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Book Luxury Vacation Rentals for Christmas in Illinois

We selected the 108 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

All Things Glow

All Things Glow

  • 3 guests

  • 2 bedrooms

Hyde Park, Chicago

This apartment in Chicago's Hyde Park is positively flush with luxury touches. We love the trendy, timeless design, which merges mid-century pieces with a modern flair.

Chicago Morning

Chicago Morning

  • 8 guests

  • 4 bedrooms

Printer's Row, Chicago

Initially designed by an architect for their family, this incredible Chicago condo has been featured in magazines and even TV commercials. Located in the heart of downtown Chicago, this home is central to the sights and activities of the area, and also boasts an incredible green, real grass rooftop terrace with views that span across the south, east, and west of the city.

Buckhorn Barndo

Buckhorn Barndo

  • 8 guests

  • 3 bedrooms

Buckhorn Township, Brown County

This is a rustic, warm and inviting home that is perfect for families or groups of friends. The home is located on 10 acres of land and has beautiful views of the mountains.

Swing Swing

Swing Swing

  • 6 guests

  • 3 bedrooms

South Loop, Chicago

Jazz about town from this charming apartment in Chicago’s South Loop – a music hub filled with live venues, restaurants and bars. Grab a morning pick-me-up at the in-building gourmet coffee shop before heading out for a day of adventures.

We selected the top 3% holiday homes in Illinois Vacation Rentals for Christmas

Explore the 108 most perfect homes in our collection

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Most popular homes in Illinois

Running Loops

Running Loops

  • 6 guests

  • 3 bedrooms

South Loop, Chicago

I’m With The Band

I’m With The Band

  • 6 guests

  • 3 bedrooms

South Loop, Chicago

Panorama Place

Panorama Place

  • 6 guests

  • 3 bedrooms

South Loop, Chicago

Checking Account

Checking Account

  • 2 guests

  • 1 bedrooms

Near North, Chicago

On Cloud Nine

On Cloud Nine

  • 2 guests

  • 1 bedrooms

Near North, Chicago

Savings Account

Savings Account

  • 3 guests

  • 1 bedrooms

Near North, Chicago

Designed For Life

Designed For Life

  • 5 guests

  • 2 bedrooms

Near North, Chicago

Gilded Frame

Gilded Frame

  • 3 guests

  • 1 bedrooms

Near North, Chicago

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Check upcoming rates & availability for Illinois Vacation Rentals for Christmas

Frequently asked questions

Celebrate the special festive occasion the right way, and book one of the finest Vacation Rentals for Christmas that Illinois, United States has to offer. No stone is left unturned in our pursuit for the greatest homes, with each property having to pass multiple rounds of vigorous testing. Only the top 3% of homes go on to become Plum Award winners, so you're certain to find the ideal base for your trip. Each home in our luxury collection comes fully furnished, with all linen, essential bathroom toiletries, and a well-equipped kitchen included. Stay in an incredible Christmas Holiday Rental in Illinois, and spread the festive joy. Call on our team of experts, for help discovering the ultimate getaway home for you and your party.

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