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Search results; Over 1,000 homes in Chicago

Top guest favourite
Apartment in Downtown Chicago
Large Remodeled Home in Lincoln Park, Sleeps 12!
4 bedrooms, 5 beds, 3 private bathrooms
13–18 Sept
,
4.97 out of 5 average rating, 147 reviews
Guest favourite
Flat in Chicago Loop
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.88 out of 5 average rating, 141 reviews
Top guest favourite
Flat in Andersonville
Andersonville Bicycle Studio
1 bedroom, 2 beds, 1 bathroom
20–25 Oct
4.97 out of 5 average rating, 141 reviews
Top guest favourite
Flat in Logan Square
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
Guest house in Edgewater
Cozy Coach House
1 queen bed, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 509 reviews
Home in Lincoln Park
Charming Historic Row Home | Lincoln Park
3 bedrooms, 3 beds, 2 bathrooms
15–20 Nov
New place to stay
Guest favourite
Flat in North Side
Quiet & Modern Avondale Apartment
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Flat in Andersonville
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
Guest favourite
Flat in Ukrainian Village
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
Guest suite in North Side
Logan Square Garden Suite
1 bedroom, 1 bed, 1 bathroom
28 Sept – 3 Oct
4.94 out of 5 average rating, 190 reviews
Top guest favourite
Flat in Uptown
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 South Side
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 Lake View
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 Belmont Cragin
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
Guest suite in Logan Square
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
Flat in Bridgeport
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
Room in Lake View
En Suite Private Queen Bedroom/Bathroom
1 queen bed, 1 bathroom
21–26 Sept
4.88 out of 5 average rating, 272 reviews
Guest favourite
Guest suite in Logan Square
Private Suite w/ offstreet pkg, at Logan Sq Blu Ln
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
4.96 out of 5 average rating, 359 reviews
Top guest favourite
Guest suite in Ravenswood
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