South Loop Cottage Rentals
Condo
10.0(15 Reviews)
2 Bedrooms
3 Baths
6 Guests
10764 ft²
Balcony/Terrace
Kitchen
Air Conditioner
Internet
R11,077/Night
7 Nights - R77,548
Apartment
10.0(4 Reviews)
2 Bedrooms
2 Baths
8 Guests
8611.13 ft²
EV Charge Station
Parking- Air Conditioner
- Internet
R7,213/Night
7 Nights - R50,483
R4,635/Night
7 Nights - R32,441
Condo
10.0(14 Reviews)
2 Bedrooms
2 Baths
5 Guests
689 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
R10,512/Night
7 Nights - R73,589
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
796.53 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
R4,497/Night
7 Nights - R31,468
House
10.0(12 Reviews)
2 Bedrooms
2 Baths
5 Guests
1600 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R11,594/Night
7 Nights - R81,159
Apartment
10.0(2 Reviews)
2 Bedrooms
2 Baths
8 Guests
796.53 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
R4,492/Night
7 Nights - R31,451
Apartment
10.0(11 Reviews)
2 Bedrooms
2 Baths
7 Guests
1109 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R16,861/Night
7 Nights - R118,020
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
904.17 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
R13,497/Night
7 Nights - R94,485
Condo
10.0(5 Reviews)
2 Bedrooms
1 Bath
5 Guests
667 ft²
- Kitchen
- Air Conditioner
- Internet
Child Friendly
R10,466/Night
7 Nights - R73,260
Apartment
10.0(1 Review)
3 Bedrooms
2 Baths
10 Guests
1194.79 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
R9,059/Night
7 Nights - R63,414
New
Apartment
10.0(5 Reviews)
1 Bedroom
1 Bath
4 Guests
550 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R3,238/Night
7 Nights - R22,661
Why Choose Rent By Owner for your South Loop Cottage Rentals?
What makes our Cottage Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for South Loop
How to Book Your South Loop Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in South Loop
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in South Loop, IL
Printers Row
Dearborn Park
Pontiac Building
Second Franklin Building
Mergenthaler Lofts
Dearborn St Station
Film Row Cinema
Spertus Institute of Jewish Studies
Museum of Contemporary Photography
South Side
Near South Side
Prairie District
Frequently Asked Questions About South Loop Rental Cottages
1. What are the top Cottages in South Loop?
There are a lot of options in South Loop. If you plan on staying in the South Loop area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in South Loop:
- Downtown 3bd Penthouse| Lake Mich VIEWS +gym
- Spacious 3BR Corner Family Oasis Near McCormick Place & Soldier Field
- Spacious 3BR Suite South Loop Chicago Near McCormick Place & Soldier Field
- Spacious 2BR in Chicago Near McCormick Sleeps 8
- Sleep 14 | Downtown, Vintage 5bd/2ba (gym+patio)
- McCormick Place Modern 2BR Loft in Downtown Chicago Michigan Avenue with Optional Parking Near Soldier Field
- Grant Park 2BR Condo with Balcony Skyline View & Gym
- Charming 2BR Apartment with Skyline view, Optional Parking & Gym Access Near McCormick Place, Lakefront and Soldier Field
- South Loop 3BD 2BA Condo with Balcony and Parking
- South Loop 2BR Retreat Near Grant Park, Soldier Field, Adler Planetarium & Columbia College
2. How many Cottages are available in South Loop?
Currently, the total number of properties listed by RBO in 2026 is over 562 in the South Loop area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in South Loop.
More Rentals You May Like Near South Loop
House
10.0(1 Review)
1 Bedroom
2 Baths
8 Guests
1797.57 ft²
View- Air Conditioner
- Internet
Pet Friendly
R7,278/Night
7 Nights - R50,945
Apartment
10.0(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R4,432/Night
7 Nights - R31,022
New
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R4,925/Night
7 Nights - R34,469
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
950 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R4,919/Night
7 Nights - R34,436
New
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
950 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R4,803/Night
7 Nights - R33,612
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
950 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R4,663/Night
7 Nights - R32,639
New
Apartment
10.0(2 Reviews)
2 Bedrooms
2 Baths
8 Guests
950 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R5,210/Night
7 Nights - R36,465
Apartment
10.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
850 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R4,357/Night
7 Nights - R30,495
New
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
4 Guests
550 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R3,352/Night
7 Nights - R23,469
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R5,417/Night
7 Nights - R37,916
New
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R5,250/Night
7 Nights - R36,745
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
8 Guests
950 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R5,090/Night
7 Nights - R35,624
