Best Vacation Homes in Orland Square
- Air Conditioner
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- Pool
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- Pet Friendly
- Security/Safety
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- Air Conditioner
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- Pool
- Air Conditioner
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Why Choose Rent By Owner for your Orland Square Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Orland Square Vacation Rentals
Where are the best neighborhoods to stay in Orland Square?
When exploring neighborhoods to stay in Orland Square, Orland Park, Illinois, you'll find a variety of appealing options that cater to different preferences. Each area offers convenient access to local amenities and a welcoming community atmosphere, making it an ideal choice for your next getaway. Whether you're seeking a lively neighborhood or a quiet retreat, Orland Park provides a range of neighborhoods that suit your travel needs, ensuring a comfortable and enjoyable stay in this charming Illinois suburb.
Beverly
This neighborhood offers a peaceful residential atmosphere with easy access to local parks and community amenities, making it an ideal choice for those seeking a comfortable stay in the region.
View 57+ Rentals in BeverlyRoseland
Known for its convenience and friendly environment, Roseland provides a welcoming setting close to essential services, perfect for travelers looking for practical accommodations nearby.
View 92+ Rentals in RoselandMorgan Park
Set in a vibrant community, Morgan Park blends suburban charm with accessibility, offering a range of options for a relaxing stay within reach of the area's attractions.
View 62+ Rentals in Morgan ParkAshburn
This neighborhood features diverse dining and shopping options, providing a lively yet comfortable backdrop for visitors seeking an authentic experience in the region.
View 109+ Rentals in AshburnClearing
Offering convenient transportation links and local amenities, Clearing is well-suited for those wanting a straightforward and accessible stay close to the area's key points of interest.
View 126+ Rentals in ClearingChicago Lawn
With its blend of residential and commercial spaces, Chicago Lawn offers guests a dynamic environment that combines comfort with proximity to major transit routes.
View 95+ Rentals in Chicago LawnWest Lawn
Renowned for its community-oriented vibe, West Lawn provides a peaceful setting where you can enjoy a relaxed pace while remaining connected to the region’s essentials.
View 103+ Rentals in West LawnWashington Heights
Situated in a historic area, Washington Heights delivers an inviting atmosphere with easy access to local parks and cultural landmarks, ideal for a memorable stay.
View 89+ Rentals in Washington HeightsBest Times to Visit Orland Square
When should you plan your Vacation Rentals stay?
Choosing the right time to visit this destination ensures you enjoy a comfortable and enjoyable stay, whether you're seeking warm weather or quieter periods in the region's climate, allowing you to make the most of your vacation experience here.
Peak Season Highlights
Summer (June to August)
During summer, you can enjoy the warm weather and longer daylight hours, making it an ideal time to explore the area and book vacation rentals that maximize your outdoor experiences.
Fall (September to November)
Autumn offers pleasant temperatures and vibrant foliage, attracting visitors seeking a charming atmosphere and cozy vacation rentals in this region.
Off-Season Highlights
Winter (December to February)
The winter months bring cooler temperatures with fewer tourists, providing a peaceful setting for booking vacation rentals when the region is quieter and more affordable.
Spring (March to May)
In early spring, the area awakens with blooming landscapes and mild weather, offering a great opportunity for travelers to find budget-friendly vacation rentals before the peak season begins.
Weekly Weather Forecast for Orland Square
How to Book Your Orland Square 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 Square
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 outdoor seating areas such as patios or decks for relaxing or dining al fresco
- Take advantage of landscaped gardens or green spaces perfect for leisurely strolls
- Utilize private yards or lawns ideal for outdoor activities and gatherings
- Benefit from access to community parks or recreational areas nearby for family fun
- Make use of outdoor grills or barbeque facilities for enjoyable cookouts
- Experience your stay with scenic views of the surrounding region’s natural beauty
- Explore nearby walking or biking trails for outdoor adventure within easy reach
Top Attractions Around Orland Square
What attractions are nearby?
Within this vibrant area, you can enjoy a variety of nearby activities, from shopping and dining to outdoor recreation, making your stay in Orland Square, Orland Park an enjoyable and convenient experience.
Family Activities
- Orland Square Shopping Center: Enjoy a fun-filled day of shopping and dining at this popular mall, perfect for family outings in the area.
- Orland Park Sportsplex: Engage in various sports activities and recreational programs suitable for children and adults alike within the region.
- Orland Park Public Library: Participate in storytime sessions, family events, and educational programs designed to entertain and inform your loved ones here.
- Oak Ridge Marsh Nature Preserve: Explore scenic walking trails and observe local wildlife, making it an ideal outdoor adventure for families visiting this part of Illinois.
Adult Activities
- Shopping at Orland Square Mall: Enjoy a variety of retail stores and dining options at this popular shopping destination right in the area.
- Golfing at the nearby courses: Spend your day on lush fairways at local golf courses that offer a relaxing escape for enthusiasts and beginners alike.
- Cultural experiences at local art galleries: Explore the regional arts scene by visiting galleries that showcase talented local artists and vibrant collections.
- Relaxing at wellness spas: Treat yourself to rejuvenating treatments and massages at wellness spas conveniently located near your vacation rental here.
Orland Square Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Travel During Off-Peak Seasons: Visiting during less busy times can help you enjoy a more relaxed experience and better availability of quality vacation rentals nearby.
- Explore Local Dining Options: Take advantage of the area's diverse eateries to taste authentic regional flavors and support local businesses during your stay.
- Utilize Nearby Transportation Services: Familiarize yourself with accessible transit options to effortlessly explore the region and make the most of your visit.
- Take Advantage of Personalized Amenities: Choose vacation rentals that offer tailored amenities to enhance comfort and create a home-away-from-home atmosphere here in the region.
Transportation Options
- Metra Train Service: The Metra offers convenient commuter rail options connecting the area to downtown Chicago and other parts of Illinois, making travel easy for visitors staying in local vacation rentals.
- Regional Bus Services: Local bus routes provide accessible transportation across Orland Park and nearby suburbs, allowing you to explore the region comfortably without a personal vehicle.
- Taxi and Rideshare Options: Taxis and rideshare services like Uber and Lyft are readily available, offering flexible transportation directly from your vacation rental here.
- Driving and Car Rentals: Having a car provides the freedom to navigate the area's attractions at your own pace, with numerous rental agencies conveniently located for your stay.
Local Customs Options
- Greetings and Courtesies: Locals value respectful greetings, often starting conversations with a friendly "hello" or "good morning," reflecting the area's welcoming community spirit.
- Dining Etiquette: When dining in the region, it’s customary to appreciate local cuisine with polite manners, as sharing meals is an integral part of social interactions here.
- Community Events: Participating in neighborhood events such as local fairs or festivals showcases respect for community traditions and fosters a sense of belonging.
- Respect for Local Spaces: Maintaining cleanliness and respecting public spaces demonstrates the community’s pride in this destination’s well-maintained environment.
Frequently Asked Questions About Orland Square?
1. What are the top vacation rentals in Orland Square?
There are a lot of options in Orland Square. If you plan on staying in the Orland Square 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 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
2. 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.
3. What is the cancellation policy for vacation rentals in Orland Square area?
4. How do I inquire about additional amenities or special requests for my stay?
5. Are there any specific check-in or check-out instructions I should be aware of?
6. Is it possible to modify or extend my booking once confirmed?
7. What safety and cleanliness measures are in place at vacation rentals in this region?
Best Vacation Homes in Orland Square
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Parking
- Pet Friendly
