Vacation Rental Homes, Apartments & Condos for Rent in Chicago, Illinois
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Large Luxury Home near Downtown Chicago — Property 169076
- House
- 5 bedrooms, sleeps 15
- 4 bathrooms, 1 half bath
- downtown, river
- accept credit card
Rates
per property
(USD)
$1,075/night
$5,500/week
$15,000/month
Magnificent Mile , Gold Coast Luxury Brownstone Downtown! — Property 188897
- Apartment
- 2 bedrooms, sleeps 6
- 2 bathrooms
- downtown, lake
- accept credit card
Rates
per property
(USD)
$275 - $400/night
Modern 4 Level Home. Minutes from Downtown — Property 183649
- House
- 4 bedrooms, sleeps 10
- 3 bathrooms, 1 half bath
- downtown, lake
- accept credit card
Rates
per property
(USD)
$350 - $495/night
$2,500 - $2,700/week
$8,000/month
Chicago Guest House-Nowhere Will You Feel More At Home! — Property 116901
- House
- 3 bedrooms, sleeps 6
- 3 bathrooms
- downtown, lake
- accept credit card
Rates
per property
(USD)
$425/night
Luxury Condo with Stunning Chicago Skyline and River Views, Perfect Location — Property 184807
- Condo
- 2 bedrooms, sleeps 6
- 2 bathrooms
- downtown, river
- accept credit card
Rates
per property
(USD)
$299/night
$1,895/week
Lincoln Park Oasis — Property 160572
- Condo
- 3 bedrooms, sleeps 9
- 1 bathroom
- downtown
- accept credit card
Rates
per property
(USD)
$215/night
Chicago Guest House-Wrigley Suite 'Wrigleyville' — Property 319203
- Apartment
- 4 bedrooms, sleeps 8
- 2 bathrooms
- downtown, lake
- accept credit card
Rates
per property
(USD)
$495/night
Chicago Guest House on Lakewood 'Wrigleyville' — Property 319468
- Apartment
- 3 bedrooms, sleeps 6
- 2 bathrooms
- downtown, lake
- accept credit card
Rates
per property
(USD)
$380/night
Classic Victorian Greystone in Chicago's Wrigleyville! — Property 170782
- Apartment
- 3 bedrooms, sleeps 5
- 1 bathroom
- downtown, lake
- accept credit card
Rates
per property
(USD)
$1,820/week
Discontinued — Property 89344
- 1 bedroom, sleeps 1
- 1 bathroom
Rates
per property
(USD)
$1,000 - $10,000/night
$10,000/week
DISCOUNT Days 7/13-27!!! Goldcoast High-Rise 4-6 people — Property 168042
- Condo
- 2 bedrooms, sleeps 4
- 1 bathroom
- beach, downtown
- accept credit card
Rates
per property
(USD)
$200 - $275/night
$1,400 - $1,750/week
$3,600/month
New Downtown Condo!! Award winning Location — Property 172675
- Condo
- 1 bedroom, sleeps 4
- 1 bathroom
- downtown, waterfront
- accept credit card
Rates
per property
(USD)
$295/night
$1,995/week
Chicago Guest House -Clark Suite 'Wrigleyville' — Property 146193
- Apartment
- 3 bedrooms, sleeps 8
- 2 bathrooms
- downtown, lake
- accept credit card
Rates
per property
(USD)
$450/night
Beautiful 3 Bedroom South Loop TH w/ yard, easy parking, cable and Internet — Property 169185
- Townhome
- 3 bedrooms, sleeps 8
- 3 bathrooms
- downtown, lake
- air-conditioning
Rates
per property
(USD)
$2,000/week
$6,000/month
Chicago Guest House-Lakeview Suite 'Wrigleyville' — Property 153025
- Condo
- 3 bedrooms, sleeps 6
- 2 bathrooms
- downtown, lake
- accept credit card
Rates
per property
(USD)
$380/night















