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Search results; Over 1,000 homes in Chicago
Over 1,000 homes in Chicago
Guest favourite
Guest favourite
Apartment in Chicago
Modern long-term luxury w/ spectacular view!
1 bedroom
,
·
1 bed
,
·
2 private bathrooms
2–9 Sept
2–9 Sept
$4,256 SGD
$3,730 SGD
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for 7 nights
,
·
4.96 out of 5 average rating, 49 reviews
4.96 (49)
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
$1,360 SGD
$1,213 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
Little Italy Historic Restoration Row House
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
25–30 Oct
25–30 Oct
$1,972 SGD
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for 5 nights
$1,972 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 48 reviews
5.0 (48)
Flat in Chicago
Cozy Apartment in Pilsen | 2BR 2B | 15 Min to Town
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,394 SGD
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for 5 nights
$1,394 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favourite
Guest favourite
Apartment in Chicago
Peaceful & Airy Modern-Chic Condo in Trendy Pilsen
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
16–21 Aug
16–21 Aug
$1,251 SGD
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for 5 nights
$1,251 SGD for 5 nights
Free cancellation
4.88 out of 5 average rating, 476 reviews
4.88 (476)
Top guest favourite
Guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
27 Sept – 2 Oct
27 Sept – 2 Oct
$2,099 SGD
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for 5 nights
$2,099 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Guest favourite
Guest favourite
22
Reviews
4.91
Stars
Rating
11
Years hosting
Place to stay in Chicago
Large Brand New Room in Hyde Park Close toDowntown
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
23–28 Oct
23–28 Oct
$605 SGD
$553 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.91 out of 5 average rating, 22 reviews
4.91 (22)
Guest favourite
Guest favourite
Flat in Chicago
Easy Downtown Access from Cozy Pilsen Nest
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
6–11 Jul
6–11 Jul
$1,702 SGD
$1,261 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 66 reviews
4.94 (66)
Guest favourite
Guest favourite
Flat in Chicago
Spacious 1-bedroom South Loop Loft I Sleep 5
1 bedroom
1 bedroom
,
·
4 beds
4 beds
9–14 Aug
9–14 Aug
$1,992 SGD
$1,751 SGD
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for 5 nights
Free cancellation
4.94 out of 5 average rating, 232 reviews
4.94 (232)
Top guest favourite
Guest favourite
Flat in Chicago
Designer Garden Unit in Bridgeport
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,386 SGD
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for 5 nights
$1,386 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 64 reviews
4.97 (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
9–14 Aug
9–14 Aug
$1,246 SGD
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for 5 nights
$1,246 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
Flat in Chicago
Modern & Spacious Condo Minutes from the Loop
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
6–11 Sept
6–11 Sept
$2,157 SGD
$1,969 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 78 reviews
4.97 (78)
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
12–17 Jul
12–17 Jul
$2,726 SGD
$2,473 SGD
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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
15–20 Aug
15–20 Aug
$2,201 SGD
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for 5 nights
$2,201 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Top guest favourite
Guest favourite
Flat in Chicago
ChiCasa Wicker Park Paradise
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
29 Aug – 3 Sept
29 Aug – 3 Sept
$2,460 SGD
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for 5 nights
$2,460 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 53 reviews
5.0 (53)
Top guest favourite
Guest favourite
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
23–28 Aug
23–28 Aug
$1,427 SGD
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for 5 nights
$1,427 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Guest favourite
Guest favourite
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
15–20 Aug
15–20 Aug
$1,707 SGD
$1,567 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 160 reviews
4.96 (160)
Guest favourite
Guest favourite
Flat in Chicago
Modern 2 Bedroom in West Town With Garage Parking
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
23–28 Aug
23–28 Aug
$1,602 SGD
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for 5 nights
$1,602 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Top guest favourite
Guest favourite
Flat in Forest Park
1 bedroom garden apartment in Forest Park
1 bedroom
1 bedroom
,
·
2 beds
2 beds
28 Sept – 3 Oct
28 Sept – 3 Oct
$896 SGD
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for 5 nights
$896 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 186 reviews
4.98 (186)
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