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Search results; Over 1,000 homes in Chicago

Top guest favourite
Apartment in Downtown Chicago
Large Remodeled Home in Lincoln Park, Sleeps 12!
4 bedrooms, 5 beds, 3 private bathrooms
19–24 Jul
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4.97 out of 5 average rating, 136 reviews
Top guest favourite
Flat in Chicago Loop
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed
25–30 Jun
4.97 out of 5 average rating, 65 reviews
Top guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms, 4 beds
30 Jun – 5 Jul
5.0 out of 5 average rating, 14 reviews
Flat in West Side
Cozy Apartment in Pilsen | 2BR 2B | 15 Min to Town
2 bedrooms, 3 beds
27 Sept – 2 Oct
New place to stay
Top guest favourite
Room in Irving Park
Cozy Room for One In The Company of Cats -Blueline
1 single bed
5–10 Jul
4.94 out of 5 average rating, 139 reviews
Superhost
Flat in West Town
Modern 4BR West Town Duplex | Best for LongStays
4 bedrooms, 6 beds
22–27 Jun
5.0 out of 5 average rating, 6 reviews
Apartment in South Side
The Langley Luxe modern style unit
2 bedrooms, 3 beds
28 Jun – 3 Jul
5.0 out of 5 average rating, 5 reviews
Flat in Chicago
3BR Vintage Apt • Patio • Walk to McKinley Park
3 bedrooms, 3 queen beds
3–8 Jul
New place to stay
Guest favourite
Flat in North Side
2BR Avondale Apt: Free Parking + Steps to Blueline
2 bedrooms, 3 beds
8–13 Aug
5.0 out of 5 average rating, 7 reviews
Flat in North Side
Quiet & Modern Avondale Apartment
2 bedrooms, 2 beds
30 Aug – 4 Sept
Guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
2 bedrooms, 3 queen beds
7–12 Sept
5.0 out of 5 average rating, 8 reviews
Flat in Belmont Cragin
Modern 2 BR Retreat Steps From Family Park
2 bedrooms, 3 beds
12–17 Jul
5.0 out of 5 average rating, 3 reviews
Superhost
Flat in Wicker Park
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
2 bedrooms, 3 beds
19–24 Jul
5.0 out of 5 average rating, 5 reviews
Flat in Logan Square
Retro Logan Square Retreat • Blue Line
1 bedroom, 1 bunk bed
22–27 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Wicker Park
4 Bedroom Penthouse Loft in Heart of Wicker Park
4 bedrooms, 6 beds
21–26 Jun
5.0 out of 5 average rating, 6 reviews
Superhost
Flat in Chicago
Stunning Apt, walk to NEU, “The Bernard”
4 bedrooms, 3 beds
26–31 Jul
Guest favourite
Flat in Bridgeport
Blue Brick Apartment in Bridgeport - Park for Free
2 bedrooms, 2 double beds
5–10 Jul
4.93 out of 5 average rating, 230 reviews
Top guest favourite
Flat in Lake View
Luxe Wrigley Estate: Pool Table + Parking + Patio
4 bedrooms, 7 beds
22–27 Jun
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in West Rogers Park
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
1 bedroom, 2 beds
6–11 Dec
4.99 out of 5 average rating, 107 reviews