South Side Cabin Rentals
Apartment
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
1500 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Air Conditioner
US $936/Night
7 Nights - US $6,553
Apartment
10.0(4 Reviews)
2 Bedrooms
2 Baths
8 Guests
8611.13 ft²
- Fireplace/Heating
Pet Friendly
Parking- Air Conditioner
US $437/Night
7 Nights - US $3,061
Hotel
8.8(2364 Reviews)
1 Bath
- Balcony/Terrace
Breakfast- Kitchen
- Parking
US $209/Night
7 Nights - US $1,460
Condo
9.4(15 Reviews)
3 Bedrooms
1 Bath
6 Guests
1000 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $626/Night
7 Nights - US $4,385
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
796.53 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $429/Night
7 Nights - US $3,001
New
Hotel
4 Baths
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,066/Night
7 Nights - US $7,459
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
New
Hotel
3 Baths
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $978/Night
7 Nights - US $6,846
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
850.35 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $1,176/Night
7 Nights - US $8,231
New
Hotel
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $510/Night
7 Nights - US $3,567
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
904.17 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $818/Night
7 Nights - US $5,729
House
10.0(12 Reviews)
2 Bedrooms
2 Baths
5 Guests
1600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $655/Night
7 Nights - US $4,585
Why Choose Rent By Owner for your South Side Cabin Rentals?
What makes our Cabin 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 Side
How to Book Your South Side Cabin Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cabin 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 Side
Common Cabin Rentals Amenities
What amenities can you expect?
Our Cabin 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 Side, IL
Dearborn Park
Film Row Cinema
Gen. John Logan Memorial
Ping Tom Memorial Park
Field Museum of Natural History
Olmec Head No 8
John G. Shedd Aquarium
National Vietnam Veterans Art Museum
Chinatown
South Loop
Near South Side
Prairie District
South Side Cabin Rentals Frequently Asked Questions
1. What are the top Cabins in South Side?
There are a lot of options in South Side. If you plan on staying in the South Side area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cabins in South Side:
- Comfy 3BR Chicago Retreat 420 Friendly Unit Near McCormick Place & Soldier Field
- Spacious 3BR Corner Family Oasis Near McCormick Place & Soldier Field
- McCormick Apt 3BR Corner Oasis Near Soldier Field & Museum Campus
- Spacious 3BR · Bronzeville/South Loop · Sleeps 8
- South Loop · 3 Kings · Steps from McCormick Place
- South Loop Chicago 3BR Corner Suite Near Museum Campus & Millennium Park
- Stylish Cozy 3BR Smoking Friendly Unit Near McCormick Place & Museum Campus
- 420 friendly 3BR/2BA heaven with optional parking and sleeps 8
- Chicago 4BR Hideaway Close to Downtown & Museums
- McCormick Place Modern 2BR Loft in Downtown Chicago Michigan Avenue with Optional Parking Near Soldier Field
2. How many Cabins are available in South Side?
Currently, the total number of properties listed by RBO in 2026 is over 578 in the South Side area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cabins in South Side.
More Rentals You May Like Near South Side
Apartment
10.0(1 Review)
3 Bedrooms
2 Baths
10 Guests
1194.79 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $549/Night
7 Nights - US $3,845
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $412/Night
7 Nights - US $2,885
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $394/Night
7 Nights - US $2,760
New
Apartment
10.0(3 Reviews)
1 Bedroom
1 Bath
4 Guests
550 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $334/Night
7 Nights - US $2,340
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
8 Guests
950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $274/Night
7 Nights - US $1,916
Apartment
10.0(2 Reviews)
2 Bedrooms
2 Baths
8 Guests
950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $338/Night
7 Nights - US $2,367
Apartment
10.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $336/Night
7 Nights - US $2,354
Apartment
10.0(2 Reviews)
2 Bedrooms
2 Baths
8 Guests
950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $296/Night
7 Nights - US $2,073
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $457/Night
7 Nights - US $3,196
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
8 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $384/Night
7 Nights - US $2,689
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
8 Guests
950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $338/Night
7 Nights - US $2,367
New
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
8 Guests
950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $304/Night
7 Nights - US $2,129
