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Search results; Over 1,000 homes in Chicago

Superhost
Flat in Chicago
13 mins DT | 4 mins Lake | Majestic Modern Style
1 bedroom, 1 bed, 1 private bathroom
27 Aug – 1 Sept
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4.8 out of 5 average rating, 86 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
4.98 out of 5 average rating, 80 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Jul
Superhost
Home in Chicago
Cozy Luxury Escape Amazing location private home
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
3–8 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
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
Flat in Chicago
Luxury Loft Collection 03 - Terrace - River North
4.95 out of 5 average rating, 107 reviews, 3 bedrooms, 7 beds, 3 bathrooms
16–21 Aug
Top guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
Home in Chicago
Comfortable welcoming stay for business or leisure
New place to stay, 3 bedrooms, 4 beds, 1 bathroom
3–8 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
Superhost
Flat in Chicago
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
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
16–21 Aug
Guest favourite
Home in Chicago
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
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
Luxe
Flat in Chicago
Luxury Downtown 4BR | Exclusive Design PH
4.97 out of 5 average rating, 39 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
3–8 Jul
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
New place to stay, 5 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
Top guest favourite
Flat in Chicago
Boho City Escape | Parking + Balcony
5.0 out of 5 average rating, 20 reviews, 2 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
Apartment in Chicago
Luxury Oasis in the Heart of the City w Roof Deck
New place to stay, 3 bedrooms, 3 beds, 3 bathrooms
5–10 Jul
Guest favourite
Apartment in Chicago
12 Min Downtown, Free Parking, Rooftop, Sleeps 11
4.91 out of 5 average rating, 32 reviews, 2 bedrooms, 8 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Home in Villa Park
Cozy 5BD Home with Scandinavian Vibes
4.9 out of 5 average rating, 39 reviews, 5 bedrooms, 5 beds, 2 bathrooms
16–21 Aug