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Search results; Over 1,000 homes in Chicago

Top guest favourite
Loft in Chicago
Tea Studio in Wicker Park Spring Factory
2 bedrooms, 1 bed, 2 private bathrooms
4–9 Aug
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4.96 out of 5 average rating, 302 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
4.97 out of 5 average rating, 76 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
1–6 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
Easy Downtown Access from The Pilsen Haven
5.0 out of 5 average rating, 26 reviews, 3 bedrooms, 3 beds, 1 bathroom
4–9 Jul
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
Top guest favourite
Room in Chicago
Private BR;Parking by UofC/HydePark
4.93 out of 5 average rating, 181 reviews, 1 double bed, 1 bathroom
7–12 Sept
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
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
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
Top guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
5.0 out of 5 average rating, 19 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Flat in Chicago
2BR/1BA Apt w/ Modern Amenities Rogers Park
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
1–6 Jul
Top guest favourite
Home in Chicago
New Home | O'Hare Airport
5.0 out of 5 average rating, 15 reviews, 4 bedrooms, 4 beds, 3 bathrooms
11–16 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
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
Room in Chicago
Comfortable bed with Smart stand
5.0 out of 5 average rating, 4 reviews, 1 queen bed, 1 bathroom
13–18 Jul
Top guest favourite
Flat in Chicago
Millennium Park 10 Min, Parking, Balcony, Sleeps 8
4.97 out of 5 average rating, 160 reviews, 2 bedrooms, 4 beds, 2 bathrooms
3–8 Jul
Top guest favourite
Room in Oak Park
Antique Filled Home
4.94 out of 5 average rating, 443 reviews, 1 bed, 1 bathroom
1–6 Oct
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