Chicagoland Vacation Rentals in Illinois

55th Floor 1 Bedroom Penthouse
This stylish, completely renovated Condominium offers spectacular views from the 55th floor of the Chicago skyline and Lakesho...

Sp Suites - Millennium Park
These Vacation Rentals are located in the New East Side, a mixed- use neighborhood east of Michigan Avenue that includes...

**w**o**w** Heart Of Downtown**
Walk To Everything Downtown! Enjoy Stunning Views Of The City Skyline And Grant Park! One Of Few 3bd/2.5ba Units Right...

Budget Rental- Beaches, Parks,
Pratt Shore another great Chicago Hotel Alternative, extended stay - temporary housing solution 8 story midrise near...

East Rogers Park - Evanston
This is our "budget rental" for Chicago Unit rents for: $1500 per month $85 per night for less than 7 nights booking,...

Chicago Skyline View Condo
Spacious 2br 2ba condo west of the loop on the 8th floor of a nine story new condo building.Great for short or long term vacati...

Two Bedroom, Blue Line, Wrigley
Old Irving Loft is an economical, immaculately clean, near Wrigley, two bedroom upper available for vacation and executive...

Great Deal, View, Hot Tub,
Close to Downtown & McCormick Place. 15 min by car or cab or 2- 3 train stops from everything that Chicago has to offer. Thi...

Beautiful Chicago Vacation Condo
Beautiful 3 Bed, 2 Bath Condo With Hardwood Floors Throughout, Granite Counters, 42" Custom Cabinetry, Stainless Steel...

$129 per Bedroom* 2BR Condo Walk to
Beautiful, 2 bdrm, 2 bath, condo with 10 ft floor to ceiling windows and a balcony with views of the city and the lake....

Stylish, Hip & Nicely Decorated -
Amenities: - 24 Hour Door Attendant; - Professional Fitness Center; - Cardio Fitness Center; - Aerobics...

Sp Suites - near Michigan Ave. BEST
Located in the heart of Chicago, these Corporate Furnished Apartments offer breathtaking views, rooftop deck with poolside...

Downtown Breathtaking River- view
This condo is ON top of Chicago River, 4 blocks from Sears Tower, 2 blocks from train and bus stops. The Riverview Suite...

Near Wrigley, Brown Line, Two
Writers retreat is an immaculate two bedroom apartment located less than a mile from Wrigley Field in a charming four unit...

Wrigley 2 Room Suite Daily Complete
Wrigley suite - - - - 2 blocks from wrigleytfield- - 12 minutes to downtown - - - 2 rooms 400 sqft 2 ba w/ complementry...

Downtown Rooftop Penthouse+ 2Decks
The Penthouse features: - 2 bedrooms & 2.5 bath (sleeps 2~6 guests), 1400 sf living space & 800 sf rooftop decks - two...

China Doll Guest House
In Chicago's Lincoln Park neighborhood, China Doll offers complete self- contained apartment suites with private entrances....

Location! Location! Location! Navy
Location Location Location! Can't Beat It! Set In The Heart Of Downtown Chicago, Our Chicago Apt Is Ideally...

$129 per Bedroom* 4BR- Contemporary
Sleek, new home.... Features include: Italian Cabinetry and Faucets, Professional Grade Stainless Steel apps, Thick granite,...

$89 per Bedroom*3BR- Graystone
This is an amazing graystone home in historic Wrigley neighborhood. The house has been completely revamped to meet all the...

$99 per Bedroom*7BR Luxurious Mansion
Timeless elegance with all the luxuries you can imagine, oversize lot in Blaine school district, 7 bedrooms, 5 en- suite...

$89 Per Bedroom* 6br- New Duplex
This brand new 6- bedroom will blow you away. The 1600 sq. foot interior is decked with contemporary and traditional finishes....

$99 per Bedroom* 3BR- New Brilliant
This beautiful contemporary duplex epitomizes excellence, elegance, and splendor. With modern custom- designed furniture...

$159* 1br - Gorgeous Modern Condo
This gorgeous 1 bedroom has charm written all over it. Located in the heart of Chicago this beautifully furnished condo is...

This penthouse puts you in the heart
These units have recently been renovated and includes hard wood floors, Granite countertops, Stainless steel appliances...