Illinois Holiday Homes with Childcare

We selected the 80 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Illinois

Country Meets City

Country Meets City

  • 10 guests

  • 4 bedrooms

Hope Gardens, Nashville

Planning a big group getaway to Nashville? This three-storey home makes it easy.

Nights in Nashville

Nights in Nashville

  • 11 guests

  • 4 bedrooms

Highland Heights, Nashville

This four-bedroom townhouse in Cleveland Park has all the hallmarks of a comfortable urban stay near the bustling metropolis of downtown Nashville. It’s truly built for families or groups – think large living spaces, a Peloton-equipped gym, a sauna, and smart TVs in every room.

Song for Love

Song for Love

  • 12 guests

  • 4 bedrooms

Wedgewood Houston, Nashville

Tucked away from the buzz of central Nashville, this home offers a cosy city sanctuary. There’s a little porch with outdoor seating and there are two living rooms – making this the perfect spot for entertaining.

Windy City Haven

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.

We selected the top 3% holiday homes in Illinois Holiday Homes with Childcare

Explore the 80 most perfect homes in our collection

View on map

Most popular homes in Illinois

WindyCity Wonders

WindyCity Wonders

  • 5 guests

  • 2 bedrooms

West Loop Gate, Chicago

City-Side Farmhouse

City-Side Farmhouse

  • 10 guests

  • 4 bedrooms

Hope Gardens, Nashville

Song of the Heart

Song of the Heart

  • 12 guests

  • 4 bedrooms

FANG, Nashville

Chicago Chill Pad

Chicago Chill Pad

  • 5 guests

  • 2 bedrooms

Chicago Loop, Chicago

Skyline Retreat

Skyline Retreat

  • 24 guests

  • 8 bedrooms

Highland Heights, Nashville

Urban Vistas

Urban Vistas

  • 4 guests

  • 2 bedrooms

Rush & Division, Chicago

Chicago Heights

Chicago Heights

  • 4 guests

  • 2 bedrooms

Chicago Loop, Chicago

View all

Check upcoming rates & availability for Illinois Holiday Homes with Childcare

Frequently asked questions

Looking for holiday homes with childcare in 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 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.

Search our collection

  1. Plum Guide

  2. United States

  3. Illinois

  4. Holiday Homes with Childcare