Chicagoland Vacation Rentals in Illinois

Spacious meets Luxury & Location
Treat your self to this brand new rental! Finally a place that can accommodate large groups, while offering modern luxury....

$99 per Bedroom* 2BR- Awesome
Step outside and you'll find yourself in Chicago's hottest emerging neighborhood—the trendy Fulton River District embracing...

Beautiful Getaway Vacation Condo
Stylish and affordable at the same time. This is what you will find in this beautifully furnished 2 bedroom/2bath vacation...

The Biddle House - A Charming
There are two fully furnished apartments available at the Biddle House. Each has two bedrooms, one bathroom, a fully equipped...

Corporate or Vacation Rental
Features 3 "independent" self catering units in the same building with fully functional kitchens. Coffee, tea, snacks,...

$139 Per Bedroom* 4br- Multi- Level
Gorgeous design single family on a double wide lot provides the perfect urban home! Exquisite attention to detail is evident...

$129 Per Bedroom* 2br- Walk Mag
Featuring a modern contemporary feel, the Chicago apartments offers dramatic finishes including tiled entries, granite island...

Furnished apartments or individual
Choose from complete apartments in an 1891 home or individual guestrooms in an 1886 mansion, both in the heart of downtown...

$99 per Bedroom* 4BR- Luxurious
See Chicago like a star! Oversized 4 bedroom home. Total of 6 new beds in this home. This home has it all... hardwood floors,...

$89 per Bedroom* 6BR- Breathtaking
This is an amazing graystone home in historic Wrigley neighborhood. The house has been completely revamped to meet all the...

$99 per Bedroom* 6BR- Homein Beautifu
This new 6- bedroom will blow you away. The interior is decked with contemporary and traditional finishes. The location is...

$89 per Bedroom* 15BR- New Wrigleyvi
This brand new 15- bedroom will blow you away. The 1600 sq. foot, per unit, interior is decked with contemporary and tradition...

$129 Per Bedroom* 4br - Beautiful
Brazilian cherry wood floors throughout this beautiful home. Gourmet kitchen with Silestone; stainless steel appliances includ...

$129 per Bedroom* 4BR- Downtown Home
Fantastic contemporary home with a 2+ attached garage & fenced yard in a fantastic location. Smart wiring throughout. Gourme...

$129 per Bedroom*2BR Amazing View of
2BR Condo in Downtown Chicago, walking distance to Navy Pier, Millenium Park, Magnificent Mile, Lake. Beautiful Views...

$129 Per Bedroom* 2br - New Wrigley
This brand new 2- bedroom will blow you away. The 1400 sq. foot interior is decked with contemporary and traditional finishes....

Magnificent Mile 1 BR - near
This magnificent one bedroom, one bathroom is located less than two blocks from Chicago's famed Magnificent Mile on the Gold...

Call4specials!! Gold Coast Short/
Our condo is centrally located in the heart of Gold Coast, only 2 blocks from the Magnificent Mile. Our two bedroom condo...

The Wayne Manor
Gather your group and get ready to live in comfort! Lots of open space, good size bedrooms and bathrooms. This Beautiful...

2 Bedroom, 1 Bath - Sep 10
- 2 bedroom, 1 bath, 1 day bed in Living room - Approx 1000 sq feet Unit located in central Wicker Park - Chicago -...

Downtown Penthouse!!! Great Location!!
Braz ch flrs, firepl, exposed brick, granite & stainless st, surround sound, private deck. Unit has roof rights also....

Wicker Park Corporate / Vacation
- Huge 2200 sq- feet condo in the middle of fun Wicker Park neighborhood - Ideal for a family or friends on vacation/work...

ZEN Euro Modern Luxury - Dining/Mart
W Hubbard, Chicago, Il 60610 Come And Experience Life In River North. With The Newest Nightclubs, Restuarants,...

Close To Everything/downtown
Close To Everyhing- Centrally Located In City- Walking Distance To Michigan Ave, Navy Pier, Downtown Loop. Fully Furnis...

4500 sf. Penthouse apartment with
4500 sf. contemporary Penthouse with 1500 sf. rooftop deck with panoramic, unobstructed views of downtown Chicago skyline...