filters

Search results; Over 1,000 homes in Chicago

Photo 1 of 29
Guest favourite
Guest suite in Chicago
Entire Below Level Studio w/ Private Sauna
Studio, 3 beds, 1 private bathroom
1–6 Nov
,
4.98 out of 5 average rating, 191 reviews
Photo 1 of 29
Top guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
5.0 out of 5 average rating, 35 reviews
Photo 1 of 29
Top guest favourite
Flat in Chicago
Paradise on the Boulevard!
2 bedrooms, 3 beds, 1 bathroom
24–29 Oct
4.99 out of 5 average rating, 110 reviews
Photo 1 of 20
Top guest favourite
Guest suite in Chicago
Eddy Street Upstairs Apartment
1 bedroom, 1 bed, 1 bathroom
2–7 Nov
4.94 out of 5 average rating, 177 reviews
Photo 1 of 29
Top guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
1 bedroom, 2 beds, 1 bathroom
7–12 Jan
4.99 out of 5 average rating, 118 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 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 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 18
Top guest favourite
Guest suite in Chicago
Wrigleyville/Boystown/Entire Private Floor!
1 bedroom, 3 beds, 1 bathroom
29 Nov – 4 Dec
4.86 out of 5 average rating, 291 reviews
Photo 1 of 9
Top guest favourite
Flat in Chicago
A Whimsical Fairy-tale Loft in Ravenswood Chicago
2 bedrooms, 3 beds, 1 bathroom
26–31 Oct
4.99 out of 5 average rating, 365 reviews
Photo 1 of 6
Top guest favourite
Room in Oak Park
Antique Filled Home
1 bed, 1 bathroom
1–6 Dec
4.94 out of 5 average rating, 448 reviews
Photo 1 of 6
Guest favourite
Room in Chicago
Charming Room in Historic Ukrainian Village!
1 queen bed, 1 bathroom
30 Nov – 5 Dec
5.0 out of 5 average rating, 8 reviews
Photo 1 of 6
Top guest favourite
Room in Chicago
Private Twin Bedroom with Private Bathroom
2 single beds, 2.5 bathrooms
11–16 Oct
4.96 out of 5 average rating, 212 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 6
Top guest favourite
Room in Chicago
Spacious garden level suite
1 queen bed, 1 bathroom
29 Nov – 4 Dec
4.96 out of 5 average rating, 327 reviews
Photo 1 of 29
Top guest favourite
Home in Whiting
The Ashlin House.
3 bedrooms, 3 beds, 1 bathroom
12–17 Oct
4.92 out of 5 average rating, 141 reviews
Photo 1 of 16
Top guest favourite
Flat in Chicago
A Stylish, sundrenched Chicago Ravenswood Flat
3 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
4.99 out of 5 average rating, 363 reviews
Photo 1 of 18
Guest favourite
Flat in Chicago
Sunny Penthouse - Oakwood Beach
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.95 out of 5 average rating, 76 reviews
Photo 1 of 20
Guest favourite
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms, 2 beds, 2 bathrooms
2–7 Nov
4.95 out of 5 average rating, 175 reviews