Holiday houses in Frankfort

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Top-rated holiday rentals in Frankfort

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

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Guest favourite
The exterior of the remodeled house is framed by lush trees, showcasing a welcoming deck with ambient lighting. A traditional barrel sauna is positioned nearby, blending with the natural surroundings. The inviting façade reflects warm tones, enhanced by the soft glow of the setting sun.
Home in Frankfort
4.99 out of 5 average rating, 106 reviews

Bourbon Trail*River Views*Hot Tub*Sauna*EVSE*WiFi

Welcome to River Whisper. The remodeled riverfront house offers the perfect blend of organic modern decor and unparalleled comfort. Experience luxury with top-of-the-line features, a hot tub, and a barrel sauna, all overlooking the beautiful Kentucky River. Located in the heart of Bourbon Trail, with easy access to many renowned distilleries, including Buffalo Trace and Woodford Reserve. Explore historic downtown Frankfort, Cove Spring Park, river boat tours, kayaking, fishing, hiking and more.

Guest favourite
The exterior of a vintage Craftsman home is showcased, featuring a yellow facade with black shutters. Two rocking chairs are positioned on the front porch, surrounded by a well-maintained garden with greenery. The brick pathway leads to the entrance, flanked by a stone border.
Home in Frankfort
4.94 out of 5 average rating, 104 reviews

Downtown Frankfort, Bourbon Trail Distilleries

Welcome to Bourbon Sunshine, a charming 1900s Craftsman home ideally situated near historic downtown Frankfort and the array of distilleries along the Bourbon Trail. Centrally located, this home is just 2 miles from the renowned Buffalo Trace distillery, 6 blocks from the State Capitol building, and a short drive from the famous Rebecca Ruth's candy store. Our home is thoughtfully equipped with all the amenities you need for a comfortable stay, offering a true home away from home experience wit

Top Guest favourite
A paved driveway stretches into the distance, flanked by lush green grass and a large tree. Wooden fencing borders the property, offering views of rolling hills and a colorful sunset sky above.
Farm stay in Frankfort
4.99 out of 5 average rating, 142 reviews

The Cottage at Seldom Scene Farm - Bourbon Trail

SELF CHECK-IN, CLEAN, PRIVATE OASIS. Restored log home on gorgeous 273 acre farm along the KY RIVER. Serene & natural setting, close to several popular BOURBON TRAIL sites & horse farms. 10 MIN to WOODFORD RESERVE and CASTLE & KEY distilleries. 8 MIN to STAVE Restaurant & Bourbon Bar. Scenic horse farms (ASHFORD, AIRDRIE, WINSTAR). Convenient to KEENELAND, KY HORSE PARK, Versailles, Midway, Frankfort, Lexington, Louisville! Hike, bike, fish, wildlife, sheep, goats, chickens, stars & campfires.

Top Guest favourite
A well-equipped kitchen features dark wooden cabinetry and granite countertops. Four barstools with cushioned seats are arranged around a large island. Stainless steel appliances, including a refrigerator and oven, are visible alongside natural light streaming through a window.
Cabin in Frankfort
5 out of 5 average rating, 201 reviews

On The Rocks

Ultimate in privacy, yet two minutes from downtown Frankfort! This cabin-style home (think Gatlinburg!) sits on three wooded acres. Long, rambling decks on three sides (one covered, one fully screened, one open air). Our adjacent farm surrounds the property, making it even more private. This home sits high on a bluff above downtown Frankfort & the Kentucky River (our farm borders on the river). Just three miles to Buffalo Trace Distillery (if you could fly, it's way closer than that!)

Top Guest favourite
The exterior of a brick home is shown, featuring a welcoming front door in a light teal shade. Surrounding landscaping includes neatly trimmed shrubs and flowering plants, with a concrete pathway leading to the entrance. A well-maintained lawn stretches out in front.
Home in Frankfort
4.99 out of 5 average rating, 105 reviews

Backyard Bourbon Retreat

Your family will be close to everything when you stay at this centrally-located place. This is a beautiful two bedroom two full bath home packed with a ton of amenities! Only minutes from several distilleries such as Buffalo Trace, Jim Beam, Woodford Reserve, Ancient Age and Four Roses just to name a few! There is a fully fenced in yard with a deck looking into a 1/4 acre landscaped backyard. Great for sitting back and relaxing with a Kentucky beverage. Welcome to the Backyard Bourbon Retreat!

Guest favourite
A welcoming view of The Spencer cottage is presented, showcasing lush greenery and carefully tended landscaping. A sign is positioned in the foreground, displaying the name of the property. The brick exterior of the cottage is framed by trees, enhancing its charming appeal.
Home in Frankfort
4.9 out of 5 average rating, 132 reviews

Frankfort’s Capitol view cottage

Frankfort's Capitol View Cottage Named for architect Spencer Cryer, the Spencer offers a unique charm with the comforts of home on your central Kentucky travels. An off the beaten path yet still downtown cottage with a seasonal view of the Capitol, the home offers both inside and outside amenities. Steps from the Capitol grounds and 20 miles to Lexington 50 miles to Louisville and within an hour drive of at least 10 distilleries on the Bourbon Trail including Buffalo Trace a local favorite!

Guest favourite
The exterior of the home features a welcoming porch with rocking chairs framed by neatly trimmed hedges. A manicured lawn with shrubs enhances the inviting approach to the entrance. Surrounding trees provide a natural backdrop, contributing to the overall charm of the property.
Home in Frankfort
4.93 out of 5 average rating, 218 reviews

Wilkinson's Wheated Oasis/ 1.3 Mi to Buffalo Trace

Wake up & smell the mash! Located just steps away from Buffalo Trace Distillery. Enriched with history & tradition is where you will find Wilkinson. This historic home has recently undergone renovations & no expense was spared. Guests will enjoy the walkability to Downtown Frankfort & many of the local attractions. Featuring 2 bedrooms & 2 baths, guests are able to experience life like a local with all the modern-day amenities. We are also only a 7.2-mile drive to Castle & Key Distillery.

Top Guest favourite
A red farmhouse tractor is positioned prominently in the foreground, with a vibrant red caboose labeled 'SOUTHERN X525' in the background. An outdoor pavilion with a gabled roof is partially visible, bordered by trees displaying autumn foliage.
Train in Lawrenceburg
4.99 out of 5 average rating, 505 reviews

Bourbon Trail: Caboose on the Farm

Nestled under the shadows of trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunkbeds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

Top Guest favourite
The entrance to the historic Buffalo Springs Distilling Company is showcased, featuring sturdy stonework and a wooden door. A sign hangs above the entrance, indicating the building's name. Nearby, green grass is visible, hinting at the surrounding area.
Home in Stamping Ground
4.97 out of 5 average rating, 711 reviews

Buffalo Springs Distilling Company

It’s recently been brought to our attention about Airbnb scams! Please reserve with us or someone else that has a history! The Bourbon Trail The Buffalo Springs Distilling Company got it's start in 1868. It closed and it's warehouses were emptied out by the 1970's. This building is one of the last structures left on the site. This historic building was the main office and gatehouse for visitors to the distillery, so we can offer one Queen sized bedroom due to the size of the structure.

Top Guest favourite
A modern cabin exterior features a welcoming front porch with wooden railings and chairs arranged for relaxation. Steps lead from a gravel path to the entrance. The building's dark exterior contrasts with the clear blue sky and grassy landscape surrounding it.
Cabin in Frankfort
4.99 out of 5 average rating, 101 reviews

The Bourbon Coop

The Bourbon Coop is arguably the best situated location on the Bourbon Trail! It is a convenient walk or golf cart ride to Whiskey Thief distillery across the street. Situated a quarter of a mile off interstate 64, in between Louisville and Lexington, with a 15 minute drive into the city of Frankfort. The cabin is located on a beautiful, scenic plot of land, shared by the friendly hosts, chickens, ducks and a couple of goats. This is a comfortable, quiet and quaint country experience!

Top Guest favourite
A large window allows natural light to brighten the entrance area, showcasing a view of the street and nearby shops. A modern light fixture hangs from the ceiling, complementing the open and airy feel of the space.
Apartment in Frankfort
4.96 out of 5 average rating, 228 reviews

Bing’s Downtown Guest Suite on Main

Make your home away from home at this centrally-located guest suite encompassing the entire second floor of the historic Bing’s Building in the center of downtown Frankfort, Kentucky! Historic downtown guest suite with modern amenities located in the heart of the capital city. Within blocks of great dining, shopping, entertainment, and historic sites. A short distance to Buffalo Trace and other popular distilleries, Keeneland racetrack, bluegrass horse country and much more!

Top Guest favourite
The living area features exposed brick walls and hardwood flooring. A flat-screen TV is mounted above a decorative fireplace, providing entertainment options. Natural light fills the space through large windows with white trim, complemented by a dark wooden coffee table and modern seating.
Apartment in Frankfort
4.98 out of 5 average rating, 169 reviews

Historic Loft in Frankfort Entertainment District

Experience the charm of a newly renovated 2-story loft in the Historic St. Claire Entertainment District of Frankfort, KY. Immerse yourself in the best of Kentucky, with convenient access to world renowned distilleries like Buffalo Trace and Woodford Reserve or catch the excitement of live thoroughbred racing at Keeneland Racetrack, just a short drive away in Lexington, KY. This special place is close to everything, making it easy to plan your visit.

Popular amenities for Frankfort holiday rentals

When is the best time to visit Frankfort?

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Avg. price$187 AUD$208 AUD$210 AUD$234 AUD$238 AUD$213 AUD$219 AUD$191 AUD$206 AUD$257 AUD$227 AUD$210 AUD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Frankfort?

    Frankfort has more than 120 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 Frankfort?

    Experience the best of Frankfort with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Frankfort?

    Four-legged friends are welcome in Frankfort. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Frankfort?

    Yes! Work meets play with ease at over 130 vacation rentals in Frankfort featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do condo rentals in Frankfort have air conditioning?

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

  • Do apartment rentals in Frankfort have a kitchen?

    Absolutely! We offer over 50 apartment rentals with a kitchen in Frankfort. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Frankfort have wifi?

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

  • Do apartment rentals in Frankfort have free parking?

    Absolutely! We offer over 30 apartment rentals with free parking in Frankfort. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Frankfort

  • Total holiday rentals

    Explore 190 holiday rentals in Frankfort

  • Nightly prices starting at

    Frankfort holiday rentals start at $70 AUD per night before taxes and fees

  • Verified guest reviews

    Over 13,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    190 of Frankfort holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Frankfort rentals

  • 4.9 Average rating

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

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