Vacation Rental Homes, Apartments & Condos for Rent in Chicago, Illinois

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Magnificent Mile , Gold Coast Luxury Brownstone Downtown!

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 188897
Chicago apartment rental - Apt. 1- Living room w/fireplace, flatscreen
2 Bedrooms, Sleeps 6
  • Apartment
  • 2 Bathrooms
  • downtown, lake
  • accept credit card
Rates per property (USD)
$275 - $400/night
View Property Details Contact the Owner

Luxury right at Lakeshore Drive and Irving Park

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 206953
Chicago condo rental - Stained Glass Window in Master Suite
3 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • lake
  • accept credit card
Rates per property (USD)
$350/night
$1,800/week
$3,600/month
View Property Details Contact the Owner

Magnificent Mile 1BR - Next to Oprah's House and Lake MI

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 206014
Chicago condo rental
1 Bedroom, Sleeps 4
  • Condo
  • 1 Bathroom
  • downtown
  • accept credit card
View Property Details Contact the Owner

New Downtown Condo!! Great Location!

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 172675
Chicago condo rental - Lake and Navy Pier View From the Roof
1 Bedroom, Sleeps 4
  • Condo
  • 1 Bathroom
  • downtown, lake
  • accept credit card
Rates per property (USD)
$249 - $269/night
$1,695/week
View Property Details Contact the Owner

Chicago's Best Location! 18th Floor, 1 Block to Mich Ave Shopping

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 204526
Chicago condo rental - 18th Floor, Amazing Skyline Views
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • downtown
  • accept credit card
Rates per property (USD)
$249 - $299/night
$1,500/week
$5,500/month
View Property Details Contact the Owner

Luxurious Chicago Southport Suite

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 203741
Chicago condo rental - Living and Dining Rooms
2 Bedrooms, Sleeps 6
  • Condo
  • 1 Bathroom
  • town
  • accept credit card
Rates per property (USD)
$230/night
$3,000/month
View Property Details Contact the Owner

Luxury 1 bedroom apt in Chicago's Lincoln Park

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 173059
Chicago apartment rental
1 Bedroom, Sleeps 4
  • Apartment
  • 1 Bathroom
  • downtown, lake
  • accept credit card
Rates per property (USD)
$130/night
$850/week
$2,000/month
View Property Details Contact the Owner

Fantastic Single Family Home in Old Town- Walking distance to Michigan Ave.

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 205648
Chicago house rental
5 Bedrooms, Sleeps 10
  • House
  • 3 Bathrooms, 1 Half Bath
  • downtown, lake
  • accept credit card
Rates per property (USD)
$750/night
$5,000/week
$15,000/month
View Property Details Contact the Owner

Large Luxury Home near Downtown Chicago

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 169076
Chicago house rental - Front View of Home
5 Bedrooms, Sleeps 15
  • House
  • 4 Bathrooms, 1 Half Bath
  • downtown, river
  • accept credit card
Rates per property (USD)
$1,075/night
$5,500/week
$15,000/month
View Property Details Contact the Owner

Modern 4 Level Home. Minutes from Downtown

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 183649
Chicago house rental - Kitchen
4 Bedrooms, Sleeps 10
  • House
  • 3 Bathrooms, 1 Half Bath
  • downtown, lake
  • accept credit card
Rates per property (USD)
$300 - $495/night
$2,700/week
$8,000/month
View Property Details Contact the Owner

Cozy~Contemporary~Chicago! Pet & child friendly!

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 173790
Chicago condo rental - The Great Room
2 Bedrooms, Sleeps 6
  • Condo
  • accept credit card
  • air-conditioning
Rates per property (USD)
$210 - $240/night
View Property Details Contact the Owner

Chicago Marathon Special

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 160572
Chicago condo rental - Building
3 Bedrooms, Sleeps 9
  • Condo
  • 1 Bathroom
  • downtown
  • accept credit card
Rates per property (USD)
$215/night
View Property Details Contact the Owner

Luxury Furnished Suite in the heart of Downtown Chicago

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 158850
Chicago apartment rental - Kitchen
2 Bedrooms, Sleeps 4
  • Apartment
  • 1 Bathroom
  • downtown, lake
  • accept credit card
View Property Details Contact the Owner

The Wrigleyville Mansion - 3 Blocks from Wrigley Field

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 186943
Chicago house rental - Outside View
5 Bedrooms, Sleeps 12
  • House
  • 5 Bathrooms
  • downtown
  • air-conditioning
View Property Details Contact the Owner

Downtown Chicago Luxury Home - Elegance, Comfort, Convenience

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 154813
Chicago house rental - Master Bedroom
4 Bedrooms, Sleeps 11
  • House
  • 4 Bathrooms
  • downtown, lake
  • accept credit card
View Property Details Contact the Owner

China Doll Guest House

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 131015
Chicago apartment rental - China Doll Guest House
2 Bedrooms, Sleeps 8
  • Apartment
  • 1 Bathroom
  • lake, town
  • accept credit card
View Property Details Contact the Owner

Gorgeous Professionally Designed Loft-style Condo in Prime South Loop Location

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 177863
Chicago condo rental - View from Balcony
2 Bedrooms, Sleeps 4
  • Condo
  • 2 Bathrooms
  • downtown, lake
  • air-conditioning
Rates per property (USD)
$220 - $260/night
$1,400 - $1,800/week
$3,600/month
View Property Details Contact the Owner
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