filters

Search results; Over 1,000 homes in Chicago

Photo 1 of 13
Top guest favourite
Flat in Chicago
Chic retreat near the best of Lakeview & Wrigley
1 bedroom, 1 bed, 1 private bathroom
1–6 Nov
,
4.93 out of 5 average rating, 196 reviews
Photo 1 of 18
Home in Forest Park
Ferdinand Front Home
3 bedrooms, 4 beds, 2 bathrooms
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 bedrooms, 3 queen beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 reviews
Photo 1 of 20
Guest favourite
Home in Chicago
Charming Historic Row Home | Lincoln Park
3 bedrooms, 3 beds, 2 bathrooms
13–18 Dec
5.0 out of 5 average rating, 5 reviews
Photo 1 of 29
Top guest favourite
Apartment in Chicago
3-bedroom exposed brick in Chicago's Wicker Park
3 bedrooms, 4 beds, 2 bathrooms
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 bedrooms, 2 queen beds, 2 bathrooms
1–6 Nov
New place to stay
Photo 1 of 22
Home in Forest Park
Ferdinand Rear Home
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Jan
4.75 out of 5 average rating, 4 reviews
Photo 1 of 16
Guest favourite
Flat in Chicago
Spacious, Charming, Top Floor, Steps to Wrigley
3 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 8 reviews
Photo 1 of 29
Top guest favourite
Home in Chicago
The Full House
4 bedrooms, 10 beds, 3.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 141 reviews
Photo 1 of 29
Guest favourite
Flat in Chicago
Modern Soul Retreat: 3BR in Bronzeville/HydePark
3 bedrooms, 3 queen beds, 2 bathrooms
21–26 Oct
5.0 out of 5 average rating, 30 reviews
Photo 1 of 15
Flat in Chicago
Luxury penthouse with city views
3 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
New place to stay
Photo 1 of 23
Top guest favourite
Flat in Chicago
Little Italy Historic Restoration Row House
2 bedrooms, 2 queen beds, 2 bathrooms
16–21 Nov
5.0 out of 5 average rating, 61 reviews
Photo 1 of 29
Guest favourite
Flat in Chicago
Luxury Loft Collection 01 - Terrace - River North
3 bedrooms, 8 beds, 3 bathrooms
1–6 Nov
4.9 out of 5 average rating, 126 reviews
Photo 1 of 29
Top guest favourite
Flat in Chicago
Spacious & New Industrial Condo Close to Downtown
3 bedrooms, 4 queen beds, 2 bathrooms
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
2 bedrooms, 3 beds, 1.5 bathrooms
24–29 Jan
4.95 out of 5 average rating, 133 reviews
Photo 1 of 21
Top guest favourite
Flat in Chicago
Andersonville Living
3 bedrooms, 5 beds, 1 bathroom
2–7 Nov
4.94 out of 5 average rating, 500 reviews
Photo 1 of 28
Guest favourite
Flat in Oak Park
Restful Retreat Perfectly Located by Train+Shops
3 bedrooms, 5 beds, 2 bathrooms
7–12 Nov
4.9 out of 5 average rating, 529 reviews
Photo 1 of 24
Superhost
Flat in Chicago
West Loop Loft|Sleeps 4, Parking, Pool, & Rooftops
1 bedroom, 3 beds, 1 bathroom
27 Oct – 1 Nov
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Guest favourite
Home in Chicago
Explore Chicago • Private Parking • Museum Access
2 bedrooms, 4 beds, 2 bathrooms
1–6 Nov
4.93 out of 5 average rating, 30 reviews