Orland Park vacation rentals

We found 174 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Orland Park to find one that's perfect for your trip. Vacation homes provide the best amenities for your family, friends, or furry companion, such as air conditioning and a pool. At the end of the day, you'll find a rental that has what everyone needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Orland Park

Why visit Orland Park

  • Family-Friendly Attractions: Orland Park offers a variety of activities suitable for families, ensuring fun for all ages.
  • Cultural Experiences: Explore the area's vibrant cultural scene, including historic sites and local events.
  • Urban Parks: Enjoy the beautiful urban parks that provide recreational opportunities and scenic views.
  • Proximity to Chicago: Benefit from Orland Park's close location to Chicago, making it easy to explore the city.
  • Diverse Accommodations: Find a range of vacation rentals, from cozy apartments to spacious homes, to suit your needs.

Popular types of accommodation in Orland Park

If you're considering a getaway to Orland Park, you'll find a variety of popular vacation rental options to suit your needs. From cozy apartments and spacious houses to stylish condos, there's something for everyone. Explore our selection of Orland Park rentals, including homes for rent and apartments, ensuring you have the perfect base for your adventure. Your ideal accommodation awaits.

  • Apartments: The most sought-after option for vacation rentals in Orland Park, perfect for solo travelers or small groups.
  • Houses: A popular choice for families or larger groups seeking comfort and privacy during their stay.
  • Condos: Ideal for those wanting a blend of luxury and convenience, offering amenities and great locations.
  • Cottages: Cozy and charming, cottages provide a quaint retreat for those looking to unwind.
  • Cabins: Rustic and serene, cabins are perfect for nature lovers wanting a peaceful getaway.**

Top attractions in and around Orland Park

Orland Park, Illinois, is an excellent destination for family, business, and city-themed vacations. Visitors can explore a variety of attractions, including medical centers, urban parks, and historic sites. The area's points of interest cater to travelers seeking family-friendly activities, cultural experiences, and business amenities, making it a versatile spot for all types of visitors.

  • Centennial Park: A vibrant urban park in Orland Park, perfect for family outings. Enjoy walking trails, playgrounds, and picnic areas surrounded by lush greenery, making it an ideal spot for outdoor activities and relaxation.
  • Lake Katherine Nature Center: Located 4 miles from Orland Park, this eco-friendly center offers scenic nature trails, a tranquil lake, and educational programs focused on environmental sustainability, providing a peaceful retreat for nature lovers.
  • Moraine Valley Community College Fine and Performing Arts Center: Just 4 miles away, this cultural hub features stunning performances, art exhibitions, and educational events, showcasing local talent and enriching the community's cultural landscape.

Things to do recommended for couples

For a romantic getaway in Orland Park, consider visiting Broken Arrow Golf Club, just 9 miles away. Enjoy a luxurious atmosphere while playing a round of golf together, soaking in the beautiful surroundings and creating unforgettable memories as a couple.

Things to do recommended for families

In Orland Park, families can explore the Orland Park Sportsplex for fun activities, visit the nearby Centennial Park for picnics and playgrounds, and enjoy the Orland Park Library with its engaging children's programs. Don't miss out on the local eateries offering delicious family-friendly menus.

Things to do recommended for groups

Explore the scenic trails at the Orland Grassland, then enjoy a fun-filled day at the Orland Park Skate Park. For a relaxing evening, gather for a movie at the Orland Park Cinema, followed by dinner at a local restaurant featuring delicious Midwest cuisine.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Orland Park

If you're traveling with a group, family, or pets, or planning an extended stay, be sure to use the appropriate filters to prioritize your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Orland Park with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group activities. Luckily, you can easily sort through all these options and more on Vrbo.
  • Traveling to Orland Park with young kids: Traveling with young kids can present some challenges. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, being close to family-friendly attractions is worth considering.
  • Taking your pets with you to Orland Park: For many families, a vacation isn't truly fulfilling without their furry companion. If you can relate, explore Vrbo properties that welcome pets. Many of these pet-friendly listings come equipped with feeding bowls and beds, ensuring that your entire family feels comfortable and at home.
  • Planning for a long term stay visiting Orland Park: If you’re searching for vacation rentals that offer great deals for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Orland Park

Orland Park, Illinois, offers a delightful blend of family-friendly attractions and urban experiences. Explore the nearby neighborhoods of Orland Hills and the vibrant local atmosphere, perfect for business travelers or those seeking adventure. Whether you're enjoying a weekend getaway or a family vacation, Orland Park's charm and close proximity to bustling cities create an inviting destination for everyone. Discover the warmth of friendly locals and the excitement of city life during your stay.

  • Chicago: As a vibrant metropolis, Chicago is the cultural heart of the Midwest and is conveniently located near Orland Park. This city is known for its family-friendly attractions and outdoor experiences. Visitors can explore an array of shopping areas, enjoy thrilling arena entertainment, or catch a live performance at one of the many theaters. Notable landmarks include iconic sports stadiums, bustling tourist precincts, and beautiful urban parks, making Chicago a must-visit destination for travelers seeking a dynamic city experience.
  • Palos Park: Just 3 miles from Orland Park, Palos Park is a charming city that offers a mix of family, city-themed, and business-focused experiences. Travelers can indulge in shopping at local centers or visit educational establishments. The area is home to a modern college university, inviting urban parks, and sports facilities, providing a relaxing atmosphere for both leisure and learning. Palos Park’s welcoming community vibe makes it an ideal spot for visitors looking to unwind while exploring nearby attractions.
  • Orland Hills: Located 3 miles from Orland Park, Orland Hills is a lively neighborhood that caters to families and entertainment enthusiasts alike. The area is known for its theaters, music concerts, and shopping centers that provide a range of options for fun and leisure. Notable attractions include an event conference venue and a convention center, making it a great place for gatherings. With its urban parks and vibrant local scene, Orland Hills offers a delightful blend of relaxation and entertainment for visitors.

Best time to go to Orland Park

If you're planning a trip to Orland Park, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like January and October to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January24.8°F (-4.0°C)Light RainMostly CloudySlightly LowSlightly Low
February26.8°F (-2.9°C)Light RainMostly CloudyAverageSlightly Low
March39.0°F (3.9°C)Light RainMostly CloudyAverageSlightly Low
April48.9°F (9.4°C)Light RainMostly SunnySlightly HighAverage
May60.8°F (16.0°C)Light RainMostly SunnyAverageAverage
June70.3°F (21.3°C)Light RainMostly SunnySlightly HighSlightly High
July74.5°F (23.6°C)Light RainMostly SunnySlightly HighSlightly High
August73.4°F (23.0°C)Light RainMostly SunnyAverageSlightly High
September67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
October54.7°F (12.6°C)Light RainMostly SunnySlightly LowAverage
November41.7°F (5.4°C)Light RainMostly SunnySlightly LowAverage
December32.2°F (0.1°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Furthermore, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers an easy-to-use platform for planning your trips. Here, you can create new travel itineraries, resume your previous work, or organize all your plans in one place. You'll find your saved or booked properties neatly sorted into sections for Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Get a Chicago pad with a difference in Orland Park

Just a 30-minute drive down the freeways from the Loop and Little Italy, bustling Chinatown and the pretty gardens that line Lake Michigan, Orland Park offers a green and leafy base in the Windy City. Its streets are well pruned and wide, fringed with homes on the National Register of Historic Places and interspersed with recreational lakes. Hardy Irish pubs can be found in nearby Beverly, while nature preserves cling to the courses of the babbling Des Plaines River. This diverse landscape makes Orland Park vacation rentals a quiet and peaceful option on the edge of this great Midwestern metropolis.

Orland Park offers Chicago from a different angle

Orland Park vacation rentals are a ticket to the enjoyments of Chicago's south side. Just a short drive from your doorstep, you could be hopping between the Irish pubs of Beverly or exploring the rooms of the stone-faced Givens Castle, all steeped in spine-tingling ghost tales and Gaelic history. This area is also home to the acclaimed Beverly Arts Center of Chicago, which hosts regular touring exhibits, filmmaking workshops, visual arts installations, theater troupes, festive Christmas events and local live music acts – the list goes on.

Get outside in Orland Park

A winter jaunt to stay at one of many Orland Park vacation rentals is certainly doable – just be ready to wrap up warm and wade through some snowdrifts in the local parks. That's the reason most folk head this way in the summertime, usually between May and August. This is when the temperature climbs to the mid-70s most days, and when the green spaces and nature preserves are at their best. April and late September are good alternative options if you're looking to save a few dollars on your stay.

Refreshing greenery in Orland Park

Orland Park is known as one of the greenest corners of the Windy City. The Orland Grove Forest Preserve sits right at its heart, home to the wading birds and wetlands of the wide McGinnis Slough. The Tampier Slough Woods are also close by, offering boating lakes and isolated fishing spots between their lawns and oaks. Keep going north and you'll eventually reach the Des Plaines River, fringed with floodplain forests and pockets of sugar maples that come alive with wildflowers every spring.

Transportation to and around Orland Park

Fly into Chicago O'Hare Intl. Airport (ORD), the closest airport, located 24.1 mi (38.8 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Chicago Midway Airport (MDW), which is 12.4 mi (19.9 km) away.

If you're traveling by train, Orland Park 143rd Street Station, Orland Park 153rd Street Station and Orland Park 179th Street Station are the main stations in the city.

Frequently asked questions

What is the best area to stay in Orland Park, Illinois, United States of America when booking a vacation rental?
When looking for the best area to stay in Orland Park, Illinois, a great choice would be around the central neighborhoods, where you'll find a nice blend of convenience and local charm. This area typically features a variety of vacation rental properties, allowing you to choose from cozy homes to spacious apartments.

One of the top attractions nearby is the Orland Park Mall, which offers a wide range of shopping, dining, and entertainment options. Additionally, the scenic Centennial Park is superb for outdoor enthusiasts, with its walking trails, fishing spots, and playgrounds, making it a great place to relax and enjoy nature.

Staying in this central area not only provides easy access to these attractions but also allows you to explore the local community, with a number of restaurants and cafes that showcase the area's vibrant culture and cuisine.
How much does it cost to rent a vacation home in Orland Park?
Prices for vacation rentals in Orland Park vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Orland Park to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Orland Park vacation house rentals?
You can find great discounts on house rentals in Orland Park on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Orland Park?
In Orland Park, vacation houses and condos are the most popular types of accommodations, with several options available throughout the area. Vacation houses typically provide spacious living areas, multiple bedrooms, and full kitchens, making them ideal for families or groups looking for a home-like environment. Many of these homes also feature private outdoor spaces, such as backyards or patios, superb for relaxing after a day of exploring. Condos, on the other hand, offer a more compact option with amenities like shared pools, fitness centers, and often convenient access to local shops and restaurants.
Are there any family house rentals in Orland Park?
In Orland Park, Illinois, there are several family-friendly house rentals available, making it a great choice for those traveling with children. The homes in this area often offer spacious living areas and fully equipped kitchens, allowing families to enjoy home-cooked meals together. Many properties also include outdoor spaces where kids can play, along with amenities like Wi-Fi and air conditioning to ensure a comfortable stay.

Visitors can explore nearby parks, such as Centennial Park, which features playgrounds, walking trails, and picnic areas, great for family outings. Additionally, the local area is close to shopping centers and dining options, offering a variety of experiences for families to enjoy during their visit.
Can I rent a vacation home with a pool or hot tub in Orland Park?
In Orland Park, there are several vacation homes available for rent that feature pools and hot tubs. This suburban area offers a variety of properties, often located in peaceful neighborhoods with easy access to local parks and recreational facilities. Travelers can expect amenities such as private pools, hot tubs, spacious backyards, and well-equipped kitchens, making them ideal for family gatherings or relaxing getaways. Many rentals also include comfortable living spaces and outdoor areas superb for barbecues or enjoying the fresh air. Find your rental in Orland Park with a pool or a hot tub.
Can I find long-stay vacation rentals in Orland Park?
A long-stay vacation rental in Orland Park is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Orland Park?
In Orland Park, travelers will find several pet-friendly house rentals that cater to families and groups looking for a comfortable stay. Many of these homes come equipped with desirable amenities such as spacious backyards, modern kitchens, and cozy living areas, making them ideal for pet owners. The neighborhood is known for its suburban charm, with easy access to parks and green spaces where pets can enjoy being outdoors.

Nearby, the Orland Grassland is a popular spot for walking and hiking, providing a great environment for pets to explore. Additionally, local pet-friendly cafes and shops enhance the experience for those traveling with furry companions.
Are there any remote work vacation rentals in Orland Park?
In Orland Park, Illinois, there are several vacation rentals that cater to remote work needs. Many of these properties are equipped with amenities such as free Wi-Fi, ensuring that guests can stay connected while working. You can expect comfortable living spaces that provide a conducive environment for productivity, often featuring dedicated work areas or desks. Additionally, some rentals may include conveniences like fully equipped kitchens, allowing for meal preparation during longer stays. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Orland Park vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Orland Park with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Orland Park?
In Orland Park, travelers can expect a range of popular rental amenities that enhance their stay. Most vacation rentals feature a well-equipped kitchen, allowing guests to prepare meals during their visit. Additionally, many properties come with a coffee or tea maker, great for starting the day with a warm beverage. For those who enjoy cooking, blenders are commonly available for making smoothies and other recipes. Onsite parking is another convenient amenity, providing easy access for guests with vehicles. Moreover, several rentals are pet-friendly, accommodating travelers who wish to bring their furry companions along.
When is the best time to visit Orland Park for a vacation rental?
The most popular time to visit Orland Park is during the peak season from May to July, when families and travelers flock to enjoy the area's vibrant summer activities. This period is superb for those who appreciate outdoor adventures, as the warm weather and lively option create an ideal setting for picnics in the local parks, walking along scenic trails, and attending community events.

July stands out as a particularly busy month, offering a wide range of attractions and experiences. Expect pleasant temperatures in the mid-70s to low 90s Fahrenheit, which make it comfortable for exploring local attractions like the Orland Park History Museum or enjoying the many festivals that take place during this time.

For those seeking a more budget-friendly experience, consider visiting in October. This month offers a chance to witness the beautiful fall foliage as the leaves change color, creating a picturesque backdrop for leisurely strolls or bike rides. October also tends to be quieter, providing a more relaxed atmosphere for exploring the area's parks and enjoying local cuisine.

Ultimately, your ideal time to visit Orland Park will depend on whether you prefer the bustling summer energy and outdoor fun or the tranquil beauty of fall.
How early should I book a Orland Park vacation rental?
Book your Orland Park vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Orland Park, Illinois, United States of America?
In Orland Park, visitors can enjoy a variety of attractions that cater to different interests. The Orland Park Mall serves as a central shopping hub, featuring a wide range of retail stores and dining options. Nearby, the Centennial Park offers outdoor activities, including walking trails, picnic areas, and a picturesque pond, making it a great spot for families and outdoor enthusiasts alike.

For those interested in sports, the Orland Park Sportsplex provides facilities for various recreational activities. The local parks, such as the popular John Humphrey Complex, offer playgrounds and sports fields, superb for spending a day in the sun.

Additionally, the Orland Park Historical Society and the surrounding historic sites provide insight into the area's rich history, making it an appealing destination for history buffs.
Can I change or cancel my Orland Park home rental booking on Vrbo?
To find Orland Park vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Orland Park vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

More Vacation Ideas