Exceptional Illinois Vacation Rentals

Located in the heart of the midwest, Illinois is characterized by farmland, forests, and the full-spectrum of the four seasons. It’s also home to one of the largest cities in the United States, Chicago, and a member of the Great Lakes region. Start your trip in the City of Big Shoulders, and take in all of its sites and landmarks, like the Tribune Tower, Willis Tower, and Millenium Park. But don’t let downtown define your stay—there’s plenty of day trips to embark on. Visit one of the best small towns in the country, Naperville, and traverse down its esteemed Riverwalk. Take the whole family to Six Flags in Gurnee, or immerse yourself in the picturesque Starved Rock State Park and its multitude of canyon and gorgeous views.

Not sure where to start? Check out the best destinations in the state for day trips, hikes, and historic landmarks—there’s something for everyone in Illinois.

1. See all of Chicago’s most iconic landmarks, including Millenium Park and Willis Tower.It’s no surprise that the famed Windy City tops the to-do list of every visitor to Illinois. Start your trip at Millenium Park and take a silly photo in the reflection of the Bean. Millenium Park is also in close proximity to the Art Institute of Chicago, Grant Park’s Buckingham Fountain, and Crown Fountain. Head to the Skydeck at Willis Tower to step out onto the famous Ledge, a 4-foot glass box that hangs over the edge and offers a thrilling view of the city.
2. Take a day trip to charming Naperville.Just a short 40 minute drive from Chicago, smalltown Naperville has been collecting accolades for years; it’s been voted one of the best places to live, the best place to retire early, and one of the kid-friendliest cities—just to name a few. Visit Naperville to see its Riverwalk, a 1.75-mile walkway along the DuPage River, as well the 158-foot bell tower Moser Tower.
3. Get an adrenaline rush at Six Flags.Take a trip to Gurnee, an hour drive from Chicago, to treat the whole family to a day at Six Flags America. This particular Six Flags boasts 14 roller coasters, 23 family-friendly rides, and 17 rides designed especially for kids. There’s also Hurricane Harbor, a 20-acre water park with over 30 attractions, a 14,000-square-foot pool, and over 50 restaurants to eat at. The Gurnee location is open on the last weekend of April through the first weekend of November.
4. Overlook the breathtaking canyons at Starved Rock State Park.Just under 100 miles from the Windy City, Starved Rock State Park is considered widely as the number one attraction in Illinois. The tall, sandstone bluffs in the park feature more than 15 canyons, which offer panoramic views of the Illinois River. No trip to Illinois is complete without going on a hike around the park and soaking in its scenic views flora and fauna. Visitors can also go horseback riding, kayaking, and rafting at the park.