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Search results; Over 1,000 homes in Chicago

Guest favorite
Apartment in Chicago
52nd Floor MagMile Penthouse Views Fireplace Pool
1 bedroom, 2 beds, 1 private bath
Sep 4 – 9
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4.81 out of 5 average rating, 79 reviews
Guest favorite
Apartment in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed
Aug 16 – 21
4.9 out of 5 average rating, 126 reviews
Top guest favorite
Condo in Chicago
Great location. Free parking.
1 bedroom, 1 queen bed
Nov 1 – 6
4.97 out of 5 average rating, 917 reviews
Guest favorite
Guest suite in Chicago
2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
2 bedrooms, 3 beds
Aug 30 – Sep 4
4.88 out of 5 average rating, 441 reviews
Guest favorite
Apartment in Chicago
Kasa Lake Shore Chicago | Two Bedroom King & Queen
2 bedrooms, 3 beds
Aug 15 – 20
4.87 out of 5 average rating, 15 reviews
Top guest favorite
Apartment in Forest Park
Walk to Oak Park from Our Sunny Turn of the Century Apt
2 bedrooms, 3 beds
Oct 23 – 28
4.98 out of 5 average rating, 416 reviews
Guest favorite
Room in Alsip
Safe clean charming close transportation Viva!
1 queen bed
Aug 16 – 21
4.91 out of 5 average rating, 276 reviews
Top guest favorite
Apartment in Oak Park
Big & Bright Treetop Oasis Near Downtown w/Parking
2 bedrooms, 4 beds
Nov 1 – 6
4.98 out of 5 average rating, 94 reviews
Top guest favorite
Apartment in Chicago
Explore Lincoln Park from a Polished Apartment
1 bedroom, 1 queen bed
Nov 30 – Dec 5
5.0 out of 5 average rating, 318 reviews
Top guest favorite
Apartment in Chicago
Avondale Creative Loft | King Bed•Games•Parking
2 bedrooms, 2 beds
Nov 1 – 6
4.97 out of 5 average rating, 35 reviews
Guest favorite
Apartment in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
2 bedrooms, 3 beds
Aug 16 – 21
5.0 out of 5 average rating, 26 reviews
Guest favorite
Apartment in Chicago
Beautiful, sunny 2nd floor 3BR/1BA w free parking
3 bedrooms, 4 beds
Oct 24 – 29
4.92 out of 5 average rating, 171 reviews
Top guest favorite
Apartment in Chicago
Modern Luxe Retreat in Pilsen’s Colorful Center
2 bedrooms, 2 queen beds
Nov 1 – 6
4.98 out of 5 average rating, 51 reviews
Top guest favorite
Apartment in Oak Park
A Quiet Stay While You Are Away Oak Park
2 bedrooms, 2 queen beds
Nov 1 – 6
4.95 out of 5 average rating, 205 reviews
Top guest favorite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms, 2 queen beds
Nov 11 – 16
4.96 out of 5 average rating, 309 reviews
Room in Chicago
Charming Room in Historic Ukrainian Village!
1 queen bed
Sep 6 – 11
New place to stay
Top guest favorite
Room in Chicago
En Suite Private Queen Bedroom/Bathroom
1 queen bed
Aug 16 – 21
4.87 out of 5 average rating, 271 reviews
Top guest favorite
Apartment in Chicago
Stylish 2BR stunner w/ unbeatable location
2 bedrooms, 3 beds
Sep 27 – Oct 2
4.92 out of 5 average rating, 201 reviews
Superhost
Apartment in Oak Park
Bright Boho Haven free parking
1 bedroom, 1 king bed
Aug 30 – Sep 4
4.83 out of 5 average rating, 115 reviews