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Search results; Over 1,000 homes in Chicago

Guest favourite
Apartment in Chicago
The Upscale Getaway Near Downtown
2 bedrooms, 3 beds, 2 private bathrooms
27 Jul – 1 Aug
,
4.93 out of 5 average rating, 290 reviews
Top guest favourite
Flat in Oak Park
Spacious & Stylish Duplex Parking & Walkability
3 bedrooms5 beds, 2.5 bathrooms,
17–22 Aug
5.0 out of 5 average rating, 81 reviews
Superhost
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms2 beds, 2 bathrooms,
27 Jun – 2 Jul
4.96 out of 5 average rating, 156 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, 308 reviews
Top guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms4 beds, 3 bathrooms,
5–10 Jul
5.0 out of 5 average rating, 13 reviews
Place to stay in Chicago
Twin Bed | Near Train Station | McCormick Pl
1 bedroom1 bed, 2 bathrooms,
12–17 Jul
New place to stay
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, 246 reviews
Guest favourite
Room in Chicago
Lovely Front Room in a New Renovated Apartment
2 single beds1 bathroom,
9–14 Aug
4.92 out of 5 average rating, 99 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, 61 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, 312 reviews
Guest favourite
Flat in Chicago
Luxury Designer Apartment 803| Gold Coast/Old Town
2 bedrooms2 bathrooms,
30 Aug – 4 Sept
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Chicago
Little Italy Historic Restoration Row House
2 bedrooms2 queen beds, 2 bathrooms,
12–17 Oct
5.0 out of 5 average rating, 44 reviews
Guest favourite
Flat in Chicago
Chicago Addison St. 1 bed/1 bath condo, Garden Lvl
1 bedroom1 bed, 1 bathroom,
24–29 Oct
5.0 out of 5 average rating, 40 reviews
Guest favourite
Flat in Chicago
LIVN West Loop Chicago King Studio Apartment
1 bedroom1 king bed, 1 bathroom,
25–30 Jun
4.92 out of 5 average rating, 26 reviews
Guest favourite
Flat in Chicago
4 Bedroom Penthouse Loft in Heart of Wicker Park
4 bedrooms6 beds, 2 bathrooms,
21–26 Jun
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Chicago
Stylish 2BR stunner w/ unbeatable location
2 bedrooms3 beds, 1 bathroom,
1–6 Jul
4.92 out of 5 average rating, 186 reviews
Top guest favourite
Flat in Chicago
Boho City Escape | Parking + Balcony
2 bedrooms3 beds, 2 bathrooms,
24–29 Jul
5.0 out of 5 average rating, 14 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, 18 reviews
Top guest favourite
Flat in Chicago
Fun & cozy getaway w/POOL/game room/FREE parking
1 bedroom3 queen beds, 1 bathroom,
21–26 Jun
4.98 out of 5 average rating, 154 reviews