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Search results; Over 1,000 homes in Chicago

Guest favourite
Apartment in Chicago
The ModernFarmhouse Chicago-Near Downtown Chicago
3 bedrooms, 3 beds, 2 private bathrooms
3–8 Aug
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4.97 out of 5 average rating, 59 reviews
Top guest favourite
Bungalow in Chicago
Beverly Hills of Chicago Luxury Guest Favorite
4.95 out of 5 average rating, 41 reviews, 5 bedrooms, 12 beds, 3.5 bathrooms
1–6 Jul
Superhost
Home in Chicago
Beautiful Chicago Greystone
4.93 out of 5 average rating, 137 reviews, 4 bedrooms, 4 beds, 1 bathroom
12–17 Jul
Flat in Chicago
Northside Chicago Apartment
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
Top guest favourite
Flat in Chicago
Luxury Living in Bronzeville with Massive Roofdeck
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Home in Chicago
Designer Home | Steps to the Obama Center & Beach
New place to stay, 5 bedrooms, 10 beds, 3.5 bathrooms
1–6 Jul
Guest favourite
Apartment in Chicago
The Langley Luxe modern style unit
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
Top guest favourite
Flat in Chicago
ChiCasa Wicker Park Paradise
5.0 out of 5 average rating, 52 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Jul
Guest favourite
Flat in Evanston
New 3bd/1.5 bth Apt w/private prkg
4.91 out of 5 average rating, 188 reviews, 3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
Flat in Berwyn
Spacious 2BD w/Game Table for 7 near City+Airport
New place to stay, 2 bedrooms, 4 beds, 1 bathroom
16–21 Jul
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
New place to stay, 5 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
Top guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
4.95 out of 5 average rating, 119 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
Top guest favourite
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
Guest favourite
Home in Norridge
Modern Ranch | 5 Min to O'Hare, 25 to Chicago
4.92 out of 5 average rating, 12 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
26–31 Jul
Top guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Jul
Top guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
Guest favourite
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Guest favourite
Flat in Westchester
At the Pac House, You can Play, Stay and Discover.
4.92 out of 5 average rating, 13 reviews, 2 bedrooms, 3 beds, 1 bathroom
14–19 Sept