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Search results; Over 1,000 homes in Chicago

Featured hotel
Hotel in Chicago Loop
The Royal Sonesta Chicago Downtown, King - city...
1 bedroom, 1 bed, 1 private bathroom
27 Jun – 2 Jul
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4.74 out of 5 average rating, 177 reviews
Top guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms, 4 beds, 3 bathrooms
5–10 Jul
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
2 bedrooms, 3 queen beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 7 reviews
Flat in Chicago
3BR Vintage Apt • Patio • Walk to McKinley Park
3 bedrooms, 3 queen beds, 1 bathroom
21–26 Jun
New place to stay
Superhost
Flat in Chicago
Stunning Apt, walk to NEU, “The Bernard”
4 bedrooms, 3 beds, 1 bathroom
26–31 Jul
Flat in Logan Square
Retro Logan Square Retreat • Blue Line
1 bedroom, 1 bunk bed, 1 bathroom
12–17 Jul
5.0 out of 5 average rating, 3 reviews
Home in Humboldt Park
Boho Luxe Retreat | Garage Parking | Sleeps 13
3 bedrooms, 6 beds, 2 bathrooms
21–26 Jun
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in West Town
ChiCasa Wicker Park Paradise
3 bedrooms, 4 beds, 2.5 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Flat in West Rogers Park
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
1 bedroom, 2 beds, 1 bathroom
6–11 Dec
4.99 out of 5 average rating, 107 reviews
Guest favourite
Flat in Chicago Loop
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom, 1 queen bed, 1 bathroom
18–23 Jun
4.98 out of 5 average rating, 61 reviews
Flat in West Side
Garden Retreat Pilsen Chicago Apartment
2 bedrooms, 3 beds, 2 bathrooms
29 Jun – 4 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Room in Norwood Park
Private Room in Norwood Park
1 bed, 1 bathroom
28 Jun – 3 Jul
4.97 out of 5 average rating, 38 reviews
Top guest favourite
Flat in Bridgeport
Designer Garden Unit in Bridgeport
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 62 reviews
Top guest favourite
Home in Humboldt Park
Beautifully Renovated Loft-Style Coach House
3 bedrooms, 3 beds, 2 bathrooms
3–8 Jul
5.0 out of 5 average rating, 15 reviews
Guest favourite
Place to stay in Norwood Park
The Native Garden at the City's Edge
1 bedroom, 1 queen bed, 1 bathroom
4–9 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Flat in Bridgeport
Blue Brick Apartment in Bridgeport - Park for Free
2 bedrooms, 2 double beds, 1 bathroom
5–10 Jul
4.93 out of 5 average rating, 230 reviews
Home in South Side
Steps to Lake & Beach! Multi-Level Oakland Haven
4 bedrooms, 5 beds, 4.5 bathrooms
29 Jun – 4 Jul
New place to stay
Top guest favourite
Apartment in Rogers Park Township
Your Chicago Retreat
3 bedrooms, 3 queen beds, 1.5 bathrooms
28 Jun – 3 Jul
4.99 out of 5 average rating, 299 reviews
Guest favourite
Flat in Chicago Loop
Downtown Penthouse Huge Patio with Great View
3 bedrooms, 5 beds, 2 bathrooms
21–26 Jun
4.99 out of 5 average rating, 71 reviews