filters

Search results; Over 1,000 homes in Chicago

Top guest favourite
Flat in Chicago
Modern+Spacious Inn Little Italy Near W Loop W/PKG
4 bedrooms, 4 beds, 2 private bathrooms
8–13 Sept
,
4.99 out of 5 average rating, 330 reviews
Guest favourite
Flat in Chicago
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
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
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
Superhost
Home in Chicago
Cozy Luxury Escape Amazing location private home
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
3–8 Jul
Guest favourite
Apartment in Chicago
Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
4.88 out of 5 average rating, 476 reviews, 2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Guest favourite
Apartment in Chicago
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 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
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
Home in Chicago
Evergreen Park 4 bd/3 BA w/Theater, Gym, & Parking
4 bedrooms, 5 beds, 3 bathrooms
10–15 Aug
Top guest favourite
Room in Chicago
Cozy Room for One In The Company of Cats -Blueline
4.94 out of 5 average rating, 140 reviews, 1 single bed, 1 bathroom
5–10 Jul
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
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
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
Designer Garden Unit in Bridgeport
4.97 out of 5 average rating, 64 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
Place to stay in Chicago
Woodlawn Beauty: Room 2
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 1 bathroom
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
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
Guest favourite
Flat in Evanston
NEW Fam-Frndly 3 bd 1 bth w/ EZ Parking near NU
4.94 out of 5 average rating, 164 reviews, 3 bedrooms, 1 bathroom
24–29 Jul