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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Top guest favourite
Guest favourite
Flat in Chicago
Ravenswood Guest House Annex
1 bedroom
,
·
3 beds
,
·
1 bathroom
15–20 Oct
15–20 Oct
$892 SGD
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for 5 nights
$892 SGD for 5 nights
,
·
4.93 out of 5 average rating, 490 reviews
4.93 (490)
Top 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
25–30 Oct
25–30 Oct
$1,367 SGD
$1,252 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 119 reviews
4.95 (119)
Top guest favourite
Guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$1,373 SGD
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for 5 nights
$1,373 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 64 reviews
4.97 (64)
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 bathroom
1 bathroom
4–9 Jul
4–9 Jul
$1,958 SGD
$1,232 SGD
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for 5 nights
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Free cancellation
4.98 out of 5 average rating, 80 reviews
4.98 (80)
Top guest favourite
Guest favourite
Flat in Chicago
A Whimsical Fairy-tale Loft in Ravenswood Chicago
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,218 SGD
$1,072 SGD
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for 5 nights
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Free cancellation
4.99 out of 5 average rating, 346 reviews
4.99 (346)
Guest favourite
Guest favourite
Home in Chicago
Chicago Row House Garden Apartmt
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
12–17 Oct
12–17 Oct
$1,189 SGD
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for 5 nights
$1,189 SGD for 5 nights
Pay $0 today
Free cancellation
4.91 out of 5 average rating, 56 reviews
4.91 (56)
Top guest favourite
Guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$2,027 SGD
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for 5 nights
$2,027 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Top guest favourite
Guest favourite
Rooms in Oak Park
Single bedroom with Asian decor in family home
2 bedrooms
2 bedrooms
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
17–22 Aug
17–22 Aug
$447 SGD
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for 5 nights
$447 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 383 reviews
4.94 (383)
Top guest favourite
Guest favourite
Flat in Forest Park
1 bedroom garden apartment in Forest Park
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
28 Sept – 3 Oct
28 Sept – 3 Oct
$897 SGD
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for 5 nights
$897 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 184 reviews
4.98 (184)
Top guest favourite
Guest favourite
Flat in Chicago
*Steps to Mag Mile, 2 BD , fast Wi-Fi, W&D
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$1,667 SGD
$1,242 SGD
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for 5 nights
4.94 out of 5 average rating, 216 reviews
4.94 (216)
Guest favourite
Guest favourite
Flat in Chicago
Sunny Penthouse - Oakwood Beach
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
15–20 Aug
15–20 Aug
$1,912 SGD
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for 5 nights
$1,912 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 64 reviews
4.95 (64)
Top guest favourite
Guest favourite
Flat in Chicago
Sun filled tranquil 2 br great part of Logan Sq.
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$1,247 SGD
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for 5 nights
$1,247 SGD for 5 nights
Pay $0 today
Free cancellation
4.77 out of 5 average rating, 567 reviews
4.77 (567)
Top guest favourite
Guest favourite
Room in Chicago
Cozy Room for One In The Company of Cats -Blueline
1 single bed
1 single bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$481 SGD
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for 5 nights
$481 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 140 reviews
4.94 (140)
Guest favourite
Guest favourite
Place to stay in Chicago
Large Brand New Room in Hyde Park Close toDowntown
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
23–28 Oct
23–28 Oct
$605 SGD
$553 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 21 reviews
4.95 (21)
Top guest favourite
Guest favourite
Flat in Chicago
NorthSide Chicago duplex 5-BD,2King size-free park
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
8–13 Nov
8–13 Nov
$2,308 SGD
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for 5 nights
$2,308 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 198 reviews
4.97 (198)
Guest favourite
Guest favourite
Flat in Chicago
DT Wicker Deluxe | Sleeps 6| 2-Car Parking&Laundry
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
19–24 Jul
19–24 Jul
$1,854 SGD
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for 5 nights
$1,854 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Top guest favourite
Guest favourite
Flat in Chicago
Beautiful 2BR Apartment in Old Town
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$2,354 SGD
$1,789 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.89 out of 5 average rating, 298 reviews
4.89 (298)
Top guest favourite
Guest favourite
Flat in Chicago
Fun & cozy getaway w/POOL/game room/FREE parking
1 bedroom
1 bedroom
,
·
3 queen beds
3 queen beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$2,731 SGD
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for 5 nights
$2,731 SGD for 5 nights
4.98 out of 5 average rating, 156 reviews
4.98 (156)
Guest favourite
Guest favourite
Home in Chicago
West Town Gem: 2BR w/ Patio, W/D + Free Parking
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
15–20 Aug
15–20 Aug
$2,202 SGD
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for 5 nights
$2,202 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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