Search results; Over 1,000 places in Chicago

The home you selected

Guest favorite
Apartment in South Lawndale
Fairfield Flat, Airy Vintage Rehab
4 guests2 bedrooms2 beds1 bath
Jul 2 – 7
More
Jul 2 – 7
More
R24,597 ZAR for 5 nights
for 5 nights

Explore more homes

Guest favorite
Room in Chicago
Stay with GenovaLmt, cmldt, hvac,
Sweet Pea - Orange Key - Place 3
Aug 23 – 28
R2,956 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 8 reviews
Guest favorite
Shared hotel room in Chicago
Convenient Stay In The Heart of River North
1 single bed
Jun 1 – 6
R5,863 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 19 reviews
Hotel in Chicago
Classic luxury on iconic Michigan Ave
1 king bed
Jun 1 – 6
R12,835 ZAR for 5 nights
for 5 nights
4.56 out of 5 average rating, 856 reviews
Superhost
Room in Chicago
Stay with Dominique
Peaceful Bedroom A4 #2
Jun 1 – 6
R3,593 ZAR for 5 nights
for 5 nights
4.8 out of 5 average rating, 79 reviews
Guesthouse in Chicago
Chill 1BR in Shared Coach House - Near Wicker Park
1 bed
Jun 23 – 28
R7,818 ZAR for 5 nights
for 5 nights
New place to stay
Top guest favorite
Apartment in Chicago
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
Free cancellation
Oct 25 – 30
R14,437 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 23 reviews
Top guest favorite
Condo in Chicago
Great location. Free parking.
Free cancellation
Aug 23 – 28
R10,694 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 802 reviews
Room in Chicago
Stay with Jennifer
T2- Room - 15 min to Red Line
Jun 2 – 7
R3,272 ZAR for 5 nights
for 5 nights
New place to stay
Guest favorite
Room in Skokie
Stay with MusaPersonal trainer,
Room Mins to Northwestern & Downtown Chicago!
Jul 5 – 10
R5,882 ZAR for 5 nights
for 5 nights
4.9 out of 5 average rating, 71 reviews
Room in Chicago
Stay with Yingjian
Clean & Simple lovely room (2)
Aug 11 – 16
R3,957 ZAR for 5 nights
for 5 nights
4.68 out of 5 average rating, 34 reviews
Guest favorite
Room in Des Plaines
Stay with ValentinBuilder,
R2 Cozy room in a convenient location by a river
Jun 8 – 13
R6,388 ZAR for 5 nights
for 5 nights
4.88 out of 5 average rating, 442 reviews
Top guest favorite
Apartment in Chicago
No Place Like Gnome at Wrigley
1 queen bed
Jun 2 – 7
R13,709 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 96 reviews
Guest favorite
Room in Oak Park
Stay with John CWe are both nurses.,
Single bed room with Asian decor in family home
Aug 8 – 13
R6,266 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 299 reviews
Guest favorite
Room in North Riverside
Stay with MaribelHosting for 8 years,
The Albany Park Room at the Cape Cod in Riverside
Jun 9 – 14
R8,449 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 210 reviews
Top guest favorite
Apartment in Chicago
Renovated Loft on Milwaukee Ave
3 beds
Jun 1 – 6
R15,474 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 34 reviews
Superhost
Apartment in Forest Park
Darling Flat Walk to OP
Free cancellation
Sep 2 – 7
R10,802 ZAR for 5 nights
for 5 nights
New place to stay
Room in Chicago
Stay with Jose
S4- Small Private Bedroom
Jun 1 – 6
R3,144 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 7 reviews
Guest favorite
Room in Melrose Park
Stay with ToniSales,
4 miles to Airport, Queen Bed, TV
Jul 7 – 12
R5,882 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 13 reviews