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Search results; Over 1,000 homes in Chicago

Descriptions are based on details hosts provide
Guest favourite
Flat in Chicago
Cozy Bedroom in Wrigleyville (Entire Apt)
1 bedroom, 2 beds, 1 private bathroom
19–24 Oct
,
4.77 out of 5 average rating, 261 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
LIVN Millennium Park Downtown Chicago 1 BR
4.97 out of 5 average rating, 93 reviews, 1 bedroom, 1 bed, 1 bathroom
22–27 Jul
Flat in Skokie
Peaceful garden unit with private entrance
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Top guest favourite
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
Home in Chicago
Beautifully Renovated Loft-Style Coach House
5.0 out of 5 average rating, 19 reviews, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
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
Homey Brookfield Gem — 4 Beds, 2 Baths, Great Yard
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
En suite near UChicago, 3-min to CTA
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
Flat in Chicago
Rooftop city views near McCormick Place
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1 bathroom
3–8 Aug
Guest favourite
Place to stay in Chicago
Chicago Addison St. 1 bed/1 bath condo, Garden Lvl
4.9 out of 5 average rating, 49 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Oct
Superhost
Home in Chicago
Renovated Mayfair retreat with a fire pit
6 bedrooms, 11 beds, 3 bathrooms
26–31 Jul
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
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
Place to stay in Des Plains
King bed with free parking near O’Hare
New place to stay, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Top 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
25–30 Oct
Place to stay in Chicago
Self check in 24h near downtown Chicago p2
New place to stay, 1 bedroom, 1 bed, 2 bathrooms
13–18 Aug
Guest favourite
Guest suite in Chicago
2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
4.88 out of 5 average rating, 434 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug