Daily rentals
Choose a luxury or exotic car and ask about delivery for your dates.
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.
The DDE Rentals fleet
A different kind of drive.
Services for Highland Park
Find the right service.
Chauffeur service
Plan a chauffeured ride around your itinerary and occasion.
Cars for sale
Explore cars for sale or ask our team to help find your next car.
Daily rental rates are for self-drive bookings. Chauffeur service is quoted separately, with vehicle availability and delivery arrangements confirmed by our team.
For the occasion. For your day.
Prom arrivals
Plan a chauffeured prom arrival with your group and pickup details.
Wedding transport
Talk through wedding-day transport, timings and photo stops.
Private drivers
Ask about a private driver for an itinerary with multiple stops.
Vehicle transport
Request a vehicle transport quote for your pickup and destination.
Rental consignment
Explore earning rental income from your luxury or exotic car. Share the vehicle and where it is based so our team can discuss eligibility and next steps.
Find your car
Cars we deliver to Highland Park
A selection from the Chicago area fleet. Explore self-drive rates and security deposits, then check your dates and delivery plans.
Porsche 911 GT3 RS
4.0L naturally aspirated flat-six
Daily rental · from
$2,800/day
$7,500 security deposit
Rolls-Royce Cullinan
6.75L twin-turbo V12
Daily rental · from
$1,899/day
$2,500 security deposit
Lamborghini Urus (Blu)
4.0L twin-turbo V8
Daily rental · from
$1,699/day
$2,500 security deposit
Bentley Mulsanne
6.75L twin-turbo V8
Daily rental · from
$1,199/day
$3,500 security deposit
Audi R8 V10 Plus
5.2L V10
Daily rental · from
$1,199/day
$2,500 security deposit
Mercedes-Benz G63 AMG (G-Wagon)
2024
Handcrafted 4.0L biturbo V8
Daily rental · from
$1,000/day
$2,000 security deposit
Local knowledge
Make the most of Highland Park
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.
Explore areas we serve
View every service areaDDE delivers throughout the Chicago area. Explore our other serviceable areas:
- Chicago, IL
- Naperville, IL
- Hinsdale, IL
- Wheaton, IL
- Bolingbrook, IL
- O'Hare Airport
- Midway Airport
- Downers Grove, IL
- Rosemont, IL
- South Barrington, IL
- St. Charles, IL
- Oak Brook, IL
- Northbrook, IL
- Wilmette, IL
- Lake Forest, IL
- Glenview, IL
- Evanston, IL
- Elmhurst, IL
- Schaumburg, IL
- Winnetka, IL
- Burr Ridge, IL
- Orland Park, IL
- Bridgeview, IL
- Glen Ellyn, IL
- Carol Stream, IL
- Winfield, IL
- Romeoville, IL
- Woodridge, IL
- Deerfield, IL
- Kenilworth, IL
- Glencoe, IL
- Geneva, IL
- Batavia, IL
- Oak Lawn, IL
- Lombard, IL
- Lisle, IL
- Darien, IL
- Park Ridge, IL
- Palos Heights, IL
- Palos Park, IL
- Tinley Park, IL
- Lemont, IL
- Homer Glen, IL
- Oak Park, IL
- Arlington Heights, IL
- Palatine, IL
- Des Plaines, IL
- Hoffman Estates, IL
- Mount Prospect, IL
- Aurora, IL
- Plainfield, IL
- Frankfort, IL
- La Grange, IL
- Tampa, FL
- Los Angeles, CA
Questions about requirements, deposits, or delivery? See the FAQ, read our rental guides, or browse the full fleet.
Before you book
A few local details.
Plan the car, the occasion, and the handoff with our team.
Ask about your plansCan you deliver a car to my address in Highland Park?
Send your dates and the exact home, hotel, office, or venue address in Highland Park. Our concierge checks vehicle availability and coordinates the delivery point, collection arrangements, and any applicable fees before you book.
Are the daily rental price and chauffeur quote the same?
Daily rental rates cover self-drive bookings. Chauffeur service is quoted separately for your vehicle, itinerary, hours, and stops. Tell us which service you want so the team can explain the right price and arrangements.
Which cars can I book for Highland Park?
The cars shown on this page are a selection from the Chicago fleet. Open a vehicle to see its published rental details, then request your dates. A displayed car is not a guarantee of availability for a particular booking.
Can you help me buy, source, or sell a car too?
Yes. Explore our cars for sale or tell us what you want to buy or sell. DDE works with buyers and sellers nationwide. Vehicle location, viewing, sourcing or selling fees, and any transport are discussed separately from rental bookings.
Highland Park
Let's plan your drive.
Share your dates and preferred delivery address in Highland Park. Our team will help you choose the car and plan the handover.