South Loop Cottage Rentals
Apartment
10.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
926 ft²
Fireplace/Heating
Kitchen
Air Conditioner
Internet
US $385/Night
7 Nights - US $2,695
Apartment
10.0(4 Reviews)
2 Bedrooms
2 Baths
8 Guests
8611.13 ft²
- Fireplace/Heating
Pet Friendly
Parking- Air Conditioner
US $443/Night
7 Nights - US $3,103
US $266/Night
7 Nights - US $1,859
New
Apartment
10.0(1 Review)
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $924/Night
7 Nights - US $6,465
Apartment
10.0(3 Reviews)
6 Bedrooms
4 Baths
12 Guests
1851.39 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $1,136/Night
7 Nights - US $7,951
Apartment
5 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $779/Night
7 Nights - US $5,453
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
796.53 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $434/Night
7 Nights - US $3,041
Apartment
4 Bedrooms
2 Baths
8 Guests
2110 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $725/Night
7 Nights - US $5,076
Apartment
10.0(2 Reviews)
2 Bedrooms
2 Baths
8 Guests
796.53 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $817/Night
7 Nights - US $5,722
Apartment
4 Bedrooms
2 Baths
10 Guests
2497 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $656/Night
7 Nights - US $4,589
Apartment
10.0(2 Reviews)
4 Bedrooms
3 Baths
10 Guests
1937.5 ft²
- Fireplace/Heating
Balcony/Terrace- Pet Friendly
- Parking
US $772/Night
7 Nights - US $5,404
New
Apartment
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $646/Night
7 Nights - US $4,521
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:
- Cozy Downtown MICH AVE #7 | gym+rooftop
- Chic 2-Bedroom Townhouse with Rooftop, Free Parking, in Downtown Chicago!
- Downtown MICH AVE #20, Grant Park, Museums 2bd/2ba
- Dtown Penthouse 11+Parking, Gym, Pvt Patio
- McCormick South Loop 2BR Suite Near Soldier Field & Museum Campus
- Downtown 3bd Penthouse| Lake Mich VIEWS +gym
- Comfy 3BR Chicago Retreat 420 Friendly Unit Near McCormick Place & Soldier Field
- Spacious 3BR Corner Family Oasis Near McCormick Place & Soldier Field
- McCormick 6B/4Ba Luxury Suite for groups/12 guests
- Downtown 2bd #4 - Near Grant Park, Museums, Lake
2. How many Cottages are available in South Loop?
Currently, the total number of properties listed by RBO in 2026 is over 589 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
Apartment
10.0(1 Review)
6 Bedrooms
3 Baths
12 Guests
2723.27 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $1,181/Night
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3 Bedrooms
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6 Guests
- Fireplace/Heating
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New
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New
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3 Bedrooms
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6 Guests
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- Fireplace/Heating
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US $533/Night
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New
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6 Guests
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US $523/Night
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Apartment
3 Bedrooms
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US $478/Night
7 Nights - US $3,348
New
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3 Bedrooms
2 Baths
6 Guests
1033 ft²
- Fireplace/Heating
- Kitchen
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US $476/Night
7 Nights - US $3,335
New
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3 Bedrooms
2 Baths
6 Guests
926 ft²
- Fireplace/Heating
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- Air Conditioner
- Internet
US $470/Night
7 Nights - US $3,293
Apartment
3 Bedrooms
2 Baths
6 Guests
937 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $450/Night
7 Nights - US $3,148
New
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3 Bedrooms
2 Baths
6 Guests
937 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $407/Night
7 Nights - US $2,852
Apartment
1 Bedroom
2 Baths
6 Guests
926 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $403/Night
7 Nights - US $2,819
