South Loop Accommodations - Hotels & Rentals

Frequently Asked Questions About South Loop?

What are the top hotels, lake houses & vacation rentals in South Loop?

We provide an array of great vacation destinations in South Loop. If you are looking to stay in or around the South Loop area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation 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
• Luxéry Stay South Loop - McCormick/Wintrust Area
• 420 friendly 3BR/2BA heaven with optional parking
• 2BR South Loop Apt—Walk to Lake, Museums, Aquarium + Pool, Gym, WiFi, & Conv Ct
• McCormick Place 2b/2b family unit with optional parking for up to 8 guests
• Family and Group Friendly 5BR Spacious Unit with Pool Table and Optional Parking Near McCormick Place and Soldier Field

How many Hotels & Vacation Rentals have private pools in South Loop?

We have 2 Hotels & Vacation Rentals featuring a private pool in and near South Loop. Some of the best destinations to stay that feature or have access to a swimming pool are:

• S Loop Studio w Pool Gym Spa nr Grant Park CHI-739
• Blueground South Loop pool golf sim nr museum CHI-1047

Which hotel, lake house, or vacation rental in South Loop is best for families?

Searching for a family-friendly getaway in South Loop? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

• Modern 2BR Stay in South Loop with Optional Parking & Gym Access Near Museum Campus & Grant Park
• 420 friendly 2br/2ba with optional parking/sleeps 8
• Spacious 2BR South Loop Suite with Skyline View, Optional Parking and Gym Access Close to McCormick Place, Grant Park, Museum Campus & CTA Lines

How many hotels, resorts, or rentals are available in South Loop?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 505 in the South Loop area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in South Loop.

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