Oasis
4.98 out of 5 average rating, 183 reviews, 4 bedrooms, 6 beds, 2 bathrooms
22–27 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
Top guest favourite
Flat in Chicago
NorthSide Chicago duplex 5-BD,2King size-free park
4.97 out of 5 average rating, 199 reviews, 5 bedrooms, 6 beds, 2 bathrooms
29 Aug – 3 Sept
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
5.0 out of 5 average rating, 3 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
30 Aug – 4 Sept
Guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
4.92 out of 5 average rating, 13 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Flat in Chicago
Pilsen Prism: Sun-Drenched 3BR + Parking
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Aug
Top guest favourite
Apartment in Chicago
Spacious 3BR • Great for Groups • Fast WiFi • Pets
4.96 out of 5 average rating, 118 reviews, 3 bedrooms, 3 beds, 1 bathroom
20–25 Oct