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
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
ID: 64648
59 Bedrooms
- boutique - historical
- limited service

year built - 1926 year remodeled - 1998
additional property description -
 welcome to the best western hawthorne terr ...Read Full Description
ID: 64648
Hotel Monaco Chicago - A Kimpton Hotel - Hotel in Chicago
192 Bedrooms
Location. Located along the banks of the chicago river in the central business district and the theater district of chicago, ill., stands the hotel monaco chicago. the hotel is three blocks from the e ...Read Full Description
ID: 64648
SpringHill Suites Chicago O'Hare by Marriott - Hotel in Chicago
249 Bedrooms
Location. <ul><li>springhill suites chicago o'hare is located in chicago, ill.</li> <li>five miles from chicago o'hare international airport& ...Read Full Description
ID: 64648
Fairfield Inn and Suites by Marriott Chicago Downt - Hotel in Chicago
185 Bedrooms
Located one block from michigan avenue and three blocks from navy pier, the fairfield inn & suites downtown in chicago, ill., affords travelers easy access chicago's top attractions. Culturally st ...Read Full Description
ID: 64648
The Peninsula Chicago - Hotel in Chicago
339 Bedrooms
Location. The peninsula chicago hotel is located in chicago, ill., on magnificent mile, the michigan avenue shopping district. the hotel is one-quarter mile from the museum of contemporary art and the ...Read Full Description
ID: 64648
Belden Stratford Hotel - Hotel in Chicago
300 Bedrooms
Location. The belden stratford hotel is located in a 1922 building across from lincoln park's conservatory and zoo in chicago, ill. the shores of lake michigan are one block away and offer an array of ...Read Full Description
ID: 64648
Red Roof Inn Chicago Downtown - Hotel in Chicago
195 Bedrooms
Location. <ul><li>the red roof chicago downtown is located in chicago, ill.</li> <li>one-half block from the magnificent mile</li> ...Read Full Description
ID: 64648
North harbor tower is a luxury hi rise building equipped with a 24 hour doorman, fitness center, a sparkling indoor swimming pool, laundry facilities, and dry cleaning services. Spectacular views of l ...Read Full Description
ID: 64648
Sofitel Chicago Water Tower - Hotel in Chicago
415 Bedrooms
Location. The sofitel chicago water tower is located one block from rush street nightlife and shopping on michigan avenue and oak street in chicago, ill. the john hancock center is two blocks from the ...Read Full Description
ID: 64648
Comfort Inn & Suites Downtown - Hotel in Chicago
130 Bedrooms
Location. <ul><li> the comfort inn and suites downtown is located in chicago, ill.</li> <li>two blocks from michigan avenue's magnificent mile&a ...Read Full Description
ID: 64648
Club Quarters, Wacker at Michigan - Hotel in Chicago
240 Bedrooms
Location. Views of the chicago, ill., skyline are captured from the club quarters wacker at michigan, the windy city's landmark tower hotel located along the chicago river at wacker street and michiga ...Read Full Description
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*Traveling Dates:

Flexible Dates
(vacation rentals only)
1 (3)
2 (1)
4+ (64)

Vacation Rental Types:
Apartment (3)
Home (1)

Lodging Types:
Hotels (68)
Vacation Rentals (4)

Location Attributes:
Near beach (2)

Sauna (19)
Coffee Maker (8)
Full Kitchen (7)
Air Conditioning (5)
Refrigerator (2)
TV/VCR (3)

Things To Do:
Restaurants (2)
Museums (2)
Theaters / Cinemas (2)
Sightseeing (2)
Swimming (2)

Special Features:
Children Welcome (72)
Smoking Permitted (70)
Pet friendly (72)
Handicap accesibility (60)

Add these vicinities to my search:
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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