Family-friendly vacation rentals in Frankfort

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, 135 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.

KitchenIndoor spacesGetting around

5.0 out of 5 average rating, 252 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!)

KitchenIndoor spacesLocation

4.99 out of 5 average rating, 171 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.

FamilyKitchenDecor

4.9 out of 5 average rating, 105 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.

Indoor spacesKitchenHospitality

4.99 out of 5 average rating, 593 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 spacesFamilyBathroom

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, 136 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.

FamilyIndoor spacesBathroom

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, 110 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 spacesFamilyDecor

4.94 out of 5 average rating, 128 reviews

Downtown Frankfort, Bourbon Trail Distilleries

Bourbon Sunshine is a warm, inviting Craftsman home in downtown Frankfort with a welcoming front porch.The 4 bedrooms and 2 baths, it comfortably sleeps 10 and offers a relaxing front porch to unwind. Just 2 miles from Buffalo Trace Distillery and steps from downtown eateries, the State Capitol, and local treats like Rebecca Ruth Candy, it’s the perfect blend of cozy charm and comfort while you call this place home as you explore the Bourbon Trail.

FamilyKitchenBathroom

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, 198 reviews

Limestone Landing - Cozy Luxury Retreat w/ HOT TUB

Limestone Landing is a modern, peaceful home, thoughtfully designed with comfort and style in mind. This cozy haven offers a relaxing place to unwind after a day of exploring bourbon country. Just minutes from Castle and Key and Woodford Reserve and only ½ mile from the highly rated restaurant and bourbon bar, The Stave. Whether you’re here for tastings, scenic drives, or quiet evenings in, Limestone Landing puts you right where you want to be!

Indoor spacesFamilyAccess

4.99 out of 5 average rating, 225 reviews

A well-equipped kitchen features a spacious wood island with two upholstered stools. Modern appliances, including a gas range and sleek cabinetry, complement the space. Natural light streams through the windows, enhancing the inviting atmosphere, while tasteful decor adds a touch of character.

Loft in Frankfort

The Loft - Cozy Retreat in Historic Downtown

The Loft isn't just a place to stay; it's the feeling of finally slowing down. This cozy, light-filled retreat invites you to wake up easy, explore bourbon country, wander historic Frankfort, and return to a space that feels instantly like home. Thoughtfully designed with warm textures, modern comforts, and a peaceful atmosphere, it's the perfect escape for couples, solo travelers, and weekend adventurers seeking a memorable Kentucky getaway.

FamilyKitchenView

4.99 out of 5 average rating, 107 reviews

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

Welcome to BOURBON HOLLOW! 🦬 Buffalo Trace - 3.5 miles/7 minutes 🔑 Castle & Key - 8 miles/15 minutes Whiskey Thief - 9 miles/15 minutes 🥃 Woodford Reserve - 14.2 miles/21 minutes 🦃 Wild Turkey - 15.2 miles/23 minutes 🌹 Four Roses - 18 miles/23 minutes 🥃 Bulleit - 15.4 miles/24 minutes 🎩 Jeptha Creed - 25.6 miles/28 minutes Lexington Area Distilleries - 31 miles/35 minutes Louisville Area Distilleries - 52 miles/52 minutes

FamilyIndoor spacesHot tub

4.99 out of 5 average rating, 115 reviews

Home in Midway

Bourbon Trail ~ Pickleball ~ Hot Tub ~ Mini-Golf

Welcome to this adorable house in the heart of the picturesque bourbon country. It promises a relaxing retreat just a few minutes from local distilleries, scenic countryside landmarks, and exciting attractions. ✔ 3 Comfortable Bedrooms ✔ Full Kitchen ✔ 9-hole Duck Duct Putt-Putt Golf Course ✔ DIY Pickleball Court ✔ Vintage Jukebox ✔ Hot Tub ✔ Fire Pit ✔ Smart TVs ✔ Wi-Fi ✔ Laundry ✔ Parking See more below!

Indoor spacesFamilyCondition

Popular amenities for Frankfort family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 102 reviews

The exterior of the property showcases a spacious backyard with well-maintained grass, an outdoor fire pit surrounded by seating, and a hot tub visible beneath the deck. Soft lighting provides illumination as the sky transitions into dusk, highlighting the inviting atmosphere of the outdoor space.

Home in Versailles

Luxe Bourbon Trl~Game Rm~Golf Sim~Hot Tub~Fire Pit

KitchenIndoor spacesCondition

An aerial view of a red-brick house surrounded by lush greenery and open fields. The property features a gravel driveway, outdoor seating areas, and a covered patio. Scenic hills can be seen in the background, creating a peaceful country atmosphere.

4.93 out of 5 average rating, 107 reviews

Hillside Hideout With Hot Tub - Scenic Bluegrass

KitchenIndoor spacesGetting around

5.0 out of 5 average rating, 162 reviews

A log cabin is set against a vibrant sunset, highlighting its wooden exterior and spacious porch. Lush green grass surrounds the cabin, complemented by flower beds and gravel pathways. The rear showcases windows and entrance doors that invite natural light into the home.

Cabin in Frankfort

Sip on bourbon in the hot tub! +hiking & game shed

FamilyIndoor spacesHeating

4.98 out of 5 average rating, 162 reviews

Home in Bagdad

LUX Farmhouse | HotTub | Firepit | GameRm | 5 Acre

KitchenFamilyHospitality

4.99 out of 5 average rating, 267 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

FamilyKitchenBathroom

4.99 out of 5 average rating, 302 reviews

Cabin in Lawrenceburg

Relax in the hot tub with a view of the River!

FamilyKitchenOutdoor spaces

4.97 out of 5 average rating, 163 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

KitchenFamilyHot tub

4.97 out of 5 average rating, 153 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

Football SZN Pool Oasis:HotTub! GameRm! Keeneland!

KitchenFamilyBackyard

Family- and pet-friendly home rentals

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, 268 reviews

Wilkinson's Wheated Oasis/ 1.3 Mi to Buffalo Trace

Indoor spacesKitchenCondition

4.98 out of 5 average rating, 162 reviews

An exterior view of the charming upstairs unit is presented, showcasing a wooden staircase leading to a covered porch. The building features a brick facade, with greenery surrounding the entrance. A cloudy sky is viewed above, giving a subdued ambiance.

Barn in Midway

Modern horse barn

FamilyKitchenCleanliness

4.98 out of 5 average rating, 457 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 spacesLong stay

A two-story brick home is set among lush green landscaping, featuring a welcoming front porch. Large windows allow for ample natural light, while a manicured lawn and mature trees frame the property, creating a serene outdoor setting.

4.95 out of 5 average rating, 137 reviews

Large Family Gatherings and Bourbon Tours

FamilyIndoor spacesGetting around

A charming gray house is situated on a gently sloping lot, framed by a clear blue sky. The entryway features a small porch with two chairs and potted yellow flowers. An American flag is displayed on the front, enhancing the home's welcoming exterior.

4.9 out of 5 average rating, 108 reviews

The Bourbon Sanctuary

Indoor spacesKitchenHospitality

4.96 out of 5 average rating, 406 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 spacesFamilyCondition

4.97 out of 5 average rating, 149 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

FamilyKitchenAccuracy

4.95 out of 5 average rating, 288 reviews

The exterior showcases a rustic cabin with wooden siding, complemented by neatly trimmed bushes. A screened porch is visible, providing a welcome entrance with wooden flooring and a partial view of the outdoor area beyond.

Farm stay in Georgetown

Horse Country Heaven

Indoor spacesFamilyHospitality

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 190 reviews

A spacious living and dining area features a full-sized, counter-height dining table with six chairs. A cozy seating area includes a sofa and a secondary sleeping area with a twin bed and trundle. Decorative shelving displays various kitchenware and the room is softly illuminated by natural light.

Farm stay in Georgetown

Beautiful farm stay apartment, rural Georgetown KY

Indoor spacesKitchenHospitality

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

FamilyIndoor spacesBackyard

4.99 out of 5 average rating, 108 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 spacesBackyard

4.82 out of 5 average rating, 180 reviews

A hot tub is illuminated with blue LED lights, creating a serene atmosphere in a cozy corner. The tub features multiple seating positions and control buttons for easy adjustments. A wooden bench is placed nearby, offering a place to relax before or after use.

Home in Lawrenceburg

Restful Bourbon Trail Lodge with Pool and Hot Tub

Indoor spacesKitchenTV

4.83 out of 5 average rating, 105 reviews

The exterior of the cottage features a charming façade with a covered porch framed by light-colored wood columns. A vibrant red door serves as a focal point, complemented by neatly trimmed shrubs and a landscaped area. Soft, natural lighting enhances the welcoming atmosphere.

Home in Taylorsville

Little Slice of Heaven-27

FamilyKitchenHospitality

4.97 out of 5 average rating, 157 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 spacesFamilyLocation

4.95 out of 5 average rating, 131 reviews

An open-concept living area features high ceilings supported by dark beams. A comfortable sofa and a rug are positioned on the wood floor, while a kitchen with colorful bar stools is visible in the background. Large windows allow natural light to fill the space.

Home in Georgetown

Modern Farmhouse/20 acres/9 miles from Horse Park

FamilyIndoor spacesTV