Far Southwest Side Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Far Southwest Side, Illinois, USA

From US $368 per night
New
5 Bedrooms 16 Guests
From US $94 per night
7.2 (221 Reviews)
1 Bedroom 2 Guests
5.2 (5 Reviews)
53 Bedrooms 12 Guests
7.2 (30 Reviews)
1 Bedroom 2 Guests
5.1 (18 Reviews)
72 Bedrooms 6 Guests
9.0 (28 Reviews)
2 Bedrooms 6 Guests
9.0 (2 Reviews)
1 Bedroom 6 Guests
8.0 (1 Review)
2 Bedrooms 4 Guests
New
2 Bedrooms 4 Guests
New
2 Bedrooms 4 Guests
New
1 Bedroom 2 Guests
From US $353 per night
10.0 (12 Reviews)
4 Bedrooms 10 Guests
10.0 (3 Reviews)
3 Bedrooms 8 Guests
From US $652 per night
9.6 (4 Reviews)
4 Bedrooms 14 Guests
8.8 (6 Reviews)
4 Bedrooms 11 Guests
5.8 (6 Reviews)
4 Bedrooms 12 Guests
From US $83 per night
New
1 Bedroom 4 Guests
New
4 Bedrooms 2 Guests

About Far Southwest Side Vacation Rentals

With more than 59 Far Southwest Side vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) 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 an RBO property in Far Southwest Side.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Far Southwest Side, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO 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 (RBOs), and other popular Airbnb-style properties in Far Southwest Side. Places to stay near Far Southwest Side are 231 ft² on average, with prices averaging US $237 a night.

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

Frequently Asked Questions About Far Southwest Side?

What are the top vacation rentals in Far Southwest Side?

How many Rentbyowner vacation rentals are available in Far Southwest Side?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 59 in the Far Southwest Side area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Far Southwest Side. 

Nearby Neighborhood (14)

Neighborhood Property Count
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