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Search results; Over 1,000 homes in Chicago

Guest favourite
Flat in Chicago
Cozy & Comfy 1bd In Historic Portage Park Bungalow
1 bedroom, 1 bed, 1 private bathroom
5–10 Jul
,
4.86 out of 5 average rating, 261 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bathroom
4–9 Jul
4.97 out of 5 average rating, 77 reviews
Superhost
Home in Chicago
Cozy Luxury Escape Amazing location private home
3 bedrooms, 3 beds, 2 bathrooms
2–7 Jul
New place to stay
Top guest favourite
Room in Chicago
Cozy Room for One In The Company of Cats -Blueline
1 single bed, 1 bathroom
19–24 Sept
4.94 out of 5 average rating, 140 reviews
Top guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
4.95 out of 5 average rating, 119 reviews
Place to stay in Bridgeview
Comfortable Private Room with Easy Chicago Access
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Chicago
Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby
2 bedrooms, 4 beds, 1 bathroom
5–10 Jul
4.93 out of 5 average rating, 337 reviews
Guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
2 bedrooms, 3 queen beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Flat in Evanston
NEW Fam-Frndly 3 bd 1 bth w/ EZ Parking near NU
3 bedrooms, 1 bathroom
24–29 Jul
4.94 out of 5 average rating, 163 reviews
Top guest favourite
Flat in Maywood
Rooftop patio Retreat Chicago and Loyola Medical
1 bedroom, 1 king bed, 1 bathroom
16–21 Aug
4.8 out of 5 average rating, 10 reviews
Guest favourite
Apartment in Chicago
The Langley Luxe modern style unit
2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Chicago
ChiCasa Wicker Park Paradise
3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 52 reviews
Guest favourite
Flat in Chicago
Quiet & Modern Avondale Apartment
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Chicago
Luxury Living in Bronzeville with Massive Roofdeck
3 bedrooms, 3 queen beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 15 reviews
Guest favourite
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
2 bedrooms, 3 beds, 1 bathroom
17–22 Jul
5.0 out of 5 average rating, 6 reviews
Guest favourite
Room in Chicago
Private Room in Norwood Park
1 bed, 1 bathroom
5–10 Jul
4.98 out of 5 average rating, 43 reviews
Top guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 21 reviews
Guest favourite
Room in Niles
Private Furnished Bedroom in Chicago Surburb
1 king bed, 1 bathroom
6–11 Jul
4.82 out of 5 average rating, 89 reviews