Luxury Downtown Penthouse with Private Rooftop

Luxury Downtown Penthouse with Private Rooftop Overview

First Impressions

Walking into the Luxury Downtown Penthouse with Private Rooftop honestly feels like stepping into someone’s incredibly well-appointed private residence — which, I suppose, is exactly what it is. The elevator ride up to the penthouse level builds anticipation, and when those doors open, you’re greeted by floor-to-ceiling windows that frame Chicago‘s skyline in a way that makes you pause mid-step. This four-star property sits on North Orleans Street, right in the heart of River North, and the location alone explains why couples rate this place so highly.

The Space Itself

The apartment layout is what really sets this place apart from your typical hotel experience. You’ve got a full kitchen with high-end appliances — I mean, the kind of setup where you could actually cook a proper meal if you wanted to, though honestly, with all the incredible restaurants within walking distance, you probably won’t. The main living area flows seamlessly into the dining space, and there’s this sense of openness that you just don’t get in traditional hotel rooms. The master bedroom feels like a retreat, with those same dramatic windows and enough space to actually unpack and settle in for a few days.

That Rooftop Though

Here’s the thing that’ll make you want to extend your stay — the private rooftop terrace is absolutely spectacular. You know what’s rare in Chicago? Having your own outdoor space with unobstructed views of the city, especially one this size. I spent way too much time up there with my morning coffee, watching the city wake up below. The setup includes comfortable seating and enough space to host a small gathering, which explains why this place is such a hit with couples looking for something special. On clear days, you can see all the way to the lake.

Location Perks

Being on North Orleans puts you right where you want to be without the chaos of being directly on Michigan Avenue. You’re a quick walk to some of the city’s best dining — Alinea and Girl & the Goat are both nearby if you’re feeling fancy, but there are also great casual spots like Portillo’s just a few blocks away. The Brown and Purple Line stops are close enough to make exploring other neighborhoods easy, but honestly, you might find yourself just staying in River North because there’s so much within walking distance. The lakefront is about a 10-minute stroll, which is perfect for morning runs or evening walks.

Why Guests Love It

What really makes this place work is how it combines the privacy and space of a high-end apartment with the service and amenities you’d expect from a quality hotel. The building itself is well-maintained, with secure access and professional management that actually responds when you need something. It’s the kind of place where you can spread out, cook breakfast if you want to, or just sit on your private rooftop and feel like you own a piece of the Chicago skyline. For couples especially, there’s something romantic about having your own penthouse retreat in the middle of the city — it’s intimate in a way that even the nicest hotel room can’t quite match.

Luxury Downtown Penthouse with Private Rooftop Accommodations

Reviews of Luxury Downtown Penthouse with Private Rooftop

• Sheena from Philippines (9/10)

  Feels like home away from home with an indoor garage to keep our car safe during our stay! 20 stars from us 😁Very spacious and clean. Host is just a message away too. Will surely be back on our next Chicago visit.

• Jack from United States (9/10)

  Lots of sleeping space to provide solid value for larger groups. The kitchen and common area was spacious and suitable for seating 8-10 — useful for us since we rented two units but would sometimes rendezvous in one before heading out on the town. Beds were comfortable. Didn't cook much, but the provided coffee machine + filters and grounds were nice to have. The roof deck access was a plus as well.

• Constance from United States (9/10)

  Great location. Greatly appreciated the quality, cleanliness and value . Garaged parking was very good. Pictures accurately reflect the property. Beds were comfortable and linen were very good. Rooftop deck was nice and as pictured. Cleaning staff was friendly and helpful.

• Rowan from United States (8/10)

  Great floor plan and spacious apartment. Great location as well.

• Zolli from Italy (5/10)

  La posizione. Si trova in un bel quartiere a ridosso del centro

• Frederic from France (9/10)

  Roof top, deco, superficie de l’appartement, garage fermé .

• Jean-paul from France (6/10)

  Appartement très bien situé, proche du métro et dans un quartier agréable. Personnel très réactif. Garage très pratique. Appartement très spacieux.

• Alex from Peru (9/10)

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