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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Top guest favourite
Guest favourite
Loft in Chicago
Tea Studio in Wicker Park Spring Factory
2 bedrooms
,
·
1 bed
,
·
2 private bathrooms
29 Sept – 4 Oct
29 Sept – 4 Oct
$3,012 SGD
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for 5 nights
$3,012 SGD for 5 nights
,
·
4.96 out of 5 average rating, 301 reviews
4.96 (301)
Top guest favourite
Guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
3–8 Jul
3–8 Jul
$2,777 SGD
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for 5 nights
$2,777 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Top guest favourite
Guest favourite
Bungalow in Chicago
Beverly Hills of Chicago Luxury Guest Favorite
5 bedrooms
5 bedrooms
,
·
12 beds
12 beds
1–6 Jul
1–6 Jul
$6,911 SGD
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for 5 nights
$6,911 SGD for 5 nights
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Free cancellation
4.95 out of 5 average rating, 40 reviews
4.95 (40)
Flat in Chicago
Northside Chicago Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
4–9 Sept
4–9 Sept
$832 SGD
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for 5 nights
$832 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Superhost
Superhost
Home in Chicago
Beautiful Chicago Greystone
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
12–17 Jul
12–17 Jul
$1,895 SGD
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for 5 nights
$1,895 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 137 reviews
4.93 (137)
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
$2,865 SGD
$2,377 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 52 reviews
5.0 (52)
Home in Chicago
Big Group Stay-Private Yard/Parking/MillenniumPark
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
9–14 Sept
9–14 Sept
$4,029 SGD
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for 5 nights
$4,029 SGD for 5 nights
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Free cancellation
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
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Top guest favourite
Guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
16–21 Aug
16–21 Aug
$1,672 SGD
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for 5 nights
$1,672 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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
$1,453 SGD
$1,212 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favourite
Guest favourite
Home in Norridge
Modern Ranch | 5 Min to O'Hare, 25 to Chicago
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
6–11 Jul
6–11 Jul
$2,473 SGD
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for 5 nights
$2,473 SGD for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 12 reviews
4.92 (12)
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
$1,299 SGD
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for 5 nights
$1,299 SGD for 5 nights
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Free cancellation
4.95 out of 5 average rating, 119 reviews
4.95 (119)
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
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,185 SGD
$2,808 SGD
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for 5 nights
Book early to save
Free cancellation
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Top guest favourite
Guest favourite
Flat in Westchester
At the Pac House, You can Play, Stay and Discover.
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
21–26 Aug
21–26 Aug
$1,213 SGD
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for 5 nights
$1,213 SGD for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 13 reviews
4.92 (13)
Guest favourite
Guest favourite
Flat in Evanston
NEW Fam-Frndly 3 bd 1 bth w/ EZ Parking near NU
3 bedrooms
3 bedrooms
3–8 Jul
3–8 Jul
$2,150 SGD
$1,691 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 163 reviews
4.94 (163)
Top guest favourite
Guest favourite
10
Reviews
5.0
Stars
Rating
1
Month hosting
Place to stay in Chicago
The Native Garden at the City's Edge
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
8–13 Aug
8–13 Aug
$489 SGD
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for 5 nights
$489 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Flat in Chicago
Gold Coast Gem
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
2–7 Jul
2–7 Jul
$3,647 SGD
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for 5 nights
$3,647 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Flat in Chicago
Bright Wrigleyville Stay | Near Transit & Parks
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
5–10 Jul
5–10 Jul
$1,626 SGD
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for 5 nights
$1,626 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 15 reviews
4.93 (15)
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