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Search results; Over 1,000 homes in Chicago

Top guest favourite
Flat in Chicago
Gym, Garage Parking, Balcony, Sleeps 4
2 bedrooms, 2 beds, 2 private bathrooms
14–19 Aug
,
5.0 out of 5 average rating, 34 reviews
Guest favourite
Place to stay in Chicago
Large Brand New Room in Hyde Park Close toDowntown
1 bedroom1 queen bed, 1 bathroom,
8–13 Sept
4.94 out of 5 average rating, 17 reviews
Top guest favourite
Flat in Chicago
Fully Furnished Apartment Wicker Park Free Parking
1 bedroom1 queen bed, 1 bathroom,
29 Aug – 3 Sept
4.98 out of 5 average rating, 605 reviews
Top guest favourite
Flat in Chicago
Comfortable Vintage North Side Retreat for 8
3 bedrooms5 beds, 1 bathroom,
23–28 Aug
4.92 out of 5 average rating, 244 reviews
Top guest favourite
Apartment in Chicago
Summer Break Incoming! Live Like an A-ville Local!
2 bedrooms2 bathrooms,
7–12 Jun
4.98 out of 5 average rating, 42 reviews
Top guest favourite
Flat in Chicago
Luxury Designer Apartment 803| Gold Coast/Old Town
2 bedrooms2 bathrooms,
30 Aug – 4 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Chicago
A Whimsical Fairy-tale Loft in Ravenswood Chicago
2 bedrooms3 beds, 1 bathroom,
5–10 Jul
4.99 out of 5 average rating, 342 reviews
Top guest favourite
Flat in Chicago
The Logan Greystone
3 bedrooms3 beds, 1 bathroom,
30 Aug – 4 Sept
4.98 out of 5 average rating, 60 reviews
Guest favourite
Room in Chicago
The Blue Room
1 double bed1 bathroom,
5–10 Aug
4.83 out of 5 average rating, 576 reviews
Top guest favourite
Flat in Chicago
Historic oasis in the middle of everything.
3 bedrooms4 beds, 1 bathroom,
21–26 Jun
4.96 out of 5 average rating, 309 reviews
Top guest favourite
Flat in Chicago
Luxe Wrigley Estate: Pool Table + Parking + Patio
4 bedrooms7 beds, 2 bathrooms,
7–12 Jun
5.0 out of 5 average rating, 5 reviews
Place to stay in Chicago
Cozy Room W/ Full & Twin Bed | Free Parking (Rm 2)
1 bedroom2 beds, 1 bathroom,
8–13 Sept
New place to stay
Guest favourite
Rooms in Chicago
Spacious Haven in North Park
3 bedrooms4 beds, 1 bathroom,
21–26 Sept
4.9 out of 5 average rating, 59 reviews
Guest favourite
Flat in Chicago
Easy Downtown Access from Cozy Pilsen Nest
2 bedrooms3 beds, 2 bathrooms,
7–12 Jun
4.94 out of 5 average rating, 65 reviews
Guest favourite
Flat in Chicago
Hancock Lookout|Steps to Beach&Transit, CHI Views
2 bedrooms3 queen beds, 2 bathrooms,
16–21 Aug
4.97 out of 5 average rating, 39 reviews
Top guest favourite
Flat in Chicago
Stylish Gold Coast 3BR Apt | Walk to Grocery&Cafes
3 bedrooms4 beds, 2 bathrooms,
6–11 Jul
4.98 out of 5 average rating, 47 reviews
Top guest favourite
Home in Brookfield
Cozy Home in Brookfield
2 bedrooms2 beds, 1 bathroom,
12–17 Jul
4.99 out of 5 average rating, 84 reviews
Guest favourite
Guest suite in Chicago
2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
2 bedrooms3 beds, 1 bathroom,
2–7 Aug
4.87 out of 5 average rating, 428 reviews
Home in Chicago
West Town Gem: 2BR w/ Patio, W/D + Free Parking
2 bedrooms2 beds, 1 bathroom,
2–7 Jul
5.0 out of 5 average rating, 4 reviews