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Vacation Rentals in Chicago

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Wrigleyville/Southport Corridor Luxury Inn – Property 203741

  • Chicago rental - condo, 2 bedrooms, sleeps 6, 1 bathroom, town, garden
  • Calendar Last Updated On: Nov 19, 2009
Beautiful, fully restored luxury graystone inn with unbeatable address. This 1,200 square foot unit is located in the heart of Wrigleyville/Southport Corridor in the...

$$79 per Room - Unlimited Skyline Views in this New Contemporary Penthouse – Property 265846

  • Chicago rental - condo, 3 bedrooms, sleeps 6, 2 bathrooms, downtown, jacuzzi
  • $1,600/week
  • Calendar Last Updated On: Nov 19, 2009
Modern Design with Premium Finishes. Steps from the Park, Lakefront, Dining & Entertainment. The community is exciting, vibrant area that is setting the new...

Great Value, Near Downtown & McCormick Place. Hot Tub, Amazing View, & Parking – Property 225815

  • Chicago rental - apartment, 3 bedrooms, sleeps 6, 1 bathroom, 1 half bath, town, sauna
  • $750 - $1,100/week
  • Calendar Last Updated On: Nov 18, 2009
That is the view from our deck that you see above. We are close to Downtown and the museums (2-3 train stops), McCormick Place (1 train stop), and all of the sights...

$99 per night!! 2BR HOME BY LINCOLN SQUARE PERFECT LOCATION WALK TO TRAIN – Property 184803

  • Chicago rental - house, 2 bedrooms, sleeps 6, 1 bathroom, beach, downtown, pool
  • $693 - $899/week
  • Calendar Last Updated On: Nov 18, 2009
This is the 1st floor home #1 of two home duplex with same floor plans. Home #2 is upstairs (homeaway #224715). Hotels are too expensive in Chicago and offer...

Truly Stunning Skyline/River Views! All Luxury Perfect Location w/Free Parking! – Property 184807

  • Chicago rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, downtown, river, balcony
  • $1,294 - $1,699/week
  • Calendar Last Updated On: Nov 19, 2009
Skip the jaw dropping costs of a cramped hotel room and upgrade to a romantic condo on the Chicago River with stunning, sweeping views of the Chicago skyline from...

$99 per Bedroom* 2BR -Awesome Loft! Walking Distance Downtown/Mag Mile – Property 7011824

  • Chicago rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, air-conditioning, downtown
  • Calendar Last Updated On: Nov 20, 2009
Step outside and you'll find yourself in Chicago's hottest emerging neighborhood - the trendy Fulton River District embracing 10 square blocks bounded by the Chicago...

$99 per Bedroom* 2BR-Spectacular Modern Corner Unit in an Amazing Location! – Property 7011819

  • Chicago rental - apartment, 2 bedrooms, sleeps 6, 2 bathrooms, air-conditioning, balcony
  • Calendar Last Updated On: Nov 20, 2009
Fully furnished, 2 bedroom, 2 bathroom condo in the heart of the West Loop/River West/Downtown. Close to public transportation, grocery store, Starbucks,...

4 BR - Gorgeous Contemporary Sleek Home – Property 7011860

  • Chicago rental - house, 4 bedrooms, sleeps 12, 3 bathrooms, air-conditioning, downtown
  • Calendar Last Updated On: Nov 20, 2009
This 4-bedroom modern single family home has style and sleek written all over it - from the exterior to the interior! Located in a serene family neighborhood, this...

$129 per Bedroom* 2BR- Gorgeous Condo w/ Incredible view Downtown/Michigan Ave – Property 7011821

  • Chicago rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, adventure, air-conditioning
  • Calendar Last Updated On: Nov 20, 2009
Featuring a modern contemporary feel, this Chicago condo offers dramatic finishes including tiled entries, granite islands and cherry cabinetry, with captivating...

$129 per Beroom 1BR - Loop Timber Loft near Downtown/Michigan Ave/Grant Park – Property 7011849

  • Chicago rental - condo, 1 bedroom, sleeps 4, 1 bathroom, air-conditioning, downtown
  • Calendar Last Updated On: Nov 20, 2009
TIMBER LOFT - 1400 SQFT Located near the Loop. Easy access to CTA train stop.<br /> <br /> *Exclusions: Elite Chicago Rentals reserves the right to change prices...

$129 per Bedroom* 2BR -Beautiful Dwntown Condo with a Splendid View Dwntwn/Michigan Ave/Grand Park – Property 7011839

  • Chicago rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, air-conditioning, beach
  • Calendar Last Updated On: Nov 20, 2009
Featuring a modern contemporary feel, the Chicago apartments offers dramatic finishes including tiled entries, granite islands and cherry cabinetry, with captivating...

$149* - Gorgeous Modern Condo in Heart of Downtown Mag Mile! – Property 7011827

  • Chicago rental - condo, 1 bedroom, sleeps 4, 1 bathroom, air-conditioning, balcony
  • Calendar Last Updated On: Nov 20, 2009
Featuring a modern contemporary feel, the Chicago apartments offers dramatic finishes including tiled entries, granite islands and cherry cabinetry, with captivating...

Sp Suite MIllenum Park – Property 144766

  • Chicago rental - condo, 1 bedroom, sleeps 2, 1 bathroom, downtown, lake, jacuzzi
  • $800 - $1,000/week
  • Calendar Last Updated On: Nov 17, 2009
The New East Side is a mixed-use neighborhood east of Michigan Avenue that includes apartments, homes, businesses and retailers surrounded by magnificent parks that...

SpSuites - Millenium Park – Property 7017446

  • Chicago rental - apartment, 1 bedroom, sleeps 3, 1 bathroom, air-conditioning, balcony
  • $800 - $1,300/week
  • Calendar Last Updated On: Nov 17, 2009
These Vacation Rentals are located in the New East Side, a mixed-use neighborhood east of Michigan Avenue that includes apartments, homes, businesses and retailers...

$99 per Bedroom* 6BR-Magnificent Luxury Single Family Home Wrigleyville – Property 93687

  • Chicago rental - apartment, 6 bedrooms, sleeps 12, 5 bathrooms, adventure, air-conditioning
  • Calendar Last Updated On: Nov 20, 2009
Whether you are looking for luxury, comfort, or just sheer quality - you will get it all from this beautifully furnished 6 bedroom home.

$129 per Bedroom* 2BR- Amazing PentHouse Amazing Views of Dwntwn/Michigan Ave – Property 93685

  • Chicago rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, adventure, air-conditioning
  • Calendar Last Updated On: Nov 20, 2009
Featuring a modern contemporary feel, the Chicago apartments offers dramatic finishes including tiled entries, granite islands and cherry cabinetry, with captivating...

$129 per Bedroom* 4BR-Luxurious Home with Breathtaking Panoramic View of Skyline – Property 93686

  • Chicago rental - house, 4 bedrooms, sleeps 10, 3 bathrooms, air-conditioning, balcony
  • Calendar Last Updated On: Nov 20, 2009
Fantastic contemporary home with a 2+ attached garage & fenced yard in a fantastic location. Smart wiring throughout. Gourmet kitchen with Bosch & Fisher Paykel...

$89 per Bedroom* 9 BR -Breathtaking Graystone Just Minutes Wrigley Field – Property 7011798

  • Chicago rental - house, 9 bedrooms, sleeps 21, 6 bathrooms, adventure, air-conditioning
  • Calendar Last Updated On: Nov 20, 2009
This is an amazing graystone home in historic Wrigley neighborhood. The house has been completely revamped to meet all the contemporary standards of today.

$129 per Bedroom* 4BR - Beautiful New Home near Wrigleyville! – Property 7011796

  • Chicago rental - house, 4 bedrooms, sleeps 10, 6 bathrooms, adventure, air-conditioning
  • Calendar Last Updated On: Nov 20, 2009
Brazilian cherry wood floors throughout this beautiful home. Gourmet kitchen with Silestone; stainless steel appliances including a 42" Sub-Zero refrigerator and 2...

$89 per Bedroom* 3 BR -Breathtaking Graystone just Minutes from Wrigley Field – Property 7011802

  • Chicago rental - condo, 3 bedrooms, sleeps 8, 3 bathrooms, adventure, air-conditioning
  • Calendar Last Updated On: Nov 20, 2009
This is an amazing graystone home in historic Wrigley neighborhood. The house has been completely revamped to meet all the contemporary standards of today.
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