filters

Search results; Over 1,000 homes in Chicago

Photo 1 of 17
Top guest favourite
Flat in Chicago
Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
2 bedrooms, 2 beds, 1 private bathroom
16–21 Nov
,
4.95 out of 5 average rating, 304 reviews
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 12
Flat in Chicago
New 3BR 2 bath family home - 10 min from downtown
3 queen beds
27 Sept – 2 Oct
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 18
Guest favourite
Flat in Chicago
Sunny Penthouse - Oakwood Beach
3 beds
27 Sept – 2 Oct
4.95 out of 5 average rating, 76 reviews
Photo 1 of 20
Guest favourite
Home in Chicago
Charming Historic Row Home | Lincoln Park
3 beds
13–18 Dec
5.0 out of 5 average rating, 5 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 16
Guest favourite
Flat in Chicago
Spacious, Charming, Top Floor, Steps to Wrigley
4 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 8 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 22
Home in Forest Park
Ferdinand Rear Home
2 queen beds
2–7 Jan
4.75 out of 5 average rating, 4 reviews
Photo 1 of 29
Top guest favourite
Flat in Chicago
Spacious & New Industrial Condo Close to Downtown
4 queen beds
6–11 Jan
4.9 out of 5 average rating, 303 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 23
Top guest favourite
Flat in Chicago
Little Italy Historic Restoration Row House
2 queen beds
16–21 Nov
5.0 out of 5 average rating, 61 reviews
Photo 1 of 15
Flat in Chicago
Luxury penthouse with city views
4 beds
20–25 Sept
New place to stay
Photo 1 of 29
Top guest favourite
Home in Chicago
Family Home in Bucktown | Parking | Walk to Train
5 king beds
25–30 Oct
4.95 out of 5 average rating, 19 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
Luxury Loft Collection 01 - Terrace - River North
8 beds
1–6 Nov
4.9 out of 5 average rating, 126 reviews
Photo 1 of 29
Guest favourite
Home in Chicago
Explore Chicago • Private Parking • Museum Access
4 beds
1–6 Nov
4.93 out of 5 average rating, 30 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, 35 reviews