South Loop Vacation Rentals & Ski-in/Ski-out Homes
Condo
- Chicago
- ·
- South Loop
- 0.39 mi to center
10.0Exceptional
(16 Reviews)
2 Bedrooms
3 Baths
6 Guests
10764 ft²
Balcony/Terrace
Kitchen
Air Conditioner
Internet
US $643/Night
7 Nights - US $4,504
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
8 Guests
8611.13 ft²
EV Charge Station
Parking- Air Conditioner
- Internet
US $437/Night
7 Nights - US $3,061
Hotel
- Chicago
- ·
- Near South Side
- 0.38 mi to center
9.2Exceptional
(1255 Reviews)
1 Bath
Breakfast- Parking
Spa- Kitchen
US $250/Night
7 Nights - US $1,751
Condo
- Chicago
- ·
- South Loop
- 0.68 mi to center
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
5 Guests
689 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $622/Night
7 Nights - US $4,356
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
796.53 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $273/Night
7 Nights - US $1,908
House
- Chicago
- ·
- Prairie District
- 0.14 mi to center
10.0Exceptional
(12 Reviews)
2 Bedrooms
2 Baths
5 Guests
1600 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $702/Night
7 Nights - US $4,916
Apartment
- Chicago
- ·
- Printers Row
- 0.13 mi to center
10.0Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
7 Guests
1109 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,022/Night
7 Nights - US $7,156
Condo
- Chicago
- ·
- Printers Row
- 0.23 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
5 Guests
667 ft²
- Kitchen
- Air Conditioner
- Internet
Child Friendly
US $572/Night
7 Nights - US $4,007
Condo
- Chicago
- ·
- South Loop
- 0.43 mi to center
9.8Exceptional
(51 Reviews)
2 Bedrooms
2 Baths
6 Guests
958 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $688/Night
7 Nights - US $4,816
Luxury Places to Stay in South Loop
Over 557+ Luxury Places to Stay in or Near South Loop
Apartment
- Chicago
- ·
- South Loop
- 0.39 mi to center
8.8Fabulous
(4 Reviews)
2 Bedrooms
2 Baths
13 Guests
1001.04 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $2,671/Night
7 Nights - US $18,695
Hotel
- Chicago
- ·
- Near South Side
- 0.34 mi to center
3 Baths
1101.51 ft²
- EV Charge Station
- Parking
- Balcony/Terrace
- Air Conditioner
US $2,250/Night
7 Nights - US $15,750
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
5 Bedrooms
4 Baths
12 Guests
2303.48 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $2,198/Night
7 Nights - US $15,383
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
5 Bedrooms
3 Baths
12 Guests
1851.39 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $2,119/Night
7 Nights - US $14,833
Apartment
- Chicago
- ·
- Printers Row
- 0.12 mi to center
5 Bedrooms
5 Baths
14 Guests
2368 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,091/Night
7 Nights - US $14,638
Apartment
- Chicago
- ·
- Printers Row
- 0.13 mi to center
9.8Exceptional
(8 Reviews)
4 Bedrooms
4 Baths
12 Guests
2217 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,855/Night
7 Nights - US $12,986
Hotel
- Chicago
- ·
- Near South Side
- 0.37 mi to center
8.2Excellent
(825 Reviews)
13 Baths
423.11 ft²
- Breakfast
- Parking
- Balcony/Terrace
- Air Conditioner
US $1,495/Night
7 Nights - US $10,465
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
9.6Exceptional
(11 Reviews)
3 Bedrooms
2 Baths
8 Guests
2368.06 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $1,466/Night
7 Nights - US $10,262
Apartment
- Chicago
- ·
- Printers Row
- 0.13 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
2 Baths
14 Guests
2088 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,407/Night
7 Nights - US $9,849
Top-Rated Vacation Rentals with a Pool in South Loop
Over 71+ Top-Rated Vacation Rentals with a Pool in or Near South Loop
Hotel
- Chicago
- ·
- Near South Side
- 0.41 mi to center
9.2Exceptional
(874 Reviews)
1 Bath
- Breakfast
- Parking
Pool- Balcony/Terrace
US $363/Night
7 Nights - US $2,539
Hotel
- Chicago
- ·
- Near South Side
- 0.40 mi to center
9.0Exceptional
(1005 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $200/Night
7 Nights - US $1,400
Hotel
- Chicago
- ·
- South Loop
- 0.59 mi to center
8.8Fabulous
(2062 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $200/Night
7 Nights - US $1,400
Hotel
- Chicago
- ·
- Near South Side
- 0.40 mi to center
8.6Fabulous
(1005 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $208/Night
7 Nights - US $1,458
Hotel
- Chicago
- ·
- Near South Side
- 0.40 mi to center
8.6Fabulous
(284 Reviews)
1 Bath
301.39 ft²
Private Pool
Oceanfront- Parking
- Pool
US $291/Night
7 Nights - US $2,035
Hotel
- Chicago
- ·
- Near South Side
- 0.40 mi to center
8.5Fabulous
(750 Reviews)
1 Bath
333.68 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $229/Night
7 Nights - US $1,604
Hotel
- Chicago
- ·
- South Loop
- 0.58 mi to center
8.0Excellent
(833 Reviews)
1 Bath
495.14 ft²
- Private Pool
Hot Tub- Breakfast
- Parking
US $453/Night
7 Nights - US $3,171
Hotel
- Chicago
- ·
- South Loop
- 0.58 mi to center
8.0Excellent
(469 Reviews)
1 Bath
301.39 ft²
- Private Pool
- Hot Tub
- Breakfast
- Parking
US $347/Night
7 Nights - US $2,431
Hotel
- Chicago
- ·
- Near South Side
- 0.40 mi to center
7.7Very Good
(348 Reviews)
1 Bath
333.68 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $162/Night
7 Nights - US $1,133
Pet-Friendly Vacation Rentals in South Loop
Over 188+ Pet-Friendly Vacation Rentals in or Near South Loop
Apartment
- Chicago
- ·
- South Loop
- 0.44 mi to center
9.8Exceptional
(35 Reviews)
2 Bedrooms
3 Baths
6 Guests
958 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $727/Night
7 Nights - US $5,088
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
8 Guests
796.53 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $272/Night
7 Nights - US $1,907
Condo
- Chicago
- ·
- South Loop
- 0.43 mi to center
9.8Exceptional
(28 Reviews)
2 Bedrooms
2 Baths
6 Guests
958 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $627/Night
7 Nights - US $4,390
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
904.17 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $818/Night
7 Nights - US $5,729
Apartment
- Chicago
- ·
- Printers Row
- 0.13 mi to center
9.6Exceptional
(22 Reviews)
1 Bedroom
1 Bath
7 Guests
710 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $547/Night
7 Nights - US $3,826
Apartment
- Chicago
- ·
- Printers Row
- 0.12 mi to center
9.6Exceptional
(17 Reviews)
1 Bedroom
1 Bath
7 Guests
710 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $637/Night
7 Nights - US $4,460
Condo
- Chicago
- ·
- Printers Row
- 0.25 mi to center
9.4Exceptional
(35 Reviews)
2 Bedrooms
2 Baths
5 Guests
689 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $651/Night
7 Nights - US $4,554
Apartment
- Chicago
- ·
- South Loop
- 0.44 mi to center
9.4Exceptional
(28 Reviews)
2 Bedrooms
2 Baths
6 Guests
958 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $638/Night
7 Nights - US $4,468
Apartment
- Chicago
- ·
- Printers Row
- 0.13 mi to center
9.4Exceptional
(16 Reviews)
1 Bedroom
1 Bath
7 Guests
710 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $669/Night
7 Nights - US $4,684
Large Vacation Homes & Villas in South Loop
Over 63+ Large Vacation Homes & Villas in or Near South Loop
Apartment
- Chicago
- ·
- South Loop
- 0.39 mi to center
9.4Exceptional
(28 Reviews)
2 Bedrooms
2 Baths
13 Guests
1000 ft²
- Kitchen
- Air Conditioner
- Internet
Laundry
US $194/Night
7 Nights - US $1,359
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
10 Guests
1194.79 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $549/Night
7 Nights - US $3,845
Apartment
- Chicago
- ·
- Near South Side
- 0.41 mi to center
4.0Average
(2 Reviews)
4 Bedrooms
2 Baths
10 Guests
2497 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $636/Night
7 Nights - US $4,455
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
9.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
10 Guests
2152.78 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $1,225/Night
7 Nights - US $8,576
New
Apartment
- Chicago
- ·
- Near South Side
- 0.12 mi to center
10.0Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
10 Guests
1100 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $395/Night
7 Nights - US $2,763
Apartment
- Chicago
- ·
- Prairie District
- 0.03 mi to center
9.6Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
10 Guests
1100 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $380/Night
7 Nights - US $2,661
New
House
- Chicago
- ·
- Near South Side
- 0.39 mi to center
9.2Exceptional
(7 Reviews)
3 Bedrooms
2 Baths
10 Guests
1100 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $380/Night
7 Nights - US $2,661
Apartment
- Chicago
- ·
- Near South Side
- 0.43 mi to center
8.8Fabulous
(3 Reviews)
3 Bedrooms
2 Baths
10 Guests
1120 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $370/Night
7 Nights - US $2,587
New
Apartment
- Chicago
- ·
- Near South Side
- 0.55 mi to center
8.0Excellent
(1 Review)
3 Bedrooms
2 Baths
10 Guests
1100 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $390/Night
7 Nights - US $2,727
Wheelchair Accessible Vacation Homes in South Loop
Over 323+ Wheelchair Accessible Vacation Homes in or Near South Loop
Apartment
- Chicago
- ·
- Printers Row
- 0.13 mi to center
9.2Exceptional
(25 Reviews)
2 Bedrooms
1 Bath
6 Guests
1001 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $682/Night
7 Nights - US $4,771
House
- Chicago
- ·
- Near South Side
- 0.88 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
2 Baths
8 Guests
1797.57 ft²
View- Air Conditioner
- Internet
Pet Friendly
US $441/Night
7 Nights - US $3,089
Hotel
- Chicago
- ·
- Near South Side
- 0.26 mi to center
9.2Exceptional
(1005 Reviews)
1 Bath
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $355/Night
7 Nights - US $2,484
Condo
- Chicago
- ·
- Printers Row
- 0.21 mi to center
1 Bedroom
1 Bath
2 Guests
334 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $484/Night
7 Nights - US $3,389
House
- Chicago
- ·
- Near South Side
- 0.88 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
2 Baths
8 Guests
1797.57 ft²
- Air Conditioner
- Internet
- Pet Friendly
Wheelchair Accessible
US $351/Night
7 Nights - US $2,454
New
Condo
- Chicago
- ·
- South Loop
- 0.27 mi to center
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $286/Night
7 Nights - US $2,000
Apartment
- Chicago
- ·
- South Loop
- 0.40 mi to center
2 Bedrooms
2 Baths
4 Guests
1011 ft²
- Pool
- Spa
- Kitchen
- Air Conditioner
US $201/Night
7 Nights - US $1,406
Apartment
- Chicago
- ·
- South Loop
- 0.40 mi to center
2 Bedrooms
2 Baths
4 Guests
962 ft²
- Pool
- Spa
- Kitchen
- Air Conditioner
US $176/Night
7 Nights - US $1,234
Apartment
- Chicago
- ·
- South Loop
- 0.40 mi to center
2 Bedrooms
1 Bath
4 Guests
972 ft²
- Pool
- Spa
- Kitchen
- Air Conditioner
US $175/Night
7 Nights - US $1,227
South Loop Resorts and Airbnb Homes Under $200
Over 125+ South Loop Resorts and Airbnb Homes Under $200
Apartment
- Chicago
- ·
- South Loop
- 0.32 mi to center
4.0Average
(2 Reviews)
1 Bedroom
2 Baths
1 Guest
- Kitchen
- Air Conditioner
- Internet
- Laundry
US $149/Night
7 Nights - US $1,040
Apartment
- Chicago
- ·
- South Loop
- 0.22 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
441.32 ft²
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $185/Night
7 Nights - US $1,295
Hotel
- Chicago
- ·
- South Loop
- 0.56 mi to center
8.2Excellent
(2751 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $197/Night
7 Nights - US $1,378
Apartment
- Chicago
- ·
- South Loop
- 0.40 mi to center
2 Bedrooms
2 Baths
4 Guests
1011 ft²
- Pool
- Spa
- Kitchen
- Air Conditioner
US $171/Night
7 Nights - US $1,200
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
5.5Average
(2 Reviews)
2 Bedrooms
2 Baths
8 Guests
947.22 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $165/Night
7 Nights - US $1,155
Apartment
- Chicago
- ·
- South Loop
- 0.40 mi to center
2 Bedrooms
2 Baths
4 Guests
962 ft²
- Pool
- Spa
- Kitchen
- Air Conditioner
US $160/Night
7 Nights - US $1,119
Apartment
- Chicago
- ·
- South Loop
- 0.37 mi to center
2 Bedrooms
2 Baths
4 Guests
1036 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $144/Night
7 Nights - US $1,008
Apartment
- Chicago
- ·
- South Loop
- 0.37 mi to center
2 Bedrooms
2 Baths
4 Guests
1049 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $138/Night
7 Nights - US $964
Apartment
- Chicago
- ·
- South Loop
- 0.37 mi to center
2 Bedrooms
2 Baths
4 Guests
1036 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $135/Night
7 Nights - US $948
Instantly Bookable Vacation Homes in South Loop
Over 359+ Instantly Bookable Vacation Homes in or Near South Loop
Condo
- Chicago
- ·
- Printers Row
- 0.13 mi to center
2 Bedrooms
2 Baths
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $345/Night
7 Nights - US $2,418
Apartment
- Chicago
- ·
- Near South Side
- 0.34 mi to center
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $343/Night
7 Nights - US $2,402
Apartment
- Chicago
- ·
- Near South Side
- 0.29 mi to center
1 Bedroom
1 Bath
2 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
US $230/Night
7 Nights - US $1,608
Apartment
- Chicago
- ·
- Near South Side
- 0.56 mi to center
1 Bedroom
1 Bath
6 Guests
- Internet
- Child Friendly
- Laundry
Wellness Facilities
US $213/Night
7 Nights - US $1,492
Apartment
- Chicago
- ·
- South Loop
- 0.40 mi to center
1 Bedroom
1 Bath
2 Guests
643 ft²
- Pool
- Spa
- Kitchen
- Air Conditioner
US $133/Night
7 Nights - US $930
Apartment
- Chicago
- ·
- South Loop
- 0.40 mi to center
1 Bedroom
1 Bath
2 Guests
641 ft²
- Pool
- Spa
- Kitchen
- Air Conditioner
US $129/Night
7 Nights - US $900
Apartment
- Chicago
- ·
- South Loop
- 0.51 mi to center
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $125/Night
7 Nights - US $876
Apartment
- Chicago
- ·
- South Loop
- 0.40 mi to center
1 Bedroom
1 Bath
2 Guests
482 ft²
- Pool
- Spa
- Kitchen
- Air Conditioner
US $117/Night
7 Nights - US $817
Apartment
- Chicago
- ·
- South Loop
- 0.40 mi to center
1 Bedroom
1 Bath
2 Guests
492 ft²
- Pool
- Spa
- Kitchen
- Air Conditioner
US $114/Night
7 Nights - US $795
Book a Last Minute Place to Stay in South Loop
About South Loop Vacation Rentals
Explore over 566 vacation rentals in South Loop with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in South Loop for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in South Loop. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in South Loop tailored to your preferences. On average, these rentals offer 808.85 ft² of space, and are priced at an average of US $445 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in South Loop at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in South Loop
| Type | Count |
|---|---|
| Holiday Apartments | 458 |
| Vacation Homes | 16 |
Use these Quick Filters to Find a Vacation Rental in South Loop
★ Pro Tip: Discover Your Ideal Vacation Rental in South Loop with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in South Loop, IL
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
Other Places to Stay in South Loop, IL
Complexes around South Loop, IL
Frequently Asked Questions About South Loop?
What are the top vacation rentals in South Loop?
When organizing your trip to South Loop, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in South Loop. Peruse our collection of highly-rated properties and secure your reservation today.
- Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba
- Cozy Downtown MICH AVE #7 | gym+rooftop
- Chic 2-Bedroom Townhouse with Rooftop, Free Parking, in Downtown Chicago!
- Dtown Penthouse 11+Parking, Gym, Pvt Patio
- Downtown 3bd Penthouse| Lake Mich VIEWS +gym
- Downtown 2bd #4 - Near Grant Park, Museums, Lake
- Spacious 3BR Corner Family Oasis Near McCormick Place & Soldier Field
- McCormick Patio skyline view 2b/2b with optional Parking/sleep 6
- Luxury Studio Apartment Near McCormick Place & Soldier Field
- Walkable 2BR Apartment in Chicago South Loop with Optional Parking and Gym Access Near McCormick Place, Museum Campus & Lakefront
How many vacation rentals have private pools in South Loop?
Uncover 1 vacation rentals boasting private pools near South Loop. Explore top-rated RBO homes offering access to a swimming pool:
Which vacation homes or resorts in South Loop are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in South Loop. Enjoy great views, locations and save money with SunSki Resorts.™
- Go tel Private Chicago
- Charming 2BR Apartment with Skyline view, Optional Parking & Gym Access Near McCormick Place, Lakefront and Soldier Field
- The Wheeler Mansion
How many SunSkiResorts vacation rentals or resorts are available in South Loop?
Discover the ideal vacation rental in South Loop with SunSki Resorts™. We provide an extensive selection of over 566 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to South Loop.
Nearby Neighborhood (7)
| Neighborhood | Property Count |
|---|---|
| Downtown Chicago Vacation Rentals in Chicago, Illinois | 1367 |
| The Loop Vacation Rentals in Chicago, Illinois | 622 |
| Near South Side Vacation Rentals in Chicago, Illinois | 251 |
| Prairie District Vacation Rentals in Chicago, Illinois | 192 |
| Printers Row Vacation Rentals in Chicago, Illinois | 4161 |
| Ickes Praire Homes Vacation Rentals in Chicago, Illinois | 2101 |
| Chicago Museum Campus Vacation Rentals in Chicago, Illinois | 3309 |
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