What are the top rated Resort Rentals in South Loop?

There are a lot of options in South Loop. If you plan on staying in the South Loop area, consider making a reservation for a few nights at one of these properties as these have been rated the top Resort Rentals in South Loop: MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba Chic 2-Bedroom Townhouse with Rooftop, Free Parking, in Downtown Chicago! Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba Luxéry Stay "Hollywood" Downtown/McCormick/WinTrust Area Luxéry Stay "Chicago" Downtown/McCormick/Wintrust Area 2BR South Loop Apt—Walk to Lake, Museums, Aquarium + Pool, Gym, WiFi, & Conv Ct Downtown Penthouse Lake Views #1|Gym, Parking+Pool Stylish 2BR South Loop Family Unit Near McCormick Place & Soldier Field Spacious 6BR Luxury Suite Perfect for Groups Near McCormick Place and Soldier Field McCormick 6B/4Ba Luxury Suite for groups/12 guests

What is the best all-inclusive resort for families in South Loop?

Most of our listed resorts are suitable for families in South Loop. Filter your all-inclusive resorts South Loop with a family-friendly option to see which ones are right for you.

Are there pools in resorts near South Loop?

Yes, there are more than 521 resorts in South Loop that have indoor and private swimming pools. Check out our filter option and find your best resort near South Loop.

What is the price for luxury resorts in South Loop?

At PickleTrip, the rate for luxury resorts in South Loop per night starts from $66 . Our partner provides these prices & we calculated the average daily rate in South Loop. Please see our partner's price for more details.

Do you have resorts in South Loop that allow pets?

Yes. We have all-inclusive resorts in South Loop that allow pets. Some of the top pet-friendly resorts in South Loop are: Blueground | South Loop, pool & gym, nr park Marriott Marquis Chicago Hilton Garden Inn Chicago Downtown South Loop Blueground | South Loop, pool & gym, nr park You can see all pet-friendly places to stayin South Loop on PickleTrip

What are the best resorts in South Loop?

Most of the resorts are perfect for travelers, but based on guest reviews in 2026, the best resorts in or near South Loop are: Blueground | South Loop, pool & gym, nr park Marriott Marquis Chicago Hilton Garden Inn Chicago Downtown South Loop Blueground | South Loop, pool & gym, nr park

Which resorts in South Loop are romantic?

Some of the resorts in South Loop have been described as romantic by other travelers: Blueground | South Loop, pool & gym, nr park Marriott Marquis Chicago Hilton Garden Inn Chicago Downtown South Loop Blueground | South Loop, pool & gym, nr park

Best Resorts Rentals in South Loop, IL

From US $230

New

Apartment

Blueground | South Loop, pool & gym, nr park

Air Conditioner
Parking
Pet Friendly

South Loop Resorts & All Inclusive Resorts

Discover the 521 Best Resorts in South Loop

About South Loop Resorts on PickleTrip

Frequently Asked Questions About South Loop Resorts

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