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Search results; Over 1,000 homes in Chicago

Guest favourite
Serviced apartment in Lincoln Park
City Views from Large 4th Floor Apartment in LP
1 bedroom, 1 bed, 1 private bathroom
26–31 Oct
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4.94 out of 5 average rating, 18 reviews
Guest favourite
Flat in Downtown Chicago
Modern 6BR Suite with Pool-table near McCormick
6 king beds
20–25 Sept
4.92 out of 5 average rating, 38 reviews
Flat in Downtown Chicago
Chic 4BR South Loop Urban Retreat Near McCormick
5 beds
8–13 Sept
New place to stay
Guest favourite
Flat in Bridgeport
Blue Brick Apartment in Bridgeport - Park for Free
2 double beds
18–23 Oct
4.93 out of 5 average rating, 244 reviews
Top guest favourite
Home in West Town
The Full House
10 beds
25–30 Oct
4.96 out of 5 average rating, 137 reviews
Top guest favourite
Home in Humboldt Park
Beautifully Renovated Loft-Style Coach House
3 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Bungalow in Beverly
Beverly Hills of Chicago Luxury Guest Favorite
18 beds
7–12 Sept
4.96 out of 5 average rating, 46 reviews
Guest favourite
Flat in West Town
Luxury Penthouse Collection PH4 - Fulton Market
7 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 5 reviews
Guest favourite
Apartment in Bronzeville
Ultimate Group Experience Entire Building Chicago
15 beds
20–25 Sept
4.8 out of 5 average rating, 10 reviews
Top guest favourite
Flat in South Side
A local in the heart of Bronzeville with Rooftop.
3 queen beds
6–11 Sept
5.0 out of 5 average rating, 13 reviews
Home in Lincoln Park
Charming Historic Row Home | Lincoln Park
3 beds
15–20 Nov
New place to stay
Guest favourite
Townhouse in South Loop
Spacious 4BR, central ChinaTown by McCormick/DWNT
9 beds
27 Sept – 2 Oct
4.88 out of 5 average rating, 118 reviews
Top guest favourite
Apartment in Wicker Park
3-bedroom exposed brick in Chicago's Wicker Park
4 beds
4–9 Oct
4.98 out of 5 average rating, 167 reviews
Guest favourite
Flat in South Side
McCormick Meetup - Prime Location - Sleeps 16
10 beds
5–10 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Downtown Chicago
Luxury 4BD Gold Coast Penthouse with Deck & Views
4 beds
1–6 Nov
4.97 out of 5 average rating, 39 reviews
Guest favourite
Flat in West Side
Great place in the Heart of Pilsen
2 beds
21–26 Sept
4.94 out of 5 average rating, 31 reviews
Guest favourite
Home in Bridgeport
Quiet • Modern • Deck• Sleeps 10 | Bridgeport Gem
5 beds
7–12 Sept
4.93 out of 5 average rating, 41 reviews
Guest favourite
Home in South Side
Luxury 3 BR Greystone Near Obama Center
5 beds
6–11 Sept
4.88 out of 5 average rating, 52 reviews
Top guest favourite
Flat in Downtown Chicago
Luxury Loft Collection COMBO 01/03 | Terrace
15 beds
1–6 Nov
5.0 out of 5 average rating, 17 reviews