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Search results; Over 1,000 homes in Chicago

Top guest favourite
Apartment in Chicago
Large Remodeled Home in Lincoln Park, Sleeps 12!
4 bedrooms, 5 beds, 3 private bathrooms
19–24 Jul
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4.97 out of 5 average rating, 135 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bathroom
24–29 Jun
4.98 out of 5 average rating, 59 reviews
Top guest favourite
Room in Chicago
Fresh and Sunny Bed & Bath by UofC
1 queen bed, 1 bathroom
29 Aug – 3 Sept
4.91 out of 5 average rating, 255 reviews
Flat in Chicago
Chicago Classic•Skyline View•1BR + Den, Train Near
1 bedroom, 5 beds, 1 bathroom
28 Jun – 3 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Evanston
"Melody of Evanston 3bd, 2 Bath UrbanLux"
3 bedrooms, 6 beds, 2 bathrooms
20–25 Jun
4.94 out of 5 average rating, 36 reviews
Top guest favourite
Guest house in Chicago
Cozy Coach House
1 queen bed, 1 bathroom
30 Jun – 5 Jul
4.96 out of 5 average rating, 496 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
Superhost
Flat in Chicago
Paradise Lounge South loop 3br W/ Balcony
3 bedrooms, 4 beds, 1 bathroom
28 Jun – 3 Jul
New place to stay
Superhost
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Superhost
Flat in Clarendon Hills
Clarendon Hills Apartment
2 bedrooms, 2 beds, 1.5 bathrooms
28 Jun – 3 Jul
New place to stay
Superhost
Flat in Chicago
Corporate Smart Home At River Walk
1 bedroom, 1 queen bed, 1 bathroom
8–13 Jul
5.0 out of 5 average rating, 4 reviews
Flat in Chicago
Bronzeville Oasis
1 bedroom, 3 beds, 1 bathroom
23–28 Jun
New place to stay
Top guest favourite
Room in Chicago
Al's Oasis Chicago
1 queen bed, 1 bathroom
5–10 Jul
4.96 out of 5 average rating, 227 reviews
Top guest favourite
Place to stay in Chicago
Spacious Sun-Lit Suite in Chicago
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 16 reviews
Featured hotel
Hotel in Chicago
Deluxe king room & rooftop bar with views
1 bedroom, 1 king bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Loft in Chicago
Lakeview Loft-Vintage Chicago, Modern Amenities
1 bedroom, 2 beds, 1 bathroom
8–13 Nov
4.96 out of 5 average rating, 579 reviews
Top guest favourite
Guest suite in Chicago
Private Lincoln Square one bed+bath studio apt.
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
4.99 out of 5 average rating, 422 reviews
Top guest favourite
Flat in Chicago
Blue Brick Apartment in Bridgeport - Park for Free
2 bedrooms, 2 double beds, 1 bathroom
22–27 Jun
4.96 out of 5 average rating, 101 reviews
Top guest favourite
Room in Chicago
Private Queen Bedroom with Private Bathroom
1 queen bed, 2.5 bathrooms
21–26 Jun
4.95 out of 5 average rating, 196 reviews