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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
Tropical Bungalow Getaway in Quiet Neighborhood
1 bedroom
,
·
2 beds
,
·
1 private bathroom
4–9 Aug
4–9 Aug
$927 SGD
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for 5 nights
$927 SGD for 5 nights
,
·
4.89 out of 5 average rating, 116 reviews
4.89 (116)
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
$2,743 SGD
$1,505 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 76 reviews
4.97 (76)
Top guest favourite
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
25–30 Oct
25–30 Oct
$1,384 SGD
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for 5 nights
$1,384 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 119 reviews
4.95 (119)
Superhost
Superhost
Flat in Chicago
Modern 4BR West Town Duplex | Best for LongStays
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
1–6 Jul
1–6 Jul
$6,638 SGD
$4,211 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Superhost
Superhost
Apartment in Chicago
Elegant Historic Duplex | Old Town • Lincoln Park
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
23–28 Aug
23–28 Aug
$2,413 SGD
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for 5 nights
$2,413 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Home in Chicago
Historic Spacious Chicago Home • Free Parking
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
23–28 Aug
23–28 Aug
$1,880 SGD
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for 5 nights
$1,880 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Top guest favourite
Guest favourite
Flat in Chicago
ChiCasa Wicker Park Paradise
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
5–10 Jul
5–10 Jul
$2,854 SGD
$2,335 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 52 reviews
5.0 (52)
Top guest favourite
Guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
3–8 Jul
3–8 Jul
$2,351 SGD
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for 5 nights
$2,351 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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
$790 SGD
$683 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
Flat in Chicago
Luxury Living in Bronzeville with Massive Roofdeck
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
5–10 Jul
5–10 Jul
$2,288 SGD
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for 5 nights
$2,288 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Guest house in Evanston
Welcome to Serenity.
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
29 Aug – 3 Sept
29 Aug – 3 Sept
$808 SGD
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for 5 nights
$808 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Flat in Chicago
Northside Chicago Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
7–12 Sept
7–12 Sept
$741 SGD
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for 5 nights
$741 SGD for 5 nights
Free cancellation
New place to stay
New
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
$1,845 SGD
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for 5 nights
$1,845 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Home in Chicago
Comfortable welcoming stay for business or leisure
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
1–6 Jul
1–6 Jul
$3,590 SGD
$3,002 SGD
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for 5 nights
New home discount
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Apartment in Chicago
The Langley Luxe modern style unit
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
5–10 Jul
5–10 Jul
$1,554 SGD
$1,296 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favourite
Guest favourite
Flat in Chicago
Quiet & Modern Avondale Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
6–11 Sept
6–11 Sept
$1,351 SGD
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for 5 nights
$1,351 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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
$1,359 SGD
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for 5 nights
$1,359 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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
$958 SGD
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for 5 nights
$958 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 337 reviews
4.93 (337)
Guest favourite
Guest favourite
Flat in Evanston
New 3bd/1.5 bth Apt w/private prkg
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
5–10 Jul
5–10 Jul
$1,993 SGD
$1,570 SGD
Show price breakdown
for 5 nights
Free cancellation
4.91 out of 5 average rating, 188 reviews
4.91 (188)
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