Compare Vacation Rentals & Rent By Owner Homes in Orland Square, Orland Park, Illinois, USA
About Orland Square Vacation Rentals
With more than 86 Orland Square 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 Orland Square.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Orland Square, 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 Orland Square. Places to stay near Orland Square are 552.24 ft² on average, with prices averaging US $254 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Orland Square with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Orland Square Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Orland Square?
- Gorgeous Log Home in Chicagoland!
- Thirty Day Minimum Condo in Chicago SW Suburbs of Orland Park Illinois
- Delightful 4-bedroom house with AC in Tinley Park
- Cozy/Private 3 BR nestled on an acre of Serenity
- Charming 2-Bedroom Apt. King Bed, Desk, Fast WiFi, A/C, Near Hospitals
- *The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
- Crestwood Gem! Family and pets friendly 3-bedroom house with WiFi, AC
- Wingate by Wyndham Tinley Park
- 3BR Tranquil Home in Tinley Park
- Holiday Inn Chicago Tinley Park by IHG
How many Rentbyowner vacation rentals are available in Orland Square?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 86 in the Orland Square 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 Orland Square.
Nearby Neighborhood (12)
| Neighborhood | Property Count |
|---|---|
| Roseland Vacation Rentals in Chicago, Illinois | 92 |
| Washington Heights Vacation Rentals in Chicago, Illinois | 89 |
| Ashburn Vacation Rentals in Chicago, Illinois | 109 |
| Garfield Ridge Vacation Rentals in Chicago, Illinois | 123 |
| Morgan Park Vacation Rentals in Chicago, Illinois | 62 |
| West Lawn Vacation Rentals in Chicago, Illinois | 103 |
| Chicago Lawn Vacation Rentals in Chicago, Illinois | 95 |
| West Pullman Vacation Rentals in Chicago, Illinois | 54 |
| Clearing Vacation Rentals in Chicago, Illinois | 126 |
| East Beverly Vacation Rentals in Chicago, Illinois | 75 |
| Beverly Vacation Rentals in Chicago, Illinois | 57 |
| Mount Greenwood Vacation Rentals in Chicago, Illinois | 62 |
