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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Top guest favourite
Guest favourite
Home in Chicago
Entire first floor in Lincoln Square!
2 bedrooms
,
·
3 beds
,
·
1 private bathroom
29 Aug – 3 Sept
29 Aug – 3 Sept
$2,193 SGD
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for 5 nights
$2,193 SGD for 5 nights
,
·
4.99 out of 5 average rating, 147 reviews
4.99 (147)
Guest favourite
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
4–9 Oct
4–9 Oct
$4,001 SGD
$3,517 SGD
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for 5 nights
Book early to save
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 26 reviews
4.92 (26)
Guest favourite
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
2–7 Aug
2–7 Aug
$2,444 SGD
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for 5 nights
$2,444 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 106 reviews
4.93 (106)
Home in Chicago
Luxury Home | 7 miles to Downtown Chicago | 5 Beds
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
8–13 Aug
8–13 Aug
$2,971 SGD
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for 5 nights
$2,971 SGD for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
26–31 Dec
26–31 Dec
$1,479 SGD
$1,368 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 126 reviews
4.95 (126)
Guest favourite
Guest favourite
49
Reviews
4.9
Stars
Rating
2
Years hosting
Room in Chicago
Chicago Addison St. 1 bed/1 bath condo, Garden Lvl
1 bed
1 bed
9–14 Aug
9–14 Aug
$696 SGD
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for 5 nights
$696 SGD for 5 nights
Pay $0 today
Free cancellation
4.9 out of 5 average rating, 49 reviews
4.9 (49)
Flat in Chicago
Duplex in Bucktown
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
21–26 Aug
21–26 Aug
$2,713 SGD
$2,418 SGD
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for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Flat in Chicago
Designer CuratedVintage Condo in Popular West Town
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
25–30 Oct
25–30 Oct
$1,014 SGD
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for 5 nights
$1,014 SGD for 5 nights
4.94 out of 5 average rating, 252 reviews
4.94 (252)
Top guest favourite
Guest favourite
Flat in Chicago
ChiCasa Wicker Park Paradise
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
15–20 Nov
15–20 Nov
$2,570 SGD
$1,998 SGD
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for 5 nights
5.0 out of 5 average rating, 56 reviews
5.0 (56)
Top guest favourite
Guest favourite
Flat in Chicago
Pilsen Prism: Sun-Drenched 3BR + Parking
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
15–20 Aug
15–20 Aug
$2,201 SGD
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for 5 nights
$2,201 SGD for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Flat in Skokie
Skokie Serenity - 3 queen beds
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
23–28 Aug
23–28 Aug
$1,368 SGD
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for 5 nights
$1,368 SGD for 5 nights
Pay $0 today
Free cancellation
4.67 out of 5 average rating, 3 reviews
4.67 (3)
Flat in Chicago
Apartment near McCormick w/ gym & workspace
1 bedroom
1 bedroom
,
·
2 beds
2 beds
15–20 Aug
15–20 Aug
$1,136 SGD
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for 5 nights
$1,136 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
317
Reviews
4.96
Stars
Rating
11
Years hosting
Room in Chicago
Spacious garden level suite
1 queen bed
1 queen bed
10–15 Nov
10–15 Nov
$731 SGD
$645 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 317 reviews
4.96 (317)
Guest favourite
Guest favourite
Home in Chicago
Charming 3-BED in Lincoln Park/ Old Town & Parking
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
4–9 Oct
4–9 Oct
$1,868 SGD
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for 5 nights
$1,868 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 187 reviews
4.95 (187)
Top guest favourite
Guest favourite
Home in Chicago
Big house in the BEST Location!
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,810 SGD
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for 5 nights
$1,810 SGD for 5 nights
4.98 out of 5 average rating, 62 reviews
4.98 (62)
Top guest favourite
Guest favourite
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,123 SGD
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for 5 nights
$1,123 SGD for 5 nights
4.96 out of 5 average rating, 305 reviews
4.96 (305)
Top guest favourite
Guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
1 bedroom
1 bedroom
,
·
2 beds
2 beds
9–14 Nov
9–14 Nov
$935 SGD
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for 5 nights
$935 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 108 reviews
4.99 (108)
Top guest favourite
Guest favourite
Flat in Chicago
Cozy & Spacious Sunny 2 bedroom apartment.
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
19–24 Oct
19–24 Oct
$1,307 SGD
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for 5 nights
$1,307 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 108 reviews
4.98 (108)
Top guest favourite
Guest favourite
Flat in Chicago
Fulton House #1 (2bd/ 1ba)
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
29 Aug – 3 Sept
29 Aug – 3 Sept
$3,344 SGD
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for 5 nights
$3,344 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 112 reviews
4.95 (112)
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