6 Best Vrbo Vacation Rentals In The Chicago Loop, Illinois - Updated 2022

vrbo chicago loop

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.

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.

3B/3BA Luxury Navy Pier Corner Sky Loft w/ Pool, Gym, & Parking by ENVITAE
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
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
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

2. Plush apartment in West Loop (from USD 695)

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.

Lujo 3 hab / 2. 5Bath Apt w / Million Dollar Skyline Views! Estacionamiento en garaje incluido!
57 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
The place was very clean with terrific views
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
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
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3. Cozy apartment at South Loop

If you are looking for a cozy place that is economical too, and at the same time have amenities and features of a luxury apartment, then this may be a good option for you. This one-bedroom and one-bathroom apartment can accommodate two people. The place is well ventilated, well furnished with basic home furniture and appliances, air-conditioned, modern in design, and has plenty of great places to visit within walking distance.

Sonder | Roosevelt Suites | Cozy 1BR
11 reviews
Apartment 2 Guests 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
It was so easy to find ride
We were able to put our daughter to bed in the separate bedroom and still be in the living room area
It beats the high rates of staying in the hotels that our convention reserves
Quick response by Sonder to answer questions I had
Quiet cozy lovely spot Just the right size for just me and surprisingly quiet given the location
The place was clean and directions to use very clear
This property was very clean and inviting Kitchen was very well equipped
and we had everything we needed
all easy pleasant walks Sonder group was most helpful and responsive to inquiries/concerns
the assortment of Stash teas was an especially nice bonus Toiletries were most welcomed Good quality linens and comfortable bed
Sonder group was friendly and courteous a pleasure to work with
We walked to all the stuff we wanted to see
Trader Joe's close Chopstix and the "L" for tranportation
Literally inches from a train station
It was perfectly located with Sbux across the street
The location was amazing Public transportation steps away
If you've never been to Chicago and are nervous about getting around
Grant Park next door super neighborhood with restaurants coffee shops grocery and drug stores Museum Campus
Read more reviews

4. Luxury four-bedroom executive stay

Located in the Plymouth area at South Loop, this Sonder is an open-concept living space that is near many of the tourist attractions you may want to visit during your stay. The place offers spacious rooms that are modern and minimalistic in design, well ventilated, have good lighting and are fully furnished with all appliances and pieces of furniture to make the rest of your stay as comfortable as possible. The place can accommodate up to eight people in its four bedrooms and also offers the convenience of three bathrooms. All bedrooms have a double bed each. Some additional luxuries at the place are air conditioning, heating, a cable TV, washer and dryer, as well as a free WiFi connection.

Sonder | The Plymouth | Classic 4BR + Gym
Chicago, IL, US
19 reviews
Apartment 8 Guests 4 Bedrooms 3 Bathrooms
Top guest reviews
Amenities & Room:
The rooftop lounge with ping pong was great
The space is so tight that you have to move the bed in order to close the door
Use the SpotHero App to find the best rates
The only items that needed improvement were the missing DirectTV remote and additional sheets/bedding for someone to sleep on the couch
And whoever was in charge of planning doors in the bedrooms UHG# @
And the location couldn't be beat
Just follow their vary clear directions for door codes
Staff was very responsive and also proactive
The check in could not have been smoother
Our only complaint was that our unit was too warm and we were unable to co tell the temperature ourselves
The place was easy and great and the property manager was 100% responsive and helpful when issues arose we will be back
The location was central and provided easy access to all of Chicago attractions
too Right in the heart of it all
The Sonder staff is very friendly and accommodating There are parking options within a few blocks TIP:
Exceptional place in a great location I stopped in with my team for the Chicago Mac race
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5. Neat living space for four

If you are in a rush and looking for immediate accommodation, then you should check this nice living space by Sonder. This place can accommodate up to four people in its two bedrooms, each having a double bed covered with fresh linens. Guests will also have access to one bathroom, a living room furnished with a large-screen cable TV and speaker, a well-equipped modern kitchen, and a dining area. The place has a good amount of space for people to roam around, is well-ventilated thanks to large windows, is air-conditioned, has a heating system, and is neat with the modern aesthetic decor. This accommodation is located at the heart of South Loop, allowing guests to have access to many business establishments that are worth visiting.

Sonder | The Plymouth | Tasteful 2BR + Gym
Chicago, IL, US
8 reviews
Apartment 4 Guests 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
the shower curtin was stained badly not be able to flush the toilet for 2 days or have
but still fine for the four of us - and Sonder
In spite of it all
I would say the furniture could have been more comfortable when after a long day you just wanted to chill for a bit
The place was exactly what it claimed to be - though a little bit smaller than we thought once we got in there
the welcome basket was a nice touch
was a piece of cake and they communicated with us very well before during and after our stay If I was going to nitpick
that being said we had a bad code to access the apartment
some lubricant on those door hinges
Although no credit was issued they did give us a late checkout and a coupon for another stay
Pluses: location beds were very comfortableMinuses: noisy
All in all a good place and easy to get to where we wanted to in the city
Nicely appointed clean and efficient Location in Chicago centrally located but honestly slightly sketchy at night
was great Check-in/out
Read more reviews

6. Spacious and airy studio near the theater

Located in South Loop at the Roosevelt Road, this spacious, airy, open-concept studio unit is a great option for the solo or couple traveler who would like to have a spacious place to stay. The studio features a modern fully equipped kitchen with stainless steel appliances and kitchen utensils, a neat bathroom, a queen-sized bed, cable TV, washer and dryer, and free WiFi connection. Some of the places you may want to visit would be the Eleven City Diner, the Field Museum, Shedd Aquarium, Coliseum Park, and Showplace Icon Theatres.

Sonder | Roosevelt Suites | Cozy Studio
9 reviews
Apartment 2 Guests 0 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
The blinds combined with the old windows allowed cold air to come in making it difficult to keep the room warm given the frigid temperatures
The loft was easy to find
Very pleased with the unit Nice to be close to a Trader Joe's Excellent coffee stocked in the kitchen
and there were tons of options for shopping and dining just steps from the front door
We also found relatively affordable and secure overnight parking nearby through SpotHero I would definitely stay here again because it was so convenient and the apartment itself was great
We were not to sure of the area
well taken care of and easy to access
It was very easy checking in and out as the Sonder group owners sent all information needed to do so Really close to Soldier Field
However it's also on a very busy street corner and it doesn't seem like much has been done to mitigate street noise and light (of course
It was an easy 5-15 minute walk to almost everything (public transport Grant Park Museum Campus etc)
but we took a chance and turned out pretty cool
The only thing thing is that it is on a busy street corner and a bit loud
We stayed over labor day weekend and the place and location were great
Read more reviews

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.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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