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Search results; Over 1,000 homes in Chicago

Guest favourite
Apartment in Chicago
WrigleyVilla - 1/2 Block From Wrigley Field!
3 bedrooms, 4 beds, 1 private bathroom
5–10 Jul
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4.92 out of 5 average rating, 105 reviews
Guest favourite
Apartment in Chicago
Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
4.88 out of 5 average rating, 475 reviews, 2 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
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
Designer Garden Unit in Bridgeport
4.97 out of 5 average rating, 64 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
Guest favourite
Room in Chicago
ChicagoChinatownCenterB
4.93 out of 5 average rating, 54 reviews, 1 single bed, 1 bathroom
6–11 Aug
Top guest favourite
Home in Chicago
Chicago Row House Garden Apartmt
4.95 out of 5 average rating, 55 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Oct
Guest favourite
Place to stay in Chicago
Large Brand New Room in Hyde Park Close toDowntown
4.95 out of 5 average rating, 21 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Oct
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
5–10 Jul
Top guest favourite
Flat in Chicago
Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby
4.93 out of 5 average rating, 337 reviews, 2 bedrooms, 4 beds, 1 bathroom
5–10 Jul
Superhost
Place to stay in Chicago
Chicago Addison St. 1 bed/1 bath condo, Garden Lvl
4.89 out of 5 average rating, 45 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Oct
Guest favourite
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
Home in Chicago
Comfortable welcoming stay for business or leisure
New place to stay, 3 bedrooms, 4 beds, 1 bathroom
1–6 Jul
Top guest favourite
Flat in Forest Park
1 bedroom garden apartment in Forest Park
4.98 out of 5 average rating, 184 reviews, 1 bedroom, 2 beds, 1 bathroom
28 Sept – 3 Oct
Guest favourite
Room in Chicago
Lovely Front Room in a New Renovated Apartment
4.91 out of 5 average rating, 102 reviews, 2 single beds, 1 bathroom
22–27 Sept
Top guest favourite
Flat in Chicago
Fun & cozy getaway w/POOL/game room/FREE parking
4.98 out of 5 average rating, 156 reviews, 1 bedroom, 3 beds, 1 bathroom
12–17 Jul
Guest favourite
Flat in Chicago
Quiet & Modern Avondale Apartment
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
Guest favourite
Flat in Chicago
Sunny Penthouse - Oakwood Beach
4.95 out of 5 average rating, 62 reviews, 2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Room in Chicago
Spacious & serene in hip spot. Sleeps 4.
4.92 out of 5 average rating, 519 reviews, 1 queen bed, 1 bathroom
16–21 Aug
Guest favourite
Flat in Chicago
Upscale High-Rise Apt · Rooftop Pool + Views
4.97 out of 5 average rating, 31 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct