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Illinois Vacation Rentals

Vacation Rental Homes, Condos, Cabins, Villas & Beach Houses in Illinois from top rental companies and trusted homeowners.


Surrounded by Indiana, Kentucky, Missouri, Wisconsin, Iowa, and Lake Michigan, the Midwest state of Illinois is part of the Interior Plains. Chicago, the country’s third largest city is the most popular destination for an Illinois vacation, but there are many great attractions and Illinois vacation rentals throughout the state. Learn about the state’s rich and colorful history on your Illinois vacation.    

Illinois Vacation Attractions in Chicago

Explore one of Chicago’s 77 distinct communities firsthand from your Illinois condo rental. Have The Magnificent Mile’s glamorous shopping is at your fingertips on your Illinois vacation by renting an Illinois condo penthouse suite with dramatic panoramas of the city skyline. On the North side, reserve a Wrigleyville apartment for your Illinois vacation rental and treat your guests to a Cubs baseball game and all the neighborhood nightlife. Lincoln Park, with its lovely tree lined streets, quaint eateries and phenomenal zoo, is the perfect location for your family’s vacation house in Illinois. Typical amenities of Illinois condo rentals in Lincoln Park include sunny, spacious living rooms and reserved parking. On your next Illinois vacation, stay in a beautiful Brownstone in the Gold Coast and enjoy the Chicago neighborhood feel with an Illinois house rental that is right around the corner from Oak Street Beach, world class shopping and famous eateries.

Regardless of which neighborhood you choose for your Illinois house rental, everything is accessible via Chicago’s transit system of trains and buses. Water taxis and double-decker bus tours are also fun, convenient and affordable means to get your family to great Chicago, Illinois vacation attractions like the Field Museum of Natural History, Shedd Aquarium, Adler Planetarium, and the Art Institute of Chicago. On your Illinois vacation, sample a huge spectrum of food and drinks from local eateries at The Taste of Chicago held each July in Grant Park. Dig into a Chicago style deep dish pizza before taking in a musical at Ford Center or laughing it up at The Second City comedy club before finishing the night off at a jazz club that still hosts legendary musicians nightly. Learn about Chicago’s majestic skyline on an architectural tour or journey into Chicago’s checkered past and hear about the exploits of Al Capone and other notorious gangsters.

Illinois Vacation Getaways: Galena, Shawnee National Forest and Starved Rock

Feel like you are escaping to an English countryside cottage with your Illinois vacation rental in Galena. On your Illinois vacation, take in the greenery from the screened-in porch or relax in the sitting room in front of a wood burning fireplace. The Galena, Illinois resort area offers activities like skiing, golf, wineries, boating, hiking, and more. Enjoy Galena’s vintage charm on your Illinois vacation by sampling award winning wines on a vineyard tour and then retreat to your Illinois house rental for a dip in the outdoor hot tub before dressing up for a delicious dinner featuring locally grown produce and farm fresh cheeses.

Take in the state’s natural beauty at a variety of Illinois resorts. Bring the family to an Illinois resort on Lake Michigan’s beachfront that is also just minutes from Six Flags Great America, golfing and great outlet shopping. Get away from it all on your Illinois vacation with a Southern Illinois rental cabin on a secluded lake near Shawnee National Forest and natural wonder the Garden of the Gods. Enjoy fishing, hiking and nearby wineries during the day on your Illinois vacation then retreat to your Illinois vacation rental to watch the sunset over Kinkaid Lake from the comfort of your Illinois rental cabin’s wrap around front porch.   

 Make a splash on your Illinois vacation in Utica at an Illinois resort featuring both a water and amusement park. These Illinois resorts with indoor water parks are great year round for your family’s Illinois vacation. Utica, Illinois resorts offer a range of accommodations from spacious family suites to luxurious two-story timber condominiums. These Illinois condominiums are the perfect setting for a family reunion. The children will love access to things like a lazy river, laser tag, arcade, and miniature golf on their Illinois vacation. The whole family will enjoy nearby Starved Rock State Park on your Illinois vacation with its breathtaking waterfalls and captivating wildlife. Have a family adventure on your next Illinois vacation by trying canoeing, rafting, fishing, boating, or horse back riding at Starved Rock State Park.