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Search results; Over 1,000 homes in Chicago

Guest favourite
Serviced apartment in Chicago
Guild #1 | Gold Coast Mag Mile Best Location
2 bedrooms, 5 beds, 2 private bathrooms
15–20 Aug
,
4.89 out of 5 average rating, 158 reviews
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4.92 out of 5 average rating, 24 reviews, 4 bedrooms, 5 beds, 2 bathrooms
15–20 Nov
Top guest favourite
Room in Chicago
Spacious & serene in hip spot. Sleeps 4.
4.92 out of 5 average rating, 524 reviews, 1 queen bed, 1 bathroom
16–21 Aug
Superhost
Flat in Chicago
3 bed Bucktown Duplex, next to the 606 bike trail
New place to stay, 3 bedrooms, 4 beds, 1 bathroom
16–21 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
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
7–12 Sept
Top guest favourite
Flat in Chicago
Cozy & Spacious Sunny 2 bedroom apartment.
4.98 out of 5 average rating, 107 reviews, 2 bedrooms, 2 beds, 1 bathroom
19–24 Oct
Guest favourite
Flat in Chicago
Cozy Square Stay | Quiet & Private
4.81 out of 5 average rating, 21 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
4.96 out of 5 average rating, 303 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
Flat in Chicago
Sunny Logan Square home-away-from-home
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
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
6–11 Dec
Top guest favourite
Room in Chicago
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
4.95 out of 5 average rating, 684 reviews, 3 beds, 1 bathroom
27 Nov – 2 Dec
Flat in Skokie
Skokie Serenity - 3 queen beds
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
4.95 out of 5 average rating, 83 reviews, 2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Apartment in Chicago
Wrigleyville Updated Condo with Free Parking
4.99 out of 5 average rating, 104 reviews, 3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Flat in Forest Park
Walk to Oak Park from a Cozy, Sun-soaked Hideaway
4.96 out of 5 average rating, 240 reviews, 2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
Top guest favourite
Flat in Chicago
Avondale Creative Loft | King Bed•Games•Parking
4.96 out of 5 average rating, 27 reviews, 2 bedrooms, 2 beds, 1 bathroom
21–26 Sept
Top guest favourite
Flat in Chicago
Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby
4.93 out of 5 average rating, 340 reviews, 2 bedrooms, 4 beds, 1 bathroom
16–21 Aug
Top guest favourite
Flat in Chicago
Cool City Comfort - Logan Sq. - O’Hare CTA
5.0 out of 5 average rating, 208 reviews, 2 bedrooms, 3 beds, 1 bathroom
22–27 Aug