First Class Chicago Vacation Rentals

The First Class Chicago Experience

Surround yourself with luxury at a First Class Chicago vacation rental and stay at one of our perfectly located downtown apartments and condos. Whether looking for the quintessential downtown Chicago experience in a brownstone apartment home on the Gold Coast, or seeking a spectacular view in a high-rise condo, we have what you are looking for in Chicago vacation rentals by owner. Both of our locations are situated two blocks from the Magnificent Mile as well as countless restaurants for that First Class Chicago experience!



Once you stay at a First Class Chicago vacation rental, you will never stay in a Chicago hotel again. Surrounded by luxury and everything you need to make you feel truly special, First Class Chicago vacation rentals will change the way you think about spending your vacation. It’s all about options you don’t have with a hotel.


Our vacation rentals allow flexibility and freedom not available in a hotel. When you rent a short-term Chicago vacation rental at First Class Chicago, you will feel like you are at home. Unlike a traditional hotel, Chicago vacation rentals boast multiple rooms in an open floor plan to give you all the space you and your family require.


Vacation rentals give you access to kitchens like those found in the most luxurious estates. Kitchens in First Class Chicago vacation rentals are complete with modern appliances and top-of-the-line building materials. You have the option of eating in and enjoying your meal overlooking the marvelous Chicago skyline or eating out at one of a multitude of Zagat-rated restaurants within walking distance of your home away from home.


The rest of the vacation rental is just as mind-blowing. First Class Chicago vacation rentals are privately owned so no expense has been spared and no detail overlooked., Professionally decorated with amazing amenities, our vacation rentals are focused on your comfort.


If staying for a month or longer, you can opt for one of our two high rise condos with spectacular views of Downtown Chicago. You will enjoy all the amenities of this luxury apartment location. Don’t leave your running shoes at home – if it is too cold to run along Lake Michigan, our apartments offer a high-tech exercise facility, complete with the latest in stationary bicycles, ellipticals, and treadmills as well as free weights. Further, your high rise apartment Chicago vacation rental boasts an on-site covered parking space.


First Class Chicago also offers the choice of lavish Brownstone apartments. Located in the upscale Gold Coast neighborhood, you will not be disappointed. All of our Chicago Brownstone vacation rentals are complete with wood and natural stone floors and are custom decorated with an interior designer’s touch. In this neighborhood you can shop in any number of lovely stores or enjoy a walk along the posh Gold Coast sidewalks only to return to your Chicago Brownstone vacation rental to enjoy a cup of coffee curled up on your sofa.


Walk the Magnificent Mile and take a beach walk on Lake Michigan. Linger over lunch at Japonais Restaurant and Lounge or pick up a delicious cupcake at More Cupcakes. Visit the trendy boutiques and art galleries in the area, stroll through the Museum of Contemporary Art, or take in the vibrant bar and club scene and the famous nightlife of Chicago.


The most important part of your stay is where you lay down your head for the night. By choosing a Chicago vacation rental through First Class Chicago, you ensure not only a perfect complement to your corporate and entertainment activities, but a destination in and of itself. Treat yourself to a Chicago vacation of elegance, luxury and comfort by choosing a First Class Chicago vacation rental. Make sure your stay in Chicago is nothing less than remarkable.