BECOME VACATION YOU
Find Chicago Vacation Rentals
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BEST PLACES TO STAY
Book Your Perfect Place
No matter what space you need, you can rest easy in our Chicago vacation rentals.
Questions About Renting in Chicago?
Get answers to some of the most frequently asked questions about vacation rentals in Chicago.
#1
How many vacation rentals are in Chicago?
Evolve has 46 vacation rentals around Chicago to explore. Whether you need a perfect place for the whole family to gather, or cozy retreats for just a few, we're confident you'll rest easy in one of our vacation homes.
#2
Are there pet-friendly vacation rentals in Chicago?
Yes! Evolve has 12 pet-friendly vacation rentals around Chicago so you can plan amazing getaways with your four-legged friends. You might find homes with fenced-in yards for a good game of fetch, or rentals with dog beds and toys to create the perfect home base for pup-approved adventures.
#3
Are there Chicago vacation rentals with a pool?
Evolve doesn't currently have any vacation rentals around Chicago with a private pool or community pool access. We welcome new vacation homes every day, though, so check back soon for updates!
#4
Are there Chicago vacation rentals with a hot tub?
Evolve doesn't have any vacation rentals with a hot tub around Chicago at this time. We welcome new vacation homes every day, though, so check back soon for updates!
#5
Are there kid-friendly vacation rentals in Chicago?
Chicago is a great place to bring the whole family, and Evolve offers 45 kid-friendly vacation rentals in the area. Many have family-friendly amenities like game rooms, Pack N 'Plays, or fenced-in pools to make slipping into vacation mode easy for every age group.
#6
Which vacation rentals in Chicago have good views?
Evolve's vacation rentals around Chicago are full of popular amenities that make your in-home experience unforgettable, but they may not have sweeping views of the area at this time. That said, we welcome new vacation rentals daily, so check back soon for homes with views that are worthy of a good old-fashioned photo opp.
#7
Are there any vacation rentals in Chicago with parking?
Yes! Evolve offers 44 vacation rentals around Chicago with driveways, garages, or dedicated parking spaces to make arrivals and departures from your vacation home base as convenient as possible.
#8
Do any vacation rentals in Chicago have WiFi?
Evolve has 46 vacation rentals with WiFi around Chicago, helping you stay plugged in while you get away. Whether you're hoping to stream a favorite show or knock out some work, a bad connection should never stand in the way.
THE EVOLVE DIFFERENCE
Private homes with hospitality
We promise private, professionally-cleaned vacation rentals with 24/7 guest support so you can travel without worry.
Best Rate
You’re guaranteed to book the best rates on our vacation homes at evolve.com.
Rest Easy
If plans change or the vacation rental isn’t what we promised, we’re here to help make it right.
Give Back
Bookings on evolve.com support our Building Hospitality program.
USE YOUR VACATION TIME
