Search results; Over 1,000 places in Chicago

The home you selected

Guest favorite
Loft in Lake View
Lakeview Loft-Vintage Chicago, Modern Amenities
4 guests1 bedroom2 beds1 bath
Oct 25 – 30
More
Oct 25 – 30
More
R15,037 ZAR for 5 nights
for 5 nights

Explore more homes

Guest favorite
Room in Chicago
Stay with GenovaLmt, cmldt, hvac,
Sweet Pea - Blue Key - Place 3
Aug 24 – 29
R2,911 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 11 reviews
Hotel in Chicago
Classic luxury on iconic Michigan Ave
1 king bed
Jul 6 – 11
R10,459 ZAR for 5 nights
for 5 nights
4.57 out of 5 average rating, 903 reviews
Guest favorite
Room in Oak Park
Stay with John CWe are both nurses.,
Single bedroom with Asian decor in family home
Aug 16 – 21
R6,294 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 307 reviews
Guest favorite
Apartment in Maywood
Cozy guest studio, great for couples!
Free cancellation
Sep 30 – Oct 5
R10,268 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 101 reviews
Guest favorite
Room in Chicago
Stay with TippiHosting for 14 years,
Lovely Bedroom 3 in a New Renovated Apartment
Aug 18 – 23
R7,519 ZAR for 5 nights
for 5 nights
4.83 out of 5 average rating, 210 reviews
Guest favorite
Room in Chicago
Stay with RyanComputer science,
Egyptian Room - Free Parking, 1 block to CTA
Jul 21 – 26
R4,480 ZAR for 5 nights
for 5 nights
4.84 out of 5 average rating, 526 reviews
Top guest favorite
Room in Chicago
Stay with EbonyHosting for 13 years,
Lower Level Oasis - Bed, Bath & Living Rooms
Aug 18 – 23
R7,733 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 28 reviews
Superhost
Apartment in Berwyn
Berwyn Musical Apartment
Free cancellation
Aug 22 – 27
R9,344 ZAR for 5 nights
for 5 nights
4.86 out of 5 average rating, 420 reviews
Guest favorite
Room in Chicago
Stay with TimCoffee,
Fantastic Location / Private Room
Jul 5 – 10
R8,593 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 100 reviews
Guest favorite
Room in Chicago
Stay with DonaldHosting for 8 years,
ChicagoTreasure, Art Gallery w/Parking
Aug 7 – 12
R8,749 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 207 reviews
Place to stay in Berwyn
The Garden Getaway (private upper level)
2 beds
Jul 20 – 25
R10,257 ZAR for 5 nights
for 5 nights
New place to stay
Guest favorite
Guest suite in Chicago
Private Garden Unit-Near Train/Ohare-Free Parking
Free cancellation
Jul 13 – 18
R11,063 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 26 reviews
Guest favorite
Room in Chicago
Stay with ErikHosting for 11 years,
The Blue Room
Aug 4 – 9
R4,383 ZAR for 5 nights
for 5 nights
4.83 out of 5 average rating, 539 reviews
Superhost
Room in Evanston
Stay with MusaPersonal trainer,
Room in Evanston, Mins to Downtown Chi!
Jul 20 – 25
R5,908 ZAR for 5 nights
for 5 nights
4.83 out of 5 average rating, 58 reviews
Guest favorite
Room in Melrose Park
Stay with ToniSales,
4 miles to Airport, Queen Bed, TV
Jul 6 – 11
R5,736 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 16 reviews
Superhost
Room in Skokie
Stay with LoraineHosting for 6 years,
Cozy Private Room
Aug 16 – 21
R2,900 ZAR for 5 nights
for 5 nights
4.9 out of 5 average rating, 41 reviews
Guest favorite
Room in Lyons
Stay with J
Room REN room is Bright and spacious
Aug 18 – 23
R6,165 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 161 reviews
Guest favorite
Room in Chicago
Stay with CristinaEntrepreneur,
Cozy Room/Fast Wi-fi/94 Walk Score/Desk/Wash/Dryr
Jul 6 – 11
R9,110 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 81 reviews