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Chicago Vacation Rentals

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Vacation Rentals in Chicago

Cimarron 1 Bedroom Cabin

Cimarron 1 Bedroom Cabin

3 out of 5
171 Hickory Bend, Hickory Hills, IL
Situated in Hickory Hills, this cabin is 2.8 mi (4.5 km) from Chicago Ridge Shopping Mall and within 6 mi (10 km) of SeatGeek Stadium and Water's Edge Golf Club. ...
Cimarron 1 Bedroom Cabin
Steps From Wrigley Field 3 Bedroom 2 Bathroom Apartment Sleeps 7 Allstar Suite

Steps From Wrigley Field 3 Bedroom 2 Bathroom Apartment Sleeps 7 Allstar Suite

Chicago, IL
Located in Lakeview, this condo building is within a 15-minute walk of Wrigley Field and Vic Theatre. Briar Street Theatre and DePaul University-Lincoln Park ...
4.3/5Excellent! (7 reviews)
Wrigley
"Was quick and easy to get in and settled. The owner very accommodating for our last minute rental. A few more essentials would have been nice ( wine bottle opener). There are no services during the stay which is totally fine, but as there is a specific service fee added to the rental, The TO DO list ..."

Reviewed on Oct 25, 2019

Steps From Wrigley Field 3 Bedroom 2 Bathroom Apartment Sleeps 7 Allstar Suite
Pittsfield Apartments + Suites

Pittsfield Apartments + Suites

2.5 out of 5
55 E Washington St., Chicago, IL
Located in The Loop, this aparthotel is steps from Chicago Cultural Center, Grant Park, and Millennium Park. Chicago Theatre and Michigan Avenue are also within ...
3.1/5 (1,265 reviews)
"I did not stay there because I was told by security management shout down the building which my family I was able too check in our room, he would not allow us to speak with any one else about the matter (ALL OVER A FACE MASK) ruined my night.. I try calling front desk no one would answer I WOULD ..."

Reviewed on Jun 22, 2020

Pittsfield Apartments + Suites
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3 Bedrooms 3 King Beds Ideal Refuge During the Crisis

3 Bedrooms 3 King Beds Ideal Refuge During the Crisis

Libertyville, IL
Situated in Libertyville, this apartment building is within 1 mi (2 km) of MainStreet Libertyville and Advocate Condell Child Day Center. Lambs Farm and Independence ...
5/5Exceptional! (4 reviews)
Excellent place
"We rented the apartment while we in the area for my son's graduation from Navy Bootcamp. The apartment was super cute and clean and four of us comfortably stayed there. We were able to have his Aunt and Uncle come visit one evening as well and there was plenty of room for the six of us to sit around ..."

Reviewed on Feb 12, 2020

3 Bedrooms 3 King Beds Ideal Refuge During the Crisis
Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base

Mundelein, IL
Situated in Mundelein, this vacation home is 2.7 mi (4.3 km) from Lakeview Beach and Dock and within 6 mi (10 km) of MainStreet Libertyville and Advocate Condell ...
4.9/5Exceptional! (23 reviews)
Spring Break
"Rented this place to enjoy our spring break. The owner gave specific and simple instructions and everything was perfect! Would recommend to everyone! Right in the heart of all kinds of activities"

Reviewed on Apr 11, 2021

Quaint Bungalow, near Great Lakes Naval Base
OP7 Downtown 2BR Spacious Living & Kitchen, King Beds

OP7 Downtown 2BR Spacious Living & Kitchen, King Beds

Oak Park, IL
Situated in Oak Park, this apartment building is 0.6 mi (1 km) from Frank Lloyd Wright Home and Studio and within 6 mi (10 km) of Brookfield Zoo and Garfield ...
OP7 Downtown 2BR Spacious Living & Kitchen, King Beds
High-end Apartment in the Heart of River North

High-end Apartment in the Heart of River North

Chicago, IL
Located in River North, this apartment building is steps from Holy Name Cathedral and State Street. Water Tower Place and John Hancock Center are also within ...
4.8/5Exceptional! (18 reviews)
Great location bad furniture
"We loved the location of this unit, the quietness, and the great building amenities. We would not rent the unit again because of the poor quality of the furniture, especially the couch. The couch is uncomfortable, unstable, very low to the ground, and feels like it is falling apart. The beds are ..."

Reviewed on Mar 7, 2020

High-end Apartment in the Heart of River North
OP5 2BR Close to Everything 20min Train to Chicago

OP5 2BR Close to Everything 20min Train to Chicago

Oak Park, IL
Situated in Oak Park, this apartment building is 0.6 mi (1 km) from Frank Lloyd Wright Home and Studio and within 6 mi (10 km) of Brookfield Zoo and Garfield ...
OP5 2BR Close to Everything 20min Train to Chicago
Berwyn FHS Rental

Berwyn FHS Rental

Berwyn, IL
Set in Berwyn, this family-friendly vacation home is within 6 mi (10 km) of Brookfield Zoo, Douglas Park, and SeatGeek Stadium. Humboldt Park and Illinois Institute ...
Berwyn FHS Rental
Bright Stylish 2Bd Oak Brook by Hostly

Bright Stylish 2Bd Oak Brook by Hostly

3.5 out of 5
18w070 Royce Blvd, Oakbrook Terrace, IL
Situated in Oakbrook Terrace, this apartment building is 1.9 mi (3.1 km) from Yorktown Shopping Center and 2.5 mi (4.1 km) from Oakbrook Center Mall. Drury Lane ...
4/5Very Good! (2 reviews)
"Parking sucks.... no where to park. You would think that there would be enough places to park."

Reviewed on Mar 18, 2021

Bright Stylish 2Bd Oak Brook by Hostly
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Other types of properties in Chicago you may be interested in

River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is ¥11,844 per night from May 16 to May 16
River Hotel
The Whitehall Hotel

The Whitehall Hotel

4 out of 5
105 E Delaware Pl, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is ¥8,974 per night from May 24 to May 24
The Whitehall Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.