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Search results; Over 1,000 homes in Chicago

Top guest favourite
Serviced apartment in Chicago
English garden apt. in the heart of Lincoln Park
1 bedroom, 2 beds, 1 private bathroom
27 Sept – 2 Oct
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4.96 out of 5 average rating, 165 reviews
Room in Chicago
Iconic Journey | Navy Pier. Free Breakfast*
2 beds, 1 bathroom
7–12 Sept
New place to stay
Room in Chicago
Iconic City | Riverwalk. Free Breakfast*
2 beds, 1 bathroom
20–25 Sept
New place to stay
Home in Chicago
Charming Historic Row Home | Lincoln Park
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
New place to stay
Top guest favourite
Guest house in Chicago
Horner Park Coach House
1 bedroom, 1 bed, 1 bathroom
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, 1 bathroom
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 bathrooms
2–7 Nov
4.95 out of 5 average rating, 169 reviews
Room in Chicago
Charming Room in Historic Ukrainian Village!
1 double bed, 1 bathroom
6–11 Sept
New place to stay
Top guest favourite
Home in Lombard
Modern Boho house in Lombard 7 min to Metra
2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
4.99 out of 5 average rating, 154 reviews
Flat in Oak Park
Premier Luxe Retreat | Free Parking
1 bedroom, 4 beds, 1 bathroom
7–12 Sept
Guest favourite
Guest suite in Chicago
2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
4.88 out of 5 average rating, 441 reviews
Top guest favourite
Flat in Chicago
Vintage library museum retreat near CTA brown line
2 bedrooms, 2 beds, 1 bathroom
16–21 Feb
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Home in Brookfield
Cozy Home in Brookfield
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 105 reviews
Top guest favourite
Flat in Chicago
Modern Luxe Retreat in Pilsen’s Colorful Center
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Nov
4.98 out of 5 average rating, 51 reviews
Top guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
1 bedroom, 2 beds, 1 bathroom
24–29 Nov
4.99 out of 5 average rating, 108 reviews
Superhost
Flat in Whiting
Robertsdale Retreat
2 bedrooms, 4 beds, 1 bathroom
20–25 Sept
New place to stay
Top guest favourite
Flat in Oak Park
Comfortable & Easy
2 bedrooms, 3 queen beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 7 reviews
Room in Chicago
Near Magnificent Mile | Gym. Free Breakfast.
2 queen beds, 1 bathroom
22–27 Aug
New place to stay
Top guest favourite
Flat in Chicago
Avondale Creative Loft | King Bed•Games•Parking
2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
4.97 out of 5 average rating, 36 reviews