Book Family Friendly Rentals in Illinois

We selected the 76 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in Illinois

Skyline Retreat

Skyline Retreat

  • 24 guests

  • 8 bedrooms

Highland Heights, Nashville

Set in East Nashville, this bold double-decker retreat is made for fun, celebrations and unforgettable memories. Made up of two side-by-side homes, the exterior mural makes a statement before you even step inside.

Nashville Haven

Nashville Haven

  • 12 guests

  • 4 bedrooms

McKissack Park, Nashville

Welcome to The Willow Hosted by Hallson Hospitality. Your dream getaway in the heart of Nashville.

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.

The West Wind Charm

The West Wind Charm

  • 5 guests

  • 2 bedrooms

West Loop, Chicago

Welcome to a dazzling retreat in the heart of West Loop. A vibrant ambience invites you to immerse yourself, enveloped by the rhythm of the city's live music and savory aromas from nearby culinary gems.


We selected the top 3% holiday homes in Illinois Family Friendly Rentals

Explore the 76 most perfect homes in our collection

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Most popular homes in Illinois

Country Meets City

Country Meets City

  • 12 guests

  • 4 bedrooms

Hope Gardens, Nashville

Nights in Nashville

Nights in Nashville

  • 11 guests

  • 4 bedrooms

Highland Heights, Nashville

Music Retreat

Music Retreat

  • 12 guests

  • 4 bedrooms

Elizabeth Park, Nashville

Whiskey and Wanderlust

Whiskey and Wanderlust

  • 12 guests

  • 4 bedrooms

Wedgewood Houston, Nashville

All Things Glow

All Things Glow

  • 3 guests

  • 2 bedrooms

Hyde Park, Chicago

Loop Luxe

Loop Luxe

  • 5 guests

  • 2 bedrooms

Chicago Loop, Chicago

City-Side Farmhouse

City-Side Farmhouse

  • 12 guests

  • 4 bedrooms

Hope Gardens, Nashville

Song of the Heart

Song of the Heart

  • 12 guests

  • 4 bedrooms

FANG, Nashville

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Check upcoming rates & availability for Illinois Family Friendly Rentals


Frequently asked questions

Discover the ultimate collection of luxury Family Friendly Rentals in Illinois, United States. Here at Plum Guide, we prioritise customer satisfaction over everything, which is why we are so meticulous in what we do. Every home in our collection has been put through a vigorous 150-step vetting process, so we promise consistent quality you can count on. Each rental also comes fully furnished will essential bathroom toiletries, an excellently-equipped kitchen, and all linen included. Rent Illinois Family Friendly Homes now and secure yourself a trip to remember for all the right reasons. And call on the help of our friendly team, on standby night and day to ensure that your decision process is made as straightforward as possible.

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