The High Way
4 guests
2 bedrooms
Rush & Division, Chicago
This smart city sanctuary boasts incredible views across the Chicago skyline. The rooms have been thoughtfully designed to inspire ease and relaxation.
South Loop Luxury Rentals
We selected the 10 homes worth renting in this location
Home spotlights in South Loop
Urban Vistas
4 guests
2 bedrooms
Rush & Division, Chicago
This Illinois apartment won us over the moment we clapped eyes on the sweeping views of Chicago’s skyline and that private balcony. But the perks don’t end there.
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.
Skyline Reverie
7 guests
3 bedrooms
River West, Chicago
High above River West, this spectacular home with skyline views invites you to experience Chicago at its most inspiring. Floor-to-ceiling windows keep the city close at every moment, while the balcony gives you a private stage for sunrise coffees and evening cocktails under glittering lights.
We selected the top 3% holiday homes in South Loop Luxury Rentals
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A handpicked selection of the best luxury homes in South Loop, as chosen by the experts who've visited and vetted thousands of the city's homes. Luxurious interiors, sumptuous bedrooms and prime city centre locations. Available for short and extended stays.
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