Chicagoland Vacation Rentals in Illinois

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...

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,...

$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....

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

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

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

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

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...

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

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

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

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...

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

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

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...

1br Penthse.owner's Unit.swanky
For the discerning, design- oriented individual only. If you require a doorman, an elevator, an attached gym, or concierge...

Michigan Ave Penthouse
Modern- Posh Design with Premium Finishes. Steps from the Park, Lakefront, Dining & Entertainment. The community is exciting,...

**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...

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

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

$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*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* 4BR- Beautifully
Elegant 3 level home in central Chicago location! This home is ideal for those who wish to explore what the great city of...

$129 per Bedroom* 2BR- Fantastic
Featuring a modern contemporary feel, the Chicago apartments offers dramatic finishes including tiled entries, granite...

$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...