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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Top guest favourite
Guest favourite
Guest suite in Chicago
Wrigleyville/Boystown/Entire Private Floor!
1 bedroom
,
·
3 beds
,
·
1 private bathroom
22–27 Sept
22–27 Sept
$1,252 SGD
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for 5 nights
$1,252 SGD for 5 nights
,
·
4.85 out of 5 average rating, 281 reviews
4.85 (281)
Flat in Chicago
Northside Chicago Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
12–17 Jul
12–17 Jul
$715 SGD
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for 5 nights
$715 SGD for 5 nights
Pay $0 today
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
$2,573 SGD
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for 5 nights
$2,573 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Flat in Chicago
Easy Downtown Access from The Pilsen Haven
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
4–9 Jul
4–9 Jul
$1,426 SGD
$1,096 SGD
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for 5 nights
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Free cancellation
5.0 out of 5 average rating, 26 reviews
5.0 (26)
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
$788 SGD
$666 SGD
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for 5 nights
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Free cancellation
4.95 out of 5 average rating, 678 reviews
4.95 (678)
Top guest favourite
Guest favourite
Flat in Chicago
Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
5–10 Jul
5–10 Jul
$943 SGD
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for 5 nights
$943 SGD for 5 nights
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Free cancellation
4.93 out of 5 average rating, 336 reviews
4.93 (336)
Superhost
Superhost
Home in Schaumburg
Chicagoland-Schaumburg/ORD 3BR Ranch Home, sleeps7
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
26–31 Jul
26–31 Jul
$1,793 SGD
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for 5 nights
$1,793 SGD for 5 nights
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Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Flat in Chicago
Quiet & Modern Avondale Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
6–11 Sept
6–11 Sept
$1,353 SGD
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for 5 nights
$1,353 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
9–14 Aug
9–14 Aug
$3,240 SGD
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for 5 nights
$3,240 SGD for 5 nights
Free cancellation
New place to stay
New
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
12–17 Jul
12–17 Jul
$1,679 SGD
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for 5 nights
$1,679 SGD for 5 nights
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Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Home in Chicago
Boho Luxe Retreat | Garage Parking | Sleeps 13
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
2–7 Jul
2–7 Jul
$3,411 SGD
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for 5 nights
$3,411 SGD for 5 nights
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Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
11–16 Jul
11–16 Jul
$3,752 SGD
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for 5 nights
$3,752 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Flat in Chicago
Sunny Cozy Spacious Boho-Chic Condo in Bridgeport
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
21–26 Sept
21–26 Sept
$1,104 SGD
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for 5 nights
$1,104 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 124 reviews
4.99 (124)
Top guest favourite
Guest favourite
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
23–28 Aug
23–28 Aug
$1,405 SGD
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for 5 nights
$1,405 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Top guest favourite
Guest favourite
Flat in Oak Park
Serene 1-Bedroom Suite in Oak Park (Free Parking!)
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
25–30 Oct
25–30 Oct
$827 SGD
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for 5 nights
$827 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 54 reviews
5.0 (54)
Top guest favourite
Guest favourite
110
Reviews
4.97
Stars
Rating
2
Years hosting
Rooms in Chicago
Historic North Park home
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
13–18 Sept
13–18 Sept
$649 SGD
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for 5 nights
$649 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 110 reviews
4.97 (110)
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
$1,969 SGD
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for 5 nights
$1,969 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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
$2,755 SGD
$1,523 SGD
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for 5 nights
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Free cancellation
4.97 out of 5 average rating, 73 reviews
4.97 (73)
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
$951 SGD
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for 5 nights
$951 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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