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Search results; Over 1,000 homes in Chicago

Guest favourite
Apartment in Chicago
The Upscale Getaway Near Downtown
2 bedrooms, 3 beds, 2 private bathrooms
27 Jul – 1 Aug
,
4.93 out of 5 average rating, 291 reviews
Top guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed
24–29 Jun
4.97 out of 5 average rating, 64 reviews
Superhost
Flat in Chicago
Modern 4BR West Town Duplex | Best for LongStays
4 bedrooms, 6 beds
22–27 Jun
5.0 out of 5 average rating, 6 reviews
Guest favourite
Flat in Chicago
Chicago Addison St. 1 bed/1 bath condo, Garden Lvl
1 bedroom, 1 bed
24–29 Oct
5.0 out of 5 average rating, 40 reviews
Flat in Chicago
Retro Logan Square Retreat • Blue Line
1 bedroom, 1 bunk bed
12–17 Jul
5.0 out of 5 average rating, 3 reviews
Place to stay in Chicago
Twin Bed | Near Train Station | McCormick Pl
1 bedroom, 1 bed
12–17 Jul
New place to stay
Top guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds
2–7 Jul
4.95 out of 5 average rating, 115 reviews
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms, 2 beds
16–21 Aug
4.96 out of 5 average rating, 79 reviews
Featured hotel
Hotel in Chicago
Double suite
1 bedroom, 2 double beds
17–22 Jun
4.79 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Chicago
Sunny Cozy Spacious Boho-Chic Condo in Bridgeport
2 bedrooms, 3 beds
5–10 Jul
4.99 out of 5 average rating, 123 reviews
Superhost
Flat in Chicago
Stunning Apt, walk to NEU, “The Bernard”
4 bedrooms, 3 beds
26–31 Jul
Top guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms, 4 beds
5–10 Jul
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Room in Chicago
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
3 beds
25–30 Oct
4.95 out of 5 average rating, 675 reviews
Top guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
1 bedroom, 2 beds
9–14 Nov
4.99 out of 5 average rating, 107 reviews
Top guest favourite
Place to stay in Chicago
Private, dog-friendly room near downtown Chicago
1 bedroom, 1 sofa bed
29 Jun – 4 Jul
5.0 out of 5 average rating, 25 reviews
Home in Chicago
The Dorchester | Steps from Beach & Science Museum
5 bedrooms, 10 beds
27 Jun – 2 Jul
New place to stay
Guest favourite
Room in Wilmette
(BR#1) Welcoming, warm & comfortable, 3 guests
2 beds
8–13 Aug
4.95 out of 5 average rating, 297 reviews
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
2 bedrooms, 3 beds
12–17 Jul
New place to stay
Top guest favourite
Flat in Chicago
Luxury Living in Bronzeville with Massive Roofdeck
3 bedrooms, 3 beds
5–10 Jul
5.0 out of 5 average rating, 13 reviews