Compare Vacation Rentals & Rent By Owner Homes in Woodlawn, Chicago, Illinois, USA
About Woodlawn Vacation Rentals
With more than 100 Woodlawn 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 Woodlawn.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Woodlawn, 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 Woodlawn. Places to stay near Woodlawn are 565.32 ft² on average, with prices averaging AU $325 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Woodlawn with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Other Places to Stay in Woodlawn, IL
Frequently Asked Questions About Woodlawn?
What are the top vacation rentals in Woodlawn?
- Luxury Stay on UChicago Campus 11 min walk to hospitals
- Modern Apt Near U of Chicago!
- University of Chicago Condo-Upgraded and Spacious w/Parking
- The Woodlawn Oasis is an absolutely beautiful newly rehabbed apartment!
- The Hyde Park Haven
- The Brown House - A luxurious UChicago Campus stay
- High-end 2Bdrm Garden Apt. Where Comfort Meets Style
- Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.
- Luxe Loft vibe –4BR/3BA Apt– King Suite-11 minutes from downtown-Families-Groups
- Spacious 4-bedroom apartment in fabulous Chicago with WiFi, AC
How many Rentbyowner vacation rentals are available in Woodlawn?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 100 in the Woodlawn 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 Woodlawn.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Hyde Park Vacation Rentals in Chicago, Illinois | 107 |
