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 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
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
Check to Inquire *
ID: 64648
Raffaello Hotel - Hotel in Chicago
173 Bedrooms
Location. The raffaello hotel is located in the gold coast area of downtown chicago, ill. the property is one block from michigan avenue shopping at the magnificent mile. lake michigan and the rush st ...Read Full Description
ID: 64648
Millennium Knickerbocker - Hotel in Chicago
306 Bedrooms
Location. The millennium knickerbocker stands one-half block from the magnificent mile shops in chicago, ill. oak street boutiques, the john hancock center and water tower place are located two blocks ...Read Full Description
Check to Inquire *
ID: 64648
Park View Hotel - Hotel in Chicago
224 Bedrooms
Location. <ul><li>the park view hotel chicago is located in chicago, ill.</li> <li>across the street from north avenue beach</li> ...Read Full Description
ID: 64648
The Tremont Chicago - Hotel in Chicago
130 Bedrooms
Location. <ul><li>the tremont chicago is located in chicago, ill. </li> <li>one-half block from michigan avenue shops</li> &lt ...Read Full Description
ID: 64648
City Suites Hotel - Hotel in Chicago
45 Bedrooms
Location. <ul><li> the city suites hotel is located in chicago, ill.</li> <li>one-half mile from wrigley field and lake michigan</li& ...Read Full Description
ID: 64648
Sutton Place Hotel by the Magnificent Mile - Hotel in Chicago
246 Bedrooms
Location. The sutton place hotel soars high above tree-lined streets in chicago's (ill.) gold coast neighborhood. this property showcases classic architecture with traces of gothic influence. located ...Read Full Description
ID: 64648
Travelodge Hotel Downtown - Hotel in Chicago
235 Bedrooms
Location. <ul><li>the travelodge hotel downtown is located in chicago, ill.</li> <li>one block from the red line el train platform</li&am ...Read Full Description
ID: 64648
The Majestic Hotel - Hotel in Chicago
52 Bedrooms
Location. <ul><li> the majestic hotel is located in chicago, ill.</li> <li>one block from lakeshore drive and lake michigan </li> ...Read Full Description
ID: 64648
The Allerton Hotel on Magnificent Mile - Hotel in Chicago
483 Bedrooms
Location. The allerton hotel on magnificent mile overlooks lake michigan, one-quarter mile from the john hancock center and north michigan avenue in downtown chicago, ill. millennium park, navy pier a ...Read Full Description
ID: 64648
The Palmer House Hilton - Hotel in Chicago
1639 Bedrooms
Location. The palmer house hilton is located one-half block from millennium park, on state street within the chicago loop business and theater districts. the art institute of chicago is two blocks fro ...Read Full Description
ID: 64648
Inn of Chicago - Magnificent Mile - Hotel in Chicago
357 Bedrooms
Location. The inn of chicago - magnificent mile stands one-half block from magnificent mile shops in chicago, ill. rush street's restaurants, bars and nightclubs are located two blocks away. navy pier ...Read Full Description
ID: 64648
Hilton Garden Inn Chicago Downtown Magnificent Mil - Hotel in Chicago
357 Bedrooms
Location. The hilton garden inn chicago downtown magnificent mile is located in chicago, ill., two blocks from the magnificent mile's shops and rush street's bars and restaurants. the theater district ...Read Full Description
Check to Inquire *
ID: 64648
Conrad Chicago - Hotel in Chicago
311 Bedrooms
Location. The conrad chicago is located on the magnificent mile, just off of michigan avenue in chicago, ill. a pedestrian bridge connects the hotel to the shops at north bridge. the hotel is one bloc ...Read Full Description
ID: 64648
Hotel Burnham - A Kimpton Hotel - Hotel in Chicago
122 Bedrooms
Location. Located six blocks from the loop business and theater districts and one mile from the boutiques of the magnificent mile, the hotel burnham is an architectural treasure in downtown chicago, i ...Read Full Description
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Smart Search

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*Traveling Dates:

Flexible Dates
(vacation rentals only)
4+ (64)

Vacation Rental Types:
Home (1)

Lodging Types:
Hotels (67)
Vacation Rentals (1)

Sauna (17)
Coffee Maker (6)
Full Kitchen (5)
Air Conditioning (2)
TV/VCR (1)

Special Features:
Children Welcome (68)
Smoking Permitted (68)
Pet friendly (68)
Handicap accesibility (56)

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Note: Use Search Destination box (above) to browse listings in these vicinities.
Oak Park (2)
Bedford Park (2)
Bridgeview (1)
Melrose Park (1)
Franklin Park (2)
Calumet Park (1)
Evanston (3)
Schiller Park (4)
Skokie (3)
Alsip (3)
Northlake (1)
Niles (2)
Morton Grove (1)
Oak Brook (4)
Elmhurst (4)
Burr Ridge (1)
Willowbrook (3)
Oakbrook (2)
Oakbrook Terrace (3)
Des Plaines (7)
South Holland (2)
Westmont (3)
Addison (3)
Lombard (6)
Orland Park (1)

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