Metropolis Retreat
18 guests
9 bedrooms
Fulton River District, Chicago
Travelling with a big crew? This trio of downtown Chicago penthouses makes it a breeze.
Book Luxury Summer Rentals in Chicago
We selected the 36 homes worth renting in this location
Home spotlights in Chicago
Chicago Vista
6 guests
2 bedrooms
Rush & Division, Chicago
Step inside The Leto, where classic charm mingles with vibrant culture in the bustling Streeterville neighborhood of Chicago. This locale promises an immersive experience into not only traditional Chicago history but also the nuances of Italian villa architecture and other globally inspired design details.
We selected the top 3% holiday homes in Chicago Vacation Rentals for Summer
Explore the 36 most perfect homes in our collection
View on map
Check upcoming rates & availability for Chicago Vacation Rentals for Summer
Frequently asked questions
Explore our remarkable range of luxury Summer Rentals in Chicago, Cook County, Illinois, United States. There's no time for average stays, so treat yourself to a stay in one of the most impressive rentals around. Each and every home in our selection is put through numerous rounds of thorough testing, with everything from shower pressure to a home's design being closely checked for quality. Only the finest 3% of homes are awarded the prestigious Plum Award, so you can book with total confidence. Rentals in our range come fully furnished, with a well-equipped kitchen, essential bathroom toiletries, and all linen included to make you feel right at home. Book a memorable trip to an unforgettable Vacation Rental for Summer in Chicago today, and make the most of the year's warmest season. If you require any assistance, call on the help of our experts - they're on-hand to help you discover the perfect home.
Search our collection