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Search results; Over 1,000 homes in Chicago

Top guest favourite
Apartment in Chicago
Fulton Market Loft | Rooftop Fire Pit | Parking
3 bedrooms, 3 beds, 2.5 private bathrooms
22–27 Aug
,
4.96 out of 5 average rating, 280 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed
4–9 Jul
4.97 out of 5 average rating, 77 reviews
Superhost
Home in Chicago
Cozy Luxury Escape Amazing location private home
3 bedrooms, 3 beds
3–8 Jul
New place to stay
Top guest favourite
Flat in Chicago
Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby
2 bedrooms, 4 beds
5–10 Jul
4.93 out of 5 average rating, 337 reviews
Guest favourite
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
2 bedrooms, 3 beds
19–24 Jul
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in Chicago
Quiet & Modern Avondale Apartment
2 bedrooms, 2 beds
6–11 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Flat in Chicago
Luxury Loft Collection 03 - Terrace - River North
3 bedrooms, 7 beds
16–21 Aug
4.95 out of 5 average rating, 107 reviews
Home in Chicago
Comfortable welcoming stay for business or leisure
3 bedrooms, 4 beds
3–8 Jul
New place to stay
Home in Chicago
Modern 3BR Near Obama Center, UChicago & McCormick
3 bedrooms, 3 queen beds
14–19 Jul
New place to stay
Guest favourite
Home in Chicago
Boho Luxe Retreat | Garage Parking | Sleeps 13
3 bedrooms, 6 beds
5–10 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms, 4 beds
16–21 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Bungalow in Chicago
Beverly Hills of Chicago Luxury Guest Favorite
5 bedrooms, 17 beds
3–8 Jul
4.95 out of 5 average rating, 41 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
Guest favourite
Flat in Evanston
NEW Fam-Frndly 3 bd 1 bth w/ EZ Parking near NU
3 bedrooms
24–29 Jul
4.94 out of 5 average rating, 163 reviews
Luxe
Flat in Chicago
Luxury Downtown 4BR | Exclusive Design PH
4 bedrooms, 5 beds
3–8 Jul
4.97 out of 5 average rating, 39 reviews
Guest favourite
Apartment in Chicago
12 Min Downtown, Free Parking, Rooftop, Sleeps 11
2 bedrooms, 8 beds
5–10 Jul
4.91 out of 5 average rating, 32 reviews
Flat in Chicago
2BR/1BA Apt w/ Modern Amenities Rogers Park
2 bedrooms, 2 queen beds
26–31 Jul
New place to stay
Top guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms, 2 queen beds
16–21 Aug
4.97 out of 5 average rating, 64 reviews
Top guest favourite
Flat in Chicago
Sunny Cozy Spacious Boho-Chic Condo in Bridgeport
2 bedrooms, 3 beds
21–26 Sept
4.98 out of 5 average rating, 129 reviews