filters

Search results; Over 1,000 homes in Chicago

Photo 1 of 28
Featured hotel
Hotel in Chicago
The Hoxton, Chicago, Cosy room
1 bedroom, 1 bed, 1 private bathroom
29 Oct – 3 Nov
,
4.82 out of 5 average rating, 184 reviews
Photo 1 of 22
Home in Forest Park
Ferdinand Rear Home
2 bedrooms, 2 queen beds
2–7 Jan
4.75 out of 5 average rating, 4 reviews
Photo 1 of 18
Home in Forest Park
Ferdinand Front Home
3 bedrooms, 4 beds
8–13 Nov
5.0 out of 5 average rating, 3 reviews
Photo 1 of 12
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds
24–29 Jan
4.95 out of 5 average rating, 135 reviews
Photo 1 of 12
Flat in Chicago
New 3BR 2 bath family home - 10 min from downtown
3 bedrooms, 3 queen beds
25–30 Oct
5.0 out of 5 average rating, 4 reviews
Photo 1 of 28
Guest favourite
Flat in Oak Park
Restful Retreat Perfectly Located by Train+Shops
3 bedrooms, 5 beds
7–12 Nov
4.9 out of 5 average rating, 530 reviews
Photo 1 of 29
Guest favourite
Guest suite in Chicago
2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
2 bedrooms, 3 beds
23–28 Oct
4.88 out of 5 average rating, 450 reviews
Photo 1 of 15
Flat in Chicago
Luxury penthouse with city views
3 bedrooms, 4 beds
4–9 Oct
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Top guest favourite
Bungalow in Chicago
Beverly Hills of Chicago Luxury Guest Favorites xx
5 bedrooms, 8 beds
4–9 Oct
4.96 out of 5 average rating, 48 reviews
Photo 1 of 29
Top guest favourite
Apartment in Chicago
Luxe Loft vibe | King Suite |4BR 3Ba
4 bedrooms, 4 beds
24–29 Oct
5.0 out of 5 average rating, 26 reviews
Photo 1 of 21
Home in Berwyn
Essential Berwyn Bungalow
3 bedrooms, 4 beds
2–7 Nov
New place to stay
Photo 1 of 11
Top guest favourite
Flat in Chicago
Duplex in Bucktown
3 bedrooms, 3 beds
18–23 Oct
5.0 out of 5 average rating, 12 reviews
Photo 1 of 29
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms, 2 beds
19–24 Oct
4.96 out of 5 average rating, 93 reviews
Photo 1 of 29
Guest favourite
Home in Chicago
Explore Chicago • Private Parking • Museum Access
2 bedrooms, 4 beds
1–6 Nov
4.94 out of 5 average rating, 31 reviews
Photo 1 of 29
Guest favourite
Flat in Chicago
Pilsen Prism: Sun-Drenched 3BR + Parking
3 bedrooms, 3 beds
25–30 Oct
5.0 out of 5 average rating, 16 reviews
Photo 1 of 29
Top guest favourite
Apartment in Chicago
3-bedroom exposed brick in Chicago's Wicker Park
3 bedrooms, 4 beds
25–30 Oct
4.98 out of 5 average rating, 171 reviews
Photo 1 of 29
Superhost
Home in Chicago
Beautiful Chicago Greystone
4 bedrooms, 4 beds
25–30 Oct
4.92 out of 5 average rating, 151 reviews
Photo 1 of 29
Top guest favourite
Flat in Chicago
Bronzeville Hidden Oasis
4 bedrooms, 6 beds
10–15 Nov
4.98 out of 5 average rating, 189 reviews
Photo 1 of 10
Flat in Chicago
Big 2BR Apt 4 mins to West Loop
2 bedrooms, 2 queen beds
1–6 Nov
New place to stay