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Illinois Holiday Homes with Staff

We selected the 108 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

Modern Dream

Modern Dream

  • 3 guests

  • 1 bedrooms

Near North, Chicago

This bright and breezy apartment is perfect for a couple looking for a change of scenery. The space is set up perfectly for the travelling professional – with plenty of desk space and fast wi-fi to work from home.

Local Colour

Local Colour

  • 4 guests

  • 2 bedrooms

Near North, Chicago

Fancy trying out the lifestyle of a Chicagoan for a bit? Look no further than this cool River North apartment, which will make you feel right at home in one of the city’s most desirable districts.

Downtown Diva

Downtown Diva

  • 6 guests

  • 2 bedrooms

Downtown Des Moines, Des Moines

Primed for a city getaway, this modern apartment is right in the centre of Iowa’s capital Des Moines. Steps away from downtown, check out buzzy East Village for fine dining, chic boutiques and bars.

Moonlit Mountains

Moonlit Mountains

  • 6 guests

  • 3 bedrooms

Grundy County, Tennessee

There’s magic in rural Tennessee. The mountains, valleys, forests and bluffs are so wild, so imposing – it’s near impossible to visit this part of the world and not feel awed by the beauty of it.

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

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

Urban Chic Haven

Urban Chic Haven

  • 12 guests

  • 4 bedrooms

Highland Heights, Nashville

Skyscraper

Skyscraper

  • 3 guests

  • 1 bedrooms

Near North, Chicago

Easel And Brush

Easel And Brush

  • 5 guests

  • 2 bedrooms

Near North, Chicago

Dolly's Rainbow

Dolly's Rainbow

  • 7 guests

  • 3 bedrooms

Fisk/Meharry, Nashville

Des Res

Des Res

  • 6 guests

  • 2 bedrooms

Downtown Des Moines, Des Moines

Panorama Place

Panorama Place

  • 6 guests

  • 3 bedrooms

South Loop, Chicago

Swing Swing

Swing Swing

  • 6 guests

  • 3 bedrooms

South Loop, Chicago

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Check upcoming rates & availability for Illinois Holiday Homes with Staff

Frequently asked questions

Are you hoping for a stay in one of the best holiday homes with staff in Illinois, United States? If so, you've definitely come to the right place. Reach out to our expert team who will happily arrange for staff to be present at your home in Illinois, United States as an addition to your booking. Our Plum Guide homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short extended stay. Should you need anything, our friendly team is on hand 24/7, so just ask.

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