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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Guest favourite
Guest favourite
Guest suite in Chicago
Spacious in-law Apt: 10 min to O'Hare and Downtown
1 bedroom
,
·
1 bed
,
·
1 private bathroom
9–14 Sept
9–14 Sept
$732 SGD
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for 5 nights
$732 SGD for 5 nights
,
·
4.77 out of 5 average rating, 359 reviews
4.77 (359)
Flat in Chicago
Northside Chicago Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
12–17 Jul
12–17 Jul
$724 SGD
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for 5 nights
$724 SGD for 5 nights
Free cancellation
New place to stay
New
Superhost
Superhost
Apartment in Chicago
Elegant Historic Duplex | Old Town • Lincoln Park
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
22–27 Aug
22–27 Aug
$2,579 SGD
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for 5 nights
$2,579 SGD for 5 nights
Free cancellation
New place to stay
New
Superhost
Superhost
Home in Schaumburg
Chicagoland-Schaumburg/ORD 3BR Ranch Home, sleeps7
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
6–11 Jul
6–11 Jul
$2,032 SGD
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for 5 nights
$2,032 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
678
Reviews
4.95
Stars
Rating
11
Years hosting
Room in Chicago
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
3 beds
3 beds
25–30 Oct
25–30 Oct
$798 SGD
$718 SGD
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for 5 nights
Free cancellation
4.95 out of 5 average rating, 678 reviews
4.95 (678)
Top guest favourite
Guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
1–6 Jul
1–6 Jul
$2,978 SGD
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for 5 nights
$2,978 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Flat in Chicago
Stylish Hyde Park/Kenwood Brownstone Garden Apt
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
4–9 Jul
4–9 Jul
$1,453 SGD
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for 5 nights
$1,453 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Top guest favourite
Guest favourite
309
Reviews
4.96
Stars
Rating
11
Years hosting
Room in Chicago
Spacious garden level suite
1 queen bed
1 queen bed
24–29 Oct
24–29 Oct
$658 SGD
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for 5 nights
$658 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 309 reviews
4.96 (309)
Top guest favourite
Guest favourite
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
15–20 Aug
15–20 Aug
$1,233 SGD
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for 5 nights
$1,233 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Top guest favourite
Guest favourite
139
Reviews
4.94
Stars
Rating
9
Years hosting
Room in Chicago
Cozy Room for One In The Company of Cats -Blueline
1 single bed
1 single bed
19–24 Sept
19–24 Sept
$482 SGD
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for 5 nights
$482 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 139 reviews
4.94 (139)
Guest favourite
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
1–6 Jul
1–6 Jul
$2,772 SGD
$1,657 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 73 reviews
4.97 (73)
Guest favourite
Guest favourite
20
Reviews
4.95
Stars
Rating
11
Years hosting
Place to stay in Chicago
Large Brand New Room in Hyde Park Close toDowntown
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
23–28 Oct
23–28 Oct
$608 SGD
$555 SGD
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for 5 nights
Extended stay discount
Free cancellation
4.95 out of 5 average rating, 20 reviews
4.95 (20)
Guest favourite
Guest favourite
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
19–24 Jul
19–24 Jul
$1,962 SGD
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for 5 nights
$1,962 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
26–31 Jul
26–31 Jul
$1,952 SGD
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for 5 nights
$1,952 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
4
Reviews
5.0
Stars
Rating
1
Year hosting
Room in Chicago
Comfortable bed with Smart stand
1 queen bed
1 queen bed
6–11 Jul
6–11 Jul
$401 SGD
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for 5 nights
$401 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Home in Chicago
Evergreen Park 4 bd/3 BA w/Theater, Gym, & Parking
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
10–15 Aug
10–15 Aug
$1,781 SGD
Show price breakdown
for 5 nights
$1,781 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
16–21 Aug
16–21 Aug
$1,683 SGD
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for 5 nights
$1,683 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 80 reviews
4.96 (80)
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
9–14 Aug
9–14 Aug
$3,243 SGD
Show price breakdown
for 5 nights
$3,243 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Flat in Chicago
Retro Logan Square Retreat • Blue Line
1 bedroom
1 bedroom
,
·
1 bunk bed
1 bunk bed
7–12 Sept
7–12 Sept
$953 SGD
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for 5 nights
$953 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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