All Things Glow
3 guests
2 bedrooms
Hyde Park, Chicago
This apartment in Chicago's Hyde Park is positively flush with luxury touches. We love the trendy, timeless design, which merges mid-century pieces with a modern flair.
Book Luxury Vacation Rentals in Illinois
Award-winning homes from £98
Home spotlights in Illinois
Running Loops
6 guests
3 bedrooms
South Loop, Chicago
This stylish home-from-home is in Chicago’s artistic and culinary zeitgeist – South Loop. A cool and creative neighbourhood, known for its lively music scene, bold architecture and history, you’re within walking distance from the Museum Campus and Art Institute – perfect for city-breakers and culture vultures alike.
Panorama Place
6 guests
3 bedrooms
South Loop, Chicago
Chicago is laid out at your feet thanks to the floor-to-ceiling windows of this home. Whether you're watching TV in the white living space, cooking up a feast in the pine kitchen or waking up on the memory foam mattresses in the bedrooms, the skyline is visible.
Checking Account
2 guests
1 bedrooms
Near North, Chicago
Get out your Chicago apartment checklist and be prepared to get ticking as this apartment has all you need for your time in the Windy City. You'll find fantastic views through the floor-to-ceiling windows, ideal for admiring while you work at the desk or lounge on the sofa.
We selected the top 3% holiday homes in Illinois Vacation Rentals
Explore the 41 most perfect homes in our collection
View on map
Check upcoming rates & availability for Illinois Vacation Rentals
Frequently asked questions
Similar destinations
Take a look at our collection of luxury Vacation Rentals in Illinois, United States. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect Illinois Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.
Search Our Collection