The High Way
4 guests
2 bedrooms
Rush & Division, Chicago
This smart city sanctuary boasts incredible views across the Chicago skyline. The rooms have been thoughtfully designed to inspire ease and relaxation.
Chicago Holiday Homes with Childcare
We selected the 19 homes worth renting in this location
Home spotlights in Chicago
Windy City Haven
5 guests
2 bedrooms
West Loop, Chicago
Welcome to a distinguished spot nestled in the vibrant pulse of the West Loop! All visitors are skillfully screened for safety and a damage hold is acquired prior to stay.
The Chi-town Charm
3 guests
2 bedrooms
West Loop, Chicago
Set in the heart of Chicago’s buzzing West Loop, this modern apartment is the perfect base for exploring the city. Step outside and you’re moments from acclaimed restaurants, vibrant markets and cultural landmarks – but when you’re not out and about, the building has plenty to keep you entertained.
We selected the top 3% holiday homes in Chicago Holiday Homes with Childcare
Explore the 19 most perfect homes in our collection
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Frequently asked questions
Looking for holiday homes with childcare in Chicago, Cook County, Illinois, United States? You’ve come to the right place: speak to one of our Plum Experts who can arrange childcare as an addition to your booking in Chicago, Cook County, Illinois, United States. Enjoy your trip away, comfortable in the knowledge that the kids are being looked after. All of our Plum Guide rentals are fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Our experts are on hand day and night to help if you ever need anything.
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