Book Luxury Log Cabins in Chicago

We selected the 59 homes worth renting in this location

Home spotlights in Chicago

Skyscraper

Skyscraper

  • 3 guests

  • 1 bedrooms

Near North, Chicago

Arriving at this home in downtown Chicago, you’re sure to be charmed by the typically Chicagoan high rise. Gaze down on the city above, and delight in the central location in the North River district – it's famous for its abundance of galleries and arty culture.

The Jeweler's Gem

The Jeweler's Gem

  • 2 guests

  • 1 bedrooms

Chicago Loop, Chicago

Snug yet stylish, this studio apartment is perfect for a lone traveller or couple wanting a cosy stay in Chicago. We love the sleek design and jewel tones – fitting, seeing as this flat is situated along the famous Jewelers Row.

The Chi-town Charm

The Chi-town Charm

  • 3 guests

  • 1 bedrooms

West Loop, Chicago

Step into The Wilco, located in the lively West Loop area. This charming nest brings you closer to an otherworldly dining and entertainment epoch that has truly transformed its past industry-led persona.

Westside Retreat

Westside Retreat

  • 7 guests

  • 3 bedrooms

River West, Chicago

Welcome to our charming haven, nestled in the vibrant neighborhood of River West, Chicago. This urban oasis offers a serene escape from the bustling city, allowing you to experience the best of both worlds.


We selected the top 3% holiday homes in Chicago Log Cabins

Explore the 59 most perfect homes in our collection

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Most popular homes in Chicago

South Soul

South Soul

  • 2 guests

  • 1 bedrooms

South Loop, Chicago

Chicago Charisma

Chicago Charisma

  • 5 guests

  • 2 bedrooms

Chicago Loop, Chicago

Classic Chic Retreat

Classic Chic Retreat

  • 6 guests

  • 2 bedrooms

Rush & Division, Chicago

The West Wind Charm

The West Wind Charm

  • 5 guests

  • 2 bedrooms

West Loop, Chicago

Italian Villa Immersion

Italian Villa Immersion

  • 8 guests

  • 3 bedrooms

Rush & Division, Chicago

The Jeweller

The Jeweller

  • 2 guests

  • 1 bedrooms

Chicago Loop, Chicago

Diamonds Are Forever

Diamonds Are Forever

  • 2 guests

  • 1 bedrooms

Chicago Loop, Chicago

Serenity by the Riverside

Serenity by the Riverside

  • 16 guests

  • 9 bedrooms

River West, Chicago

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Frequently asked questions

Here at Plum Guide, we pride ourselves on the consistent quality we offer our guests, so book Log Cabins in Chicago, Cook County, Illinois, United States to see what all the fuss is about. We leave no stone unturned in our hunt for the finest homes, with a visit from an independent Home Critic rounding off a meticulous 150-point vetting process, which homes must pass to be accepted into our collection. Every home on our books is guaranteed to come fully furnished, with the best-equipped kitchens, essential bathroom toiletries, and all linen included. Rent one of the finest luxury Chicago Holiday Cabins now, and start planning for the trip of a lifetime. And make your life easy by contacting our team of Plum experts, on standby 24/7 to help you in any way they can.

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