Holiday rentals 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 €35 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 & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Orland Park holiday rentals include wifi 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.

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Top guest favourite
A cozy living area is featured with two large windows allowing natural light to fill the space. A hanging chair adds a unique touch, while a dark sofa and a coffee table sit on a patterned rug. A television is positioned on a stand nearby.
Flat in Blue Island
4.94 out of 5 average rating, 336 reviews

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.

Guest favourite
A vibrant garden area is filled with a variety of lush green plants and colorful flowers. Stone elements lead to a small water feature, surrounded by dense foliage. The peaceful setting offers a natural retreat, inviting exploration or relaxation.
Flat in Homewood
4.92 out of 5 average rating, 121 reviews

Charming Garden Apartment

Make yourself at home in a charming apartment with all the amenities! Lose yourself birding or reading a book surrounded by lush gardens. Take a short walk to downtown Homewood to enjoy shopping & dining or catch the train to Chicago. 🏳️‍🌈 BLM Safe space! After a day of exploring, a king-sized sleep number bed & lush bathroom features will pamper you! A fold-down sofa creates an additional bed. Dogs welcome! This suite has a kitchenette with a convection toaster oven & induction cooktop.

Superhost
A modern living area features a gray sectional sofa adorned with plush pillows. A sleek coffee table sits atop a light area rug. A large television is positioned against a wall, and a kitchen bar with three stools is visible in the background, showcasing a stylish kitchen layout.
Home in Lockport
4.88 out of 5 average rating, 52 reviews

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!

Guest favourite
A bright living area features a blue sofa, two armchairs, and a stylish coffee table in the center. Large windows allow natural light to fill the space, revealing a view of the outside. A decorative rug adds warmth to the wooden floor.
Home in Homewood
4.94 out of 5 average rating, 50 reviews

Homewood Oasis

Welcome to our Homewood Oasis, where relaxation meets family fun! As former residents of this charming town, we know the importance of a comfortable and enjoyable stay when coming back to visit. Our Airbnb is more than just a place to sleep; it's a carefully curated space designed for families like yours. As hosts who've experienced the need for a home away from home, we've put our heart into making this space welcoming and enjoyable for you. We look forward to hosting you!

Superhost
Flat in Lockport
4.95 out of 5 average rating, 111 reviews

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!

Guest favourite
A modern kitchen showcases white cabinetry and a spacious island with seating for three. Stainless steel appliances are positioned for convenience, while the adjoining living area can be seen in the background. Bright pendant lighting offers a welcoming ambiance throughout the space.
Home in Tinley Park
4.78 out of 5 average rating, 32 reviews

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.

Superhost
Home in Worth
4.85 out of 5 average rating, 179 reviews

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

This beautiful, newly remodeled, spacious, 3 bed 2 bath ranch style home is set back on a large lot. Located close to a major hwy, restaurants and a shopping. Just 15 minute to Midway Airport, 25 mins to O'Hare, and 25 mins to Downtown Chicago. Its a great spot to get to everything! Perfect for families, vacationers, and business travelers. You must be 21 or older to book. You must provide a valid photo of your D.L. or State ID upon request.

Guest favourite
A cozy living area features a navy blue sectional sofa adorned with colorful cushions. A round wooden coffee table sits in the center, with a small plant adding a touch of greenery. A flat-screen TV is positioned on a mid-century style console, next to a warm brick fireplace.
Home in Homewood
4.75 out of 5 average rating, 151 reviews

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.

Top guest favourite
A cozy bedroom features a comfortable bed with a quilted cover and decorative pillows. A colorful textile art piece depicting Route 66 is displayed on the wall. A side table with a lamp adds to the charm, complemented by a vintage photograph hanging above.
Home in Lockport
4.96 out of 5 average rating, 185 reviews

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.

Guest favourite
Home in New Lenox
5 out of 5 average rating, 6 reviews

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.

Top guest favourite
A ranch-style home is showcased with a welcoming facade of brick and siding. Large windows provide ample natural light, while a well-maintained garden features a variety of colorful flowers. A manicured lawn and sidewalk lead to the entryway, enhancing the inviting exterior.
Home in Worth
4.94 out of 5 average rating, 117 reviews

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.

Guest favourite
Home in Tinley Park
4.97 out of 5 average rating, 31 reviews

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

When is the best time to visit Orland Park?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Orland Park?

    Orland Park has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Orland Park?

    Experience the best of Orland Park with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Orland Park?

    Yes! Work meets play with ease at over 10 vacation rentals in Orland Park featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Orland Park have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Orland Park. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Orland Park have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Orland Park. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Orland Park have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Orland Park. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Orland Park have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Orland Park. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Orland Park?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

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