filters

Search results; Over 1,000 homes in Chicago

Guest favourite
Home in Chicago
Chicago's Bridgeport Brownstone w/Garage Parking
5 bedrooms, 6 beds, 3.5 private bathrooms
16–21 Aug
,
4.76 out of 5 average rating, 149 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
4.95 out of 5 average rating, 102 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4.92 out of 5 average rating, 25 reviews, 4 bedrooms, 5 beds, 2 bathrooms
28 Sept – 3 Oct
Superhost
Flat in Oak Park
3BR/1BA With Private Garage, Near Train & Shops
New place to stay, 3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
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
Flat in Skokie
Skokie Serenity - 3 queen beds
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
17–22 Sept
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
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
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
An elegant Chicago Northside Getaway
5.0 out of 5 average rating, 374 reviews, 3 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Guest favourite
Flat in Chicago
Sunny Penthouse - Oakwood Beach
4.96 out of 5 average rating, 68 reviews, 2 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
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
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
Top guest favourite
Room in Chicago
Spacious & serene in hip spot. Sleeps 4.
4.92 out of 5 average rating, 525 reviews, 1 queen bed, 1 bathroom
16–21 Aug
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
Flat in Chicago
Pilsen Prism: Sun-Drenched 3BR + Parking
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Flat in Chicago
Fulton House #1 (2bd/ 1ba)
4.95 out of 5 average rating, 111 reviews, 2 bedrooms, 2 beds, 1 bathroom
2–7 Aug
Top guest favourite
Flat in Chicago
Quiet & Modern Avondale Apartment
5.0 out of 5 average rating, 13 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
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