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Search results; Over 1,000 homes in Chicago

Top guest favourite
Guest suite in Chicago
Bronzeville Beauty: Modern Style + Historic Charm
1 bedroom, 2 beds, 1 private bathroom
7–12 Sept
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4.94 out of 5 average rating, 226 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
4.97 out of 5 average rating, 77 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Jul
Superhost
Home in Chicago
Cozy Luxury Escape Amazing location private home
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
2–7 Jul
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
Place to stay in Palatine
Private King Room A | Private Bathroom
New place to stay, 1 bedroom, 1 bed, 1 bathroom
14–19 Jul
Guest favourite
Apartment in Chicago
The Langley Luxe modern style unit
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
Top guest favourite
Flat in Chicago
Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby
4.93 out of 5 average rating, 337 reviews, 2 bedrooms, 4 beds, 1 bathroom
5–10 Jul
Top guest favourite
Flat in Chicago
Luxury Living in Bronzeville with Massive Roofdeck
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Flat in Chicago
ChiCasa Wicker Park Paradise
5.0 out of 5 average rating, 52 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Jul
Top guest favourite
Flat in Chicago
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
Guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Superhost
Place to stay in Chicago
Chicago Addison St. 1 bed/1 bath condo, Garden Lvl
4.89 out of 5 average rating, 45 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Oct
Guest favourite
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1 bathroom
14–19 Jul
Guest favourite
Home in Chicago
Boho Luxe Retreat | Garage Parking | Sleeps 13
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
Superhost
Flat in Chicago
Modern 4BR West Town Duplex | Best for LongStays
5.0 out of 5 average rating, 7 reviews, 4 bedrooms, 6 beds, 3.5 bathrooms
8–13 Jul
Guest favourite
Room in Alsip
Safe clean charming close transportation Viva!
4.91 out of 5 average rating, 269 reviews, 1 queen bed, 1 bathroom
11–16 Jul
Guest favourite
Home in Norridge
Modern Ranch | 5 Min to O'Hare, 25 to Chicago
4.92 out of 5 average rating, 13 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
18–23 Jul
Guest favourite
Flat in Chicago
Quiet & Modern Avondale Apartment
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
Top guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
5.0 out of 5 average rating, 17 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
4–9 Jul