The Cabins In Hope - Vacation Rentals in South Loop

Cozy Downtown MICH AVE #7 | gym+rooftop From US $604
         

10.0 (13 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV
Hyatt Regency McCormick Place Chicago From US $277
         

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9.2 (1095 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba From US $618
         

10.0 (12 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV
Dtown Penthouse 11+Parking, Gym, Pvt Patio From US $747
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Downtown 3bd Penthouse| Lake Mich VIEWS +gym From US $715
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Comfy 3BR Chicago Retreat 420 Friendly Unit Near McCormick Place & Soldier Field From US $507
         

Downtown 2bd #4 - Near Grant Park, Museums, Lake From US $601
         

10.0 (5 Reviews)
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Luxury Places to Stay in South Loop

Over 574+ Luxury Places to Stay in or Near South Loop
South Loop 2 Bedroom Apt From US $2,671
         

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8.8 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
McCormick Suites by Slumber Stay From US $2,250
         

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New
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Downtown Penthouse 5bd VIEWS | Parking, Gym+Pool From US $2,218
         

Top-Rated Vacation Rentals with a Pool in South Loop

Over 71+ Top-Rated Vacation Rentals with a Pool in or Near South Loop
Home2 Suites by Hilton Chicago McCormick Place From US $374
         

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9.2 (849 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn Chicago McCormick Place From US $190
         

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9.0 (1008 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hilton Garden Inn Chicago Downtown South Loop From US $174
         

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8.8 (2020 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hilton Garden Inn Chicago McCormick Place From US $189
         

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8.6 (1000 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Home2 Suites By Hilton Chicago McCormick Place From US $291
         

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8.6 (284 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn Chicago McCormick Place From US $185
         

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8.5 (750 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Homewood Suites By Hilton Chicago Downtown South Loop From US $453
         

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8.0 (833 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hilton Garden Inn Chicago Downtown South Loop From US $369
         

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8.0 (469 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in South Loop

Over 217+ Pet-Friendly Vacation Rentals in or Near South Loop
Spacious 3BR · Bronzeville/South Loop · Sleeps 8 From US $845
         

South Loop · 3 Kings · Steps from McCormick Place From US $582
         

Downtown Lake VIEWS, Mich Ave, Museums 2bd/2ba From US $670
         

9.8 (49 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV
MICH AVE, Downtown, Grant Park 2bd/2ba #23 From US $622
         

9.8 (33 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Downtown Penthouse - Mich Ave 2bd | +gym & VIEWS From US $604
         

9.8 (32 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV
MICH AVE Downtown 2bd, Grant Park Museums 25 From US $623
         

9.8 (31 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV
MICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba From US $641
         

9.8 (28 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV

Large Vacation Homes & Villas in South Loop

Over 78+ Large Vacation Homes & Villas in or Near South Loop
Large 4BR Cozy Stay Near Field Museum & McCormick From US $772
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
McCormick 6B/4Ba Luxury Suite for groups/12 guests From US $1,023
         

Wheelchair Accessible Vacation Homes in South Loop

Over 307+ Wheelchair Accessible Vacation Homes in or Near South Loop
Stylish 3BR Gem in Prime Location From US $441
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • View
Marriott Marquis Chicago From US $331
         

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9.0 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

South Loop Vacation Rentals and Airbnb Places to Stay Under $200

Over 116+ South Loop Vacation Rentals and Airbnb Places to Stay Under $200
Best Western Grant Park Hotel From US $189
         

8.2 (2709 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Blueground | Central Station, pool, nr Grant Park From US $198
         

Blueground | Central Station, pool, nr Grant Park From US $197
         

Exquisite South Loop 1BR nr L & Grant Park, by Blueground From US $192
         

Modern 1-bedroom with access to GYM and Lounge! Close to McCormick From US $174
         

New
Apartment
  • Designated Smoking Area
  • Wellness Facilities
  • Child Friendly
Impeccable South Loop 2BR nr L & Grant Park, by Blueground From US $173
         

Instantly Bookable Vacation Homes in South Loop

Over 337+ Instantly Bookable Vacation Homes in or Near South Loop
Spacious 5BR Chicago Suite Near McCormick Place & Soldier Field From US $548
         

8.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Stylish Cozy 3BR Smoking Friendly Unit Near McCormick Place & Museum Campus From US $523
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Near McCormick Place 420-Friendly 3BR/2BA with Optional Parking and sleeps 8 From US $603
         

420 friendly 3BR/2BA heaven with optional parking and sleeps 8 From US $509
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
McCormick Place Studio/Optional parking/sleeps up to 4 From US $329
         

Modern 420-Friendly 3BR Unit Near McCormick & Lakefront From US $537
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area

About South Loop Vacation Rentals

With more than 583 South Loop vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Thecabinsinhope and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in South Loop.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Thecabinsinhope South Loop, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in South Loop. Places to stay near South Loop are 868.49 ft² on average, with prices averaging US $531 a night.

Thecabinsinhope makes it easy and safe to find and compare vacation rentals in South Loop with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in South Loop

Type Count
Holiday Apartments 484
Hotels 62
Vacation Homes 16

Use these Quick Filters to Find a Vacation Rental in South Loop

Pro Tip: Thecabinsinhope makes it easy to compare the best listings on Thecabinsinhope homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Thecabinsinhope homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in South Loop.

Weather in South Loop

View the weather forecast for South Loop before booking your South Loop Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

South Loop Vacation Rental Frequently Asked Questions

What are the top vacation rentals in South Loop?
How many vacation rentals are available in South Loop?

Currently, the total number of properties listed in 2026 is over 583 in the South Loop area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in South Loop.