Chicago Vacation Rentals

Welcome to Chicago. Scroll down this page to find your favorite travel destination in Chicago and browse our extensve inventory of accommodations in Chicago. Leisure travelers planning their family vacations can get offers directly from owners of Chicago vacation homes or houses in Chicago. Sometimes these single rental units are referred to as Chicago cabins or Chicago villas. Other popular lodging options include vacation rentals in Chicago, Chicago apartments and condos in Chicago. For business travelers we offer several convenient hotels in Chicago or small boutique hotels in Chicago area, many with the ability to book online. If you are planning a romantic getaway in Chicago, we highy recommend our unique inventory of bed and breakfasts in Chicago. B&Bs can also referred as small country inns in Chicago.

Finding the perfect vacation rental property can be very time consuming. Unlike many other sites out there that demand travelers (like you) to invest countless hours browsing though each vacation rental listing, at Rentalo.com we make it easy for travelers to find best Chicago vacation rentals using our free inquiry service or Chicago lodging locator service. Save time searching for Chicago rental vacations and Chicago accommodations! Simply click the "Inquire Now" button, complete a short inquiry form, and within minutes you will start receiving multiple offers from Chicago vacation home rentals owners as well as from Chicago resorts, Chicago cabin rentals, and Chicago vacation homes.

Let Rentalo help you find the perfect place to stay for your next family vacation in Illinois area. Our engine will match your specific inquiry criteria with each Chicago vacation rental listing, Chicago vacation house or Chicago villa in our Chicago rental vacations inventory. Finding Chicago vacation rentals by owner is easy with our free inquiry service. However, you can also browse our inventory of Chicago accommodation listings (as listed below) or use the SmartSearch tool to narrow down your search for Chicago lodging in Illinois.

Popular Searches in Chicago

Enter your travel dates and number of people traveling (sleeps) and use one of the following search options:

  1. Inquire on ALL Vacation Rentals in Chicago. Click "Inquire Now" (Fastest Option - Receive the most Offers)
  2. Inquire on Selected Vacation Rentals in Chicago. Click "Check to inquire", then click "Inquire Now" (Time-Saving Option - Receive Offers from Selected Properties)
  3. Inquire only on a Specific Chicago Vacation Rental (Take the time to review each property - Receive an offer on the Property you like)
Inquire on multiple properties - Save time! Inquire, Compare offers, and Book.


ID: 64648
The Westin Michigan Avenue Chicago - Hotel in Chicago
 
751 Bedrooms
Location. The westin michigan avenue chicago stands amid michigan avenue's shopping corridor in chicago, ill. the john hancock center is located across the street, and water tower place shops are posi ...Read Full Description
ID: 64648
Hotel Allegro Chicago - A Kimpton Hotel - Hotel in Chicago
 
483 Bedrooms
Location. The hotel allegro chicago is located in the loop's theater and business district in chicago, ill. this property stands adjacent to the cadillac palace theatre, while magnificent mile shops a ...Read Full Description
ID: 64648
Avenue Hotel Chicago - Hotel in Chicago
 
350 Bedrooms
Location. The avenue hotel chicago is located one-half block from michigan avenue shops in chicago, ill. the hotel is three blocks from lake michigan and four blocks from water tower place. the sears ...Read Full Description
ID: 64648
PARK HYATT CHICAGO - Hotel in Chicago
 
198 Bedrooms
-property description
flagship of the park hyatt brand, offering a unique
alternative to your travelers current 5 star options. State
of the art guest rooms featuring dvd/cd pl ...Read Full Description
ID: 64648
The Whitehall Hotel - Hotel in Chicago
 
221 Bedrooms
Location. Central to the gold coast neighborhood in chicago, ill., the whitehall hotel radiates european style. the hotel is less than two blocks from rush street restaurants and nightclubs, and north ...Read Full Description
ID: 64648
Best Western River North Hotel - Hotel in Chicago
 
150 Bedrooms
Location. <ul><li> the best western river north hotel is located in chicago, ill.</li> <li>five blocks from north michigan avenue</li& ...Read Full Description
ID: 64648
W Chicago Lakeshore - Hotel in Chicago
 
578 Bedrooms
Location. The w chicago lakeshore, located in chicago, ill., rises 33 stories above the scenic shores of lake michigan. this hotel stands two blocks from ontario beach, navy pier and northwestern univ ...Read Full Description
ID: 64648
FOUR SEASONS CHICAGO - Hotel in Chicago
 
343 Bedrooms

four seasons hotel chicago is an ideal setting for corporate
leisure and family travel with its multimillion dollars guest
room renovation nearly complete and fully renovated ...Read Full Description
ID: 64648
Congress Plaza Hotel - Hotel in Chicago
 
850 Bedrooms
Location. <ul><li>the congress plaza hotel is located in chicago, ill.</li> <li>across the street from grant park</li> <li& ...Read Full Description
ID: 64648
The Fairmont Chicago - Hotel in Chicago
 
687 Bedrooms
Location. The fairmont chicago is located in chicago, ill., one block from millennium park. this property stands less than one mile from the art institute of chicago and the magnificent mile. hotel fe ...Read Full Description
ID: 64648
Hilton Suites Chicago Magnificent Mile - Hotel in Chicago
 
345 Bedrooms
Location. Located one block from the famed shopping of the magnificent mile and the john hancock center, and two blocks from oak street beach, the hilton suites chicago magnificent mile is an ideal de ...Read Full Description
Check to Inquire *
ID: 64648
Affinia Chicago - Hotel in Chicago
 
140 Bedrooms
Location. The downtown affinia chicago is located in the streeterville neighborhood of chicago, ill. this property stands one block from michigan avenue magnificent mile shops and is positioned two bl ...Read Full Description
ID: 64648
Embassy Suites Chicago Downtown - Hotel in Chicago
 
358 Bedrooms
location. The embassy suites chicago downtown (ill.) is located four blocks north of the chicago loop business and theater districts. magnificent mile shopping at north michigan avenue is three block ...Read Full Description
Check to Inquire *
ID: 64648
Hotel Blake - Hotel in Chicago
 
162 Bedrooms
Location. Located in the historic printers row district of downtown chicago, ill., this landmark hotel occupies the 19th-century morton salt building, renovated in early 2006. the chicago loop financi ...Read Full Description
ID: 64648
Seneca Hotel & Suites - Hotel in Chicago
 
190 Bedrooms
Location. <ul><li>the seneca hotel and suites is located in chicago, ill.</li> <li>adjacent to john hancock center</li> <li ...Read Full Description
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Smart Search


Sleeps: 11 Remove 11

Bedrooms: 4+ Remove 4+
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*Traveling Dates:

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Hotels (63)

Amenities:
Sauna (14)
Coffee Maker (5)
Full Kitchen (4)
Air Conditioning (1)
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Special Features:
Children Welcome (63)
Smoking Permitted (63)
Pet friendly (63)
Handicap accesibility (53)

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Oak Park (2)
Bedford Park (2)
Melrose Park (1)
Franklin Park (2)
Calumet Park (1)
Evanston (3)
Schiller Park (3)
Skokie (2)
Alsip (3)
Northlake (1)
Niles (2)
Morton Grove (1)
Oak Brook (4)
Elmhurst (3)
Burr Ridge (1)
Willowbrook (3)
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Oakbrook Terrace (3)
Des Plaines (5)
South Holland (2)
Westmont (3)
Addison (2)
Lombard (5)
Orland Park (1)

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