Family-friendly vacation rentals in Frankfort

5 out of 5 average rating, 122 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

KitchenIndoor spacesGetting around

4.99 out of 5 average rating, 163 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.

FamilyKitchenGrill

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, 256 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.

Indoor spacesFamilyBiking

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.

4.97 out of 5 average rating, 127 reviews

River Row Bungalow

Come visit the River Row District. Located in the heart of Downtown Frankfort. Within walking distance to shops, dining, bourbon, live music and the Capitol Building! Discover what Frankfort has to offer during the day. Come home to relax in the hot tub and enjoy a fire in the yard. Have your morning coffee and relax in the swing under the covered porch, while listening to the church bells. Sleeps 8 with two king beds, 1 queen bed and two twin beds in a loft space within the queen bedroom.

KitchenIndoor spacesQuiet

4.99 out of 5 average rating, 572 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!

Indoor spacesFamilyGetting around

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.

Indoor spacesFamilyTV

4.96 out of 5 average rating, 111 reviews

A charming two-story building features a white exterior with blue accents and a sloped roof. A large wooden ramp leads to the entrance, surrounded by lush green trees and landscaped areas, creating a welcoming environment for guests.

Guest suite in Frankfort

Studio 1101

Second story one bedroom studio above small hair salon. Unique building conveniently located near historic downtown, major highways, restaurants and distilleries. Wi-Fi and on-site illuminated parking available as well. A window A/C unit (added 8/25) helps keep the 2nd story space cool during summer months. W/D svc available on stays over 5 days. The salon generally closes at 6 p.m. T-Th so there will be no traffic or noise after that time. The salon is also closed Sunday and Monday.

Indoor spacesKitchenSleep quality

4.86 out of 5 average rating, 256 reviews

The exterior of a well-maintained brick loft is shown, surrounded by lush greenery and a manicured lawn. A white fence borders the property, and a small pathway leads toward the entrance, which features a single door. Natural light filters through the nearby trees.

Loft in Frankfort

Cozy Urban Loft Near Downtown Frankfort

This cozy loft is less than one mile from the state capitol building in a quiet, tree-lined neighborhood. Downtown restaurants, entertainment, shops, and Buffalo Trace Distillery are only minutes away by car. The property is located above a detached garage with private entrance -- fully furnished with more amenities than most 4-star hotels, to accommodate short-term or extended stays. The space was completely renovated in Spring 2019 and contains all new furniture and HVAC equipment.

Indoor spacesKitchenComfort

4.97 out of 5 average rating, 245 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!

Indoor spacesKitchenBathroom

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, 103 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.

Indoor spacesFamilyComfort

4.98 out of 5 average rating, 451 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!

FamilyIndoor spacesLocation

4.98 out of 5 average rating, 189 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 spacesKitchenHospitality

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, 193 reviews

Limestone Landing - Cozy Luxury Retreat w/ HOT TUB

FamilyIndoor spacesHot tub

4.96 out of 5 average rating, 124 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

Indoor spacesKitchenBackyard

4.99 out of 5 average rating, 102 reviews

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

Indoor spacesFamilyAmenities

4.98 out of 5 average rating, 254 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

FamilyKitchenTV

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

Indoor spacesKitchenAmenities

4.98 out of 5 average rating, 158 reviews

Home in Bagdad

LUX Farmhouse | HotTub | Firepit | GameRm | 5 Acre

FamilyKitchenView

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 spacesKitchenAccess

4.83 out of 5 average rating, 149 reviews

A spacious porch is visible, lined with wooden rocking chairs and a few side tables. Colorful cushions add comfort to the seating. The porch overlooks a tranquil lake, with trees visible in the background and soft natural light illuminating the area.

Home in Lawrenceburg

Bourbon Trail Lakefront * Hot Tub * Sleeps 8

KitchenIndoor spacesLayout

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 104 reviews

Cottage in Lawrenceburg

Bourbon Barrel Cottages 3 Ky Bourbon Trail HOT TUB

Indoor spacesKitchenComfort

4.95 out of 5 average rating, 120 reviews

A unique circular structure made of wood stands on a wooden deck surrounded by vibrant wildflowers. The entrance features a sliding door, while a small shelf extends from the side, inviting guests to explore the natural setting.

Farm stay in Chaplin

Cottage Retreat at Tiwazzen Farm

Indoor spacesFamilyCheckout

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, 286 reviews

Blue's Bourbon Bungalow

FamilyIndoor spacesComfort

4.98 out of 5 average rating, 275 reviews

An outdoor space features a fire pit surrounded by four adirondack chairs and two wooden benches. The gravel area is set against a backdrop of lush greenery, with the cabin visible in the distance. Bright red umbrellas provide shade over the seating area.

Cabin in Sadieville

*Unique Wooded Cabin*4 beds 20 min from The Ark

Indoor spacesFamilyDecor

4.96 out of 5 average rating, 102 reviews

A seating area is furnished with two brown recliners and a matching couch, arranged around a light area rug. A television is placed on a wooden stand against the wall. Framed artwork decorates the neutral-colored walls, contributing to a cozy atmosphere.

Apartment in Georgetown

Private Farm Basement Apartment!

Indoor spacesFamilyLayout

4.96 out of 5 average rating, 243 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

FamilyIndoor spacesCleanliness

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

Indoor spacesFamilyNearby

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

4.87 out of 5 average rating, 194 reviews

Bourbon Trail Lakehouse - Pet Friendly!

Indoor spacesKitchenCheckout

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 108 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

Indoor spacesFamilyParking

4.91 out of 5 average rating, 148 reviews

Cottage in Taylorsville

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

FamilyKitchenPool

4.96 out of 5 average rating, 162 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

KitchenIndoor spacesComfort

4.97 out of 5 average rating, 148 reviews

A collage showcases various outdoor and indoor entertainment areas. A blue pool is surrounded by sun loungers. A hot tub is visible nearby. Inside, a game room features a pool table, air hockey, and arcade machine, highlighting multiple recreational options.

Home in Lexington

Central Lex Pool Oasis: HotTub! GameRm! Keeneland!

Indoor spacesFamilyHot tub

4.99 out of 5 average rating, 103 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 spacesLayout

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!

FamilyIndoor spacesQuiet

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

Indoor spacesFamilyLong stay