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Search results; Over 1,000 homes in Chicago

Guest favourite
Apartment in Chicago
Modern long-term luxury w/ spectacular view!
1 bedroom, 1 bed, 2 private bathrooms
2–9 Sept
,
4.96 out of 5 average rating, 49 reviews
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
Guest favourite
Home in Chicago
Chicago Row House Garden Apartmt
4.91 out of 5 average rating, 58 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
Top guest favourite
Flat in Chicago
A Whimsical Fairy-tale Loft in Ravenswood Chicago
4.99 out of 5 average rating, 348 reviews, 2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
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
27 Sept – 2 Oct
Guest favourite
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 3 beds, 1 bathroom
9–14 Aug
Guest favourite
Room in Chicago
Lovely Front Room in a New Renovated Apartment
4.91 out of 5 average rating, 103 reviews, 2 single beds, 1 bathroom
22–27 Sept
Guest favourite
Apartment in Chicago
Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
4.88 out of 5 average rating, 476 reviews, 2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Flat in Chicago
Sun filled tranquil 2 br great part of Logan Sq.
4.77 out of 5 average rating, 568 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
Top guest favourite
Flat in Chicago
Quiet & Modern Avondale Apartment
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
Guest favourite
Flat in Chicago
Upscale High-Rise Apt · Rooftop Pool + Views
4.97 out of 5 average rating, 33 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
Guest favourite
Flat in Chicago
NW Chicago Garden Apartment
4.92 out of 5 average rating, 51 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Sept
Top guest favourite
Flat in Forest Park
1 bedroom garden apartment in Forest Park
4.98 out of 5 average rating, 186 reviews, 1 bedroom, 2 beds, 1 bathroom
28 Sept – 3 Oct
Top guest favourite
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
Guest favourite
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
4.96 out of 5 average rating, 161 reviews, 2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug
Guest favourite
Guest suite in Chicago
2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
4.88 out of 5 average rating, 433 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Home in Chicago
Modern Cozy Studio Near Dining & Transit
New place to stay, 1 bed, 1 bathroom
8–13 Aug
Top guest favourite
Room in Chicago
Cozy Room for One In The Company of Cats -Blueline
4.94 out of 5 average rating, 141 reviews, 1 single bed, 1 bathroom
19–24 Sept
Top guest favourite
Guest suite in Chicago
Cozy, Quiet, Garden Getaway!
4.92 out of 5 average rating, 529 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Aug – 3 Sept