Chicago Vacation Rentals
Spacious downtown Chicago Vacation Rentals on the Magnificent Mile
There’s simply nothing to do in Chicago. Unless, of course, you happen to be a fan of jaw-dropping architecture, world-class cultural events, gorgeous lake views, department stores like Bloomingdale’s and Barney’s New York, and award-winning restaurants like The Signature Room at The 95th and Spiaggia. Sound like experiences you could learn to cope with? Then why not take your trip to the next level? Book a modern, spacious Stay Alfred the next time business or a vacation brings you to Chicago.
Upscale, tall and gleaming, Streeterville is the site of some of Chicago’s tallest buildings and to some of the most expensive real estate in the country. It’s also home to the attractions of Navy Pier, to sandy Ohio Beach and, depending on what authority you talk to, the Magnificent Mile. Dining, nightlife, retail and cultural experiences abound. Book one of our Ohio Street vacation rentals for an elegant way to enjoy it all.
A neighborhood of warehouses until enterprising artists and shop owners began creating loft and retail spaces in the 1970s, River North is now home to art galleries, every style of cuisine imaginable and high-energy nightlife in a neighborhood with a distinctly industrial feel. It’s also a just a short walk to the Magnificent Mile, and the Loop neighborhood is just across the river and easily accessible on foot. If this neighborhood checks all of the boxes on your list, check out our State Street vacation rentals.
The Loop — named for the elevated transit tracks that surround it — is Chicago’s central business district. It’s home to the iconic Bean sculpture, green park spaces, the Theater District and the Art Institute of Chicago. If you’re in town for retail therapy, by sure to check out the shops on State Street, which also boasts a wide variety of gourmet restaurants. Just what you need to keep your energy up while exploring the Windy City. Our Lake Street vacation rental in the Loop’s northern edge is the perfect place to stay.
The Magnificent Mile
While none of our vacation rentals are technically located on this glittering stretch of Michigan Avenue, they’re all just a quick walk away. The Mag Mile is Chicago’s epicenter of towering buildings and high-end shopping, and the street is lined with nearly every international luxury retail brand imaginable and home to a multitude of highly rated restaurants that will keep your palate entertained for years to come. You’ll also find easy access to public transportation and beautiful vistas along the Chicago Lakefront Trail.
The Stay Alfred Experience
Looking for a posh, spacious Chicago vacation rental? A Stay Alfred will set you up right, giving you all of the comforts of home, with the Windy City’s most exciting neighborhoods just outside your door. So step around the corner to grab ingredients for a shared meal. Retreat to a private bedroom for a quiet moment. And take advantage of downtown Chicago’s best neighborhoods like only local can. In any of our cities, when travelers choose Stay Alfred, they know exactly what they’re getting. And what (thankfully) they’re not.
Oh, so clean
Nearby customer service staff who will quickly respond to your call/text/email/chat/postcard — 24/7
Stocked with household basics
High Walk Score ratings
Other people’s stuff in the closet
Wait to check in
Book your Stay Alfred apartment today
“The 2 bedroom apartment we rented was great! Location was not too far away from the fun things to do and we felt secure. Definitely better than we expected.”
“Wonderful location and space. Very clean, spacious and easy access to everything. Will be checking in on my next trip.”
“Near everything that was important to us and really nice place. Would stay in another Stay Alfred after this experience.”