
Holiday houses in Orland Park
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Orland Park

Total holiday rentals
Explore 20 holiday rentals in Orland Park

Nightly prices starting at
Orland Park holiday rentals start at $69 NZD per night before taxes and fees

Verified guest reviews
Over 280 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Orland Park holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Orland Park rentals

4.9 Average rating
Orland Park stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated holiday rentals in Orland Park
Guests agree: these stays are highly rated for location, cleanliness and more.

House in Frankfort quiet family neighborhood
Thank you so much for considering to stay at our home. My husband and I take extreme pride in being great hosts and providing a clean and comfortable home to stay in. We make sure to have everything you need to keep you comfortable so you can relax in your home away from home. I am extremely responsive so if you happen to have any questions, please do not hesitate to reach out. Relax with the whole family at this peaceful place to stay. 3 bedroom home newly remodeled and all new furnishings 2024

Spacious Bolingbrook Retreat w/ Garage & Yard
Relax with the whole family at this peaceful and spacious 3-bedroom ranch home conveniently located near I-55 & I-355. Walking distance to Promenade Mall, restaurants, bars, shopping, Bass Pro Shop. Enjoy self check-in with smart lock, private attached 2-car garage, large backyard, patio, and grill. Perfect for families, work trips, or weekend getaways. Clean, safe, and only 30 minutes from downtown Chicago and major attractions. Self check-in Free parking Fast Wi-Fi Washer/dryer Backyard/patio

Charming Unique 2 Bdrm Apartment in Victorian Home
My place is close to the excitement and culture of the beautiful city of Chicago. It is a short walk to Metra trains with a 25 minute ride downtown. You’ll love my place because of the diverse, comfortable, quiet, tree lined neighborhood where you can relax and feel secure. We will provide information on local restaurants and entertainment. It is close to expressways, golf courses and a local park with walking path. The apartment is not available to guests without previous positive reviews.

The Blue Daisy - Charming Private Studio
Keep it simple and affordable in this peaceful and centrally-located studio apartment. Sleeps 4! Perfect for sports and business travelers. Fully functional with a queen-sized bed, plenty of closet & storage space, desk, full bathroom (shower), kitchenette, and a living space with a pull-out couch. Shared laundry. The private entrance to the space is off the home's well-lit back backyard patio. Safe & secure as the studio is locked from the main residence and security cameras are present.

Stylish Lockport Home | King Bed + Coffee Bar
Welcome to your Lockport getaway! This spacious 3-bedroom, 2-bathroom home features a primary suite with a king bed and en-suite bathroom. Additional bedrooms come with queen beds. Gather in the stunning kitchen, showcasing a waterfall island with seating for three, stainless steel appliances, and a built-in wine fridge. Enjoy your morning brew at the fully stocked coffee nook with single-serve K-cups and a traditional carafe pot. Perfect for families or friends seeking comfort and style!

Lockport Farmhouse: Private Entry+Parking By Door
Welcome to our charming Airbnb retreat in Lockport, Illinois! Enjoy the convenience of a full kitchen equipped with sleek stainless steel appliances. Kick back and relax in the cozy living room with a 55-inch smart TV featuring Roku for your entertainment needs. Convenience meets comfort with access to our on-site laundry room. Experience the perfect blend of modern amenities and rustic charm during your stay in Lockport. Book now for a delightful getaway!

Cozy/Private 3 BR nestled on an acre of Serenity
Freshly renovated 3 BR/1 Bath home with modern furnishings and serenity all around. Enjoy this private, cozy home nestled amongst the trees for a relaxing stay. Located less than a 1/4 mile from I80 give you easy access to all of Chicagoland . Enjoy the quaintness of Downtown Tinley Park and all of the vibrant shopping, cuisine and more it has to offer. Explore the big city and then come home to a park like retreat which offers seclusion and tranquility.

Cottage Feel 2 bedroom Home!
Welcome to your home away from home! Relax and unwind in this cozy, peaceful space that’s thoughtfully maintained to make your stay comfortable and stress-free. While this isn’t a luxury home, it’s clean, inviting, and equipped with everything you need for a pleasant visit. Conveniently located in the south suburbs of Illinois, you’ll be just minutes from great restaurants, shopping, parks, entertainment, and major highways.

Lockports Famous Hideaway ~ 2bdrm Guest House Flat
A history buff’s dream filled with antiques & artifacts relating to Chicago, Joliet, Lockport, the I & M Canal & "Route 66"! Family & Business Friendly. The entire upstairs 1,500 sq ft vintage 2-bedroom house apartment is all your own space. The flat is NOT shared with other guests/host. Private-entrance/self-check-in. Have a 'historic' stay at the "Hideaway"! Can accommodate up to 6 guests.

Relaxing Home Away From Home
Enjoy a relaxing stay with the whole family in this spacious, stylish home featuring 3 bedrooms and 4 full bathrooms. Plenty of room to spread out, plus a 2-car garage and private driveway for easy parking. Located in a quiet area just minutes from downtown New Lenox, close to shops, dining, and conveniences. Clean, comfortable, and thoughtfully designed for a stress-free stay.

Worth It! 3 bedroom ranch home
Relax with the whole family at this peaceful place to stay. Just minutes from walking parks, outdoor concert venue, golfing, and down town! Comfy and inviting Ranch style home offers 3 bedrooms, a fully equipped kitchen, flat screen TVs, and large windows. The private backyard has a patio, and bbq grill. A real home away from home, we look forward to your new booking.

Modern & Clean 5BR Home | Game Room | Sleeps 10
Bring the whole family to this spacious and newly renovated home, perfect for relaxing stays and group trips. Enjoy a clean, modern space with plenty of room to unwind, a fully equipped kitchen, and a quiet neighborhood near Tinley Park with easy access to shopping, dining, and major highways.
Popular amenities for Orland Park holiday rentals
Stay near Orland Park's top sights
Other great holiday rentals in Orland Park

Fore! Peace & Love @ Golf House

Homewood Oasis

5-BR Home: 1.5-Acre Yard & Fire Pit

Around the Block

Romantic Escape ~ Adult Playhouse w Exotic Dungeon

The Den: 2BR-1BT w/ 2 Living Rooms

Cozy Estate 20 Minutes from Downtown and Lakefront

Cul De Sac Jacuzzi home | Near Chicago
When is the best time to visit Orland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $355 NZD | $276 NZD | $259 NZD | $290 NZD | $317 NZD | $327 NZD | $436 NZD | $222 NZD | $221 NZD | $317 NZD | $277 NZD | $402 NZD |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Frequently Asked Questions
What are the best places to stay in Orland Park?
Visitors often stay near the village’s shopping districts or in quiet residential neighborhoods close to parks. These areas make it easy to access local attractions and dining.
What are the best things to do in Orland Park with kids?
Kids enjoy exploring Centennial Park’s play areas, splashing at the aquatic center, and skating at the nearby rink. Indoor adventure zones and local libraries are also frequently suggested for families.
What are some of the best things to do in Orland Park?
Explore trails at Orland Park Nature Center, enjoy parks, or catch a show at the local cultural center. Shopping and dining at the village’s bustling mall area are also often recommended.
How is the weather in Orland Park?
Orland Park has cold winters with temperatures as low as 19°F (-7°C), and warm summers reaching around 85°F (29°C). Rain is spread throughout the year, and the area sees snow and seasonal shifts, so packing for varied weather is wise.
When is the best time to visit Orland Park?
Late spring through early fall is often recommended, when temperatures are milder, flowers bloom, and outdoor events take place. Winter has a distinct character, with snow and festive community traditions.
What are the best places to visit in Orland Park?
Many enjoy Centennial Park for its scenic lake and recreation facilities, as well as the Orland Park Nature Center for quiet trails. The local mall is popular for shopping, dining, and indoor entertainment.
What are some hiking trails in Orland Park?
Orland Park has walking paths at Centennial Park and scenic trails at Orland Grassland, where you can experience native prairie landscapes. The village’s nature centers also feature loop trails suited for various ages and abilities.
What are some family activities we can do in Orland Park?
Families often explore Centennial Park with its playgrounds and walking paths, or cool off at the nearby aquatic center in warmer months. Indoor play spaces and bowling alleys around the area add more options for a fun-filled day.
What are some of the best day trip ideas from Orland Park?
Visitors frequently explore nearby forest preserves for hiking and wildlife, or travel toward Lake Michigan for beaches and museums. Historic sites in surrounding towns add depth to a day’s itinerary.
Are there any pet friendly accommodations available in Orland Park?
Many vacation rentals and some neighborhood stays in Orland Park welcome pets. Parks and several recreational trails make it easier for visitors to explore with their dogs.
What are some local tips for visiting Orland Park?
Orland Park has several nature trails; comfortable walking shoes help you experience them fully. Locals suggest layering clothing in case of changing temperatures, and sampling a mix of locally owned and global cuisine throughout the neighborhoods.
What is Orland Park known for?
Orland Park is known for its expansive parks, vibrant shopping districts, and community festivals. The area draws visitors with its recreational trails and diverse local dining options.
What are the best hidden gems to explore in Orland Park?
The Orland Grassland preserve has peaceful walking trails where prairie landscapes and local birds can be spotted. Art displays tucked inside the civic center, and small family-run bakeries, frequently surprise visitors.
What are the best foods to try in Orland Park?
Locally, pizza and classic Chicago-style hot dogs are often suggested, along with global cuisine ranging from Mediterranean to Asian flavors. Bakeries and small diners bring distinct homemade treats to the community’s food scene.
What should I bring for a trip to Orland Park?
Pack layers, a waterproof jacket, and sturdy shoes—winters can be brisk with snow, while summers are warm and humid. Bringing a reusable water bottle and sunscreen helps for outdoor activities.
What is the nightlife in Orland Park like?
Orland Park’s nightlife focuses on casual lounges, sports bars, and live music in local pubs. Many gather at spots with outdoor seating during warmer months, and some venues host trivia nights or dancing.
What are the most popular events or festivals in Orland Park?
Orland Park has seasonal festivals and farmers markets, with outdoor concerts commonly held in summer. Community celebrations around national holidays, like Independence Day and Labor Day weekend, often draw visitors.
Are there family friendly vacation rentals in Orland Park?
Orland Park has family-friendly vacation rentals that include amenities like full kitchens, multiple bedrooms, and easy access to parks. Neighborhoods near community centers and schools are popular among families.
Destinations to explore
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- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- The Field Museum
- Shedd Aquarium
- University of Chicago
- Humboldt Park
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Union Park
- Frank Lloyd Wright Home and Studio
- Donald E Stephens Convention Center
- Garfield Park Conservatory
- Washington Park Zoo
- Museum of Science and Industry
- Oak Street Beach





