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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Guest favourite
Guest favourite
Flat in Chicago
Pilsen Modern Chic Retreat
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
27 Dec – 1 Jan
27 Dec – 1 Jan
$1,447 SGD
$1,215 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 127 reviews
4.95 (127)
Guest favourite
Guest favourite
Flat in Chicago
Luxury 5BR/4BA Near Downtown | Free Parking!
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,194 SGD
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for 5 nights
$3,194 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Guest favourite
Guest favourite
Flat in Chicago
Modern 6BR Suite with Pool-table near McCormick
6 bedrooms
6 bedrooms
,
·
6 king beds
6 king beds
,
·
2 bathrooms
2 bathrooms
16–21 Aug
16–21 Aug
$5,077 SGD
$4,105 SGD
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for 5 nights
4.97 out of 5 average rating, 35 reviews
4.97 (35)
Guest favourite
Guest favourite
Apartment in Chicago
Ultimate Group Experience Entire Building Chicago
9 bedrooms
9 bedrooms
,
·
15 beds
15 beds
,
·
6 bathrooms
6 bathrooms
16–21 Aug
16–21 Aug
$7,865 SGD
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for 5 nights
$7,865 SGD for 5 nights
Pay $0 today
Free cancellation
4.8 out of 5 average rating, 10 reviews
4.8 (10)
Guest favourite
Guest favourite
Bungalow in Chicago
Beverly Hills of Chicago Luxury Guest Favorite
5 bedrooms
5 bedrooms
,
·
18 beds
18 beds
,
·
3.5 bathrooms
3.5 bathrooms
9–14 Aug
9–14 Aug
$6,829 SGD
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for 5 nights
$6,829 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 41 reviews
4.95 (41)
Superhost
Superhost
Flat in Chicago
3 bed Bucktown Duplex, next to the 606 bike trail
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,740 SGD
$1,534 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Flat in Berwyn
Cozy, Sunny, and Clean Apt 3 bd Free Parking
3 bedrooms
3 bedrooms
,
·
3 double beds
3 double beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$1,566 SGD
$1,373 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.91 out of 5 average rating, 76 reviews
4.91 (76)
Room in Chicago
Bridgeport Chicago near everything affordable.
1 single bed
1 single bed
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$334 SGD
$286 SGD
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for 5 nights
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Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$2,701 SGD
$2,320 SGD
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for 5 nights
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Superhost
Superhost
Flat in Oak Park
3BR/1BA With Private Garage, Near Train & Shops
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
1 bathroom
1 bathroom
15–20 Aug
15–20 Aug
$2,441 SGD
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for 5 nights
$2,441 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Home in Chicago
Beautiful Chicago Greystone
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$1,452 SGD
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for 5 nights
$1,452 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 146 reviews
4.94 (146)
Flat in Chicago
Gym + Workspace • Sleeps 8 • Near O’Hare
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$1,270 SGD
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for 5 nights
$1,270 SGD for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Flat in Chicago
Bronzeville Hidden Oasis
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
22–27 Sept
22–27 Sept
$2,041 SGD
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for 5 nights
$2,041 SGD for 5 nights
4.98 out of 5 average rating, 185 reviews
4.98 (185)
Guest favourite
Guest favourite
Flat in Chicago
Sunny Penthouse - Oakwood Beach
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,957 SGD
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for 5 nights
$1,957 SGD for 5 nights
4.96 out of 5 average rating, 69 reviews
4.96 (69)
Guest favourite
Guest favourite
Flat in Chicago
Penthouse Designer Loft 4W | GoldCoast/River North
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,395 SGD
$2,524 SGD
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for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favourite
Guest favourite
Flat in Chicago
Luxury Designer Loft 402 | River North
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,027 SGD
$2,360 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 23 reviews
4.96 (23)
Top guest favourite
Guest favourite
Flat in Chicago
Stylish & Spacious Multi-Level Apt in Wicker Park
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,981 SGD
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for 5 nights
$1,981 SGD for 5 nights
4.97 out of 5 average rating, 31 reviews
4.97 (31)
Top guest favourite
Guest favourite
Flat in Oak Park
Stylish & Spacious Duplex Near Downtown w/Parking
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
26–31 Oct
26–31 Oct
$2,574 SGD
$2,277 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 91 reviews
5.0 (91)
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