filters

Search results; Over 1,000 homes in Chicago

Top guest favourite
Apartment in Chicago
RockStar Pad W3A BoysTown/Wrigley Field/Parking lot
1 bedroom, 2 beds, 1.5 private bathrooms
1–6 Oct
,
4.98 out of 5 average rating, 269 reviews
Room in Chicago
Iconic City | Riverwalk. Free Breakfast*
2 beds
20–25 Sept
New place to stay
Room in Chicago
Iconic Journey | Navy Pier. Free Breakfast*
2 beds
7–12 Sept
New place to stay
Home in Chicago
Charming Historic Row Home | Lincoln Park
3 bedrooms, 3 beds
15–20 Nov
New place to stay
Room in Chicago
Charming Room in Historic Ukrainian Village!
1 double bed
6–11 Sept
New place to stay
Top guest favourite
Guest house in Chicago
Horner Park Coach House
1 bedroom, 1 bed
27 Oct – 1 Nov
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms, 2 queen beds
2–7 Nov
4.96 out of 5 average rating, 310 reviews
Guest favourite
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms, 2 beds
2–7 Nov
4.95 out of 5 average rating, 169 reviews
Top guest favourite
Home in Brookfield
Cozy Home in Brookfield
2 bedrooms, 2 beds
20–25 Sept
4.99 out of 5 average rating, 105 reviews
Guest favourite
Flat in Chicago
Guest Favorite Newly Renovated 1BR Near Lakeview
1 bedroom, 1 queen bed
5–10 Sept
4.95 out of 5 average rating, 96 reviews
Top guest favourite
Flat in Chicago
Vintage library museum retreat near CTA brown line
2 bedrooms, 2 beds
16–21 Feb
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Home in Lombard
Modern Boho house in Lombard 7 min to Metra
2 bedrooms, 3 beds
28 Sept – 3 Oct
4.99 out of 5 average rating, 154 reviews
Top guest favourite
Flat in Chicago
Avondale Creative Loft | King Bed•Games•Parking
2 bedrooms, 2 beds
1–6 Nov
4.97 out of 5 average rating, 36 reviews
Guest favourite
Home in Chicago
Explore Chicago • Private Parking • Museum Access
2 bedrooms, 4 beds
28 Sept – 3 Oct
4.95 out of 5 average rating, 22 reviews
Flat in Oak Park
Premier Luxe Retreat | Free Parking
1 bedroom, 4 beds
7–12 Sept
Top guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
1 bedroom, 2 beds
24–29 Nov
4.99 out of 5 average rating, 108 reviews
Top guest favourite
Flat in Oak Park
Big & Bright Treetop Oasis Near Downtown w/Parking
2 bedrooms, 4 beds
1–6 Nov
4.98 out of 5 average rating, 95 reviews
Top guest favourite
Flat in Chicago
Modern Luxe Retreat in Pilsen’s Colorful Center
2 bedrooms, 2 queen beds
1–6 Nov
4.98 out of 5 average rating, 51 reviews
Guest favourite
Guest suite in Chicago
2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
2 bedrooms, 3 beds
28 Sept – 3 Oct
4.88 out of 5 average rating, 441 reviews