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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
Urban Chic Apartment by the Magnificent Mile
2 bedrooms
,
·
2 beds
,
·
1 private bathroom
17–22 Nov
17–22 Nov
$2,167 SGD
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for 5 nights
$2,167 SGD for 5 nights
,
·
4.95 out of 5 average rating, 294 reviews
4.95 (294)
Top guest favourite
Guest favourite
54
Reviews
5.0
Stars
Rating
3
Years hosting
Room in Chicago
Cottage Charm Logan Square –Private Rm/Bath + Den
1 queen bed
1 queen bed
9–14 Aug
9–14 Aug
$696 SGD
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for 5 nights
$696 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 54 reviews
5.0 (54)
Guest favourite
Guest favourite
194
Reviews
4.93
Stars
Rating
7
Years hosting
Room in Chicago
Hattie’s House
1 double bed
1 double bed
1–6 Oct
1–6 Oct
$588 SGD
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for 5 nights
$588 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 194 reviews
4.93 (194)
Top guest favourite
Guest favourite
Flat in Chicago
Humboldt Park Loft
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
13–18 Oct
13–18 Oct
$1,075 SGD
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for 5 nights
$1,075 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 178 reviews
4.98 (178)
Top guest favourite
Guest favourite
Flat in Chicago
King Sleep Number Bed – No Cleaning Fee
1 bedroom
1 bedroom
,
·
1 bed
1 bed
16–21 Nov
16–21 Nov
$924 SGD
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for 5 nights
$924 SGD for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 116 reviews
4.96 (116)
Top guest favourite
Guest favourite
39
Reviews
4.95
Stars
Rating
3
Years hosting
Room in Oak Park
Your home away from home.
1 queen bed
1 queen bed
2–7 Aug
2–7 Aug
$590 SGD
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for 5 nights
$590 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 39 reviews
4.95 (39)
Top guest favourite
Guest favourite
255
Reviews
4.91
Stars
Rating
11
Years hosting
Room in Chicago
Fresh and Sunny Bed & Bath by UofC
1 queen bed
1 queen bed
14–19 Aug
14–19 Aug
$730 SGD
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for 5 nights
$730 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 255 reviews
4.91 (255)
Top guest favourite
Guest favourite
Flat in Chicago
Modern Chicago 1BR | Near Lincoln Park & Loop
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,380 SGD
$1,226 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Loft in Chicago
Lakeview Loft-Vintage Chicago, Modern Amenities
1 bedroom
1 bedroom
,
·
2 beds
2 beds
13–18 Dec
13–18 Dec
$997 SGD
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for 5 nights
$997 SGD for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 590 reviews
4.96 (590)
Top guest favourite
Guest favourite
Flat in Chicago
Explore Lincoln Park from a Polished Apartment
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
30 Nov – 5 Dec
30 Nov – 5 Dec
$1,591 SGD
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for 5 nights
$1,591 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 315 reviews
5.0 (315)
4
Reviews
5.0
Stars
Rating
1
Month hosting
Room in Chicago
Guest room in Dunning, Chicago IL
1 queen bed
1 queen bed
19–24 Sept
19–24 Sept
$499 SGD
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for 5 nights
$499 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Flat in Chicago
Chic & Cozy Boho Vibe in Heart of Logan Square
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
1–6 Nov
1–6 Nov
$857 SGD
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for 5 nights
$857 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 76 reviews
4.96 (76)
Top guest favourite
Guest favourite
Flat in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
1 bedroom
1 bedroom
,
·
2 beds
2 beds
6–11 Dec
6–11 Dec
$937 SGD
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for 5 nights
$937 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 108 reviews
4.99 (108)
Top guest favourite
Guest favourite
207
Reviews
4.94
Stars
Rating
12
Years hosting
Room in Chicago
Mid City, Vintage, Close to O'Hare Pvt Room
2 double beds
2 double beds
14–19 Sept
14–19 Sept
$670 SGD
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for 5 nights
$670 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 207 reviews
4.94 (207)
Top guest favourite
Guest favourite
120
Reviews
4.98
Stars
Rating
14
Years hosting
Rooms in Chicago
The Stained Glass Apt. Edgewater #2
2 bedrooms
2 bedrooms
,
·
1 single bed
1 single bed
7–12 Sept
7–12 Sept
$571 SGD
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for 5 nights
$571 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 120 reviews
4.98 (120)
Top guest favourite
Guest favourite
Flat in Chicago
Vintage library museum retreat near CTA brown line
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
18–23 Jan
18–23 Jan
$569 SGD
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for 5 nights
$569 SGD for 5 nights
Book early to save
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 38 reviews
5.0 (38)
Top guest favourite
Guest favourite
685
Reviews
4.95
Stars
Rating
11
Years hosting
Room in Chicago
NEW,Roscoe Village,Cubs, Pvt Bath, Pvt Entrance
3 beds
3 beds
27 Nov – 2 Dec
27 Nov – 2 Dec
$734 SGD
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for 5 nights
$734 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 685 reviews
4.95 (685)
Guest favourite
Guest favourite
264
Reviews
4.93
Stars
Rating
9
Years hosting
Room in North Riverside
The Albany Park Room at the Cape Cod in Riverside
1 queen bed
1 queen bed
21–26 Sept
21–26 Sept
$629 SGD
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for 5 nights
$629 SGD for 5 nights
Pay $0 today
Free cancellation
4.93 out of 5 average rating, 264 reviews
4.93 (264)
Guest favourite
Guest favourite
49
Reviews
4.92
Stars
Rating
4
Years hosting
Room in Chicago
Private Room & Shared Bathroom | Workstation
1 queen bed
1 queen bed
8–13 Aug
8–13 Aug
$656 SGD
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for 5 nights
$656 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 49 reviews
4.92 (49)
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