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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
Archways at the Lincoln Park Zoo 2bed/2ba
2 bedrooms
,
·
2 beds
,
·
2 private bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,848 SGD
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for 5 nights
$1,848 SGD for 5 nights
,
·
4.84 out of 5 average rating, 350 reviews
4.84 (350)
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
$1,299 SGD
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for 5 nights
$1,299 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 119 reviews
4.95 (119)
Top 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
$1,191 SGD
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for 5 nights
$1,191 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 54 reviews
4.96 (54)
Top guest favourite
Guest favourite
Guest suite in Chicago
Private Lincoln Square Garden Apt
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
9–14 Nov
9–14 Nov
$832 SGD
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for 5 nights
$832 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 489 reviews
4.92 (489)
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
$1,374 SGD
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for 5 nights
$1,374 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 64 reviews
4.97 (64)
Top guest favourite
Guest favourite
Room in Chicago
Spacious garden level suite
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
14–19 Mar
14–19 Mar
$649 SGD
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for 5 nights
$649 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 309 reviews
4.96 (309)
Guest favourite
Guest favourite
Apartment in Chicago
Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$1,173 SGD
$1,046 SGD
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for 5 nights
Free cancellation
4.88 out of 5 average rating, 473 reviews
4.88 (473)
Top guest favourite
Guest favourite
Guest suite in Chicago
2BR/1.5 Bath in Logan Square
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1.5 bathrooms
1.5 bathrooms
28 Nov – 3 Dec
28 Nov – 3 Dec
$1,015 SGD
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for 5 nights
$1,015 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 59 reviews
4.95 (59)
Guest favourite
Guest favourite
Rooms in Chicago
Spacious Haven in North Park
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
4–9 Oct
4–9 Oct
$756 SGD
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for 5 nights
$756 SGD for 5 nights
Free cancellation
4.89 out of 5 average rating, 64 reviews
4.89 (64)
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
$448 SGD
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for 5 nights
$448 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 381 reviews
4.94 (381)
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
$898 SGD
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for 5 nights
$898 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 184 reviews
4.98 (184)
Top guest favourite
Guest favourite
Flat in Oak Park
Serene 1-Bedroom Suite in Oak Park (Free Parking!)
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
25–30 Oct
25–30 Oct
$827 SGD
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for 5 nights
$827 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 54 reviews
5.0 (54)
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
19–24 Sept
19–24 Sept
$481 SGD
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for 5 nights
$481 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 140 reviews
4.94 (140)
Flat in Chicago
Quiet & Modern Avondale Apartment
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$1,353 SGD
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for 5 nights
$1,353 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Flat in Chicago
Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$943 SGD
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for 5 nights
$943 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 336 reviews
4.93 (336)
Top guest favourite
Guest favourite
Room in Chicago
Al's Oasis Chicago
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$771 SGD
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for 5 nights
$771 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 228 reviews
4.96 (228)
Top guest favourite
Guest favourite
Flat in Forest Park
Like a Treehouse!
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,061 SGD
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for 5 nights
$1,061 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 371 reviews
5.0 (371)
Guest favourite
Guest favourite
Guest suite in Chicago
2 Bedroom Apartment by O'Hare/CTA/I90 Free Parking
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$777 SGD
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for 5 nights
$777 SGD for 5 nights
Free cancellation
4.88 out of 5 average rating, 433 reviews
4.88 (433)
Top guest favourite
Guest favourite
Flat in Oak Park
Restful Retreat Perfectly Located by Train+Shops
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,693 SGD
Show price breakdown
for 5 nights
$1,693 SGD for 5 nights
Free cancellation
4.9 out of 5 average rating, 499 reviews
4.9 (499)
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