Discover Your Ideal Orland, Illinois Vacation Rental for a Memorable Getaway
Discover Your Perfect Orland Vacation Homes
Best Vacation Homes in Orland
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Orland Luxury Rentals
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Orland Pet Friendly Vacation Rentals
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Orland Top Rated Vacation Rentals
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Why Choose Rent By Owner for your Orland Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Orland
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as the best seasons for exploring the region are during its mild and inviting periods, allowing you to fully enjoy the local ambiance and activities.
Peak Season Highlights
Summer (June to August)
During the warmest months, this destination experiences high demand from travelers seeking outdoor activities and family outings. Booking your vacation rentals early ensures you secure the best options here.
Fall (September to November)
Autumn brings pleasant weather and vibrant scenery, making it a popular time for visitors. Planning ahead allows you to enjoy the region during its most picturesque season with suitable vacation rentals.
Off-Season Highlights
Winter (December to February)
With colder temperatures and fewer tourists, this period offers more affordable vacation rental options. It’s an ideal time if you prefer quieter surroundings and flexible booking choices.
Spring (March to May)
Early spring often sees lower visitation rates, providing a peaceful environment for those seeking to explore without the crowds. Take advantage of this off-peak season for better deals on vacation rentals here.
Weekly Weather Forecast for Orland
How to Book Your Orland Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Orland
Common Vacation Rentals Amenities
What amenities can you expect?
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
Outdoor Amenities
- Enjoy a private outdoor patio or deck to relax and unwind amidst the fresh air.
- Take advantage of spacious yards perfect for outdoor games and family activities.
- Make use of outdoor grills or barbecues for delicious meals during your stay.
- Relax by a communal or private swimming pool available at select properties nearby.
- Benefit from access to outdoor fire pits or fireplaces for cozy evenings under the stars.
- Explore well-maintained gardens or landscaped grounds that enhance the outdoor experience.
- Utilize several outdoor seating areas designed for enjoying the scenic surroundings of here.
Top Attractions Around Orland
What attractions are nearby?
In this welcoming destination, you can enjoy a variety of outdoor activities, shopping trips, and dining experiences that highlight the best of the region's vibrant community and natural surroundings.

Family Activities
- Orland Park Forest Preserve: Explore this expansive natural area offering family-friendly hiking trails, picnic spots, and outdoor activities right in the region.
- Odyssey Fun World: Enjoy a day of indoor fun with arcade games, laser tag, mini-golf, and more at this popular entertainment center in the area.
- Orland Square Mall: Experience a shopping adventure combined with family dining options and occasional special events held throughout the year locally.
- Twin Lakes Recreation Area: Discover outdoor water activities, playgrounds, and scenic trails that make for great family outings near here.
Adult Activities
- Golfing at Centennial Volunteer Golf Course: Enjoy a relaxing day on the greens at this popular golf course, known for its well-maintained fairways and scenic views.
- Shopping at Orland Square Mall: Explore a variety of retail stores and eateries in the area’s largest shopping destination, perfect for a leisurely afternoon.
- Visiting local parks and outdoor spaces: Reconnect with nature and unwind at nearby parks, offering walking trails, picnic areas, and peaceful surroundings.
- Dining at local restaurants: Savor diverse culinary options in the region’s vibrant dining scene, ideal for experiencing the local flavors during your stay.
Other Places to Stay in Orland, IL
Orland Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Attractions: Take advantage of the nearby attractions to immerse yourself in the region's unique culture and history, enhancing your overall experience.
- Plan Your Commute: Familiarize yourself with local transportation options to easily navigate around here and maximize your time at popular spots.
- Choose the Right Accommodation: Select a well-reviewed vacation rental that offers comfort and convenience, ensuring a relaxing stay in this destination.
- Enjoy Seasonal Events: Check the local calendar for seasonal festivals or events that provide authentic entertainment and memorable moments during your visit.
Transportation Options
- Orland Park Transit Center: This hub offers convenient commuter rail and bus services connecting you to the broader Chicago metropolitan area from the region.
- Chicago Midway International Airport: Located nearby, it provides access to numerous domestic flights, making travel to and from here straightforward for visitors arriving by air.
- Driving via Major Highways: Well-connected through I-80 and I-57, driving is a practical option if you prefer exploring at your own pace around the area and beyond.
- Local Taxi and Rideshare Services: Easily available options like taxis and rideshare apps provide quick and reliable transportation within and around this destination, ensuring seamless mobility during your stay.
Local Customs Options
- Native American Heritage:** In the area, respecting the traditions and history of the indigenous peoples is an important aspect of local customs.
- Community Festivals:** Celebrating seasonal events and local heritage through community festivals is a common practice here, offering a glimpse into the area's cultural roots.
- Food Traditions:** Enjoying regional cuisine that reflects the area's agricultural background is a valued part of local customs in this destination.
- Respect for Nature:** There is a strong emphasis on preserving natural spaces, encouraging visitors to follow eco-friendly practices during their stay.
Frequently Asked Questions About Orland?
1. What are the top vacation rentals in Orland?
There are a lot of options in Orland. If you plan on staying in the Orland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Orland:
- 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
- Wingate by Wyndham Tinley Park
- 3BR Tranquil Home in Tinley Park
- Holiday Inn Chicago Tinley Park by IHG
- Wingate by Wyndham Tinley Park
- EVEN Hotel Chicago Tinley Park-Conv Ctr by IHG
- Hampton Inn Chicago Orland Park
- Homewood Suites by Hilton Orland Park
2. How many vacation rentals have private pools in Orland?
There are 1 vacation rentals with private pools near Orland. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Orland are best for families?
If you are looking for a family-friendly vacation home in Orland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Orland:
4. How many Rentbyowner vacation rentals are available in Orland?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 45 in the Orland 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.