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Search results; Over 1,000 homes in Chicago

Guest favourite
Flat in Lincoln Park
Archways at the Lincoln Park Zoo 2bed/2ba
2 bedrooms, 2 beds, 2 private bathrooms
27 Sept – 2 Oct
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4.84 out of 5 average rating, 350 reviews
Top guest favourite
Flat in Bridgeport
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Bungalow in Beverly
Beverly Hills of Chicago Luxury Guest Favorite
4.95 out of 5 average rating, 41 reviews, 5 bedrooms, 18 beds, 3.5 bathrooms
4–9 Jul
Top guest favourite
Flat in West Side
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
Flat in Chicago Loop
LIVN Millennium Park Downtown Chicago 1 BR
4.98 out of 5 average rating, 81 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Jul
Guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Guest favourite
Apartment in South Side
The Langley Luxe modern style unit
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
Guest favourite
Flat in West Side
Cozy Urban View Retreat Near Downtown - Sleeps 7
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 4 beds, 1 bathroom
13–18 Jul
Top guest favourite
Flat in Downtown Chicago
Beautiful 2BR Apartment in Old Town
4.89 out of 5 average rating, 298 reviews, 2 bedrooms, 3 beds, 1 bathroom
6–11 Jul
Top guest favourite
Flat in Albany Park
NorthSide Chicago duplex 5-BD,2King size-free park
4.97 out of 5 average rating, 198 reviews, 5 bedrooms, 6 beds, 2 bathrooms
8–13 Nov
Top guest favourite
Home in Humboldt Park
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 Portage Park
NW Chicago Garden Apartment
4.92 out of 5 average rating, 51 reviews, 2 bedrooms, 2 beds, 1 bathroom
8–13 Sept
Flat in West Rogers Park
Northside Chicago Apartment
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
Guest favourite
Flat in Belmont Cragin
Modern 2 BR Retreat Steps From Family Park
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1 bathroom
17–22 Jul
Home in South Side
Modern 3BR Near Obama Center, UChicago & McCormick
New place to stay, 3 bedrooms, 3 beds, 1 bathroom
14–19 Jul
Guest favourite
Home in Humboldt Park
Boho Luxe Retreat | Garage Parking | Sleeps 13
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
Flat in Little Italy
Luxury 5BR/4BA Near Downtown | Free Parking!
New place to stay, 5 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
Guest favourite
Flat in Wicker Park
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Superhost
Flat in West Side
10 Min to Downtown | 3BR 2BA Spacious Home
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul