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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
Flat in Chicago
Chicago Addison St. 1 bed/1 bath condo, Garden Lvl
1 bedroom1 bed, 1 bathroom,
10–15 Aug
5.0 out of 5 average rating, 40 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
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
Room in Chicago
Spacious garden level suite
1 queen bed1 bathroom,
14–19 Mar
4.96 out of 5 average rating, 306 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
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
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms2 beds, 2 bathrooms,
5–10 Jul
4.95 out of 5 average rating, 155 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
The Logan Greystone
3 bedrooms3 beds, 1 bathroom,
30 Aug – 4 Sept
4.98 out of 5 average rating, 61 reviews
Guest favourite
Flat in Chicago
NW Chicago Garden Apartment
2 bedrooms2 beds, 1 bathroom,
5–10 Aug
4.92 out of 5 average rating, 49 reviews
Top guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms2 queen beds, 1 bathroom,
18–23 Jul
4.97 out of 5 average rating, 59 reviews
Superhost
Flat in Chicago
Stunning Apt, walk to NEU, “The Bernard”
4 bedrooms3 beds, 1 bathroom,
26–31 Jul
Top guest favourite
Place to stay in Chicago
Private, dog-friendly room near downtown Chicago
1 bedroom1 sofa bed, 1 bathroom,
29 Jun – 4 Jul
5.0 out of 5 average rating, 24 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
Guest favourite
Apartment in Chicago
The Cozy Suite
2 bedrooms4 beds, 1 bathroom,
5–10 Jul
4.85 out of 5 average rating, 41 reviews
Top guest favourite
Flat in Chicago
Easy Downtown Access from The Pilsen Haven
3 bedrooms3 beds, 1 bathroom,
28 Jun – 3 Jul
5.0 out of 5 average rating, 23 reviews
Flat in Chicago
Retro Logan Square Retreat • Blue Line
1 bedroom1 bunk bed, 1 bathroom,
17–22 Jul
New place to stay
Flat in Westchester
At the Pac House, You can Play, Stay and Discover.
2 bedrooms3 beds, 1 bathroom,
5–10 Jul
5.0 out of 5 average rating, 5 reviews