Book Luxury Holiday Rentals in Illinois

Award-winning homes from £98

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Adults

Age 13+

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Children

Age 1 to 12

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Home spotlights in Illinois

Easel And Brush

Easel And Brush

  • 5 guests

  • 2 bedrooms

Near North, Chicago

If you’re visiting Chicago and you're interested in art, then the chic River North neighbourhood is the perfect place to stay. The area is now the city’s art and design quarter, with the highest concentration of galleries in the US after Manhattan.

City-Side Farmhouse

City-Side Farmhouse

  • 12 guests

  • 4 bedrooms

Hope Gardens, Nashville

Welcome to The Urban Farmhouse, a stunning home that seamlessly combines modern-countryside décor with a prime location that's just a stone's throw away from downtown Nashville. This home has been thoughtfully designed to create a one-of-a-kind atmosphere that exudes both city and country vibes.

Des Res

Des Res

  • 6 guests

  • 2 bedrooms

Downtown Des Moines, Des Moines

This stylish Des Moines apartment is perfect for families or a group of friends looking to explore this vibrant Midwest city. The contemporary space, with its neutral tones and pops of colour, is the ideal place to chill out after a busy day.

Panorama Place

Panorama Place

  • 6 guests

  • 3 bedrooms

South Loop, Chicago

Chicago is laid out at your feet thanks to the floor-to-ceiling windows of this home. Whether you're watching TV in the white living space, cooking up a feast in the pine kitchen or waking up on the memory foam mattresses in the bedrooms, the skyline is visible.


We selected the top 3% holiday homes in Illinois Holiday Rentals

Explore the 108 most perfect homes in our collection

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Most popular homes in Illinois

Swing Swing

Swing Swing

  • 6 guests

  • 3 bedrooms

South Loop, Chicago

Work & Play

Work & Play

  • 2 guests

  • 1 bedrooms

Near North, Chicago

Bluegill

Bluegill

  • 3 guests

  • 1 bedrooms

Near North, Chicago

Skyline Retreat

Skyline Retreat

  • 24 guests

  • 8 bedrooms

Highland Heights, Nashville

Venus's Dance

Venus's Dance

  • 12 guests

  • 6 bedrooms

Belle Meade, Tennessee

On Cloud Nine

On Cloud Nine

  • 2 guests

  • 1 bedrooms

Near North, Chicago

I’m With The Band

I’m With The Band

  • 6 guests

  • 3 bedrooms

South Loop, Chicago

Monday Night

Monday Night

  • 3 guests

  • 1 bedrooms

South Loop, Chicago

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Check upcoming rates & availability for Illinois Holiday Rentals


Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Illinois, United States. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Illinois, United States has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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