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Best Vacation rentals and Airbnb offers in Orland Park, IL
9.5 4 reviews
Orland Park, IL
07/24 – 07/26
$725/nightTotal: $1450 (2 )
Ranch Single Level Home Near Downtown Tinley Park
1 7
apartment , Tinley Park
This ranch-style rental is centrally located in Tinley Park, offering convenient access to the Tinley Park Convention Center and a short walk to downtown Tinley Park. This open-concept dwelling accommodates up to 7 guests across four bedrooms and one bathroom, featuring air conditioning, internet, and a full kitchen for a comfortable stay.
Orland Park, IL
06/27 – 07/04
$542/nightTotal: $3794 (7 )
Richton Park Fhs Rental
1 2
apartment , Richton Park
This 761-square-foot Richton Park home, located in a quiet neighborhood, offers easy access to local amenities and major roadways. The four-bedroom, two-bathroom house sleeps eight guests and features a fully equipped kitchen, high-speed internet, a fenced yard, and ample entertainment options including multiple TVs, board games, and an arcade cabinet.
10 2 reviews
Orland Park, IL
07/02 – 07/05
$455/nightTotal: $1365 (3 )
Cozy/private 3 Br Nestled On An Acre Of Serenity
3 6
apartment , Tinley Park
This renovated three-bedroom apartment rental in Tinley Park, Illinois, is less than a quarter-mile from I-80, providing easy access to Chicago and nearby attractions like Odyssey Fun World and Centennial Park Aquatic Center. The 1000-square-foot unit sleeps eight guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus a swimming pool, spa, and on-site parking.
9.2 45 reviews
Orland Park, IL
07/24 – 07/26
$305/nightTotal: $610 (2 )
Peaceful Two Bedroom Condo
1 7
apartment , Chicago Ridge
This two-bedroom apartment in Chicago Ridge is located in a safe and quiet neighborhood with easy access to public transportation. The apartment features a fully equipped kitchen, a comfortable living area, and a private garden, making it an ideal choice for families and groups of up to six.
Orland Park, IL
08/10 – 09/09
$245/nightTotal: $7350 (30 )
Spacious Family Home In Oak Lawn
4 2
apartment , Chicago Ridge
This four-bedroom, three-bathroom home rental in Oak Lawn, Illinois, offers easy access to Chicago Ridge Mall, State Street, and downtown Chicago, though driving times are not specified. The spacious residence comfortably sleeps eight guests and includes a fully equipped kitchen with microwave and dishwasher, air conditioning, parking, internet access, and a cozy backyard.
Orland Park, IL
06/27 – 07/04
$400/nightTotal: $2800 (7 )
Matteson Rental
1 2
apartment , Matteson
This Matteson apartment is a great choice for travelers seeking a comfortable and convenient stay. With its pet-friendly policy, family-friendly amenities, and ample parking, it caters to a wide range of guests. The apartment features two bathrooms, accommodating up to 12 guests. It boasts a fully equipped kitchen with modern appliances, air conditioning, and a private garden. Guests can also enjoy access to high-speed internet and a variety of entertainment options.
8.5 2 reviews
Orland Park, IL
06/27 – 07/04
$542/nightTotal: $3794 (7 )
Orland Park Fhs Rental -Huntington Ct
4 2
apartment , Orland Park
This spacious 4-bedroom, 2-bathroom vacation rental in Orland Park accommodates up to 10 guests and is just 10 minutes from the Tinley Convention Center and a few minutes from the I80 interstate. The 1550 square foot home features a fully equipped kitchen, air conditioning, a swimming pool, a garden, a tennis court, parking, and high-speed internet. It also includes unique amenities like an arcade cabinet with 2,000 classic games, board games, and playing cards, ensuring entertainment for all ages.
10 3 reviews
Orland Park, IL
08/10 – 09/09
$243/nightTotal: $7290 (30 )
Entire Home In Palos Park, Illinois
3 2
apartment , Palos Park
This Palos Park dwelling is located in a quiet neighborhood, offering convenient access to Chicagoland attractions, with the city center approximately 15 miles away. This 3-bedroom, 2-bathroom residence accommodates up to 4 guests, featuring air conditioning, internet, a kitchen, and parking, making it suitable for families, friends, or business travelers.
10 4 reviews
Orland Park, IL
07/24 – 07/26
$856/nightTotal: $1712 (2 )
Quaint Ranch With A Gym
1 7
apartment , Mokena
This farm is located in Mokena, a short drive from Chicago, near the I&M Canal, the Mokena Public Library, and the Mokena Park District. The area offers a peaceful escape from the city while being close to amenities. This rural retreat provides a spacious, relaxing environment for up to 10 guests. It features a fully equipped kitchen, air conditioning, a garden, a fitness center, and parking.
Orland Park, IL
06/27 – 07/04
$469/nightTotal: $3283 (7 )
Cozy 4br 2ba Worth Home
4 2
house , Worth
This Worth home is located 8.1 miles from Midway International Airport and offers convenient access to Chicago's major attractions, all within an 18-mile radius, including Guaranteed Rate Field and the Museum of Science and Industry. This house provides 130 square feet of living space with four bedrooms, two bathrooms, and a fully equipped kitchen, accommodating up to 12 guests with air conditioning and free WiFi.
Orland Park, IL
06/27 – 07/04
$567/nightTotal: $3969 (7 )
*Extended Stay* Crestwood Fhs Rental
1 2
apartment , Crestwood
This 1,400 square foot ranch-style house is located in Crestwood, Illinois, a quiet southwest suburb of Chicago, offering a family-friendly neighborhood setting. This 3-bedroom, 2-bathroom residence accommodates up to 8 guests and features a full kitchen with stainless steel appliances, a fenced backyard, attached 1-car garage, and extensive entertainment options including multiple TVs and over 50 board games.
Orland Park, IL
07/02 – 07/05
$759/nightTotal: $2277 (3 )
* Extended Stay* Country Club Hills Fhs Rental
1 6
apartment , Country Club Hills
This spacious home is located in the south suburbs, just minutes from I-57 and I-80, making it easy to explore the Chicago metropolitan area. The surrounding area offers a quiet and peaceful ambiance, perfect for a relaxing getaway. This 5-bedroom, 3-bathroom house can comfortably accommodate up to 12 guests. The house is equipped with a fully stocked kitchen, a large backyard, and a variety of entertainment options, including an arcade cabinet, air hockey table, and pinball machine.
Compare Vacation Rentals for Families in Orland Park, IL
Make family travel to Orland Park, IL seamless with spacious vacation rentals located just minutes from top city attractions.
Orland Park, IL
06/27 – 07/04
$577/nightTotal: $4039 (7 )
Best View And Luxury Style, Located In Downtown
1 2
apartment , Oak Lawn
This Oak Lawn apartment rental boasts stunning panoramic views of Wacker Drive, Lake Michigan, Navy Pier, the Chicago River, and Trump Tower, offering convenient access to downtown Chicago attractions. The one-bedroom, one-bathroom unit sleeps two guests and features a king-sized bed, fully equipped kitchen, high-speed Wi-Fi, large TV, and access to a swimming pool, jacuzzi, fitness center, and sauna.
10 43 reviews
Orland Park, IL
06/27 – 07/04
$406/nightTotal: $2842 (7 )
3br/2ba + Pull Out Sofa Bed + No Stairs + Backyard
1 2
apartment , Worth
This stylish 3-bedroom vacation rental is located in Worth, just a short distance from the city's main attractions, such as the Worth Museum and the Worth Riverwalk. The home features a fully equipped kitchen, a spacious living area, two bathrooms, a private garden, and parking for up to two vehicles, perfect for a family vacation or a group getaway.
10 3 reviews
Orland Park, IL
08/10 – 09/09
$216/nightTotal: $6480 (30 )
Grade A Working Class Safe Neighborhood 3br Up To 6 Guests. Updated & Best Price
3 2
apartment , Burbank
This Burbank vacation rental is conveniently located near Chicago Midway International Airport, a 25-minute drive from downtown Chicago, offering easy access to parks like Cook County Forest Preserves and attractions such as the Museum of Science and Industry and Art Institute. This three-bedroom, one-bathroom home sleeps six guests comfortably, featuring a full kitchen with dishwasher, washer/dryer, smart TV, free Wi-Fi, ample parking, and enhanced security with three Ring cameras.
Orland Park, IL
06/27 – 07/04
$687/nightTotal: $4809 (7 )
Matteson Fhs Rental
1 2
apartment , Matteson
**Matteson Apartment** This apartment is perfect for families or groups visiting Matteson. It is located in a quiet neighborhood, just a short walk from the city center. The apartment has two bedrooms, two bathrooms, and can accommodate up to 12 guests. It is fully equipped with a kitchen, air conditioning, and a garden. Guests can also enjoy free Wi-Fi and parking. The apartment is also pet-friendly, so you can bring your furry friends along on your vacation. The garden is perfect for relaxing or playing with the kids. And the free parking is a great convenience, especially if you are renting a car.
Best Orland Park, IL vacation rentals with parking
Orland Park, IL
08/10 – 09/09
$424/nightTotal: $12720 (30 )
71 M² House ∙ 4 Bedrooms ∙ 10 Guests
4 2
house , Richton Park
Vacation house to rent for up to 10 people. Your accommodation will be located in Richton Park. Facilities and services: a freeze, a kitchen and a dish washer.
Orland Park, IL
07/02 – 07/05
$418/nightTotal: $1254 (3 )
Serenity 3bd Home Free Parking&wine Oversized Yard
2 6
house , Burbank
This house in Burbank offers 2 bedrooms and 1 bathroom, with complimentary WiFi and on-site parking, situated approximately 3.1 miles from Midway International Airport and 10-13 miles from Chicago attractions including Guaranteed Rate Field and the United Center. This accommodation accommodates up to 13 guests and features a fully equipped kitchen, an oversized yard, and is a non-smoking property managed by a private host.
9.2 5 reviews
Orland Park, IL
07/02 – 07/05
$468/nightTotal: $1404 (3 )
Beautiful Suburban Home 30 Minutes From Downtown Chicago!
3 6
apartment , Richton Park
This Richton Park home, near Winnebago Dog Park (1.5 miles) and Hanger Clinic (2.7 miles), offers convenient access to Richton Park Station (a 12-minute walk). The three-bedroom, two-bathroom house sleeps up to 10 guests and features a fully equipped kitchen with appliances including a dishwasher, a Smart TV, and on-site parking; nearby attractions include Franciscan St. James Health - Olympia Fields and WellGroup HealthPartners (within 6 miles).
Orland Park, IL
08/10 – 09/09
$606/nightTotal: $18180 (30 )
150 M² House ∙ 4 Bedrooms ∙ 8 Guests
4 2
house , Tinley Park
House listing for 8 guests. You will be based in Tinley Park. Services and facilities include a washing machine, a fridge and air conditioning. Enjoy free parking with this accommodation in Tinley Park!
Frequently Asked Questions about vacation rentals in Orland Park, IL
What are the top family-friendly attractions in Orland Park, IL?
The Orland Park Recreation Center offers a wide range of activities for kids, including swimming, sports, and arts and crafts. The Centennial Park is a great place for a picnic or a family walk, and it also has a playground and a splash pad. The Orland Park Public Library also hosts many family-friendly events throughout the year.
What are the best Airbnb and vacation rentals in Orland Park, IL?
When is the best time to book a vacation rental in Orland Park, IL?
The best time to book a vacation rental in Orland Park is during the shoulder seasons, in the spring or fall. You'll avoid the crowds and the higher prices of the summer months, but you'll still enjoy pleasant weather. The summer months are popular for families with kids, and the fall is a great time to see the changing leaves.
What are the most popular Airbnbs in Orland Park, IL?
What events or festivals should visitors check out in and around Orland Park, IL?
The Orland Park Village Center hosts a variety of events throughout the year, including the Orland Park Summerfest and the Orland Park Holiday Festival. The nearby city of Tinley Park has the popular Route 66 Ribfest in June, and the Chicagoland Speedway hosts NASCAR events throughout the year.
What are the best vacation rentals with a pool in Orland Park, IL?
What are the best budget-friendly activities in Orland Park, IL?
The Orland Park Public Library offers free programs and events for all ages, including book clubs, movie nights, and craft classes. The Centennial Park is a great place for a free picnic or walk, and it also has a playground and a splash pad. The Orland Park Village Center has a variety of free events throughout the year, like concerts and farmers markets.
What are the best rentals for families and kids in Orland Park, IL?
What are the best restaurants with local dishes in Orland Park, IL?
Orland Park has a variety of restaurants serving local dishes, but you'll find a great selection of Chicago-style pizza. Some local favorites include Lou Malnati's Pizzeria, Gino's East, and Pizzeria Bebu. For a more casual experience, try the Orland Square Mall food court, with its variety of options.
What are the best rentals or Airbnbs with a jacuzzi in Orland Park, IL?
What are the best walking or cycling routes in Orland Park, IL?
The Centennial Park has a paved walking and biking path that circles the park. You can also enjoy a scenic walk or bike ride along the Des Plaines River Trail, which runs through Orland Park. The Orland Park Village Center is a great place to start a walk or bike ride, with its many shops and restaurants.
Are there pet-friendly attractions in Orland Park, IL?
Centennial Park is a great option for pet owners, with its large open space, paved walking paths, and dog park. Many restaurants in the Orland Park Village Center have outdoor patios that are pet-friendly.
What are the benefits of choosing a vacation rental in Orland Park, IL?
Vacation rentals offer more space and privacy than hotels, making them a great option for families or groups. They often come with kitchens, allowing you to save money on dining out. You can also find rentals with amenities like pools, hot tubs, and fireplaces, which can enhance your stay.
Destinations nearby
Choose the Right Vacation Rentals with a Terrace in Orland Park, IL
Enjoy a Orland Park, IL vacation rental with a balcony and stunning city skyline views for a truly memorable stay.
Orland Park, IL
07/02 – 07/05
$408/nightTotal: $1224 (3 )
Comfortable And Cozy 4br 2ba Home In Worth
1 6
apartment , Worth
This 4-bedroom, 2-bathroom house in Worth, IL offers a spacious retreat with newly installed flooring and central air conditioning, perfect for families and groups seeking a comfortable stay. Located in a tranquil suburban community, it provides easy access to local amenities and is a short drive from Chicago's attractions. This single-family home accommodates up to 8 guests and features generously sized bedrooms with ample closet space, making it ideal for long-term stays. Pets are welcome, and the property includes internet and a kitchen for your convenience.
Best Orland Park, IL vacation rentals with air conditioning
Orland Park, IL
08/10 – 09/09
$602/nightTotal: $18060 (30 )
120 M² House ∙ 3 Bedrooms ∙ 6 Guests
3 2
house , Tinley Park
Accommodation for 6 guests. You will be in Tinley Park. Services and facilities: a washing machine, a kitchen and air conditioning.
8.0 2 reviews
Orland Park, IL
07/02 – 07/05
$346/nightTotal: $1038 (3 )
Soothing 3-bedroom House With Ac In Richton Park
3 6
apartment , Richton Park
This 3-bedroom, 1-bathroom vacation home in Richton Park is conveniently located near Odyssey Fun World and Orland Square, with Space Golf and Centennial Park Aquatic Center also a short drive away. This residence accommodates up to 6 guests and features a jetted bathtub, air conditioning, and heating for year-round comfort.
Orland Park, IL
07/02 – 07/05
$749/nightTotal: $2247 (3 )
* Extended Stay* Matteson Fhs Rental
1 6
apartment , Matteson
This pet-friendly apartment in Matteson is the perfect choice for families and groups of up to 12 guests. The apartment features 2 bathrooms, a garden, air conditioning, and free parking. The apartment is fully equipped with a kitchen with a fridge, microwave oven, and dishwasher, as well as internet access. Guests can also enjoy the garden and air conditioning.
Orland Park, IL
08/10 – 09/09
$270/nightTotal: $8100 (30 )
Large Mcm Hideaway In The Forest
1 2
apartment , Palos Park
This Palos Park mid-century modern home, situated on 1.25 acres near Swallow Cliff Forest Preserve and its trails, offers easy access to both nature and downtown Chicago (20 miles away). This four-bedroom, three-bathroom house features a chef's kitchen, fireplaces, a finished basement, and accommodates up to 10 guests, perfect for families or groups enjoying biking, horseback riding, or exploring nearby attractions.