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Search results; Over 1,000 homes in Chicago

Top guest favourite
Place to stay in Hyde Park
Historic campus U of C Prof. mansion, top location
1 bedroom, 1 bed, 1 private bathroom
3–8 Jul
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5.0 out of 5 average rating, 100 reviews
Guest favourite
Flat in Chicago Loop
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bathroom
3–8 Jul
4.97 out of 5 average rating, 76 reviews
Superhost
Home in Ukrainian Village
Cozy Luxury Escape Amazing location private home
3 bedrooms, 3 beds, 2 bathrooms
1–6 Jul
New place to stay
Guest favourite
Flat in Belmont Cragin
Modern 2 BR Retreat Steps From Family Park
2 bedrooms, 3 beds, 1 bathroom
11–16 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in West Side
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
4.95 out of 5 average rating, 119 reviews
Top guest favourite
Flat in West Side
Easy Downtown Access from The Pilsen Haven
3 bedrooms, 3 beds, 1 bathroom
4–9 Jul
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Room in Irving Park
Cozy Room for One In The Company of Cats -Blueline
1 single bed, 1 bathroom
5–10 Jul
4.94 out of 5 average rating, 140 reviews
Top guest favourite
Room in South Side
Private BR;Parking by UofC/HydePark
1 double bed, 1 bathroom
7–12 Sept
4.93 out of 5 average rating, 181 reviews
Guest favourite
Home in Humboldt Park
Boho Luxe Retreat | Garage Parking | Sleeps 13
3 bedrooms, 6 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Bridgeport
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms, 4 beds, 2 bathrooms
3–8 Jul
5.0 out of 5 average rating, 12 reviews
Guest favourite
Apartment in South Side
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
Home in Humboldt Park
Beautifully Renovated Loft-Style Coach House
3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 19 reviews
Flat in Rogers Park Township
2BR/1BA Apt w/ Modern Amenities Rogers Park
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Jul
New place to stay
Top guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms, 4 beds, 3 bathrooms
11–16 Jul
5.0 out of 5 average rating, 15 reviews
Room in Bridgeport
Comfortable bed with Smart stand
1 queen bed, 1 bathroom
13–18 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in South Side
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
Luxe
Flat in Chicago Loop
Luxury Downtown 4BR | Exclusive Design PH
4 bedrooms, 5 beds, 3.5 bathrooms
2–7 Jul
4.97 out of 5 average rating, 39 reviews
Top guest favourite
Flat in West Side
Millennium Park 10 Min, Parking, Balcony, Sleeps 8
2 bedrooms, 4 beds, 2 bathrooms
3–8 Jul
4.97 out of 5 average rating, 160 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, 10 reviews