Streeterville Two Bedroom Homes

We selected the 20 homes worth renting in this location

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Home spotlights in Streeterville

Panorama Place

Panorama Place

  • 6 guests

  • 3 bedrooms

South Loop, Chicago

Chicago is laid out at your feet thanks to the floor-to-ceiling windows of this home. Whether you're watching TV in the white living space, cooking up a feast in the pine kitchen or waking up on the memory foam mattresses in the bedrooms, the skyline is visible.

Chicago Morning

Chicago Morning

  • 8 guests

  • 4 bedrooms

Printer's Row, Chicago

Initially designed by an architect for their family, this incredible Chicago condo has been featured in magazines and even TV commercials. Located in the heart of downtown Chicago, this home is central to the sights and activities of the area, and also boasts an incredible green, real grass rooftop terrace with views that span across the south, east, and west of the city.

Easel And Brush

Easel And Brush

  • 5 guests

  • 2 bedrooms

Near North, Chicago

If you’re visiting Chicago and you're interested in art, then the chic River North neighbourhood is the perfect place to stay. The area is now the city’s art and design quarter, with the highest concentration of galleries in the US after Manhattan.

Local Colour

Local Colour

  • 4 guests

  • 2 bedrooms

Near North, Chicago

Fancy trying out the lifestyle of a Chicagoan for a bit? Look no further than this cool River North apartment, which will make you feel right at home in one of the city’s most desirable districts.


We selected the top 3% holiday homes in Streeterville Two Bedroom Homes

Explore the 20 most perfect homes in our collection

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Most popular homes in Streeterville

Running Loops

Running Loops

  • 6 guests

  • 3 bedrooms

South Loop, Chicago

Swing Swing

Swing Swing

  • 6 guests

  • 3 bedrooms

South Loop, Chicago

I’m With The Band

I’m With The Band

  • 6 guests

  • 3 bedrooms

South Loop, Chicago

Designed For Life

Designed For Life

  • 5 guests

  • 2 bedrooms

Near North, Chicago

River Style

River Style

  • 5 guests

  • 2 bedrooms

Near North, Chicago

All Things Glow

All Things Glow

  • 3 guests

  • 2 bedrooms

Hyde Park, Chicago

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Check upcoming rates & availability for Streeterville Two Bedroom Homes


Frequently asked questions

Spacious 2 bedroom homes 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 2 bedroom homes that Streeterville has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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