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Search results; Over 1,000 homes in Chicago

Descriptions are based on details hosts provide
Guest favourite
Flat in Chicago
Elegant Suite in Gold Coast
1 bedroom, 2 beds, 1.5 private bathrooms
28 Aug – 2 Sept
,
4.98 out of 5 average rating, 210 reviews
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
16–21 Jul
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4.91 out of 5 average rating, 23 reviews, 4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
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
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
Chicago Addison St. 1 bed/1 bath condo, Garden Lvl
4.9 out of 5 average rating, 48 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Oct
Top guest favourite
Flat in Chicago
Minimal duplex with free private parking
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 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
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
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
Superhost
Home in Chicago
Renovated Mayfair retreat with a fire pit
6 bedrooms, 11 beds, 3 bathrooms
26–31 Jul
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
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
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
Near UofC with patio and free parking
4.93 out of 5 average rating, 182 reviews, 1 double bed, 1 bathroom
7–12 Sept
Place to stay in Chicago
Near McCormick Place and train station
New place to stay, 1 bedroom, 1 bed, 2 bathrooms
4–9 Aug
Top guest favourite
Flat in Chicago
Sun filled tranquil 2 br great part of Logan Sq.
4.77 out of 5 average rating, 569 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 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