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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
Susie's Space. 2BR easy parking & pet friendly
2 bedrooms
,
·
2 beds
,
·
1 private bathroom
6–11 Sept
6–11 Sept
$1,232 SGD
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for 5 nights
$1,232 SGD for 5 nights
,
·
4.92 out of 5 average rating, 388 reviews
4.92 (388)
Guest favourite
Guest favourite
Flat in Chicago
LIVN Millennium Park Downtown Chicago 1 BR
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
1–6 Aug
1–6 Aug
$3,372 SGD
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for 5 nights
$3,372 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 100 reviews
4.95 (100)
Guest favourite
Guest favourite
Flat in Chicago
Luxury Designer Loft 402 | River North
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,194 SGD
$2,600 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
Home in Chicago
Peaceful Modern Full House in Trendy Bridgeport
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
15–20 Aug
15–20 Aug
$1,154 SGD
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for 5 nights
$1,154 SGD for 5 nights
4.96 out of 5 average rating, 303 reviews
4.96 (303)
Guest favourite
Guest favourite
Flat in Chicago
Cozy Square Stay | Quiet & Private
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
29 Aug – 3 Sept
29 Aug – 3 Sept
$976 SGD
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for 5 nights
$976 SGD for 5 nights
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Free cancellation
4.9 out of 5 average rating, 20 reviews
4.9 (20)
Top guest favourite
Guest favourite
Flat in Oak Park
Stylish & Spacious Duplex Near Downtown w/Parking
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
29 Aug – 3 Sept
29 Aug – 3 Sept
$2,666 SGD
$1,806 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 87 reviews
5.0 (87)
Top guest favourite
Guest favourite
Flat in Chicago
Cozy & Spacious Sunny 2 bedroom apartment.
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
13–18 Oct
13–18 Oct
$1,310 SGD
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for 5 nights
$1,310 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 106 reviews
4.98 (106)
Top guest favourite
Guest favourite
Flat in Chicago
The Avondale Garden Unit
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
16–21 Aug
16–21 Aug
$1,177 SGD
$1,035 SGD
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for 5 nights
4.87 out of 5 average rating, 375 reviews
4.87 (375)
Top guest favourite
Guest favourite
Flat in Chicago
Comfortable Vintage North Side Retreat for 8
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
23–28 Aug
23–28 Aug
$1,582 SGD
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for 5 nights
$1,582 SGD for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 249 reviews
4.92 (249)
Top guest favourite
Guest favourite
523
Reviews
4.92
Stars
Rating
9
Years hosting
Room in Chicago
Spacious & serene in hip spot. Sleeps 4.
1 queen bed
1 queen bed
16–21 Aug
16–21 Aug
$574 SGD
$457 SGD
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for 5 nights
4.92 out of 5 average rating, 523 reviews
4.92 (523)
Top guest favourite
Guest favourite
Flat in Chicago
Modern Duplex · 3BR/2BA · Sleeps 8 · Free Parking
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
23–28 Aug
23–28 Aug
$2,900 SGD
$2,411 SGD
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for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Top guest favourite
Guest favourite
143
Reviews
4.94
Stars
Rating
9
Years hosting
Room in Chicago
Cozy Room for One In The Company of Cats -Blueline
1 single bed
1 single bed
18–23 Aug
18–23 Aug
$468 SGD
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for 5 nights
$468 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 143 reviews
4.94 (143)
Top guest favourite
Guest favourite
316
Reviews
4.96
Stars
Rating
11
Years hosting
Room in Chicago
Spacious garden level suite
1 queen bed
1 queen bed
10–15 Nov
10–15 Nov
$646 SGD
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for 5 nights
$646 SGD for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 316 reviews
4.96 (316)
Home in Chicago
Evergreen Park 4 bd/3 BA w/Theater, Gym, & Parking
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
9–14 Nov
9–14 Nov
$1,634 SGD
$1,298 SGD
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for 5 nights
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Free cancellation
4.8 out of 5 average rating, 5 reviews
4.8 (5)
Top guest favourite
Guest favourite
Guest suite in Chicago
Studio 15 Minutes From Ohare!
1 queen bed
1 queen bed
26 Sept – 1 Oct
26 Sept – 1 Oct
$687 SGD
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for 5 nights
$687 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 202 reviews
4.97 (202)
Home in Forest Park
Renovated 2 bedroom - 1.5 bath Coach House
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
6–11 Aug
6–11 Aug
$2,038 SGD
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for 5 nights
$2,038 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
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Top guest favourite
Guest favourite
Home in Lombard
Modern Boho house in Lombard 7 min to Metra
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
16–21 Aug
16–21 Aug
$1,388 SGD
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for 5 nights
$1,388 SGD for 5 nights
4.99 out of 5 average rating, 150 reviews
4.99 (150)
Top guest favourite
Guest favourite
Flat in Forest Park
Walk to Dining & L Train • King Bed • Patio
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
16–21 Aug
16–21 Aug
$1,319 SGD
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for 5 nights
$1,319 SGD for 5 nights
4.95 out of 5 average rating, 41 reviews
4.95 (41)
Guest favourite
Guest favourite
Apartment in Chicago
The Modern Woodlawn 2 Bed 2 Bath
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
16–21 Aug
16–21 Aug
$1,702 SGD
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for 5 nights
$1,702 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 83 reviews
4.95 (83)
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