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Search results; Over 1,000 homes in Chicago

Top guest favourite
Flat in Chicago
Andersonville Garden Living
1 bedroom, 3 beds, 1 private bathroom
5–10 Sept
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4.82 out of 5 average rating, 144 reviews
Superhost
Flat in Chicago
Modern 4BR West Town Duplex | Best for LongStays
4 bedrooms, 6 beds, 3.5 bathrooms
1–6 Jul
5.0 out of 5 average rating, 6 reviews
Home in Chicago
The Dorchester | Steps to the Obama Center & Beach
5 bedrooms, 10 beds, 3.5 bathrooms
1–6 Jul
New place to stay
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
2 bedrooms, 3 beds, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Room in Chicago
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
3 beds, 1 bathroom
25–30 Oct
4.95 out of 5 average rating, 677 reviews
Home in Chicago
Newly Renovated Home 4BD/3BTH with garage!
4 bedrooms, 5 beds, 3 bathrooms
4–9 Aug
New place to stay
Guest favourite
Apartment in Chicago
Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
2 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
4.88 out of 5 average rating, 473 reviews
Top guest favourite
Flat in Oak Park
Airy & Sunny Treetop Oasis Best Location & Parking
2 bedrooms, 4 beds, 1 bathroom
17–22 Aug
4.98 out of 5 average rating, 82 reviews
Top guest favourite
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
2 bedrooms, 3 beds, 1 bathroom
11–16 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Aug
4.97 out of 5 average rating, 63 reviews
Flat in Berwyn
Spacious 2BD w/Game Table for 7 near City+Airport
2 bedrooms, 4 beds, 1 bathroom
5–10 Jul
New place to stay
Flat in Chicago
Chic 3BR Sun-Filled Oasis: Wicker & Logan Square
3 bedrooms, 3 beds, 1 bathroom
12–17 Jul
New place to stay
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
5 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
New place to stay
Top guest favourite
Rooms in Chicago
Historic North Park home
3 bedrooms, 5 beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 109 reviews
Top guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 bedrooms, 3 beds, 2 bathrooms
3–8 Jul
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Flat in Chicago
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
Flat in Chicago
Blue Brick Apartment in Bridgeport - Park for Free
2 bedrooms, 2 double beds, 1 bathroom
8–13 Jul
4.96 out of 5 average rating, 101 reviews
Guest favourite
Place to stay in Chicago
The Native Garden at the City's Edge
1 bedroom, 1 queen bed, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 7 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, 6 reviews