Near South Side Rentals By Owner

There are a lot of options in Near South Side. If you plan on staying in the Near South Side area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Near South Side:

• Chic 2-Bedroom Townhouse with Rooftop, Free Parking, in Downtown Chicago!
• 2BR South Loop Apt—Walk to Lake, Museums, Aquarium + Pool, Gym, WiFi, & Conv Ct
• Group-Friendly 6BR Luxury Suite in Prime South Loop Location with Optional Parking and Gym Access Near McCormick Place, Soldier Field and Grant Park
• McCormick 3BR HUGE unit, Optional Parking with Ping-pong
• South Loop 3BD 2BA Condo with Balcony and Parking
• Modern 2BR Stay in South Loop with Optional Parking & Gym Access Near Museum Campus & Grant Park
• Spacious 2BR South Loop Suite with Skyline View, Optional Parking and Gym Access Close to McCormick Place, Grant Park, Museum Campus & CTA Lines
• Charming 2BR Apartment with Skyline view, Optional Parking & Gym Access Near McCormick Place, Lakefront and Soldier Field
• South Loop 2BR Chicago 420-Friendly Near McCormick & Chinatown
• McCormick Place 2BR Suite with Patio, Skyline View and Optional Parking Sleeps 6 Near Soldier Field and Grant Park

There are many large, family-friendly vacation homes available in Near South Side; however, here are the most popular family rentals listed on our site:

• Comfy 3BR Chicago Retreat 420 Friendly Unit Near McCormick Place & Soldier Field
• Spacious 6BR Luxury Suite Perfect for Groups Near McCormick Place and Soldier Field
• Spacious 5BR Chicago Suite Near McCormick Place & Soldier Field
• McCormick 3B/2Ba w optional parking/Up to 8 guests

Yes, there are 486 self-catering vacation homes in Near South Side that have hot tubs, swimming pools, & other amenities.

There are more than 486 luxury villas and vacation homes in or near Near South Side. Filter by price to compare find the most expensive places to stay on Maimonbeach.

Yes, there are 486 pet friendly vacation homes and places to stays that are available in or near Near South Side that you may consider.