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Search results; Over 1,000 homes in Chicago

Guest favourite
Apartment in Chicago
Gamers Getaway 20 minutes from downtown
3 bedrooms, 3 beds, 2 private bathrooms
1–6 Jul
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4.85 out of 5 average rating, 154 reviews
Flat in Chicago
Northside Chicago Apartment
2 bedrooms, 2 beds
12–17 Jul
New place to stay
Home in Chicago
Designer Home | Steps to the Obama Center & Beach
5 bedrooms, 10 beds
1–6 Jul
New place to stay
Top guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 bedrooms, 3 beds
3–8 Jul
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Bungalow in Chicago
Beverly Hills of Chicago Luxury Guest Favorite
5 bedrooms, 12 beds
2–7 Jul
4.95 out of 5 average rating, 40 reviews
Townhouse in Chicago
Walk to United Center 9 mins-Downtown FreeParking
3 bedrooms, 3 beds
5–10 Jul
4.75 out of 5 average rating, 8 reviews
Home in Chicago
Big Group Stay-Private Yard/Parking/MillenniumPark
5 bedrooms, 8 beds
9–14 Sept
Guest favourite
Home in Chicago
Boho Luxe Retreat | Garage Parking | Sleeps 13
3 bedrooms, 6 beds
2–7 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Apartment in Chicago
The Langley Luxe modern style unit
2 bedrooms, 3 beds
5–10 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds
25–30 Oct
4.95 out of 5 average rating, 119 reviews
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms, 2 beds
16–21 Aug
4.96 out of 5 average rating, 80 reviews
Top guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms, 4 beds
16–21 Aug
5.0 out of 5 average rating, 11 reviews
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
5 bedrooms, 7 beds
9–14 Aug
New place to stay
Guest favourite
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
2 bedrooms, 3 beds
19–24 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms, 4 beds
11–16 Jul
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Chicago
Luxury Living in Bronzeville with Massive Roofdeck
3 bedrooms, 3 queen beds
5–10 Jul
5.0 out of 5 average rating, 13 reviews
Guest favourite
Flat in Chicago
Pilsen Prism: Sun-Drenched 3BR + Parking
3 bedrooms, 3 beds
23–28 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Westchester
At the Pac House, You can Play, Stay and Discover.
2 bedrooms, 3 beds
21–26 Aug
4.92 out of 5 average rating, 13 reviews
Flat in Chicago
Lake Shore Condo | Beach | North Chicago
2 bedrooms, 2 beds
26–31 Jul
New place to stay