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Chicago Holiday Homes with Hot Tubs

We selected the 5 homes worth renting in this location

Home spotlights in Chicago

The Lofted Escape

The Lofted Escape

  • 7 guests

  • 3 bedrooms

Fulton River District, Chicago

Welcome to The Fitz Gerald! To ensure safety, all guests must pass our screening process and provide proper ID.

Charming Chic Retreat

Charming Chic Retreat

  • 7 guests

  • 3 bedrooms

River West, Chicago

Welcome to The Iris, a captivating retreat nestled in the heart of River West, Chicago. Immerse yourself in the vibrant atmosphere of this up-and-coming neighborhood known for trendy restaurants, bars, and eclectic shops.

Metropolis Respite

Metropolis Respite

  • 7 guests

  • 3 bedrooms

Fulton River District, Chicago

Welcome to The Willis! To ensure safety, all guests must pass our screening process and provide proper ID.

Metropolis Retreat

Metropolis Retreat

  • 18 guests

  • 9 bedrooms

Fulton River District, Chicago

Welcome to The Bean! The perfect urban escape awaits you in this contemporary style gem.

We selected the top 3% holiday homes in Chicago Holiday Homes with Hot Tubs

Explore the 5 most perfect homes in our collection

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Most popular homes in Chicago

West Loop Delight

West Loop Delight

  • 14 guests

  • 6 bedrooms

Fulton River District, Chicago

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Frequently asked questions

Discover our selection of the finest holiday homes with hot tubs for your next getaway in Chicago, Cook County, Illinois, United States. Plum Guide’s homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short or extended stay in the best holiday homes with hot tubs that Chicago, Cook County, Illinois, United States has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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