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Search results; Over 1,000 homes in Chicago

Descriptions are based on details hosts provide
Apartment in Chicago
Luxe 2BR Cozy Suite | Skyline Views near McCormick
2 bedrooms, 3 beds, 2 private bathrooms
29 Aug – 3 Sept
,
4.85 out of 5 average rating, 175 reviews
Guest favourite
Home in Chicago
Spa tub and a private backyard fireplace
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.91 out of 5 average rating, 23 reviews
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bathroom
22–27 Jul
4.97 out of 5 average rating, 93 reviews
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
12–17 Oct
4.95 out of 5 average rating, 121 reviews
Flat in Skokie
Peaceful garden unit with private entrance
3 bedrooms, 3 queen beds, 2 bathrooms
26–31 Jul
New place to stay
Top guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 20 reviews
Home in Forest Park
Renovated 2 bedroom - 1.5 bath Coach House
2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Aug
New place to stay
Guest favourite
Place to stay in Chicago
x3 Private room with bath Hyde Park UChicago
1 bedroom, 1 king bed, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 16 reviews
Guest favourite
Flat in Chicago
Open-concept flat with a private patio
3 bedrooms, 3 queen beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Brookfield
Sunlit mid-century brick ranch, tree-lined street
4 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 13 reviews
Apartment in Chicago
Ukrainian Village 2 Bd/2ba - Steps from Division!
2 bedrooms, 2 queen beds, 2 bathrooms
22–27 Aug
New place to stay
Top guest favourite
Flat in Chicago
Renovated with free parking near Blue Line
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Chicago
Open-concept home 10 minutes from O’Hare
3 bedrooms, 3 beds, 2.5 bathrooms
22–27 Sept
4.98 out of 5 average rating, 62 reviews
Place to stay in Chicago
Halfway between O’Hare and downtown
1 bedroom, 1 queen bed, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Chicago
Luxury Designer Loft 302 | River North
3 bedrooms, 3 queen beds, 2 bathrooms
9–14 Aug
4.89 out of 5 average rating, 9 reviews
Superhost
Flat in Chicago
Luxurious 5BD/2BA Duplex+Free Wine & Parking
5 bedrooms, 5 beds, 2 bathrooms
14–19 Aug
New place to stay
Top guest favourite
Flat in Chicago
Spa bathroom and garden on tree-lined street
1 bedroom, 2 beds, 1 bathroom
6–11 Dec
4.99 out of 5 average rating, 108 reviews
Guest favourite
Place to stay in Chicago
12 minutes from O’Hare with free parking
1 bedroom, 1 bed, 1 bathroom
24–29 Oct
4.9 out of 5 average rating, 48 reviews