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Search results; Over 1,000 homes in Chicago

Descriptions are based on details hosts provide
Top guest favourite
Apartment in Chicago
Your Chicago Retreat
3 bedrooms, 3 beds, 1.5 private bathrooms
20–25 Sept
,
4.99 out of 5 average rating, 301 reviews
Guest favourite
Home in Chicago
Spa tub and a private backyard fireplace
4.91 out of 5 average rating, 23 reviews, 4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
Guest favourite
Flat in Chicago
Newly renovated near Millennium Park
4.97 out of 5 average rating, 93 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Jul
Flat in Skokie
Skokie Serenity - 3 queen beds
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Home in Franklin Park
Newly remodeled with backyard and gazebo
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 4 beds, 1 bathroom
22–27 Aug
Top guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Home in Brookfield
Sunlit mid-century brick ranch, tree-lined street
4.94 out of 5 average rating, 16 reviews, 4 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Guest favourite
Place to stay in Chicago
x3 Private room with bath Hyde Park UChicago
5.0 out of 5 average rating, 16 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Place to stay in Chicago
Twin Bed | Near Train Station | McCormick Pl
New place to stay, 1 bedroom, 1 bed, 2 bathrooms
4–9 Aug
Guest favourite
Flat in Chicago
Eclectic decor in Pilsen’s art district
4.95 out of 5 average rating, 121 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
12–17 Oct
Guest favourite
Place to stay in Chicago
12 minutes from O’Hare with free parking
4.9 out of 5 average rating, 48 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Oct
Top guest favourite
Rooms in Chicago
Historic North Park home
4.97 out of 5 average rating, 113 reviews, 3 bedrooms, 5 beds, 1 bathroom
13–18 Sept
Guest favourite
Guest suite in Chicago
Open-concept layout near O’Hare airport
4.88 out of 5 average rating, 434 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Superhost
Home in Chicago
Modern 6 BR 3 Baths 11 beds Sleeps 17 Birthday
6 bedrooms, 11 beds, 3 bathrooms
26–31 Jul
Guest favourite
Home in Chicago
Historic bungalow with free parking near Hyde Park
4.93 out of 5 average rating, 14 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Place to stay in Chicago
Central spot near downtown with workspace
New place to stay, 1 bedroom, 1 bed, 2 bathrooms
13–18 Aug
Guest favourite
Apartment in Chicago
Modern Woodlawn condo near UChicago
4.96 out of 5 average rating, 81 reviews, 2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Room in Chicago
Private BR;Parking by UofC/HydePark
4.93 out of 5 average rating, 182 reviews, 1 double bed, 1 bathroom
7–12 Sept
Top guest favourite
Flat in Chicago
Sun-filled top floor near 606 trail
4.77 out of 5 average rating, 569 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Aug