Vacation Homes for Rent in Chicago, Illinois, Page 2 of 4
4 Bedrooms, Sleeps 10,
House, 4 Bathrooms, 1 Half Bath, adventure, air-conditioning
House, 4 Bathrooms, 1 Half Bath, adventure, air-conditioning
9 Bedrooms, Sleeps 21,
House, 6 Bathrooms, adventure, air-conditioning
House, 6 Bathrooms, adventure, air-conditioning
4 Bedrooms, Sleeps 10,
House, 6 Bathrooms, adventure, air-conditioning
House, 6 Bathrooms, adventure, air-conditioning
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, air-conditioning, balcony
Condo, 2 Bathrooms, air-conditioning, balcony
11 Bedrooms, Sleeps 21,
Condo, 6 Bathrooms, adventure, air-conditioning
Condo, 6 Bathrooms, adventure, air-conditioning
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
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, air-conditioning, clothes dryer
Condo, 1 Bathroom, air-conditioning, clothes dryer
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 4 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...
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
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, air-conditioning, balcony
Condo, 2 Bathrooms, air-conditioning, balcony
3 Bedrooms, Sleeps 8,
Condo, 3 Bathrooms, air-conditioning, cycling
Condo, 3 Bathrooms, air-conditioning, cycling
3 Bedrooms, Sleeps 8,
Condo, 3 Bathrooms, air-conditioning, balcony
Condo, 3 Bathrooms, air-conditioning, balcony
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,
Condo, 2 Bathrooms, downtown, lake, jacuzzi
Condo, 2 Bathrooms, downtown, lake, jacuzzi
Rates
-
per property
(USD)
$200/night
$1,100/week
$4,000/month
Calendar Updated Nov 2 2009
Property Review
I must give Dave top marks for communication, organization, and just being a pleasant guy to deal with. All the directions were clear, we arrived tired, at night, yet had no difficulties finding...
5 Bedrooms, Sleeps 12,
House, 5 Bathrooms, downtown, terrace
House, 5 Bathrooms, downtown, terrace
Rates
-
per property
(USD)
$575/night
$4,500/week
$12,000/month
2 Bedrooms, Sleeps 6,
House, 1 Bathroom, beach, downtown, pool
House, 1 Bathroom, beach, downtown, pool
Rates
-
per property
(USD)
$129 -
$149/night
$899/week
Calendar Updated Nov 3 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 -
$249/night
$1,294/week
Calendar Updated Nov 5 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 3,
Condo, 1 Bathroom, downtown, pool
Condo, 1 Bathroom, downtown, pool
Rates
-
per property
(USD)
$175 -
$250/night
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
2 Bedrooms, Sleeps 6,
Apartment, 2 Bathrooms, downtown, lake, air-conditioning
Apartment, 2 Bathrooms, downtown, lake, air-conditioning
Rates
-
per property
(USD)
$275 -
$400/night
Calendar Updated Oct 27 2009
Property Review
We had a wonderful stay at 57 E. Cedar. We were very comfortable and at home, and the neighborhood and location could not have been more ideal. We would definitely stay here again.
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, beach, downtown, garden
Condo, 2 Bathrooms, beach, downtown, garden
Rates
-
per property
(USD)
$275/night
1 Bedroom, Sleeps 6,
Condo, 1 Bathroom, downtown, lake, tennis court
Condo, 1 Bathroom, downtown, lake, tennis court
Rates
-
per property
(USD)
$175 -
$199/night
$1,300 -
$1,399/week
Accepts Online Payments
Calendar Updated Oct 26 2009
Property Review
My husband & I were looking for a celebration for our 2 boys big birthdays this year, 18 & 21, which would be memorable. We had a wonderful week in Chicago. The apartment is modern and very clean...
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, downtown
Condo, 1 Bathroom, downtown
Rates
-
per property
(USD)
$115 -
$135/night
3 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, downtown, lake, garden
Condo, 2 Bathrooms, downtown, lake, garden
Rates
-
per property
(USD)
$299 -
$379/night
Calendar Updated Oct 27 2009
Property Review
We took a family trip to Chicago and had a WONDERFUL time staying in the Lakeview Suite! Teri met me upon arrival and was so friendly and helpful. She gave me a tour of the suite and gave me a...
3 Bedrooms, Sleeps 6,
Apartment, 2 Bathrooms, downtown, lake, garden
Apartment, 2 Bathrooms, downtown, lake, garden
Rates
-
per property
(USD)
$299 -
$379/night
Calendar Updated Oct 22 2009
Property Review
Our group stayed in this apartment and the Wrigley apartment in the same house. See review for the Wrigley. We loved it, and Teri is so easy to work with. It is a great place to stay, and Teri, we...
5 Bedrooms, Sleeps 13,
House, 3 Bathrooms, air-conditioning, internet access
House, 3 Bathrooms, air-conditioning, internet access
Rates
-
per property
(USD)
$429 -
$499/night
Accepts Online Payments
Calendar Updated Oct 21 2009
Property Review
We stayed at this beautifully restored "brownstone" for the weekend of my son's wedding. I had arranged for my daughters, brother (and kids) and other family members to stay with us. We were all...
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 Oct 20 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,
Condo, 1 Bathroom, downtown, town, garden
Condo, 1 Bathroom, downtown, town, garden
Rates
-
per property
(USD)
$425/night
