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

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Chicago High-rise: 1 Block to Mich Ave Shopping. Best Location

  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

Affordable Luxury w/Stunning Skyline/River Views, Perfect Location w/Parking!

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 184807
Chicago condo rental - Living Room View of Skyline
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • downtown, river
  • accept credit card
Rates per property (USD)
$249 - $299/night
$1,494 - $1,794/week
View Property Details Contact the Owner

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

The Chicago Guest House Belmont Suite in Lakeview, Chicago

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 320912
Chicago apartment rental - Living Room / TV, DVD, Stereo
2 Bedrooms, Sleeps 4
  • Apartment
  • 1 Bathroom
  • downtown, lake
Rates per property (USD)
$250/night
View Property Details Contact the Owner

WEEKLY SPECIALS OCT + NOV!! Goldcoast High-Rise 4-6 people

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 168042
Chicago condo rental - 30 E Huron
2 Bedrooms, Sleeps 4
  • Condo
  • 1 Bathroom
  • beach, downtown
  • accept credit card
Rates per property (USD)
$235 - $265/night
$1,650/week
$3,600 - $3,700/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

Awesome Loft, Walking Distance to Downtown & Nightlife

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 187962
Chicago condo rental
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms
  • downtown, lake
  • accept credit card
Rates per property (USD)
$200 - $280/night
View Property Details Contact the Owner

Voted-Most Successful Urban Area in Nation

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 178616
Chicago condo rental - Amazing west downtown view from balcony
2 Bedrooms, Sleeps 6
  • Condo
  • 2 Bathrooms, 1 Half Bath
  • waterfront
  • swimming pool
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

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

Biddle House #1

  1. USA,
  2. Illinois,
  3. Chicago Vacation Rentals
— Property 174934
Chicago house rental - Front of Biddle House
2 Bedrooms, Sleeps 6
  • House
  • 1 Bathroom
  • downtown, lake
  • accept credit card
Rates per property (USD)
$225/night
$3,600/month
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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