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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
The Upscale Getaway Near Downtown
2 bedrooms
,
·
3 beds
,
·
2 private bathrooms
27 Jul – 1 Aug
27 Jul – 1 Aug
$2,891 SGD
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for 5 nights
$2,891 SGD for 5 nights
,
·
4.93 out of 5 average rating, 290 reviews
4.93 (290)
Top guest favourite
Guest favourite
Home in Chicago
New Home | O'Hare Airport
4 bedrooms
4 bedrooms
4 beds
,
·
4 beds
5–10 Jul
5–10 Jul
$3,129 SGD
$2,519 SGD
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for 5 nights
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Guest favourite
Guest favourite
Flat in Chicago
2BR Avondale Apt: Free Parking + Steps to Blueline
2 bedrooms
2 bedrooms
3 beds
,
·
3 beds
8–13 Aug
8–13 Aug
$1,222 SGD
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for 5 nights
$1,222 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
Home in Chicago
Beautifully Renovated Loft-Style Coach House
3 bedrooms
3 bedrooms
3 beds
,
·
3 beds
3–8 Jul
3–8 Jul
$2,832 SGD
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for 5 nights
$2,832 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Flat in Chicago
3BR Vintage Apt • Patio • Walk to McKinley Park
3 bedrooms
3 bedrooms
3 queen beds
,
·
3 queen beds
21–26 Jun
21–26 Jun
$1,730 SGD
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for 5 nights
$1,730 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Flat in Chicago
Boho City Escape | Parking + Balcony
2 bedrooms
2 bedrooms
3 beds
,
·
3 beds
24–29 Jul
24–29 Jul
$3,152 SGD
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for 5 nights
$3,152 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Top guest favourite
Guest favourite
Flat in Oak Park
Treetop Oasis With Parking Walkable To Town+Train
2 bedrooms
2 bedrooms
4 beds
,
·
4 beds
28 Jun – 3 Jul
28 Jun – 3 Jul
$1,845 SGD
$1,464 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 79 reviews
4.97 (79)
Superhost
Superhost
Flat in Chicago
Stunning Apt, walk to NEU, “The Bernard”
4 bedrooms
4 bedrooms
3 beds
,
·
3 beds
26–31 Jul
26–31 Jul
$2,307 SGD
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for 5 nights
$2,307 SGD for 5 nights
Free cancellation
Superhost
Superhost
Apartment in Chicago
Lovely top floor 2BR/2BA, steps from everything!
2 bedrooms
2 bedrooms
2 beds
,
·
2 beds
27 Jun – 2 Jul
27 Jun – 2 Jul
$1,581 SGD
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for 5 nights
$1,581 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 155 reviews
4.95 (155)
Flat in Chicago
Retro Logan Square Retreat • Blue Line
1 bedroom
1 bedroom
1 bunk bed
,
·
1 bunk bed
15–20 Aug
15–20 Aug
$914 SGD
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for 5 nights
$914 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favourite
Guest favourite
Flat in Chicago
Luxury Designer Apartment 803| Gold Coast/Old Town
2 bedrooms
2 bedrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,578 SGD
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for 5 nights
$2,578 SGD for 5 nights
4.93 out of 5 average rating, 14 reviews
4.93 (14)
Top guest favourite
Guest favourite
Apartment in Chicago
Your Chicago Retreat
3 bedrooms
3 bedrooms
3 queen beds
,
·
3 queen beds
28 Jun – 3 Jul
28 Jun – 3 Jul
$2,261 SGD
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for 5 nights
$2,261 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 299 reviews
4.99 (299)
Top guest favourite
Guest favourite
Flat in Chicago
Luxury Living in Bronzeville with Massive Roofdeck
3 bedrooms
3 bedrooms
3 beds
,
·
3 beds
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,272 SGD
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for 5 nights
$2,272 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Superhost
Superhost
Flat in Chicago
Luxury Loft Collection 01 - Terrace - River North
3 bedrooms
3 bedrooms
8 beds
,
·
8 beds
23–28 Aug
23–28 Aug
$6,464 SGD
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for 5 nights
$6,464 SGD for 5 nights
4.9 out of 5 average rating, 118 reviews
4.9 (118)
Guest favourite
Guest favourite
Flat in Chicago
Luxury Designer Loft 402 | River North
3 bedrooms
3 bedrooms
3 queen beds
,
·
3 queen beds
2–7 Jul
2–7 Jul
$5,438 SGD
$4,269 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
Designer Garden Unit in Bridgeport
2 bedrooms
2 bedrooms
2 queen beds
,
·
2 queen beds
9–14 Aug
9–14 Aug
$1,363 SGD
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for 5 nights
$1,363 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 61 reviews
4.97 (61)
Flat in Chicago
Modern 2 BR Retreat Steps From Family Park
2 bedrooms
2 bedrooms
3 beds
,
·
3 beds
12–17 Jul
12–17 Jul
$1,666 SGD
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for 5 nights
$1,666 SGD for 5 nights
Free cancellation
New place to stay
New
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
20–25 Oct
20–25 Oct
$685 SGD
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for 5 nights
$685 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 50 reviews
5.0 (50)
Guest favourite
Guest favourite
37
Reviews
4.97
Stars
Rating
9
Years hosting
Room in Chicago
Private Room in Norwood Park
1 bed
1 bed
28 Jun – 3 Jul
28 Jun – 3 Jul
$431 SGD
$381 SGD
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for 5 nights
4.97 out of 5 average rating, 37 reviews
4.97 (37)
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