filters

Search results; Over 1,000 homes in Chicago

Superhost
Loft in Chicago
Wicker Park Loft w/ Free Parking; Easy DWTN Access
3 bedrooms, 4 beds, 2 private bathrooms
8–13 Aug
,
4.88 out of 5 average rating, 241 reviews
Top guest favourite
Apartment in Chicago
Great location. Free parking.
4.97 out of 5 average rating, 908 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Oct
Guest favourite
Flat in Chicago
Modern Soul Retreat: 3BR in Bronzeville/HydePark
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Home in Chicago
Big house in the BEST Location!
4.98 out of 5 average rating, 62 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
27 Sept – 2 Oct
Top guest favourite
Flat in Chicago
Avondale Creative Loft | King Bed•Games•Parking
4.96 out of 5 average rating, 28 reviews, 2 bedrooms, 2 beds, 1 bathroom
28 Sept – 3 Oct
Top guest favourite
Home in Chicago
Top Floor Escape | Modern Amenities | Lush Garden
4.97 out of 5 average rating, 494 reviews, 2 bedrooms, 2 beds, 2 bathrooms
14–19 Sept
Top guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
4.99 out of 5 average rating, 108 reviews, 1 bedroom, 2 beds, 1 bathroom
3–8 Dec
Guest favourite
Flat in Chicago
LIVN West Loop Chicago King Studio Apartment
4.92 out of 5 average rating, 37 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Aug
Top guest favourite
Flat in Chicago
An elegant Chicago Northside Getaway
5.0 out of 5 average rating, 374 reviews, 3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
4.96 out of 5 average rating, 305 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Flat in Chicago
Music-Inspired 2BR Garden Flat in Historic Uptown
5.0 out of 5 average rating, 20 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
Home in Chicago
Luxury Home | 7 miles to Downtown Chicago | 5 Beds
New place to stay, 4 bedrooms, 6 beds, 3.5 bathrooms
8–13 Aug
Top guest favourite
Room in Chicago
Spacious garden level suite
4.96 out of 5 average rating, 317 reviews, 1 queen bed, 1 bathroom
10–15 Nov
Top guest favourite
Flat in Chicago
Quiet & Modern Avondale Apartment
5.0 out of 5 average rating, 12 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
Flat in Skokie
Skokie Serenity - 3 queen beds
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
17–22 Sept
Top guest favourite
Flat in Chicago
Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby
4.93 out of 5 average rating, 341 reviews, 2 bedrooms, 4 beds, 1 bathroom
16–21 Aug
Home in Chicago
Modern 3BR Stay w Parking, Near Museums & Downtown
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
Top guest favourite
Flat in Chicago
Cozy & Spacious Sunny 2 bedroom apartment.
4.98 out of 5 average rating, 108 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Oct
Top guest favourite
Guest suite in Chicago
Studio 15 Minutes From Ohare!
4.97 out of 5 average rating, 202 reviews, 1 bed, 1 bathroom
23–28 Aug