13,045 Illinois Holiday Rentals

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Compare Illinois holiday rentals from 18 rental sites including Booking.com, HomeAway, HRS Holidays and more, ranging from $25 to $121950 a night.

Information about Illinois

About Illinois

One of the most celebrated midwestern states, Illinois has everything from small town charm to the windiest of cities. Home to the city of Chicago, Illinois has a claim on one of the greatest cities in America. From a history of gangster activities, the the jazz-age, to raising Abraham Lincoln — Illinois has a rich culture to explore. With walking trails, lake-side vacations and manicured small-towns, the state displays a variety of life.

Things to do in Illinois

Chicago of course is the most popular area of Illinois as the state’s major and unparalleled city. Springfield, the capitol of Illinois, is famous for its ties to Abraham Lincoln who lived there for years. Springfield is like a living Lincoln museum, with historical sites all around.

Best cities to visit in Illinois

Chicago, the windy city on Lake Michigan, is one of the largest cities in the country. Chicago is famed for its gangster history and world-class attractions drawing hoards of visitors. See the Millennium Park, as well as the Lincoln Park Zoo and the Art Institute of Chicago. Aurora and Rockford are smaller cities in Illinois, but also worth checking out.

Best small towns in Illinois

Galena in Illinois is known throughout the Midwest as one of the best small towns to visit. Wirth wineries and breweries, Galena keeps you occupied — you can even rent a hot air balloon! Mount Carroll is another charming small town, with its beautiful streets to walk through and a vibrant art and theater community. Fulton is a town that celebrates its Dutch heritage, and is proud to feature a large windmill, as well as the “Dutch Days” festival.

Best lake vacations in Illinois

Chicago lies on Lake Michigan, meaning that getting to the water isn’t a long haul for locals or visitors. The largest lake in Illinois, Lake Michigan has many nearby rentals for a vacation. With beaches, boats and bike trails, Lake Michigan is at your fingertips. The Chain O’Lakes waterway has 15 lakes that are connected by channels, giving you a wide spread of land to choose from. Carlyle Lake is perfect for sailing, and is the largest lake in the area.

Best National Parks in Illinois

Illinois has many national parks that go through parts of the state. The Trail of Tears, commemorating the Cherokee people goes through Illinois. The Mormon Pioneer historic trail goes through five states, including Illinois. Lastly, the Lewis & Clark historic trail that covers a whopping eleven states can also be found through Illinois.

Vacation Rentals in Illinois

Save hundreds with a Tripping.com vacation rental and forget about the expensive hotel room. For the ultimate getaway trip, Illinois offers 13298 vacation home rentals for an affordable price to match your budget and accommodation needs. Book one now for an average price of $165 a night, or a long-term rental for an average price of $6483 a month.

These homes offer a range of amenities, giving you more bang for your buck. For those looking to stay in a corporate rental, 2801 of Illinois’s rentals offer high speed internet so you can easily keep in touch with your company or team. Go for a swim at one of the 914 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 2034 cozy homes.

Traveling with pets? Choose from 1200 pet-friendly rentals in Illinois for a quality experience. Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your furry buddy. Book instantly with properties marked “Instabook”, and check out our other listings now to find the perfect vacation home for you.

Search properties from 18 rental sites in Illinois where the top providers in that area are Booking.com, HomeAway, and HRS Holidays. There are 8849 Booking.com rentals, 1914 HomeAway short term rentals and 1406 HRS Holidays vacation rentals.
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