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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
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5.0 out of 5 average rating, 34 reviews
Apartment in Chicago
The Langley Luxe modern style unit
2 bedrooms3 beds, 1 bathroom,
28 Jun – 3 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
2 bedrooms3 beds, 1 bathroom,
8–13 Aug
5.0 out of 5 average rating, 5 reviews
Flat in Chicago
Garden Retreat Pilsen Chicago Apartment
2 bedrooms3 beds, 2 bathrooms,
29 Jun – 4 Jul
New place to stay
Top guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
2 bedrooms3 queen beds, 2 bathrooms,
13–18 Jul
5.0 out of 5 average rating, 6 reviews
Superhost
Flat in Chicago
Stunning Apt, walk to NEU, “The Bernard”
4 bedrooms3 beds, 1 bathroom,
26–31 Jul
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
Superhost
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
2 bedrooms3 beds, 1 bathroom,
19–24 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 bedrooms3 beds, 2 bathrooms,
3–8 Jul
5.0 out of 5 average rating, 15 reviews
Featured hotel
Hotel in Chicago
Three bedroom suite
3 bedrooms6 king beds, 1 bathroom,
14–19 Jun
New place to stay
Superhost
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 Oak Park
Serene 1-Bedroom Suite in Oak Park (Free Parking!)
1 bedroom1 king bed, 1 bathroom,
20–25 Oct
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms2 queen beds, 1 bathroom,
9–14 Aug
4.97 out of 5 average rating, 61 reviews
Top guest favourite
Flat in Chicago
Boho City Escape | Parking + Balcony
2 bedrooms3 beds, 2 bathrooms,
28 Jun – 3 Jul
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Chicago
Luxury Living in Bronzeville with Massive Roofdeck
3 bedrooms3 beds, 2 bathrooms,
30 Aug – 4 Sept
5.0 out of 5 average rating, 12 reviews
Home in Chicago
Newly Renovated Home 4BD/3BTH with garage!
4 bedrooms5 beds, 3 bathrooms,
13–18 Jul
New place to stay
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
Home in Chicago
Steps to Lake & Beach! Multi-Level Oakland Haven
4 bedrooms5 beds, 4.5 bathrooms,
29 Jun – 4 Jul
New place to stay
Guest favourite
Home in Chicago
Cozy 4BR with Spa Tub Near UChicago & Obama Center
4 bedrooms5 beds, 2 bathrooms,
28 Jun – 3 Jul
5.0 out of 5 average rating, 18 reviews