Vacation Homes for Rent in Chicago, Illinois, Page 2 of 4
3 Bedrooms, Sleeps 8,
Condo, 3 Bathrooms, adventure, air-conditioning
Condo, 3 Bathrooms, adventure, air-conditioning
3 Bedrooms, Sleeps 8,
Condo, 2 Bathrooms, air-conditioning, balcony
Condo, 2 Bathrooms, air-conditioning, balcony
4 Bedrooms, Sleeps 12,
House, 4 Bathrooms, air-conditioning, beach
House, 4 Bathrooms, air-conditioning, beach
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, air-conditioning, beach
Condo, 2 Bathrooms, air-conditioning, beach
3 Bedrooms, Sleeps 8,
Apartment, 1 Bathroom, 1 Half Bath, downtown, town, balcony
Apartment, 1 Bathroom, 1 Half Bath, downtown, town, balcony
Rates
-
per property
(USD)
$249 -
$329/night
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, air-conditioning, beach
Condo, 1 Bathroom, air-conditioning, beach
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, balcony, beach
Condo, 1 Bathroom, balcony, beach
SPECIAL OFFER!
Stay 4 nights and the 5th night is FREE! (November 12 - November 11)
2 Bedrooms, Sleeps 6,
Condo, 1 Bathroom, town, garden
Condo, 1 Bathroom, town, garden
Rates
-
per property
(USD)
$179/night
Calendar Updated Nov 19 2009
Property Review
We spent close to a week in Chicago recently and were absolutely smitten with our home base - Chicago Southport Suite. Years ago, before I was married, I lived in Chicago. My husband and I...
3 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, downtown, jacuzzi
Condo, 2 Bathrooms, downtown, jacuzzi
Rates
-
per property
(USD)
$1,600/week
$4,500/month
3 Bedrooms, Sleeps 6,
Apartment, 1 Bathroom, 1 Half Bath, town, sauna
Apartment, 1 Bathroom, 1 Half Bath, town, sauna
Rates
-
per property
(USD)
$125 -
$195/night
$750 -
$1,100/week
Calendar Updated Nov 18 2009
Property Review
If you know Chicago, this is a reasonably priced, convenient, clean place with good living space, comfortable beds, and very responsive owners. It was easy to find, easy to get to, in a safe...
2 Bedrooms, Sleeps 6,
House, 1 Bathroom, beach, downtown, pool
House, 1 Bathroom, beach, downtown, pool
Rates
-
per property
(USD)
$99 -
$149/night
$693 -
$899/week
Calendar Updated Nov 18 2009
Property Review
This property has two levels. These pictures are for the upstairs level. My family stayed in the first level. The pictures are a little different with furnitures but the layout is basically the...
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, downtown, river, balcony
Condo, 2 Bathrooms, downtown, river, balcony
Rates
-
per property
(USD)
$199 -
$299/night
$1,294 -
$1,699/week
Calendar Updated Nov 22 2009
Property Review
We had such an amazing time in Chicago while staying at this condo. It was walking distance to EVERYTHING and we had a 20-month-old with us :) The neighborhood was beautiful and safe and the...
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, air-conditioning, balcony
Condo, 1 Bathroom, air-conditioning, balcony
1 Bedroom, Sleeps 3,
Apartment, 1 Bathroom, air-conditioning, balcony
Apartment, 1 Bathroom, air-conditioning, balcony
Rates
-
per apartment
(USD)
$110 -
$180/night
$800 -
$1,300/week
$2,500 -
$3,400/month
2 Bedrooms, Sleeps 4,
Apartment, 1 Bathroom, air-conditioning, clothes dryer
Apartment, 1 Bathroom, air-conditioning, clothes dryer
Rates
-
per apartment
(USD)
$120 -
$150/night
$700 -
$850/week
$2,300 -
$2,400/month
1 Bedroom, Sleeps 3,
Apartment, 1 Bathroom, air-conditioning, balcony
Apartment, 1 Bathroom, air-conditioning, balcony
Rates
-
per apartment
(USD)
$130 -
$180/night
$900 -
$1,200/week
$2,500 -
$3,000/month
Studio, Sleeps 2,
Apartment, 1 Half Bath, air-conditioning, clothes dryer
Apartment, 1 Half Bath, air-conditioning, clothes dryer
Rates
-
per apartment
(USD)
$75/night
$450 -
$480/week
$1,200/month
1 Bedroom, Sleeps 3,
Apartment, 1 Bathroom, accept credit card, air-conditioning
Apartment, 1 Bathroom, accept credit card, air-conditioning
Rates
-
per apartment
(USD)
$250/night
$1,500/week
$6,000/month
1 Bedroom, Sleeps 2,
Condo, 1 Bathroom, downtown, balcony
Condo, 1 Bathroom, downtown, balcony
2 Bedrooms, Sleeps 5,
Condo, 2 Bathrooms, downtown, lake, tennis court
Condo, 2 Bathrooms, downtown, lake, tennis court
Rates
-
per property
(USD)
$320 -
$360/night
$1,850/week
$5,000/month
Calendar Updated Nov 14 2009
Property Review
Great condo with incredible views (the photos are accurate, you can indeed see Navy Pier on one side, and Grant park on another). Nadiya was fantastic to work with, and the property was very...
2 Bedrooms, Sleeps 8,
House, 1 Bathroom, downtown, lake, garden
House, 1 Bathroom, downtown, lake, garden
Rates
-
per property
(USD)
$99 -
$149/night
$693 -
$899/week
Calendar Updated Nov 20 2009
Property Review
You are right in the city but also in a nice neighborhood with parks and churches...best of both worlds!! Wow!! what a great location and home for the money. In this economy it's nice to find...
2 Bedrooms, Sleeps 1,
Apartment, 2 Bathrooms, air-conditioning, family
Apartment, 2 Bathrooms, air-conditioning, family
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, beach, downtown, garden
Condo, 2 Bathrooms, beach, downtown, garden
Rates
-
per property
(USD)
$275/night
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, downtown, village, pool
Condo, 2 Bathrooms, downtown, village, pool
Rates
-
per property
(USD)
$225/night
3 Bedrooms, Sleeps 8,
Apartment, 2 Bathrooms, downtown, lake, garden
Apartment, 2 Bathrooms, downtown, lake, garden
Rates
-
per property
(USD)
$359 -
$449/night
Calendar Updated Nov 10 2009
Property Review
My wife and I spent a long weekend in the Clark Suite with 3 other couples and the accommodations were fantastic. The pictures on the site don't really do this suite justice as it was better than...
3 Bedrooms, Sleeps 8,
Condo, 2 Bathrooms, downtown, lake, jacuzzi
Condo, 2 Bathrooms, downtown, lake, jacuzzi
Rates
-
per property
(USD)
$225/night
Calendar Updated Nov 10 2009
Property Review
We recently had the pleasure of staying at the Roscoe Village Guesthouse in Chicago and had a wonderful experience. The property was beautiful and perfect for all of us - 4 adults and our 5...
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, downtown, terrace
Condo, 2 Bathrooms, downtown, terrace
Rates
-
per property
(USD)
$99 -
$299/night
$800 -
$1,500/week
$2,200 -
$4,500/month
Calendar Updated Nov 8 2009
Property Review
Our family of four - including 15yr old and 12 yr old stayed at One Superior for a week at the end of October. Our experience from start to finish was fantastic. JP has been so helpful from our...
3 Bedrooms, Sleeps 6,
Condo, 3 Bathrooms, downtown, lake, balcony
Condo, 3 Bathrooms, downtown, lake, balcony
Rates
-
per property
(USD)
$400 -
$450/night
3 Bedrooms, Sleeps 6,
Condo, 1 Bathroom, downtown, balcony
Condo, 1 Bathroom, downtown, balcony
Rates
-
per property
(USD)
$175 -
$200/night
Calendar Updated Nov 5 2009
Property Review
From the moment we walked through the front entry, we were struck by how very lovely this home is. The apartment was well laid out, very tastefully decorated and comfortable. We were able to...
4 Bedrooms, Sleeps 8,
Apartment, 2 Bathrooms, downtown, lake, garden
Apartment, 2 Bathrooms, downtown, lake, garden
Rates
-
per property
(USD)
$396 -
$495/night
Calendar Updated Nov 4 2009
