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Search results; Over 1,000 homes in Chicago

Guest favourite
Home in Chicago
Amazing historic campus mansion!
5 bedrooms, 5 beds, 4.5 private bathrooms
22–27 Oct
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4.98 out of 5 average rating, 48 reviews
Home in Chicago
Charming Historic Row Home | Lincoln Park
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
New place to stay
Top guest favourite
Apartment in Chicago
Great location. Free parking.
1 bedroom, 1 queen bed, 1 bathroom
8–13 Nov
4.97 out of 5 average rating, 919 reviews
Superhost
Room in Chicago
Private RM 1st FLR BDRM|12”Memory Queen BD|TV|Fan
1 queen bed, 1.5 bathrooms
1–6 Nov
4.95 out of 5 average rating, 55 reviews
Top guest favourite
Flat in Chicago
Vintage library museum retreat near CTA brown line
2 bedrooms, 2 beds, 1 bathroom
22–27 Feb
5.0 out of 5 average rating, 39 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.88 out of 5 average rating, 141 reviews
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Jan
4.95 out of 5 average rating, 130 reviews
Top guest favourite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Nov
4.96 out of 5 average rating, 310 reviews
Top guest favourite
Flat in Forest Park
Sunny 1 bedroom apartment 1 block from restaurants
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 224 reviews
Guest favourite
Townhouse in Oak Park
A Pleasant Stay in Oak Park
2 bedrooms, 2 beds, 1 bathroom
9–14 Nov
4.96 out of 5 average rating, 81 reviews
Top guest favourite
Flat in Chicago
Bright & Chic Retreat Steps from Lincoln Square
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 63 reviews
Flat in Oak Park
Premier Luxe Retreat | Free Parking
1 bedroom, 4 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Des Plains
Near O'Hare | King Bed+Shared Bathroom+Parking
1 king bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 19 reviews
Place to stay in Chicago
#7 Historic Chicago Home - Bunk Bedroom(Twin&Full)
1 bedroom, 1 bunk bed, 2.5 bathrooms
15–20 Nov
4.81 out of 5 average rating, 180 reviews
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms, 2 beds, 2 bathrooms
6–11 Sept
4.95 out of 5 average rating, 87 reviews
Top guest favourite
Flat in Chicago
Andersonville Bicycle Studio
1 bedroom, 2 beds, 1 bathroom
20–25 Oct
4.97 out of 5 average rating, 141 reviews
Guest favourite
Apartment in Chicago
Two Bedroom w Porch in Wicker Park
2 bedrooms, 2 beds, 1 bathroom
2–7 Nov
4.96 out of 5 average rating, 118 reviews
Superhost
Apartment in Chicago
Vintage Meets Modern in Logan Square
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Oak Park
Big & Bright Treetop Oasis Near Downtown w/Parking
2 bedrooms, 4 beds, 1 bathroom
1–6 Nov
4.98 out of 5 average rating, 96 reviews