Short-Term Rentals in South Loop, IL: Compare 10+ Sites & Save

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2203 Best Short-Term Rentals in South Loop (Starting from $120)

Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
Apartment
Chicago, IL, USA
0.5k from South Loop center

Apartments, Cheap, Accommodations, Serviced apartments, 4-star, Lodgings, Vacation rentals, Places to stay, Self-catering

61 Bedrooms42 Guests
8.1

Very Good

525 reviews

$167
Average price / night
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Hip South Loop Studio w/ Lounge, Pool & Gym near Grant Park, by Blueground
Hip South Loop Studio w/ Lounge, Pool & Gym near Grant Park, by Blueground
Apartment
Chicago, IL, 60605, United States
0.3k from South Loop center

AC, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
New to Booking
$177
Average price / night
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S Loop 1BR w Gym Lounge 1 block to L CHI-525
S Loop 1BR w Gym Lounge 1 block to L CHI-525
Apartment
Chicago, IL, USA
0.6k from South Loop center

Apartments, Accommodations, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
New to Booking
$211
Average price / night
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Hip South Loop Studio w/ Lounge, Pool & Gym nr Grant Park, by Blueground
Hip South Loop Studio w/ Lounge, Pool & Gym nr Grant Park, by Blueground
Apartment
Chicago, IL, 60605, United States
0.3k from South Loop center

AC, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
New to Booking
$137
Average price / night
Check Availability
Blueground South Loop pool golf sim nr museum CHI-1047
Blueground South Loop pool golf sim nr museum CHI-1047
Apartment
Chicago, IL, USA
0.6k from South Loop center

Apartments, Accommodations, Pools, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom2 Guests
New to Booking
$120
Average price / night
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Luxe South Loop Studio w/ Lounge, Pool & Gym nr Grant Park, by Blueground
Luxe South Loop Studio w/ Lounge, Pool & Gym nr Grant Park, by Blueground
Apartment
Chicago, IL, 60605, United States
0.3k from South Loop center

AC, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
New to Booking
$190
Average price / night
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South Loop 3 Bedroom Apt
South Loop 3 Bedroom Apt
Apartment
Chicago, IL, USA
0.6k from South Loop center

Fireplace/Heating, Air Conditioner, Internet, Parking, Sports/Activities, Security/Safety, Child Friendly

1 Bedroom8 Guests
New to Booking
$211
Average price / night
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Massive Luxury 5BR Loft Near McCormick Place & Soldier Field Good for 12 Guests
Massive Luxury 5BR Loft Near McCormick Place & Soldier Field Good for 12 Guests
Apartment
Chicago, IL, 60616, United States
0.4k from South Loop center

AC, Barbecue, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet

5 Bedrooms12 Guests
9.0

Fabulous

2 reviews

$1292
Average price / night
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S Loop Studio w Pool Gym Spa nr Grant Park CHI-739
S Loop Studio w Pool Gym Spa nr Grant Park CHI-739
Apartment
Chicago, IL, USA
0.6k from South Loop center

Apartments, Accommodations, Pools, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom2 Guests
New to Booking
$255
Average price / night
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Luxury Studio Apartment Near McCormick Place & Soldier Field
Luxury Studio Apartment Near McCormick Place & Soldier Field
Apartment
Chicago, IL, 60616, United States
0.4k from South Loop center

AC, Barbecue, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$436
Average price / night
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Sleek and Spacious 420 friendly 3BR Retreat Near McCormick Place, Museum Campus and Soldier Field
Sleek and Spacious 420 friendly 3BR Retreat Near McCormick Place, Museum Campus and Soldier Field
Apartment
Chicago, IL, USA
0.8k from South Loop center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family

3 Bedrooms6 Guests
2.5

Review score

2 reviews

$453
Average price / night
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Suite Success • Business Class Living • Sleeps 4
Suite Success • Business Class Living • Sleeps 4
Condo
Chicago, IL, 60605, United States
0.4k from South Loop center

AC, Balcony, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

2 Bedrooms4 Guests
New to Booking
$286
Average price / night
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McCormick 2Br-2Ba for 8 guests with Optional Parking & Gym
McCormick 2Br-2Ba for 8 guests with Optional Parking & Gym
Apartment
Chicago, IL, USA
0.8k from South Loop center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

2 Bedrooms8 Guests
New to Booking
$358
Average price / night
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Chic 2-Bedroom Townhouse with Rooftop, Free Parking, in Downtown Chicago!
Chic 2-Bedroom Townhouse with Rooftop, Free Parking, in Downtown Chicago!
House
Chicago, IL, 60605, United States
0.4k from South Loop center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms5 Guests
10.0

Exceptional

12 reviews

$637
Average price / night
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Spacious 2BR on Michigan Ave with Private Patio, Optional Parking & Gym Near McCormick Convention Center, Soldier Field and Grant Park
Spacious 2BR on Michigan Ave with Private Patio, Optional Parking & Gym Near McCormick Convention Center, Soldier Field and Grant Park
Apartment
Chicago, IL, USA
0.8k from South Loop center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

2 Bedrooms6 Guests
3.0

Review score

1 reviews

$404
Average price / night
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McCormick Place Spacious 3b/2b with optional parking/sleeps 10
McCormick Place Spacious 3b/2b with optional parking/sleeps 10
Apartment
Chicago, IL, 60616, United States
0.5k from South Loop center

AC, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
New to Booking
$719
Average price / night
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Downtown Chicago 2BR Getaway South Loop Comfort Near McCormick Place, Soldier Field and Grant Park
Downtown Chicago 2BR Getaway South Loop Comfort Near McCormick Place, Soldier Field and Grant Park
Apartment
Chicago, IL, USA
0.8k from South Loop center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay

2 Bedrooms8 Guests
New to Booking
$360
Average price / night
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McCormick Place luxurious 3b/2ba Family Heaven with optional parking/sleeps 10
McCormick Place luxurious 3b/2ba Family Heaven with optional parking/sleeps 10
Apartment
Chicago, IL, 60616, United States
0.5k from South Loop center

AC, Barbecue, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms10 Guests
New to Booking
$621
Average price / night
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Group-Friendly 6BR Luxury Suite in Prime South Loop Location with Optional Parking and Gym Access Near McCormick Place, Soldier Field and Grant Park
Group-Friendly 6BR Luxury Suite in Prime South Loop Location with Optional Parking and Gym Access Near McCormick Place, Soldier Field and Grant Park
Apartment
Chicago, IL, USA
0.8k from South Loop center

Apartments, Luxury, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family

6 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$1181
Average price / night
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Modern 3BR Corner Suite Near McCormick Place & Soldier Field that Sleeps 10
Modern 3BR Corner Suite Near McCormick Place & Soldier Field that Sleeps 10
Apartment
Chicago, IL, 60616, United States
0.5k from South Loop center

AC, Barbecue, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms10 Guests
9.6

Exceptional

4 reviews

$761
Average price / night
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Luxury 6BR Suite Prime South Loop Perfect Location for Families or Groups Near Soldier Field, Museum Campus & McCormick Place
Luxury 6BR Suite Prime South Loop Perfect Location for Families or Groups Near Soldier Field, Museum Campus & McCormick Place
Apartment
Chicago, IL, USA
0.8k from South Loop center

Apartments, Luxury, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family

6 Bedrooms12 Guests
New to Booking
$779
Average price / night
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Penthouse Paradise •Executive Elegance • Elevated Amenities • Sleeps 6
Penthouse Paradise •Executive Elegance • Elevated Amenities • Sleeps 6
Condo
Chicago, IL, 60605, United States
0.5k from South Loop center

AC, Dryer, Fitness Equipment, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
New to Booking
$318
Average price / night
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Modern 3BR South Loop Living Family Unit Near Adler Planetarium & McCormick Convention Center
Modern 3BR South Loop Living Family Unit Near Adler Planetarium & McCormick Convention Center
Apartment
Chicago, IL, USA
0.8k from South Loop center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family

3 Bedrooms8 Guests
New to Booking
$320
Average price / night
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Budget-Friendly Room| Free Coffee | Downtown
Budget-Friendly Room| Free Coffee | Downtown
Apartment
Chicago, IL, 60605, United States
0.5k from South Loop center

AC, Internet, Microwave, No Smoking, TV

2 Bedrooms1 Guest
New to Booking
$121
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in South Loop.

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South Loop Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 2203 verified short-term rentals in South Loop, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in South Loop vary depending on location, property size, and travel dates. Rates typically start from around $120 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in South Loop include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in South Loop, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in South Loop often include amenities such as Wellness Facilities, Fireplace/Heating, and Accessibility, providing a comfortable and convenient stay.

Short-term rentals in South Loop are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.