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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
$1,233 SGD
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for 5 nights
$1,233 SGD for 5 nights
,
·
4.92 out of 5 average rating, 388 reviews
4.92 (388)
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
$3,197 SGD
$2,603 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)
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
$1,636 SGD
$1,299 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.8 out of 5 average rating, 5 reviews
4.8 (5)
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
$1,155 SGD
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for 5 nights
$1,155 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 303 reviews
4.96 (303)
5
Reviews
5.0
Stars
Rating
9
Years hosting
Room in Des Plains
Near O'Hare | King Bed+Shared Bathroom+Parking
1 king bed
1 king bed
10–15 Aug
10–15 Aug
$672 SGD
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for 5 nights
$672 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 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
$2,669 SGD
$1,807 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)
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
$977 SGD
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for 5 nights
$977 SGD for 5 nights
Pay $0 today
Free cancellation
4.9 out of 5 average rating, 20 reviews
4.9 (20)
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
$688 SGD
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for 5 nights
$688 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 202 reviews
4.97 (202)
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
$1,311 SGD
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for 5 nights
$1,311 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
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 Forest Park
Renovated 2 bedroom - 1.5 bath Coach House
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
6–11 Aug
6–11 Aug
$2,039 SGD
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for 5 nights
$2,039 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
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
$575 SGD
$457 SGD
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for 5 nights
Free cancellation
4.92 out of 5 average rating, 523 reviews
4.92 (523)
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
$1,703 SGD
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for 5 nights
$1,703 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 83 reviews
4.95 (83)
Guest favourite
Guest favourite
Home in Chicago
Luxury 4BR w/ Spa Tub Near UChicago & Obama Center
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
15–20 Nov
15–20 Nov
$3,072 SGD
$2,709 SGD
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for 5 nights
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Free cancellation
4.92 out of 5 average rating, 24 reviews
4.92 (24)
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
$1,583 SGD
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for 5 nights
$1,583 SGD for 5 nights
Pay $0 today
Free cancellation
4.92 out of 5 average rating, 249 reviews
4.92 (249)
2
Reviews
5.0
Stars
Rating
1
Year hosting
Room in Chicago
New Quiet Clean Room 1 guest
1 double bed
1 double bed
2–7 Aug
2–7 Aug
$709 SGD
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for 5 nights
$709 SGD for 5 nights
Free cancellation
Room in Chicago
Private Room Near Hyde Park & Beach
1 queen bed
1 queen bed
15–20 Aug
15–20 Aug
$595 SGD
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for 5 nights
$595 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
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
$1,389 SGD
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for 5 nights
$1,389 SGD for 5 nights
4.99 out of 5 average rating, 150 reviews
4.99 (150)
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
$2,903 SGD
$2,413 SGD
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for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
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