Elevated Luxe
5 guests
2 bedrooms
Fulton River District, Chicago
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Streeterville Homes for a Glamping Holiday
We selected the 64 homes worth renting in this location
Home spotlights in Streeterville
Chicago Heights
4 guests
2 bedrooms
Chicago Loop, Chicago
This pet-friendly apartment in Downtown Chicago puts the city right at your feet, with Millennium Park, The Art Institute, theatres, and shopping just a stroll away. Inside, floor-to-ceiling windows in the main bedroom frame the skyline, while a sleek kitchen with a breakfast bar and a light-filled living space make staying in just as tempting as going out.
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.
The West-Loop Wavelength
17 guests
8 bedrooms
West Loop, Chicago
Welcome to a unique urban retreat, igniting the senses, and beckoning guests to indulge in the transformative charm of West Loop. Once an industrial essence, it has blossomed into a locus of gastronomy, nightlife, and style, dazzling visitors with its fusion of historic mortar and modern vibrance.
We selected the top 3% holiday homes in Streeterville Homes for a Glamping Holiday
Explore the 64 most perfect homes in our collection
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Frequently asked questions
Thinking of glamping in Streeterville? Take a look at our collection of luxury homes that can provide a similar experience. You don't have to worry about WiFi speed, water pressure, or anything else thanks to our team of Home Critics, who obsessively check each and every one of our properties. All of our Plum Guide homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book your holiday today, and stay in one of the best homes that can offer the same experience as a glamping holiday in Streeterville.
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