2 Best Vrbo Vacation Rentals In The Chicago Loop, Illinois

vrbo chicago loop
Jayric
Jayric 
Updated
| 4 min read

Being the central business district in the downtown area of the city, the Loop has been a popular tourist destination. It is the second largest commercial business district in all of the United States just after Midtown Manhattan. One reason for being so popular with the tourist is due to the fact that Loop has something for everyone. If you’re into shopping, the place has many great shops on State Street. More of a food person? The Loop has been rated as America’s Best Restaurant City of 2017. Love visiting places with great performances? They have a theatre district. Do you appreciate art, history, and architecture? Well, the Loop is a place filled with stunning architecture, creative art pieces, and various stories to bring back home. So, if you are looking for a neat place that has it all, the Loop is a great place that will not disappoint.

With so much to offer, visiting the Loop for only a day will not suffice, you will need to visit the place for several days in order to get the full Loop experience. Staying for several days will mean that you’ll need a place to stay. The good thing is, there are several awesome accommodations in the area. Just continue reading below to view the best Vrbo accommodations in the Chicago Loop.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on March 13, 2023.

1. Modern lodging with great views of Lake Michigan (from USD 785)

Having a great view of Lake Michigan, this large apartment is great for families wanting to experience the beauty of Loop. The place can accommodate up to six people in its three bedrooms, two of which have queen-sized beds, and the other, a king-sized bed. The living room is well ventilated with large windows and also comes with your basic pieces of furniture as well as appliances such as a TV. Cooking should not be a problem since the apartment comes equipped with a kitchen that is fully furnished with modern appliances and utensils. The apartment also has three bathrooms that come with basic toiletries and a spacious dining area to enjoy your meals. If you are looking for an elegant, modern, spacious place to stay during your vacation at the Loop, then this apartment is a solid option that you should consider.

Stayed at this property?
52 reviews   Wifi Available
Apartment 8 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
The bedrooms are spacious with comfortable bedding
The apartment was as described
Had an amazing experience in Chicago over the weekend doing Christmas shopping and fine dining
you wonder if it REALLY will be anything like that
The rental was extremely clean and the pictures do not do the rental justice on just how spacious it is more then enough room for my group of 5
Host:
Great family weekend with my wife and 3 kids Didn't even consider driving anywhere once we arrived
And most of all the host was very Nice Thoughtful and Generous
Great views Easy to work with Clean
Great property with fantastic customer service
Overall our family enjoyed the rental
Location:
Me and my group loved our stay from the easy parking right around the corner to all the restaurants in walking distance
There is so much to do and see from this great central location and every type of restaurant imaginable nearby
It went above and beyond what was advertised A perfect place to stay in Chicago Walking distance to everywhere we wanted to go
convenient on-site parking with in/out access (need to pay extra $60 per day)
Great location clean and easy to come and go
Read more reviews
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2. Plush apartment in West Loop (from USD 675)

Located in West Loop, Downtown Chicago, this luxury apartment offers a great view of the city due to its locational advantage. It also has the advantage of nearby attractions and events. The place can accommodate up to 6 people in its 3 bedrooms, each having a queen-sized bed equipped with 500-thread-count feather beddings. Aside from the three bedrooms, the 1500 square feet (457 square meters) apartment also has a living room, a fully equipped kitchen, two bathrooms, a half bath, and also comes with an attached garage. Other amenities would be a large flat-screen cable TV, washer and dryer, free WiFi, air conditioning, heating, and additional facilities such as a swimming pool.

Stayed at this property?
60 reviews   Wifi Available
Apartment 6 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 6
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
The clean modern apartment was well equipped and provided excellent views of the city
The space worked fine for us
have our own bedroom and bathroom but still be able to hang out together
The only quibble we had was there were no tea towels to dry dishes with
decor beds are so comfy
Cleanliness:
The place was very clean with terrific views
Host:
Michelle was a fantastic hostess happy to respond to texts of any sort--
The owner was very accommodating and made our arrival and departure easy and convenient
where to find more garbage bags even met us when we arrived to show keys
The apartment is very well stocked and Michelle our hostess was very gracious Definitely would stay again
so we could hang out in the television area
Location:
Great location and great property Only a 20 minute walk to downtown and many great restaurants within a 5 minute walk
The local area is populated by restaurants
The neighborhood here was very safe and jam-packed with restaurants/bars even just across the street on every corner A short walk to the Metra station
The property was located in a great neighborhood with many excellent cafes and restaurants
Uber ride to downtown attractions
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

The best accommodations available at the Loop

The Loop is a great place with many plush yet economical accommodations. If you are planning to visit anytime soon, then the places listed above are some solid options you can consider. All are neat, well maintained, are located in great places, and comes well-equipped with the essential items you may need during your stay. The Loop certainly has something for everyone, so instead of worrying about accommodations and where you’re going to stay, why not check out the recommended list above and save your precious time.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Jayric, a young man in his early twenties, possesses a passion for tech, philosophy, and the arts. He's currently engrossed in personal projects, occasionally indulging in writing on the side, and...Read more

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