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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
Gym, Garage Parking, Balcony, Sleeps 4
2 bedrooms
,
·
2 beds
,
·
2 private bathrooms
14–19 Aug
14–19 Aug
$3,704 SGD
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for 5 nights
$3,704 SGD for 5 nights
,
·
5.0 out of 5 average rating, 34 reviews
5.0 (34)
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
8–13 Sept
8–13 Sept
$589 SGD
$538 SGD
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for 5 nights
Free cancellation
4.94 out of 5 average rating, 17 reviews
4.94 (17)
Top guest favourite
Guest favourite
Flat in Chicago
Fully Furnished Apartment Wicker Park Free Parking
1 bedroom
1 bedroom
1 queen bed
,
·
1 queen bed
1 bathroom
,
·
1 bathroom
29 Aug – 3 Sept
29 Aug – 3 Sept
$805 SGD
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for 5 nights
$805 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 605 reviews
4.98 (605)
Top guest favourite
Guest favourite
Flat in Chicago
Comfortable Vintage North Side Retreat for 8
3 bedrooms
3 bedrooms
5 beds
,
·
5 beds
1 bathroom
,
·
1 bathroom
23–28 Aug
23–28 Aug
$1,714 SGD
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for 5 nights
$1,714 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 244 reviews
4.92 (244)
Top guest favourite
Guest favourite
Apartment in Chicago
Summer Break Incoming! Live Like an A-ville Local!
2 bedrooms
2 bedrooms
2 bathrooms
,
·
2 bathrooms
7–12 Jun
7–12 Jun
$1,501 SGD
$1,314 SGD
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for 5 nights
4.98 out of 5 average rating, 42 reviews
4.98 (42)
Top guest favourite
Guest favourite
Flat in Chicago
Luxury Designer Apartment 803| Gold Coast/Old Town
2 bedrooms
2 bedrooms
2 bathrooms
,
·
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,376 SGD
$2,604 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 13 reviews
5.0 (13)
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
$1,231 SGD
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for 5 nights
$1,231 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 342 reviews
4.99 (342)
Top guest favourite
Guest favourite
Flat in Chicago
The Logan Greystone
3 bedrooms
3 bedrooms
3 beds
,
·
3 beds
1 bathroom
,
·
1 bathroom
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,084 SGD
$1,863 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 60 reviews
4.98 (60)
Guest favourite
Guest favourite
Room in Chicago
The Blue Room
1 double bed
1 double bed
1 bathroom
,
·
1 bathroom
5–10 Aug
5–10 Aug
$311 SGD
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for 5 nights
$311 SGD for 5 nights
Free cancellation
4.83 out of 5 average rating, 576 reviews
4.83 (576)
Top guest favourite
Guest favourite
Flat in Chicago
Historic oasis in the middle of everything.
3 bedrooms
3 bedrooms
4 beds
,
·
4 beds
1 bathroom
,
·
1 bathroom
21–26 Jun
21–26 Jun
$2,861 SGD
$2,385 SGD
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for 5 nights
Free cancellation
4.96 out of 5 average rating, 309 reviews
4.96 (309)
Top guest favourite
Guest favourite
Flat in Chicago
Luxe Wrigley Estate: Pool Table + Parking + Patio
4 bedrooms
4 bedrooms
7 beds
,
·
7 beds
2 bathrooms
,
·
2 bathrooms
7–12 Jun
7–12 Jun
$3,961 SGD
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for 5 nights
$3,961 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Place to stay in Chicago
Cozy Room W/ Full & Twin Bed | Free Parking (Rm 2)
1 bedroom
1 bedroom
2 beds
,
·
2 beds
1 bathroom
,
·
1 bathroom
8–13 Sept
8–13 Sept
$597 SGD
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for 5 nights
$597 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Rooms in Chicago
Spacious Haven in North Park
3 bedrooms
3 bedrooms
4 beds
,
·
4 beds
1 bathroom
,
·
1 bathroom
21–26 Sept
21–26 Sept
$822 SGD
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for 5 nights
$822 SGD for 5 nights
Free cancellation
4.9 out of 5 average rating, 59 reviews
4.9 (59)
Guest favourite
Guest favourite
Flat in Chicago
Easy Downtown Access from Cozy Pilsen Nest
2 bedrooms
2 bedrooms
3 beds
,
·
3 beds
2 bathrooms
,
·
2 bathrooms
7–12 Jun
7–12 Jun
$1,708 SGD
$1,372 SGD
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for 5 nights
Free cancellation
4.94 out of 5 average rating, 65 reviews
4.94 (65)
Guest favourite
Guest favourite
Flat in Chicago
Hancock Lookout|Steps to Beach&Transit, CHI Views
2 bedrooms
2 bedrooms
3 queen beds
,
·
3 queen beds
2 bathrooms
,
·
2 bathrooms
16–21 Aug
16–21 Aug
$3,219 SGD
$2,829 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 39 reviews
4.97 (39)
Top guest favourite
Guest favourite
Flat in Chicago
Stylish Gold Coast 3BR Apt | Walk to Grocery&Cafes
3 bedrooms
3 bedrooms
4 beds
,
·
4 beds
2 bathrooms
,
·
2 bathrooms
6–11 Jul
6–11 Jul
$4,045 SGD
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for 5 nights
$4,045 SGD for 5 nights
4.98 out of 5 average rating, 47 reviews
4.98 (47)
Top guest favourite
Guest favourite
Home in Brookfield
Cozy Home in Brookfield
2 bedrooms
2 bedrooms
2 beds
,
·
2 beds
1 bathroom
,
·
1 bathroom
12–17 Jul
12–17 Jul
$1,555 SGD
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for 5 nights
$1,555 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 84 reviews
4.99 (84)
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
2–7 Aug
2–7 Aug
$1,031 SGD
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for 5 nights
$1,031 SGD for 5 nights
Free cancellation
4.87 out of 5 average rating, 428 reviews
4.87 (428)
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
2–7 Jul
2–7 Jul
$2,365 SGD
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for 5 nights
$2,365 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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