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Holiday rentals with a hot tub in Shelby County

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Top-rated rentals with a hot tub in Shelby County

Guests agree: these rentals with a hot tub are highly rated for location, cleanliness and more.

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Top guest favourite
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
5 out of 5 average rating, 105 reviews

Bourbon Trail Cabin~Enjoy Christmas decor in Dec!

🌲FOR CHRISTMAS- home is transformed into cozy holiday cabin retreat! A charmingly unique taste of KY waits for you at this peaceful log cabin! Perfect for those wanting to explore the 🥃Bourbon Trail🥃 or other nearby tourist attractions, While still featuring plenty of fun on site, such as: - A hot tub - Private 1/4 mile hiking trail - Game shed - Fire pit - Covered porch - Wooded picnic area And more! Your next adventure is just a peaceful countryside drive away at the Kentucky Bourbon Den!

Top guest favourite
The exterior of The BarrelWoods showcases a modern farmhouse design with white board-and-batten siding and black trim. Large windows invite natural light, while decorative shutters add character. The lush green lawn is complemented by landscaping, creating a welcoming atmosphere against a clear blue sky.
Home in Shelbyville
5 out of 5 average rating, 41 reviews

Bourbon Trail*Hot Tub*Sauna*Mini Golf*WiFi*EVSE

Welcome to The BarrelWoods, the perfect retreat in the heart of the Bourbon Trail. This newly built home blends modern luxury with rustic charm, featuring designer touches throughout.Relax by the outdoor firepit, soak in the hot tub, or rejuvenate in the barrel sauna.Enjoy mini golf, archery, disc golf, and a game room with air hockey, shuffleboard, and more.Ideally located near iconic distilleries, fine dining, and scenic parks, The BarrelWoods is the ultimate base for an unforgettable getaway.

Top guest favourite
A spacious, single-story house features a clean white exterior with dark roofing and large arched windows. Manicured grass surrounds a central pathway that leads to the front door, framed by evenly spaced shrubs. A clear blue sky adds to the welcoming atmosphere.
Home in Bagdad
5 out of 5 average rating, 42 reviews

Private Estate on Bourbon Trail : KY Derby : Pool

Welcome! Bring the whole family to Horse & Bourbon Country with plenty of room for fun. Enjoy a day at any of the local Distilleries with Bulleit, Wild Turkey, Buffalo Trace and many more within a 25 minute drive and then come back to a relaxing sunset on a spacious back deck with a view of the pool, hot tub and fully stocked 1 acre pond. You can enjoy a night of Billiards, Shuffleboard or a movie inside the Theatre room. Situated between Churchill and Keeneland there is something for everyone!

Top guest favourite
A hot tub is situated under an awning, surrounded by soft, white curtains that provide privacy. The bubbling water reflects the greenery of trees beyond, enhancing the serene atmosphere of the outdoor area.
Cottage in Simpsonville
5 out of 5 average rating, 44 reviews

The Miles Around Kentucky Cottage| Hot Tub

Welcome to The Miles Around Kentucky Cottage! Relax and rejuvenate in our cozy cottage nestled in a private area yet still close to stores, restaurants and many tourist attractions including 1.5 miles to the Bluegrass Outlet Mall. Only one mile from small town businesses including Little Mount Lavender, Brick and Mortar Coffee, Weathered Oak, The Lovely Fig, Dos Mundos and El Nopal. 25 miles to Buffalo Trace and downtown Louisville attractions. Centrally located to Louisville & Lexington.

Guest favourite
A modern staircase with a black railing leads to the upper level, illuminated by a geometric chandelier. A small wooden desk, adorned with flowers, sits against the wall, alongside a decorative sign reading 'Maple's Place.' Natural light streams in through a skylight above.
Farm stay in Crestwood
4.96 out of 5 average rating, 53 reviews

Maple's Place - *charm*country*hot tub*bourbontour

Maples Place Built in 1890 and meticulously remodeled down to the studs, Maple's Place combines historic charm with modern amenities. The house has all-new HVAC, electrical, plumbing, roofing, and siding. The home features three beautifully decorated bedrooms, two full bathrooms, and one half-bath. The master bath is a haven of luxury with a walk-in shower and a soaking tub. Each room is thoughtfully designed. Outside, enjoy a spacious deck and pergola, complete with an 8-person hot tub.

Guest favourite
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
4.93 out of 5 average rating, 103 reviews

Cabin with spectacular views, creek, & hot tub

Located on beautiful Brashears Creek in the heart of Bourbon Country, this loft style cedar cabin makes a great central location to visit some local distilleries and wineries. It is also a great place to stay for anyone who might be in the area for a horse show or interested in antique shopping along Shelbyville's historical Main Street. My personal favorite thing to do at the cabin is enjoy the creek. The water level fluctuates significantly depending on the amount of rainfall received.

Guest favourite
The living room showcases a stylish design with emerald green sofas and a round coffee table atop a geometric rug. A decorative fireplace and vintage record player are featured, alongside a striking mural of a horse. Natural light complements the brick wall and potted plants.
Cottage in Shelbyville
4.94 out of 5 average rating, 72 reviews

2025 KY Derby 30 min Away ~ Bourbon Trail ~ Hot Tu

Step into the gorgeous and unique Shelbyville 3BR, 3Bath home, offering a perfect base for everyone coming to see the exciting saddle-horse farms, horse shows, or stopping by along the Bourbon Trail. If all Shelbyville attractions aren't enough for you, the private, in-house art gallery featuring the artwork of renowned local artists will leave you mesmerized. ✔ 3 Comfortable Bedrooms ✔ Private Art Gallery ✔ Gourmet Kitchen ✔ Backyard ✔Smart TVs ✔High-Speed Wi-Fi Learn more below!

Superhost
A hot tub filled with water sits invitingly, surrounded by greenery and a clear sky. A glass of whiskey rests on the edge, complementing the tranquil setting. The bubbles within the hot tub suggest relaxation awaits in this outdoor space.
Home in Simpsonville
4.92 out of 5 average rating, 39 reviews

*Distilleries close by* Hot tub*Firepit

Welcome to this beautiful, new 4 bedroom, 3.5 bathroom home ready to be the place for your bourbon trail stay! Centrally located just outside of Louisville. This home is less than 30 minutes from downtown Louisville where you can enjoy multiple distilleries, the Louisville Slugger Museum & Factory, Churchill Downs, the Fair & Expo, and just a short drive to Four Roses, Lexington and so much more! Air Hockey, hot tub, Golden Tee and fire pit are all waiting for your group to enjoy!

Guest favourite
An inviting outdoor space features cushioned seating arranged around a circular fire pit, with wooden decking and surrounding greenery. Warm string lights illuminate the area, enhancing the cozy atmosphere. A second-level deck is visible in the background, showcasing stairs leading to the upper level.
Home in Bagdad
4.91 out of 5 average rating, 47 reviews

Hot Tub | Airbnb KY Country | Near Wine & Bourbon

🥃TRAILSIDE COUNTRY HAVEN🥃 in Bagdad, KY. ★★★★★ · 3 BR · 5 Beds · 2.5 Baths Welcome to TRAILSIDE COUNTRY HAVEN, A BEAUTIFUL HOME professionally managed by Excellent Vacay Stays. This home is nestled IN THE HEART OF the countryside along THE BOURBON TRAIL in Shelby County. As your host, Iris, I'm excited to share this picturesque haven that offers a serene and private wooded area. Discover why our guests love the multiple decks and patios for outdoor enjoyment!

Top guest favourite
A hot tub is situated on an elevated deck, surrounded by lush greenery. Soft blue lights illuminate the water, and string lights hang from nearby trees, creating a calm ambiance in the evening setting.
Home in Shelbyville
4.98 out of 5 average rating, 45 reviews

Hot Tub, 10 min to Bulleit

Escape to our serene haven nestled in the heart of the Kentucky Bourbon Trail. This inviting property offers the perfect home base for your bourbon tasting adventures. The Bourbon Bungalow is located in a rural/residential area across the street from Guist Creek Lake in the charming town of Shelbyville. We are midway between Louisville and Lexington and perfectly situated for visits to a plethora of distilleries.

Top guest favourite
A game room features a well-maintained pool table with a vibrant blue felt surface. Natural light enters through multiple glass doors, highlighting the wood flooring. Wall decor includes an American flag art piece and a framed image of horses, enhancing the room's inviting ambiance.
Home in Shelbyville
4.97 out of 5 average rating, 39 reviews

Bourbon Trail Getaway~Hot Tub, Pets OK, Game Room

✨Welcome to Bourbon Barrel Escape — your perfect launch pad for exploring Kentucky’s legendary Bourbon Trail! Located in charming Shelbyville, our stylish, fully furnished home is minutes from two local distilleries and less than an hour from 30+ more. Whether you’re sipping bourbon, soaking in the hot tub, or playing a game of pool, this retreat has everything you need for a fun and relaxing getaway

Top guest favourite
The exterior of a log cabin is presented, featuring a welcoming porch with two wooden chairs and decorative barrels. Lush landscaping frames the entrance, while the striking architectural details of the cabin, including a central front door and distinctive window arrangements, enhance the overall appearance.
Cabin in Shelbyville
4.95 out of 5 average rating, 83 reviews

Arcade | Fishing Pond | Cabin on Farm | Slps 12+

Reconnect and recharge at The Rec Farm—a private 12+ acre retreat with a cozy 3BR log cabin, lake views 🌅, hot tub ♨️, fire pit 🔥, and game-filled Rec Barn. Sleeps up to 13 with room to spread out and play. Enjoy an arcade, ping pong, ski ball, and more in the ultimate game barn. Just minutes off I-64 but worlds away from everyday life—perfect for family getaways, friend trips, or team retreats!

Popular amenities for rentals with a hot tub in Shelby County

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a hot tub

Guest favourite
A lively pub area is highlighted by colorful lights reflecting off the dark wood floor. Bar stools form a seating arrangement around the counter, complemented by a large screen displaying content. Windows allow natural light to filter in, contributing to the welcoming ambiance.
Home in Shelbyville
4.95 out of 5 average rating, 75 reviews

B on the Bourbon Trail with pub, pool and hot tub

Superhost
Home in Bagdad
New place to stay

Bourbon Trail Estate

Top guest favourite
An aerial view of the rustic country home showcases a spacious outdoor area. A round above-ground pool is situated prominently among the green lawn, surrounded by wooden decking. Nearby, several tables and a picnic space are visible, inviting relaxation and gatherings in a tranquil setting.
Home in Frankfort
4.99 out of 5 average rating, 77 reviews

MacAttie Acres

Top guest favourite
A spacious two-story home is presented, featuring a brick facade and a welcoming entrance. Soft outdoor lighting highlights the patio area equipped with comfortable seating. The surrounding landscape is lush and green, complemented by a colorful sky during twilight.
Home in Waddy
4.98 out of 5 average rating, 52 reviews

Luxe Farm|4KingBeds|HotTub|Games|Trails

Home in Frankfort
5 out of 5 average rating, 3 reviews

Bourbon Trail-Speakeasy+Golf+Spa+Dog Friendly

Home in Shelbyville
4.71 out of 5 average rating, 42 reviews

Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

Superhost
A spacious living area is furnished with a mix of comfortable sofas and armchairs in neutral tones. A modern coffee table is centered on a plush area rug. A large television is mounted on the wall, and natural light is allowed to enter through two windows.
Home in Frankfort
4.94 out of 5 average rating, 52 reviews

4BR Buffalo Trace -Hot Tub •Firepit •Sunsets

Guest favourite
A charming outdoor area features a multi-level deck with a bright umbrella over a seating area. Red Adirondack chairs are surrounded by lush greenery and flowering plants. A gazebo with string lights offers a cozy space for relaxation, while a pathway connects various sections of the garden.
Home in Louisville
5 out of 5 average rating, 16 reviews

Red Bridge Retreat

Villa rentals with a hot tub

Superhost
A newly constructed villa is showcased at night, featuring a striking combination of blue exterior and wooden accents. The inviting porch is illuminated, highlighting decorative seating. A well-maintained lawn surrounds the property, with a small tree adorned in fall foliage positioned nearby.
Villa in Harrodsburg
4.86 out of 5 average rating, 59 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-5

Guest favourite
A modern cabin exterior is viewed from the front, featuring a large covered porch with two bright yellow chairs. The structure showcases a prominent peaked roof with wooden beams. Clear skies and green grass surround the home, enhancing its welcoming appearance.
Villa in Harrodsburg
4.93 out of 5 average rating, 81 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-2

Guest favourite
A newly constructed villa features a triangular roof and a front porch with wooden railings. Large windows are visible on the upper section, allowing natural light to illuminate the inviting entrance. The surrounding landscape appears lush and green under a clear blue sky.
Villa in Harrodsburg
4.96 out of 5 average rating, 79 reviews

Bourbon Villa at Daynabrook Farm-HOT TUB1

Guest favourite
A modern cabin exterior showcases a combination of dark siding and warm wooden accents. A covered porch features two seating chairs, while a bright orange door invites entry. The surrounding landscape includes grassy fields and a clear blue sky.
Villa in Harrodsburg
4.83 out of 5 average rating, 59 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-4

Superhost
The exterior of a newly constructed villa is showcased, featuring a large front porch with wooden railings and two inviting chairs. The triangular roof design emphasizes the structure's height, complemented by a front door located centrally beneath an overhang.
Villa in Harrodsburg
4.88 out of 5 average rating, 76 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-6

Superhost
A modern A-frame cabin is depicted, showcasing a welcoming porch with two wooden chairs. The structure features a dark exterior complemented by large windows and a distinctive peaked roof. The front door, painted in a soft orange hue, adds a pop of color to the facade.
Villa in Harrodsburg
4.9 out of 5 average rating, 77 reviews

Villa On the Bourbon Trail with HOT TUB-3

Guest favourite
A cozy outdoor firepit area is surrounded by Adirondack chairs, arranged in a circle on a gravel surface. Soft, warm lights hang overhead, illuminating the space against a serene, wooded backdrop, creating an inviting atmosphere for gatherings.
Villa in Prospect
4.92 out of 5 average rating, 118 reviews

Bourbon Trail, Firepit

Cabin rentals with a hot tub

Top guest favourite
The cabin exterior is nestled within a wooded landscape, showcasing a wooden facade. A welcoming porch is framed by two Adirondack chairs, with stepping stones leading toward the entrance. Twinkling lights hang across the trees, enhancing the tranquil evening ambiance.
Cabin in Lawrenceburg
4.99 out of 5 average rating, 182 reviews

Chic Cabin w/ Trails, Hot Tub & Starry Nights

Top guest favourite
Cabin in La Grange
4.98 out of 5 average rating, 174 reviews

Running Creek Log Cabin

Guest favourite
A serene lakeside view captures the calm water reflecting gentle colors of dawn. Tall trees frame the scene, providing a natural backdrop against a soft pink and blue sky. Grass covers the foreground, leading to a circular stone fire pit.
Cabin in Corinth
4.98 out of 5 average rating, 51 reviews

Lakehouse Hot Tub & Pool close to Ark Encounter

Top guest favourite
A spacious living area features vaulted wooden ceilings and large windows that allow natural light to fill the room. Two comfortable sofas are arranged around a central coffee table, while a television is positioned against the wall, enhancing the cozy atmosphere.
Cabin in Taylorsville
4.96 out of 5 average rating, 53 reviews

Bluegrass Bourbon Lodge Bourbon Trail/Lake/HotTub

Top guest favourite
A cozy outdoor gathering space features a stone fire pit surrounded by Adirondack chairs. Stacks of firewood are neatly arranged nearby. In the background, a charming cottage with a spacious porch is set against a clear blue sky, enhancing the tranquil atmosphere.
Cabin in Lawrenceburg
4.98 out of 5 average rating, 85 reviews

Bourbon Barrel Cottages 1 Ky Bourbon Trail HOT TUB

Top guest favourite
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
4.98 out of 5 average rating, 126 reviews

Bourbon Trail Bliss by the Lake, HotTub, Kayaks

Top guest favourite
The exterior of the estate features a charming porch adorned with potted plants and a flag. Sunlight filters through the surrounding trees, illuminating the stone and wood structure. A stone pathway leads through the lush green lawn, enhancing the inviting outdoor space.
Cabin in Henryville
4.97 out of 5 average rating, 346 reviews

Close to Louisville~Hot Tub~Fire Pit~Game Room

Top guest favourite
A tranquil cabin is situated on a lush green hill, overlooking a calm pond. Surrounding the cabin, an array of trees adds to the serene landscape. Tall grasses frame the pond, creating a peaceful natural setting.
Cabin in Pendleton
4.97 out of 5 average rating, 73 reviews

A Little Piece of Heaven

Destinations to explore