Vacation Home Rentals By Owner In Chicago, IL
Rent a place that suits your needs
Most popular vacation rentals in Chicago
$2319.21
/ NightlyLuxury Loft Collection COMBO 02/03 | Terrace
Chicago, Illinois, United States
6
Bed
6
Bath
22
Sleeps
$2427.16
/ NightlyNew Construction Building in River North!
Chicago, Illinois, United States
11
Bed
10
Bath
16
Sleeps
$2731.80
/ NightlySleep 25 - Huge Downtown Vintage Lofts
Chicago, Illinois, United States
5
Bed
6
Bath
16
Sleeps
$2999.50
/ NightlyUnique Luxury Fulton Market Penthouse - Sleeps 32
Chicago, Illinois, United States
9
Bed
7
Bath
32
Sleeps
$3259.71
/ NightlyPrivate Historical Mansion,Luxury Home in Chicago’s Gold Coast, Event-Capable.
Chicago, Illinois, United States
5
Bed
5
Bath
14
Sleeps
$3780.16
/ NightlyDowntown Mich Ave - 6 Penthouses, Sleep 25
Chicago, Illinois, United States
10
Bed
9
Bath
16
Sleeps
$320.07
/ NightlyLIVN West Loop Chicago King Studio
Chicago, Illinois, United States
1
Bed
1
Bath
2
Sleeps
$317.86
/ NightlyRoscoe Village- Only steps to cute shops & dining! Sleeps 4-6
Chicago, Illinois, United States
2
Bed
1
Bath
6
Sleeps
$318.18
/ NightlyPerfect for a Hip and Romantic Getaway - This Chic Studio Offers the Best of the City by AllSet Turnover
Chicago, Illinois, United States
Bed
1
Bath
2
Sleeps
$318.68
/ NightlyVintage City Chic: The Artist's Haven. 5 Blocks from Lake Michigan!
Chicago, Illinois, United States
2
Bed
1
Bath
6
Sleeps
Most Popular Cities in Illinois
- Chicago
- Galena
- Ottawa
- Champaign
- Libertyville
- Peoria
- Springfield
- Waukegan
- Oak Park
- Evanston
- Rockford
- East Peoria
- Bloomington
- Marion
- Naperville
- Fox Lake
- Des Plaines
- Urbana
- Quincy
- Carbondale
- Moline
- Peoria Heights
- Creal Springs
- Skokie
- Schaumburg
- Goreville
- Belleville
- Nauvoo
- Berwyn
- Decatur
- Aurora
- Grafton
- Rosemont
- Golconda
- Makanda
- Murphysboro
- Antioch
- Normal
- Warrenville
- Saint Charles
- Elmhurst
- Geneva
- Elizabeth
- Apple River
- Zion
