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Chicago USA Vacation Rentals

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from $275 / Night (USD)

3 Night Minimum

Type: Condo  |  Bedrooms: 2  |  Baths: 2  |  Sleeps: 4

Located near lake, our fully furnished vacation condo in Chicago is an excellent getaway for you to spend a few days away from the monotony of routine life. Our 2 bedroom, centrally air-conditioned...

Magnificent Condo In Chicago

  [ ID: 350625 ]

from $175 / Night (USD)

3 Night Minimum

Type: Condo  |  Bedrooms: 2  |  Baths: 2  |  Sleeps: 4

Located in the South Loop across the Grant Park on South Michigan Avenue, our vacation rental in Chicago, Illinois has an easy access to wonderful shopping retreats, restaurants, amusements...

Clarke Suite

  [ ID: 307661 ]

from $450 / Night (USD)

3 Night Minimum

Type: House  |  Bedrooms: 3  |  Baths: 2  |  Sleeps: 6

3 Bedroom-2 Bath duplex. Elegant and sophisticated. Spacious and very accommodating. Certainly one of our best yet! Sleeps up to six in their own beds, but in this house there is always...

Villa Verdone

  [ ID: 271487 ]

from $325 / Night (USD)

2 Night Minimum

Type: Villa  |  Bedrooms: 2  |  Baths: 2  |  Sleeps: 4

In the magnificent Gold Coast neighborhood of Chicago is this stunning 1890’s vintage Georgian, only 1/2 block from Oak Beach, Chicago’s premier restaurants and nightlife on Rush Street...

from $195 / Night (USD)

2 Night Minimum

Type: House  |  Bedrooms: 2  |  Baths: 1  |  Sleeps: 4

Part of China Doll Country, this Chicago vacation rental home is perfect for both large families as well as group lodging. Decorated in a style reminiscent of a Chinese country estate,...

from $225 / Night (USD)

2 Night Minimum

Type: Apartment  |  Bedrooms: 2  |  Baths: 1  |  Sleeps: 4

Part of the China Doll Guest House, this Chicago vacation rental apartment is specially designed as a productivity haven for business travelers. China Doll II, our 2 bedroom rental apartment...

The Wrigley Suite

  [ ID: 305018 ]

from $495 / Night (USD)

3 Night Minimum

Type: Cottage  |  Bedrooms: 4  |  Baths: 2  |  Sleeps: 8

4 Bedrooms 2 bathrooms Duplex. A beautiful & spacious duplex located on the first floor of the Guest House. Three queen suites & one twin suite guaranteed to comfortably accommodate...

The Belmont Suite

  [ ID: 303956 ]

from $250 / Night (USD)

3 Night Minimum

Type: Apartment  |  Bedrooms: 2  |  Baths: 1  |  Sleeps: 4

2 bedroom 1 bath. An irresistibly charming apartment located on the first floor of the home. Good things do come in small packages.2 Cozy Queen Suites, Wireless Internet Access, Formal...

from $225 / Night (USD)

3 Night Minimum

Type: Apartment  |  Bedrooms: 2  |  Baths: 1  |  Sleeps: 8

In Chicago’s Lincoln Park neighborhood, China Doll offers three complete self-contained apartment suites with private entrances. The one-bedroom garden apartment is a romantic getaway...

Charming Retreat In Chicago

  [ ID: 271854 ]

Please Inquire for Rates

2 Night Minimum

Type: Condo  |  Bedrooms: 3  |  Baths: 1  |  Sleeps: 6

If you are looking for a luxurious retreat to enjoy and explore the sights and sounds of this amazing vacation destination then our Chicago vacation condo rental fits the bill perfectly....

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Note: All rates displayed here are minimum average rates, and do not include tax, cleaning deposits, or any other charges that may be applicable.