2 Best Vrbo Vacation Rentals Near The South Loop, Chicago, Illinois - Updated 2024

vrbo chicago south loop
Mathew
Mathew 
Updated
| 4 min read

The Loop is a buzzing tourist area with numerous attraction sights, parks, theatres, shopping stalls and most of all it is home to the 108-story Willis Tower. Meanwhile, you can also check out the Grant Park which features the large, rococo-style Buckingham Fountain and hosts annual events like the Taste of Chicago and Lollapalooza which is a renowned gig in this part of America. While visiting this incredible city, you don’t need to worry where you are going to be stay because here with me is a great list of the best Vrbo accommodations near the South Loop, which you can rent for your stay here. Make sure to plan a visit to this amazing city and check out its amazing wonders as you stay in these amazing accommodations.

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. Apartment with minimalistic style

This is a stunning two-bedroom apartment with a vintage touch to it. It features a sleek and sophisticated front hall that leads past a stylish fully equipped kitchen, a spacious living room, free internet, cable TV, amazing air conditioning, a lawn and patio at the back. With its perfect proximity to the city, you will have access to the finest surrounding amenities and world-class restaurants which will honestly crown your holiday experience.

Stayed at this property?
89 reviews   Wifi Available
Apartment 5 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 5
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
We appreciated the toiletries and little extras in the kitchen
Inside it is very spacious
a parking garage is the cherry on top
Great location spacious bed rooms beautiful kitchen
It was treat to have 2 bedrooms and bathrooms
Cleanliness:
but it didn't matter as everything was exactly as described
We enjoy the apartment and everything is clean and thoughtfully with care of patrons
The neighborhood was quiet and folks were friendly
Very clean and updated unit in historic row house neighborhood
Host:
The owner was very responsive quick to answer every question
Kai is friendly and gave us many tips of places to visit and eat Thanks for a great stay
The owner was extremely easy to deal with
The property was clean and very well appointed Perfect for the three of us Great to have a kitchen for eating in
Like nice umbrella become very handy and useful when you stay while outside is pouring
Location:
well stocked and in a quiet neighborhood
The neighborhood is established with lots of character
It was also located in a great part of town near stores and restaurants
It is located in the middle of fabulous attractions but not too close to noisy traffic
Great place and loved walking distance to Claremont Diner Great food and fast service
Read more reviews
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2. A cozy holiday rental in the South Loop area

Make sure to check out this modern and rustic home. This three-bedroom house is located in Chicago’s vibrant Pilsen neighborhood in a serene street just a walking distance from Downtown Chicago. This house features keyless entry, ultra high-speed Wifi, high definition smart TV’s (with HBO, Netflix, and Hulu), a fully stocked kitchen with an open plan, washer and dryer, master bath with hot tub, walk-in closet, complimentary coffee and tea, and private parking. Whether you are exploring all this wonderful city or attending a business convention, this home will provide a comfortable and safe stay in the proximity of everything perfect for a weekend getaway.

Stayed at this property?
42 reviews  
House 9 Guests 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
the kitchen was beautiful and well stocked with everything you would need to for whoever wants to use it
Hot water showers easy to manage room temperatures and
Although we did not do any cooking
only a master bath upstairs so guests have to use downstairs bath couldn't find local stations or cable to watch the news
Master bedroom is terrific with a lovely balcony deck and excellent master bath
Cleanliness:
The thick bath sheets and bath towels were an appreciated touch of luxury
House was clean and everything worked great
All of the bedrooms were very clean and well appointed
The property is very nice and clean
The rooms and beds were clean spacious and comfortable with plenty of natural light There are lots of thick thirsty towels
Host:
the garage was a great benefit during the massive snow storm that came through Very attentive owners
And our hosts were so congenial and easy to work with-- making adjustments for us and answering questions quickly
The home is well furnished and well stocked with all your immediate needs
The Home Heart Team was SO incredibly good to me/
Such a great family to work with
Location:
Also transfers get you directly to Midway Airport in about 30 minutes
Pink Line L stop and $12 gets you downtown in 25 minutes to Millennium Park
just a few minutes walk away
The house is a few blocks from the L and surrounded by Italian restaurants worth your time
Very easy check in and check out process
Read more reviews
Oops, this listing is currently inactive. Check out these alternative properties in the same location.
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

Visit the South Loop for an absolutely breathtaking holiday

This scenic destination comes with a ton of attractions which I would urge you to plan and visit. There are a number of places you can visit in and around the Loop, whether its an educational tour or a fun-filled sightseeing vacay. This city will give you the ultimate holiday experience like no other.

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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Mathew Mulinge is a trained project developer and a mentor who loves traveling. In addition, he is an experienced outdoor adventurer who loves the thrill of venturing into mountains and outdoor...Read more

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