Metropolis Retreat
18 guests
9 bedrooms
Fulton River District, Chicago
Travelling with a big crew? This trio of downtown Chicago penthouses makes it a breeze.
Streeterville Holiday Homes with Hot Tubs
We selected the 14 homes worth renting in this location
Home spotlights in Streeterville
Chicagoan Idyll
6 guests
3 bedrooms
River West, Chicago
This modern penthouse is stylish, well-located, and boasts sensational skyline views – how can you go wrong? You'll find it near the West Loop, known for its top-notch restaurants and vibrant nightlife.
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.
The Skyline's Vision
14 guests
6 bedrooms
Fulton River District, Chicago
When you bring everyone to Chicago, you want a space that matches the occasion, and these skyline retreats near Fulton Market do exactly that. By day, the city is yours to explore: coffee and street art in the West Loop, vintage hunting at Randolph Street Market, picnics in Union Park, or a culinary crawl through some of the best restaurants in the Midwest.
We selected the top 3% holiday homes in Streeterville Holiday Homes with Hot Tubs
Explore the 14 most perfect homes in our collection
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Discover our selection of the finest holiday homes with hot tubs for your next getaway in Streeterville. 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 Streeterville has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.
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