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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$8,328 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
Guest suite in New Lenox
4.86 out of 5 average rating, 22 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.

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, 51 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!

Guest favorite
Apartment in Lockport
4.94 out of 5 average rating, 115 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.

Top guest favorite
A single-story brick home with a well-maintained front yard features green shrubs and a neat pathway leading to the entrance. Large windows allow natural light to illuminate the interior, while a tree provides shade near the entrance.
Home in Brookfield
4.99 out of 5 average rating, 101 reviews

Cozy Home in Brookfield

Discover tranquility just minutes from the busy city life! Nestled in the heart of Brookfield, IL, our charming home offers the perfect blend of suburban serenity and urban convenience. Just an 8-minute walk from the train station, you'll find easy access to downtown Chicago while enjoying the peaceful atmosphere of our neighborhood. Max 4 overnight guests. No parties or events. Pets allowed (no exotic pets or animals with a bite history).

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.

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

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

Welcome to your private oasis! - Spacious open concept with 5 bedrooms and 2 bathrooms. - Cozy downstairs living room with a wood-burning fireplace and lounge area. - Expansive backyard featuring BBQ grill, fire pit, and direct access to Butterfield Creek. - Large two-car garage and abundant parking space for guests. - Relax in nature on 1.5 acres while being minutes away from shopping and dining.

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, 186 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.

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

Romantic Escape ~ Adult Playhouse w Exotic Dungeon

“What a great time we had, reconnecting and enjoying each other. We came back home in such a better place than we where when we left.” 🌹More than a stay — a private, immersive romantic experience crafted exclusively for adult couples who want something unforgettable, intimate, and truly one-of-a-kind.

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

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

Superhost
An open living area features a spacious brown sofa paired with two armchairs. A round marble coffee table sits in front, while a dining table for four is positioned nearby. The kitchen is equipped with dark cabinetry and stainless steel appliances, with natural light illuminating the space.
Home in Romeoville
4.94 out of 5 average rating, 71 reviews

Beautiful Home

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

Cul De Sac Jacuzzi home | Near Chicago

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
An open-concept living area features a spacious layout with cozy sectional seating and a light area rug. A dining table is visible in the background, complemented by modern pendant lighting. The kitchen boasts a large island with bar stools and stainless steel appliances, with natural light streaming in through large windows.
Home in Homewood
4.95 out of 5 average rating, 43 reviews

Modern Charming Home w/Pergola & games

Guest favorite
Home in South Side
4.93 out of 5 average rating, 27 reviews

Luxury 4BR w/ Spa Tub Near UChicago & Obama Center

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

Cozy Estate 20 Minutes from Downtown and Lakefront

When is the best time to visit Orland Park?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$42,888 GYDG$33,311 GYDG$31,229 GYDG$34,976 GYDG$38,307 GYDG$39,556 GYDG$52,673 GYDG$26,857 GYDG$26,649 GYDG$38,307 GYDG$33,519 GYDG$48,509 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