filters

Search results; Over 1,000 homes in Chicago

Photo 1 of 29
Top guest favourite
Place to stay in Chicago
Historic campus U of C Prof. mansion, top location
1 bedroom, 1 bed, 1 private bathroom
31 Oct – 5 Nov
,
5.0 out of 5 average rating, 106 reviews
Photo 1 of 12
Flat in Chicago
New 3BR 2 bath family home - 10 min from downtown
3 queen beds
27 Sept – 2 Oct
New place to stay
Photo 1 of 18
Home in Forest Park
Ferdinand Front Home
4 beds
8–13 Nov
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Top guest favourite
Apartment in Chicago
3-bedroom exposed brick in Chicago's Wicker Park
4 beds
25–30 Oct
4.98 out of 5 average rating, 170 reviews
Photo 1 of 10
Flat in Chicago
Big 2BR Apt 4 mins to West Loop
2 queen beds
1–6 Nov
New place to stay
Photo 1 of 15
Flat in Chicago
Luxury penthouse with city views
4 beds
20–25 Sept
New place to stay
Photo 1 of 21
Top guest favourite
Flat in Chicago
Andersonville Living
5 beds
2–7 Nov
4.94 out of 5 average rating, 500 reviews
Photo 1 of 29
Top guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
2 beds
7–12 Jan
4.99 out of 5 average rating, 117 reviews
Photo 1 of 29
Guest favourite
Flat in Chicago
Modern Soul Retreat: 3BR in Bronzeville/HydePark
3 queen beds
21–26 Oct
5.0 out of 5 average rating, 30 reviews
Photo 1 of 12
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
3 beds
24–29 Jan
4.95 out of 5 average rating, 133 reviews
Photo 1 of 20
Superhost
Flat in Chicago
Pilsen Stay | Primary King | Mins to downtown
3 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Guest favourite
Home in Chicago
Explore Chicago • Private Parking • Museum Access
4 beds
28 Sept – 3 Oct
4.97 out of 5 average rating, 29 reviews
Photo 1 of 22
Home in Forest Park
Ferdinand Rear Home
2 queen beds
26–31 Dec
New place to stay
Photo 1 of 20
Guest favourite
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
2 beds
2–7 Nov
4.95 out of 5 average rating, 175 reviews
Photo 1 of 10
Top guest favourite
Guest house in Chicago
Horner Park Coach House
2 beds
13–18 Dec
5.0 out of 5 average rating, 12 reviews
Photo 1 of 28
Guest favourite
Flat in Oak Park
Restful Retreat Perfectly Located by Train+Shops
5 beds
7–12 Nov
4.9 out of 5 average rating, 529 reviews
Photo 1 of 29
Guest favourite
Flat in Chicago
Pilsen Prism: Sun-Drenched 3BR + Parking
3 beds
25–30 Oct
5.0 out of 5 average rating, 16 reviews
Photo 1 of 29
Top guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 beds
15–20 Nov
5.0 out of 5 average rating, 34 reviews
Photo 1 of 29
Top guest favourite
Home in Chicago
Family Home in Bucktown | Parking | Walk to Train
5 king beds
25–30 Oct
4.94 out of 5 average rating, 18 reviews