White Rolls-Royce Cullinan from the DDE Rentals luxury fleet

Chicago

Luxury & exotic car rentals in Highland Park, IL

DDE Rentals brings luxury and exotic cars to Highland Park, IL — Rolls-Royce, Lamborghini, Bentley, and the Mercedes G-Wagon — delivered to your address on the North Shore, with self-drive or chauffeured options. No rental counter, no branch visit; the car comes to you.

About 25 miles north of the city on the Lake Michigan shore, Highland Park is a leafy, affluent North Shore town best known for the Ravinia Festival — the open-air pavilion that has been the summer home of the Chicago Symphony Orchestra since 1936. Reached by US-41 and served by four Metra stations on the UP-North line, it's an easy destination for a car dropped at your door. Summer here runs on Ravinia evenings and marquee-act nights, and an exotic makes the arrival part of the show. This is also John Hughes country — the streets behind Ferris Bueller and Sixteen Candles — so film-nostalgia photo shoots and lakefront content days draw renters too. DDE delivers across Chicagoland to Highland Park; every car is walked through at handover and collected when you're done.

Ravinia season arrivals

Roll up to a Ravinia concert night in a Rolls-Royce or a chauffeured G-Wagon — we time delivery around the pavilion schedule so the car is ready before the music starts and collected after the encore.

Delivered to your North Shore door

Door-to-door delivery anywhere in Highland Park and the surrounding North Shore — lakefront home, hotel, or venue — with pickup arranged when the rental ends. No counters and no shuttle buses.

John Hughes film-nostalgia shoots

Highland Park is prime 1980s John Hughes turf, and the tree-lined blocks make a natural backdrop — book an exotic for engagement shoots, content days, or a cinematic cruise past the lake and the beaches.

The fleet renters ask for

Lamborghini, Rolls-Royce, Bentley, Porsche, and the Mercedes G-Wagon, each listed with its daily rate and deposit up front — self-drive or with a chauffeur for the evening.

Weddings & milestones

A chauffeured Rolls for the ceremony, a self-drive exotic for the send-off, or a statement car for a landmark birthday or anniversary — our team plans the timing around your day.

Reserve online in minutes

Rates and deposits are published on every car. Verify your ID and insurance, then book and pay securely through GoLux — the keys arrive with the vehicle at your Highland Park address.

Available fleet