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Search results; Over 1,000 homes in Chicago

Top guest favourite
Apartment in Chicago
Large Remodeled Home in Lincoln Park, Sleeps 12!
4 bedrooms, 5 beds, 3 private bathrooms
19–24 Jul
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4.97 out of 5 average rating, 135 reviews
Top guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms, 4 beds, 3 bathrooms
5–10 Jul
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
2 bedrooms, 3 queen beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 7 reviews
Flat in Chicago
3BR Vintage Apt • Patio • Walk to McKinley Park
3 bedrooms, 3 queen beds, 1 bathroom
21–26 Jun
New place to stay
Superhost
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bathroom
24–29 Jun
4.98 out of 5 average rating, 59 reviews
Flat in Chicago
Retro Logan Square Retreat • Blue Line
1 bedroom, 1 bunk bed, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 3 reviews
Flat in Chicago
Garden Retreat Pilsen Chicago Apartment
2 bedrooms, 3 beds, 2 bathrooms
29 Jun – 4 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 bedrooms, 3 beds, 2 bathrooms
3–8 Jul
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
1 bedroom, 2 beds, 1 bathroom
6–11 Dec
4.99 out of 5 average rating, 107 reviews
Superhost
Flat in Chicago
Stunning Apt, walk to NEU, “The Bernard”
4 bedrooms, 3 beds, 1 bathroom
26–31 Jul
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
New place to stay
Flat in Chicago
Luxury South Loop Apt
2 beds, 1 bathroom
2–7 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Evanston
"Melody of Evanston 3bd, 2 Bath UrbanLux"
3 bedrooms, 6 beds, 2 bathrooms
20–25 Jun
4.94 out of 5 average rating, 36 reviews
Home in Chicago
Charming Home 5 minutes from Ohare airport
5 bedrooms, 7 beds, 3 bathrooms
25–30 Jun
New place to stay
Place to stay in Chicago
Twin Bed | Near Train Station | McCormick Pl
1 bedroom, 1 bed, 2 bathrooms
12–17 Jul
New place to stay
Guest favourite
Flat in Chicago
Blue Brick Apartment in Bridgeport - Park for Free
2 bedrooms, 2 double beds, 1 bathroom
5–10 Jul
4.93 out of 5 average rating, 230 reviews
Top guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 62 reviews
Guest favourite
Place to stay in Chicago
The Native Garden at the City's Edge
1 bedroom, 1 queen bed, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 6 reviews