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
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
ID: 64648
THE FISHER BUILDING - Hotel in Chicago
184 Bedrooms
Additional property description -
 leading apartments at the fisher building city
 apartments sets a new standard for historic urban
 living in downtown chicago. Based on locat ...Read Full Description
ID: 64648
Super 8 Chicago Il - Hotel in Chicago
43 Bedrooms
The super 8 chicago il is 12.5 miles from chicago o'hare international airport. The hotel is adjacent to leone park and beach, and within one mile of loyola park and loyola university. wrigley field a ...Read Full Description
ID: 64648
Holiday Inn Hotel and Suites Chicago - Hotel in Chicago
145 Bedrooms
Location. <ul><li>the holiday inn hotel and suites chicago-downtown is located in chicago, ill.</li> <li>less than one-half mile from sears towe ...Read Full Description
ID: 64648
Sheraton Chicago Hotel and Towers - Hotel in Chicago
1209 Bedrooms
location. The sheraton chicago hotel and towers sits on the chicago river's edge, overlooking lake michigan and navy pier three blocks away. the nbc tower is one block from the hotel. within a three ...Read Full Description
ID: 64648
Renaissance Chicago O'Hare Suites Hotel - Hotel in Chicago
362 Bedrooms
Location. The renaissance chicago o'hare suites hotel is located three miles from the allstate arena, chicago o'hare international airport and the donald e. stephens convention center in chicago, ill. ...Read Full Description
ID: 64648
Hyatt Regency Chicago - Hotel in Chicago
2019 Bedrooms
Location. The hyatt regency chicago overlooks the chicago river in chicago, ill. this property stands two blocks from the wrigley building and four blocks from lake michigan. the chicago loop business ...Read Full Description
ID: 64648
Chicago Athletic Association - Hotel in Chicago
100 Bedrooms
Location. Located in the chicago (ill.) loop business and financial district on michigan avenue, the chicago athletic association is across from millennium park and one block from the art institute of ...Read Full Description
ID: 64648
Marriott Chicago O'Hare - Hotel in Chicago
663 Bedrooms
Location. The marriott chicago o'hare is located one mile from the donald e. stephens convention center in chicago, ill. the rosemont theatre and the allstate arena are positioned less than five miles ...Read Full Description
ID: 64648
Chicago Marriott Downtown Magnificent Mile - Hotel in Chicago
1194 Bedrooms
Location. The chicago marriott downtown magnificent mile is located on north michigan avenue in chicago, ill. this property stands adjacent to magnificent mile shops and is positioned four blocks from ...Read Full Description
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*Traveling Dates:

Flexible Dates
1+ (79)
3+ (72)
6+ (68)
11+ (67)

(vacation rentals only)
Studio (1)
1 (11)
2 (2)
4+ (107)

Vacation Rental Types:
Apartment (9)
Home (2)

Lodging Types:
Hotels (122)
Vacation Rentals (12)

Location Attributes:
Lakefront (2)
Near beach (4)
Waterfront (1)
Beachfront (1)

Sauna (32)
Coffee Maker (11)
Full Kitchen (11)
Air Conditioning (8)
Refrigerator (6)
TV/VCR (6)

Things To Do:
Restaurants (5)
Museums (4)
Theaters / Cinemas (5)
Sightseeing (5)
Spa (2)
Swimming (4)

Special Features:
Children Welcome (134)
Smoking Permitted (129)
Pet friendly (133)
Handicap accesibility (100)

Add these vicinities to my search:
Note: Use Search Destination box (above) to browse listings in these vicinities.
Oak Park (2)
Bedford Park (6)
Bridgeview (2)
Oak Lawn (1)
Melrose Park (1)
Franklin Park (2)
Calumet Park (1)
Evanston (4)
Schiller Park (6)
Skokie (5)
Alsip (3)
Northlake (1)
Niles (3)
Morton Grove (2)
Oak Brook (6)
Elmhurst (7)
Burr Ridge (3)
Willowbrook (6)
Oakbrook (2)
Oakbrook Terrace (7)
Des Plaines (9)
South Holland (2)
Westmont (4)
Addison (3)
Lombard (10)
Orland Park (3)

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