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Vacation rentals in Lebanon

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Quick stats about vacation rentals in Lebanon

  • Total vacation rentals

    Explore 30 vacation rentals in Lebanon

  • Nightly prices starting at

    Lebanon vacation rentals start at G$16,733 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,810 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Lebanon vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Lebanon rentals

  • 4.9 Average rating

    Lebanon stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated vacation rentals in Lebanon

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

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Top guest favorite
Home in Lebanon
5.0 out of 5 average rating, 45 reviews

One-Level Family Retreat | Game Room • King bed

Welcome to your Bourbon Trail stay -a cozy, welcoming home perfect for relaxing & enjoying everything Central Kentucky has to offer. This 3-bedroom home sleeps 3 couples or 3 individuals & features a heated/cooled game room just steps from the house. Private bedrooms are perfect for spreading out after a day out. Enjoy king & queen beds, cozy living spaces, & a coffee bar to start your mornings right. Perfect for visitors exploring the area, work stays, or spending time with family nearby.

LocationFamilyQuiet

Top guest favorite
An outdoor gathering space is highlighted, featuring a circular structure with a metal façade. Strings of lights create a warm ambiance against the dusk sky. A large flat-screen television is mounted on the wall, complementing the open seating area with various tables and chairs.
Guesthouse in Springfield
4.99 out of 5 average rating, 138 reviews

Lofty Lodge on the Bourbon Trail

Come to the Bourbon Trail in the Heart of Kentucky! Stay at our beautiful lodge with large common areas perfect for hanging out! Our space is great for family trips, work retreats, or a couples get away! The lodge is located just 3 miles from from restaurants, groceries, pharmacies and shops. But at the Lodge you will enjoy the peace of the country. We are central to all the bourbon distilleries: 15mi to Maker's mark, 35mi to Jim Beam, 50mi to Woodford Reserve, Lexington and Louisville.

FamilyLocationNearby

Top guest favorite
Home in Springfield
4.99 out of 5 average rating, 116 reviews

Last Min Deal | Bourbon Trail | Walk to Dine |

Explore 10+ distilleries from one Bourbon home base in Kentucky! The Kentucky Barrel House is an upscale boutique retreat perfectly positioned between Maker's Mark & Bardstown. Soak in the private hot tub, enjoy the fire pit, or walk downtown for dining. Full kitchen, large fenced yard & pet friendly. NEW Potter Jane 3.2 mi, Limestone Branch/Yellowstone 8 mi, Maker's Mark 10 mi & Bardstown Distilleries including; Lux Row, Heaven Hill, Bardstown Bourbon Co. Custom itinerary included!

FamilyValueHospitality

Top guest favorite
The exterior of a large farmhouse is depicted, surrounded by lush green grass and vibrant flower beds. A blooming pink dogwood tree provides shade in the front yard. The porch features colorful chairs, and elements of country decor, including a decorative star, are visible.
Farm stay in Lebanon
4.97 out of 5 average rating, 206 reviews

Farmhouse in the Country

Amenities! You don't need to pay more to get the BEST! My guests are amazed at all the Farmhouse has to offer. The home is on a 3rd generation family farm & has 4 huge bedrooms for your upmost privacy. It is definitely in the country yet only minutes from town. Surrounded by pastures, your only neighbors are the grazing cows. It has 2 wonderful porches, firepit area, renovated garage to hang out in, 320 acres to roam on & 2 fishing ponds. Smoking is allowed outside/2 pet max

ValueFamilyTV

Top guest favorite
Barn in Lebanon
4.99 out of 5 average rating, 208 reviews

Walk To Maker’s Mark | Wagon Wheel Barndominium

🏆 Voted one of the Top “5 Unique Stays in Marion County, Kentucky” – January 30, 2026. Welcome to the Wagon Wheel Barndominium, just a short walk to Maker’s Mark on the Bourbon Trail. If you’re looking to relax and kick back at a remote place on the Bourbon Trail with friends you’ve found your space! This unique rustic Barndominium on 8 acres along Hardins Creek sleeps 6 comfortably. Relax with multiple outdoor seating areas to enjoy creek views, Makers cropland, and wildlife.

FamilyValueTV

Top guest favorite
A serene view is captured of a wooden bridge extending over a calm body of water, with a cabin visible in the background. Surrounding trees reflect in the water, enhancing the natural beauty of the space. A second pavilion is seen to the right.
Cabin in Lebanon
5.0 out of 5 average rating, 70 reviews

*NEW* Secluded Cabin On Private Lake

Woodland Acres is located in the Heart of Kentucky, with spectacular views all around, year-round! Come enjoy this piece of heaven right on the Bourbon Trail! This unique and spacious hideaway has breathtaking views and is situated just 7 minutes from downtown Lebanon, KY. Enjoy a private lake and fishing dock, take a hike through the vegetation that surrounds you, or enjoy a cup of coffee on the wraparound porch. Ideal for leisure seekers, nature lovers, and families alike!

FamilyLocationHeating

Top guest favorite
The living area features exposed brick walls and original wood ceiling beams. A spacious sofa and teal chairs create a comfortable seating arrangement, with natural light filtering through large windows. A marble countertop highlights a stylish kitchen area, complemented by a decorative flower arrangement.
Loft in Lebanon
5.0 out of 5 average rating, 149 reviews

Sunny Side Up

Sunny Side Up is situated on the second floor of the Sunny Side Saloon, a historic building with a rich past. Originally serving as a Union Army Commissary during the Civil War, it later transformed into a cherished local establishment known as the Sunny Side Saloon. Here, JH Kearns once sold his own pre-prohibition whisky, often packaged in ceramic jugs. Located in downtown Lebanon, in the heart of Kentucky, Sunny Side stands proudly on the historic Bourbon Trail.

ValueFamilyKitchen

Top guest favorite
Home in Loretto
5.0 out of 5 average rating, 13 reviews

Bourbon Belle Farmhouse - 5 Mins From Makers Mark!

Welcome to our family farmhouse, nestled right on the famous Bourbon Trail! This home has been in our family for three generations and offers a warm, authentic Kentucky experience. Relax on the front porch with a glass of bourbon as the sun sets over rolling hills, or wake up to the gentle sounds of farm life. We’re located directly beside the Barrel Head Airbnb. Feel free to reach out if you’re interested in booking both homes to accommodate more guests!

FamilyLocationAmenities

Superhost
The exterior of a bi-level home displays a combination of brick and siding finishes. A neatly landscaped yard features gravel and small shrubs. Steps lead up to a front porch with decorative elements. An attached garage is identifiable on one side.
Home in Lebanon
5.0 out of 5 average rating, 35 reviews

Spacious, cozy home on Bourbon Trail

Welcome to “Hello Bourbon” This spacious 2,000 sq feet bi-level 5 bedroom, 2 full bath home. Large front & back yard with concrete driveway with parking for up to 5 cars. Sleeps 10. This spacious home is completely renovated with custom cabinets/granite, new flooring, bedding and high end finishes. Outdoor space, great parking, quiet safe neighborhood in Lebanon, Ky near Limestone Branch distillery-1 mile away and Makers Mark 9 miles away.

FamilyValueNearby

Guest favorite
A comfortable living room showcases a mix of upholstered furniture, including a plaid sofa and recliners. Natural light enters through the dressed windows, highlighting wooden floors. A coffee table rests in the center, and decorative lamps provide ambient lighting.
Home in Lebanon
4.95 out of 5 average rating, 210 reviews

Downtown Abode Your home away from home.

Our prices now include Air B&B service fee. No cleaning fee ,Beautiful home in downtown Lebanon a prime location for visiting many locations on the Bourbon Trail or the Lincoln Heritage Trail. We are 60 miles from Louisville or Lexington and only 15 miles from Historic Makers Mark Distilery. Several of our guests have stated the downtown abode is the best Airbnb they have ever stayed in. As a added bonus we have no cleaning fee

LocationFamilyWalkability

Top guest favorite
A modern kitchen is presented with sleek white cabinetry and stainless steel appliances. A textured brick wall features a decorative mural highlighting bourbon and moonshine. The granite countertop is complemented by a stainless steel sink and overhead pendant lighting, creating a functional and inviting cooking space.
Guest suite in Lebanon
4.95 out of 5 average rating, 211 reviews

Spirit on Main

Welcome to Spirit on Main, located in Lebanon, the heart of Kentucky. Located on Main Street, in the middle of all of the local activities, Spirit on Main is prime location for visiting your favorite bourbon spots! Whether you are in town for a couple’s getaway, trip with friends or on business, Spirit on Main will be your home away from home in the beautiful small town of Lebanon.

FamilyValueIndoor spaces

Top guest favorite
A small outdoor deck features a red metal bistro table accompanied by two matching chairs. Atop the table sits a bright red planter filled with yellow flowers, surrounded by lush greenery in the background.
Apartment in Lebanon
4.94 out of 5 average rating, 129 reviews

Deep on the Bourbon Trail

Deep on the Bourbon Trail is a newly renovated upstairs apartment with a private entrance over a detached garage. Located on the main thoroughfare as you come into the quaint city of Lebanon. The apartment is within walking distance to wedding venues, historic landmarks, and our community theater.

LocationFamilyCheckout

Popular amenities for Lebanon vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great vacation rentals in Lebanon

Guest favorite
A cozy living area is presented with a plush grey sofa and a blue accent chair. A wooden coffee table features decorative items, while a TV is mounted on the wall. Soft lighting enhances the inviting atmosphere, complemented by tasteful artwork on the walls.
Home in Lebanon
4.98 out of 5 average rating, 42 reviews

Guest Favorite | Bourbon Trail Bungalow

FamilyLocationAccess

Top guest favorite
A well-maintained lawn stretches across the foreground, featuring neatly trimmed grass in varying shades of green. In the background, a single-story home is visible alongside a detached garage, surrounded by mature trees and open fields under a clear blue sky.
Home in Lebanon
4.98 out of 5 average rating, 48 reviews

Lovely home in Bourbon Country

FamilyLocationAmenities

Guest favorite
The living area features a spacious couch facing a wall-mounted flat-screen television. Two accent chairs are arranged next to a modern lamp. The open-concept layout leads to a well-equipped kitchen visible in the background, with hardwood floors enhancing the space.
Loft in Lebanon
4.95 out of 5 average rating, 22 reviews

Bourbon Trail Loft | Luxe Renovation • Downtown

FamilyLocationTV

Top guest favorite
The exterior of a brick cottage is shown, featuring a well-maintained landscape with shrubs and rocks along the pathway. A single entrance door is visible, complemented by a porch area. Trees in the surrounding yard provide shade to the property.
Home in Lebanon
4.96 out of 5 average rating, 93 reviews

Ticky's Cottage at Empire Estate

ValueLocationNearby

Top guest favorite
A rustic wooden cabin is visible, featuring a covered porch with white railings. The structure stands against a clear blue sky and green hills, complemented by a path lined with a wooden fence leading to the cabin.
Cabin in Lebanon
4.99 out of 5 average rating, 84 reviews

Shepherd's Rest

LocationFamilyTV

Top guest favorite
A two-story home is set against a backdrop of open countryside. The residence features a combination of siding and brick. A covered porch with a glass door offers access to the inviting entryway, while large windows provide natural light throughout.
Farm stay in Springfield
5.0 out of 5 average rating, 35 reviews

Lawsons Landing

FamilyLocationAmenities

Top guest favorite
Apartment in Springfield
5.0 out of 5 average rating, 16 reviews

Marigold Manor: Eclectic Unit 3 Apartment

LocationOutdoor spacesComfort

Guest favorite
A modern kitchen features dark wooden cabinets complemented by marble countertops. Stainless steel appliances include a microwave, oven, and dishwasher. A patterned curtain adorns the window above the sink, while a blue runner extends along the floor underneath.
Apartment in Lebanon
4.91 out of 5 average rating, 22 reviews

The Baker House, Apt 3 upstairs

LocationValueCleanliness

When is the best time to visit Lebanon?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$28,238 GYDG$28,865 GYDG$26,146 GYDG$28,447 GYDG$28,656 GYDG$29,283 GYDG$28,028 GYDG$27,192 GYDG$29,493 GYDG$29,283 GYDG$28,656 GYDG$29,283 GYD
Avg. temp1°C3°C7°C13°C18°C22°C24°C23°C20°C14°C7°C3°C

Frequently Asked Questions

  • What are the best places to stay in Lebanon?

    Stays in Lebanon are often found near the historic downtown, which has walkable access to shops, local eateries, and cultural sites. For quieter surroundings, explore accommodations on the edge of town that have scenic views of the Kentucky countryside.

  • What are the best things to do in Lebanon with kids?

    Families with kids can enjoy local playgrounds, parks with open spaces, and interactive exhibits at the Marion County Heritage Center. Community festivals often include child-friendly activities and crafts.

  • What are some of the best things to do in Lebanon?

    Lebanon has walking tours in the historic downtown, regional bourbon tasting experiences, and interactive exhibits at the Marion County Heritage Center. Visitors often explore local parks or attend seasonal festivals.

  • How is the weather in Lebanon?

    Lebanon has winters averaging 25–45°F (-4–7°C) with occasional rain or snow, and humid summers near 82–84°F (28–29°C). Spring and fall are milder, so be prepared for shifting temperatures and bring a light jacket.

  • When is the best time to visit Lebanon?

    Late spring and early fall are often recommended for comfortable temperatures between 55–74°F (13–23°C) and colorful landscapes. Summer has lively festivals and warm weather, while winter brings cooler days suited for heritage tours indoors.

  • What are the best places to visit in Lebanon?

    Explore the Marion County Heritage Center and the historic downtown district, known for its preserved buildings and local shops. Lebanon also has sites that highlight the region’s railroad and Civil War history.

  • What are some hiking trails in Lebanon?

    Discover walking paths and short trails in parks around Lebanon, which have open spaces suitable for relaxed strolls, birdwatching, or family picnics. For more forested trails, look for regional wildlife areas near town.

  • What are some family activities we can do in Lebanon?

    Families can visit local parks, take self-guided history walks through downtown, and explore exhibits at the Marion County Heritage Center. Seasonal festivals and community events are frequently suggested for all ages.

  • What are some of the best day trip ideas from Lebanon?

    Day trips frequently suggested include touring bourbon distilleries, exploring nearby state parks, or visiting historic small towns known for antique shops and seasonal festivals. Outdoor experiences and local art trails are also popular.

  • Are there any pet friendly accommodations available in Lebanon?

    Accommodations in Lebanon with pet-friendly policies can be found near parks and quieter residential areas. Some rentals have yards or outdoor spaces suitable for pets.

  • What are some local tips for visiting Lebanon?

    Wear comfortable walking shoes to explore downtown’s shops and historic sites. Locals suggest sampling Kentucky-style barbecue or bourbon, and joining community events for a more immersive experience.

  • What is Lebanon known for?

    Lebanon is known for its bourbon heritage, historic downtown district, and locally rooted culinary traditions like barbecue. The area also has ties to railroad and Civil War history, reflected in lasting landmarks.

  • What are the best hidden gems to explore in Lebanon?

    Look for local artisan workshops and murals tucked into side streets near downtown. Some visitors enjoy exploring small heritage sites or historic cemeteries that share stories rarely included on main tours.

  • What are the best foods to try in Lebanon?

    Lebanon is known for Kentucky-style barbecue, bourbon-infused dishes, and traditional Southern sides. Local bakeries often have pies and desserts made with regional berries or apples.

  • What should I bring for a trip to Lebanon?

    Pack comfortable shoes for exploring, layers for changing seasonal temperatures, and a rain jacket, as showers are common year-round. Sunscreen and hats are useful for outdoor activities during warmer months.

  • What is the nightlife in Lebanon like?

    Lebanon’s nightlife has casual venues such as local pubs, relaxed restaurants, and seasonal live music nights. Community events and gatherings are at the heart of evening social life.

  • What are the most popular events or festivals in Lebanon?

    Lebanon has Country Ham Days in early fall, which celebrates local food traditions and community spirit. Dickens Christmas brings seasonal festivities with lights and holiday markets around late fall and early winter. County fairs and agricultural events are frequently suggested gatherings.

  • Are there family friendly vacation rentals in Lebanon?

    Lebanon has family-friendly rentals, often located near parks, schools, or community centers. Many have larger common spaces, making them comfortable for groups with children.

Destinations to explore