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Search results; Over 1,000 homes in Chicago

Superhost
Home in Chicago
Beautiful Chicago Greystone
4 bedrooms, 4 beds, 1 private bathroom
4–9 Oct
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4.92 out of 5 average rating, 149 reviews
Top guest favourite
Flat in Chicago
Your Logan Square Oasis with Lush Outdoor Haven!
2 bedrooms, 2 king beds, 1.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Flat in Chicago
Andersonville Bicycle Studio
1 bedroom, 2 beds, 1 bathroom
20–25 Oct
4.97 out of 5 average rating, 141 reviews
Home in Chicago
Charming Historic Row Home | Lincoln Park
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
New place to stay
Flat in Chicago
European Coziness in Bronzeville
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 72 reviews
Top guest favourite
Guest suite in Chicago
Logan Square Garden Suite
1 bedroom, 1 bed, 1 bathroom
28 Sept – 3 Oct
4.94 out of 5 average rating, 190 reviews
Guest favourite
Flat in Chicago
iKlektik House Chicago/Cardinal
1 bedroom, 1 king bed, 1 bathroom
26 Sept – 1 Oct
4.91 out of 5 average rating, 492 reviews
Top guest favourite
Flat in Chicago
Private studio near Wrigley
1 bedroom, 2 beds, 1 bathroom
2–7 Nov
4.93 out of 5 average rating, 153 reviews
Top guest favourite
Flat in Chicago
A Whimsical Fairy-tale Loft in Ravenswood Chicago
2 bedrooms, 3 beds, 1 bathroom
8–13 Nov
4.99 out of 5 average rating, 358 reviews
Superhost
Room in Chicago
Private RM 1st FLR BDRM|12”Memory Queen BD|TV|Fan
1 queen bed, 1.5 bathrooms
1–6 Nov
4.95 out of 5 average rating, 55 reviews
Top guest favourite
Room in North Riverside
The Albany Park Room at the Cape Cod in Riverside
1 queen bed, 1 bathroom
21–26 Sept
4.93 out of 5 average rating, 269 reviews
Top guest favourite
Guest suite in Chicago
Stylish Studio in Historic Logan Square
1 bedroom, 1 queen bed, 1 bathroom
21–26 Oct
4.97 out of 5 average rating, 351 reviews
Top guest favourite
Room in Chicago
En Suite Private Queen Bedroom/Bathroom
1 queen bed, 1 bathroom
21–26 Sept
4.88 out of 5 average rating, 272 reviews
Top guest favourite
Flat in Chicago
Vibrant & Chic Apt On Quiet St in Andersonville
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 232 reviews
Top guest favourite
Flat in Forest Park
Like a Treehouse!
1 bedroom, 3 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 386 reviews
Top guest favourite
Guest suite in Chicago
Private Lincoln Square one bed+bath studio apt.
1 bedroom, 1 queen bed, 1 bathroom
1–6 Nov
4.99 out of 5 average rating, 437 reviews
Top guest favourite
Room in Chicago
Logan Square Vintage Deluxe Private Suite & Bath
1 queen bed, 1 bathroom
28 Nov – 3 Dec
4.97 out of 5 average rating, 558 reviews
Top guest favourite
Flat in Chicago
Bright family-friendly Lincoln Square 2-bed 1-bath
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Nov
4.95 out of 5 average rating, 439 reviews