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Vacation rentals in Orland Park

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Quick stats about vacation rentals in Orland Park

  • Total vacation rentals

    Explore 20 vacation rentals in Orland Park

  • Nightly prices starting at

    Orland Park vacation rentals start at G$8,367 GYD per night before taxes and fees

  • Verified guest reviews

    Over 280 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Orland Park vacation 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 vacation rentals in Orland Park

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A modern living room features a brown, tufted sofa and two blue armchairs set around a decorative area rug. Natural light enters through a large window adorned with light curtains and a door nearby leads outside. Framed wall art decorates one side of the room.
Home in Frankfort
4.96 out of 5 average rating, 54 reviews

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

Guest favorite
A single-story ranch-style home is depicted, featuring a brick and siding facade. A two-car garage is positioned on the right side, with a well-maintained lawn and neat landscaping in the front yard. Clear skies and scattered clouds provide an inviting backdrop.
Home in Bolingbrook
4.92 out of 5 average rating, 162 reviews

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

Top guest favorite
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.
Apartment in Blue Island
4.94 out of 5 average rating, 337 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 favorite
Guest suite in New Lenox
4.86 out of 5 average rating, 21 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.

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
4.89 out of 5 average rating, 53 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 favorite
Apartment in Lockport
4.94 out of 5 average rating, 114 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 favorite
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
4.79 out of 5 average rating, 33 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
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
4.74 out of 5 average rating, 153 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 favorite
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 favorite
Home in New Lenox
5.0 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 favorite
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, 118 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 favorite
Home in Tinley Park
4.97 out of 5 average rating, 33 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 vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Orland Park's top sights

Tinley Park Convention Center

12 locals recommend

Dave & Buster's

3 locals recommend

Gizmos Fun Factory

3 locals recommend

Other great vacation rentals in Orland Park

Guest favorite
An open living space is highlighted by a stone fireplace and a large television mounted above it. A comfortable sectional sofa surrounds a round coffee table, while natural light fills the room through large windows. A dining area can be seen in the background.
Home in Homewood
5.0 out of 5 average rating, 25 reviews

Fore! Peace & Love @ Golf House

Guest favorite
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

Superhost
Home in Matteson
4.84 out of 5 average rating, 74 reviews

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

Top guest favorite
A comfortable living area features a green sofa alongside brown armchairs, creating a cozy seating arrangement. Natural light filters through large windows adorned with wooden shades. A coffee table sits in the center, complemented by decorative plants, while artwork adorns the walls.
Home in Lockport
4.91 out of 5 average rating, 58 reviews

Around the Block

Superhost
Home in South Holland
4.85 out of 5 average rating, 86 reviews

Romantic Escape ~ Adult Playhouse w Exotic Dungeon

Superhost
Home in Homewood
4.47 out of 5 average rating, 17 reviews

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

Guest favorite
Home in Willow Springs
4.74 out of 5 average rating, 19 reviews

Cozy Estate 20 Minutes from Downtown and Lakefront

Superhost
Home in Country Club Hills
4.9 out of 5 average rating, 31 reviews

Cul De Sac Jacuzzi home | Near Chicago

When is the best time to visit Orland Park?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$43,092 GYDG$33,470 GYDG$31,378 GYDG$35,143 GYDG$38,490 GYDG$39,745 GYDG$52,924 GYDG$26,985 GYDG$26,776 GYDG$38,490 GYDG$33,679 GYDG$48,740 GYD
Avg. temp-3°C-1°C4°C10°C16°C22°C25°C24°C20°C13°C6°C0°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