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Search results; Over 1,000 homes in Chicago

Guest favourite
Apartment in Chicago
Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
2 bedrooms, 4 beds, 2 private bathrooms
8–13 Sept
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4.88 out of 5 average rating, 476 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
4.95 out of 5 average rating, 22 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bathroom
15–20 Jul
4.98 out of 5 average rating, 87 reviews
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
5 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 3 reviews
Flat in Chicago
2BR/1BA Apt w/ Modern Amenities Rogers Park
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
4.96 out of 5 average rating, 81 reviews
Superhost
Place to stay in Chicago
Woodlawn Beauty: Room 2
3 bedrooms, 3 queen beds, 1 bathroom
3–8 Aug
4.5 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 19 reviews
Top 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, 8 reviews
Top guest favourite
Flat in Chicago
Blue Brick Apartment in Bridgeport - Park for Free
2 bedrooms, 2 double beds, 1 bathroom
9–14 Aug
4.93 out of 5 average rating, 234 reviews
Top guest favourite
Flat in Chicago
Private Jefferson Park Home
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Jan
5.0 out of 5 average rating, 23 reviews
Room in Chicago
Comfortable bed with Smart stand
1 queen bed, 1 bathroom
18–23 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Place to stay in Bridgeview
Comfortable Private Room with Easy Chicago Access
1 bedroom, 1 queen bed, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 7 reviews
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, 113 reviews
Top guest favourite
Room in Chicago
Spacious garden level suite
1 queen bed, 1 bathroom
5–10 Nov
4.96 out of 5 average rating, 312 reviews
Top guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
2 bedrooms, 3 queen beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 12 reviews
Guest house in Chicago
Upscale Wicker Park Retreat
4 bedrooms, 8 beds, 3 bathrooms
12–17 Jul
5.0 out of 5 average rating, 3 reviews
Home in Forest Park
Renovated 2 bedroom - 1.5 bath Coach House
2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Aug
New place to stay
Top guest favourite
Room in Chicago
Private BR;Parking by UofC/HydePark
1 double bed, 1 bathroom
7–12 Sept
4.93 out of 5 average rating, 182 reviews