Family-friendly vacation rentals in Frankfort

5 out of 5 average rating, 123 reviews

Bourbon Central Waterfront Luxe near Buffalo Trace

This Ultra Luxe River Flat located in the heart of the Capital City of Frankfort, Ky offers 1600 square feet of step free luxurious, modern living within walking distance to everything downtown has to offer- 15+restaurants/pubs. 1.8 miles to Buffalo Trace, less than 10 miles to Woodford Reserve, Castle & Key and Whiskey Thief. -King Size Bed Suite -Heated floors in main bath -1 Gig Wifi -75" /55" Smart TVs/Direct TV/Apps - Coffee Station w/Decaf and tea - Piano, Guitar - Golden Tee Ms. Pac-Man

Indoor spacesKitchenHospitality

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.

4.99 out of 5 average rating, 129 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.

KitchenFamilyLaundry

4.99 out of 5 average rating, 164 reviews

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

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.

FamilyIndoor spacesAmenities

5 out of 5 average rating, 243 reviews

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

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!)

FamilyKitchenAir conditioning

4.89 out of 5 average rating, 99 reviews

A spacious living area features a large brown sectional sofa, complemented by a round coffee table with a shimmering surface. Bright artwork adorns the walls, and a ceiling fan provides airflow. A television is positioned on a light-colored media console, and plants add a touch of greenery.

Apartment in Frankfort

2 bedroom Downtown Unit

Wake up & smell the mash! Located just moments away from Buffalo Trace Distillery. Enriched with history & tradition is where you will find Broadway Rails. This apartment has recently undergone renovations & talk about PRIME Location. Guests will enjoy the walkability to Downtown Frankfort & many of the local attractions. Featuring 2 bedrooms & 1 bath, guests are able to experience life like a local with all the modern-day amenities. We are also above the delicious Brown Barrel Restaurant.

FamilyKitchenNearby

4.99 out of 5 average rating, 579 reviews

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

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!

KitchenIndoor spacesCheck-in

4.95 out of 5 average rating, 245 reviews

A modern kitchen is showcased, featuring stainless steel appliances and white cabinetry. The spacious marble countertop is complemented by decorative elements, including teal accents. A cutting board rests on the counter while colorful artwork adorns the wall, adding a touch of vibrancy to the space.

Bungalow in Frankfort

Lil Bit O' History on Main- Historic Downtown!

Built in 1867, with original deed of 1813, this beautiful piece of Frankfort's history has been fully restored! This cozy shotgun home offers magnificent views of the State Capital in front and the Old Capital from the side! Located along the Bourbon Trail, it offers a short walk to BOM, local breweries, downtown coffee at Kentucky Coffee Tree, and all the shops of Broadway. The History Center is close, as is The Kentucky Military Museum. Buffalo Trace and Castle and Key are minutes away.

KitchenIndoor spacesHot tub

4.97 out of 5 average rating, 249 reviews

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

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!

KitchenFamilyLaundry

A charming exterior view of a two-story bungalow features blue-green siding and a welcoming front porch. American flags are displayed, while flower beds with various plants enhance the landscaped front yard. The stone walkway leads to the entrance, inviting visitors to approach the home.

4.98 out of 5 average rating, 104 reviews

The Crafty Bourbon Bungalow Apartment

The Crafty Bourbon Bungalow Apartment is located in the historic district of Frankfort just three blocks from the Capitol and within walking distance of downtown shops and restaurants. We are in the heart of horse and bourbon country with easy access to local distilleries and racetracks. The apartment has a private entrance, one parking space, two bedrooms with queen beds, one bath with claw tub/shower combo, kitchenette and an eating and sitting area.

KitchenFamilyLocation

4.98 out of 5 average rating, 452 reviews

A charming tiny house is nestled in a natural setting, featuring a metal roof and wooden exterior. A small porch with seating is visible, surrounded by greenery. The yard is complemented by a grassy area and a wooden fence, enhancing the serene environment.

Tiny home in Frankfort

Tiny Home with Huge Charm near the Elkhorn Creek

Just minutes from downtown Frankfort, this place is a little peaceful country getaway with a lot to offer! It’s nestled on a quiet street with great access to the beautiful Elkhorn Creek! If you’re into Bourbon tours, Horses, canoeing/kayaking/fishing, or Natural and Historical sites, this place is a great location in the middle of a lot to see and do! The tiny house has a small kitchen and bath as well as a yard and private patio and grill to enjoy!

Indoor spacesFamilyAmenities

4.98 out of 5 average rating, 191 reviews

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

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.

Indoor spacesKitchenAmenities

4.99 out of 5 average rating, 130 reviews

A gravel path leads up to the cabin, surrounded by lush greenery and tall trees. The cabin's exterior features a mix of wood and metal siding, with a deck extending from the entrance, providing a connection to the natural surroundings.

Cabin in Lawrenceburg

Hidden View Cabin

Welcome to Hidden View Cabin, a delightful cabin where seeing wildlife and listening to the sounds of nature are yours to enjoy! Take the scenic drive down the gravel lane to this private and peaceful place located among pine trees and overlooking a one acre pond. Whether you have come to relax and get away from it all or want to visit the many attractions throughout central Kentucky this is the place for you. Only 20 minutes from Lawrenceburg.

Indoor spacesFamilyAccess

Popular amenities for Frankfort family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A bright living area features a comfortable gray sofa adorned with colorful throw pillows. A round coffee table sits atop a soft area rug, complemented by wooden chairs nearby. Natural light streams through multiple windows, creating a welcoming atmosphere in this open space.

4.99 out of 5 average rating, 195 reviews

Limestone Landing - Cozy Luxury Retreat w/ HOT TUB

FamilyKitchenAccuracy

4.96 out of 5 average rating, 127 reviews

The image collage features various spaces of a stylish home. A cozy lounge area with a fireplace is shown, alongside an outdoor hot tub surrounded by greenery. The dining area is connected to a deck, and a game room with a bar creates an inviting entertainment space.

Home in Bardstown

StillHill: HotTub GameRoom Whiskey Lounge Acreage

FamilyKitchenHospitality

4.99 out of 5 average rating, 103 reviews

Hot Tub > 3 King Beds > 7 mins to Buffalo Trace

Indoor spacesFamilyLocation

4.98 out of 5 average rating, 259 reviews

A rustic cabin is nestled among trees, featuring a well-lit entryway and a front deck with two wooden lounge chairs. Soft evening light spills through the windows, creating a welcoming atmosphere. Stone stepping stones lead towards the doorway, enhancing the natural setting.

Cabin in Lawrenceburg

Romantic Cozy Cabin Getaway w/ Firepit & Hot Tub

Indoor spacesKitchenCheck-in

4.97 out of 5 average rating, 159 reviews

Two wooden Adirondack chairs are positioned around a stoned fire pit, overlooking a tranquil lake. The scene features lush greenery and a group of ducks gently swimming in the water, complemented by a boathouse and kayaks in the background.

Cabin in Lawrenceburg

Bourbon Trail Bliss by the Lake, HotTub, Kayaks

KitchenFamilyHospitality

4.98 out of 5 average rating, 159 reviews

Home in Bagdad

LUX Farmhouse | HotTub | Firepit | GameRm | 5 Acre

Indoor spacesKitchenSleep quality

A charming bungalow exterior is highlighted by vibrant green siding and white accents. A covered porch with intricate railing invites guests, while a pathway leads through well-maintained landscaping adorned with flowers and fresh grass. The setting sun casts a warm glow over the home.

4.96 out of 5 average rating, 129 reviews

River Row Bungalow

Indoor spacesFamilyDecor

4.94 out of 5 average rating, 112 reviews

A circular fire pit area is surrounded by six blue Adirondack chairs, positioned on a green lawn. The cabin, featuring a green metal roof and wooden exterior, is visible in the background among tall trees and open space.

Cabin in Shelbyville

Cabin with spectacular views, creek, & hot tub

Indoor spacesFamilyComfort

Family- and pet-friendly home rentals

A charming two-story house features a blue exterior with stone accents and a welcoming front porch. Green grass and well-maintained landscaping frame the walkway, while blooming flowers add a touch of color. The home is situated in a peaceful neighborhood.

4.98 out of 5 average rating, 289 reviews

Blue's Bourbon Bungalow

FamilyIndoor spacesCleanliness

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.

4.93 out of 5 average rating, 258 reviews

Wilkinson's Wheated Oasis/ 1.3 Mi to Buffalo Trace

FamilyIndoor spacesNearby

4.96 out of 5 average rating, 244 reviews

A restored farmhouse is shown with a charming white exterior and a black roof. The front porch features white railings, while the surrounding lawn is well-maintained with a grassy area and some trees in the background.

Chalet in Lawrenceburg

Countryside On the Bourbon Trail, 22 Quiet Acres

KitchenIndoor spacesCleanliness

Superhost

The living area features rustic log walls contrasted by a bright ceiling. A cozy sectional sofa faces a wooden coffee table and a small desk with a TV. Two armchairs are positioned beside a colorful area rug, while natural light filters through multiple windows.

Cabin in Lexington

4.82 out of 5 average rating, 654 reviews

Unique Stay - 1907 Log Cabin Near Kentucky River

FamilyIndoor spacesTV

4.96 out of 5 average rating, 401 reviews

A private entrance is framed by trees displaying vibrant autumn foliage, adding bursts of red and orange. A gravel driveway leads toward a gated entrance, while fallen leaves create a colorful carpet along the pathway. Clear blue skies provide a bright backdrop.

Home in Lexington

Horse Farm Creekside Cabin- 6 min to KY Horse Park

FamilyIndoor spacesHiking

Superhost

A comfortable living area features a brown leather sofa adorned with decorative cushions and a dark accent wall. A wooden coffee table sits in front, accompanied by a blue armchair. A lamp stands beside the sofa, illuminating the space, while natural light enters through the nearby door.

Townhouse in Frankfort

4.86 out of 5 average rating, 196 reviews

Bourbon Trail Lakehouse - Pet Friendly!

Indoor spacesFamilyAccuracy

4.98 out of 5 average rating, 452 reviews

A two-story brick house is set among green grass and trees, with a gravel driveway leading to it. A black wooden fence borders the property, and vibrant yellow flowers are visible in the foreground. The outdoor space exudes a sense of openness and tranquility.

Farm stay in Georgetown

Great Crossings Goat Farm & Apiary

FamilyIndoor spacesView

4.97 out of 5 average rating, 144 reviews

A spacious studio features an industrial design with exposed brick and weathered walls. A cozy Queen Murphy Bed is dressed in neutral linens and accented with decorative pillows. A stylish plant adds a touch of greenery, while well-placed lighting creates a warm ambiance.

Apartment in Shelbyville

Unique Downtown Studio with an Industrial Vibe

Indoor spacesFamilyComfort

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 109 reviews

A rustic log cabin is partially visible through surrounding greenery. The cabin's wooden exterior is complemented by two windows and a centrally located door, which features a simple design. The natural landscape evokes a serene rural setting.

Cabin in Paris

1791 Cabin on Historic Horse Farm

FamilyKitchenParking

4.99 out of 5 average rating, 102 reviews

An inviting outdoor space features a spacious in-ground pool surrounded by a decorative fence. Lush green trees provide shade, while the backdrop showcases a sunset sky with soft purple hues. Comfortable lounge chairs are positioned near the water, enhancing the area's relaxing ambiance.

Home in Mount Washington

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

Indoor spacesKitchenAmenities

4.91 out of 5 average rating, 148 reviews

Cottage in Taylorsville

Lakeside Haven Cottage 4, Lake View, Hot Tub, Pool

FamilyIndoor spacesHospitality

4.96 out of 5 average rating, 164 reviews

Two horses are depicted, one dark brown and the other light chestnut, standing side by side. They are adorned with riding gear, their eyes focused on the landscape ahead, which features rolling hills blanketed in greenery and autumn foliage.

Farm stay in Harrodsburg

The Bunkhouse at Big Red Stables

KitchenFamilyAccess

4.99 out of 5 average rating, 106 reviews

A charming two-story home features white siding and dark shutters, framed by lush greenery and seasonal decorations. A welcoming path of brick leads to the entrance, where decorative pumpkins add a touch of warmth, inviting guests to explore the property.

Home in Midway

The Bees Wing

FamilyIndoor spacesLaundry

4.99 out of 5 average rating, 152 reviews

A living area features comfortable seating arranged around a wooden coffee table. A stone fireplace with an electric insert is positioned beneath a flat-screen television mounted on the wall. The warm red walls create a cozy backdrop, and kitchen facilities are visible in the background.

Cottage in Taylorsville

Lakeside Cottage -upgraded hot tub- Bourbon Trail!

Indoor spacesFamilyComfort

4.97 out of 5 average rating, 155 reviews

A cozy living area is presented with a television mounted on the wall. A black leather sofa faces a small wooden coffee table and two armchairs. Natural light filters through the windows, complemented by patterned curtains, creating a warm atmosphere.

Cottage in Salvisa

Cottage on the Bourbon Trail

FamilyKitchenParks