Holiday rentals with a hot tub in Shelby County

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Top-rated hot tub accommodation in Shelby County

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Top Guest favourite

Cabin in Frankfort

5 out of 5 average rating, 72 reviews

Bourbon Trail Cabin!~hot tub~hiking~game shed!

Experience a luxurious KY retreat at this unique & peaceful log cabin! This newly & thoughtfully renovated space is made with YOU, the guest, in mind! Perfect for those wanting to explore the 🥃Bourbon Trail🥃 or other nearby tourist attractions, While still featuring plentiful amenities on site, such as: - A hot tub - Private 1/4 mile hiking trail - Game shed - Fire pit - Covered porch - Wooded picnic area And more! Luxury is just a peaceful, countryside drive away at the Kentucky Bourbon Den!

Top Guest favourite

Home in Shelbyville

5 out of 5 average rating, 22 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

Home in Frankfort

4.98 out of 5 average rating, 56 reviews

MacAttie Acres

Country home at MacAttie Acres in central Kentucky is conveniently located on the Bourbon Trail and in the middle of horse country. Located only 2 miles south of Exit 53 on I-64. Relax on the deck and enjoy the view of the farm, the horses grazing in the pasture or take a hike to the creek. 10 miles to Wild Turkey Distillery, 12 miles to Four Roses Distillery, 13 miles to Buffalo Trace, 29 miles to Keeneland, 48 miles to Churchill Downs, Stabling and turnout available for horses. Come visit!

Top Guest favourite

Home in Bagdad

5 out of 5 average rating, 27 reviews

Private Estate on Bourbon Trail w/ Beautiful 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

Cottage in Simpsonville

5 out of 5 average rating, 32 reviews

Miles Around KY 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

Cabin in Taylorsville

4.95 out of 5 average rating, 40 reviews

Bluegrass Bourbon Lodge Bourbon Trail/Lake/HotTub

Unwind and explore bourbon country in style at our luxurious log cabin retreat! Escape the ordinary and immerse yourself in the beauty of Kentucky at our stunning log cabin home situated on 5.2 acres...just a few miles away from Taylorsville Lake Marina and centrally located on Kentucky's Bourbon Trail! That's right! Our cabin sits nestled in the heart of Kentucky's famed bourbon trail; your launchpad for immersive distillery tours, craft tastings and Derby festivities just to name a few!

Guest favourite

Farm stay in Crestwood

4.97 out of 5 average rating, 35 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

Cabin in Shelbyville

4.94 out of 5 average rating, 100 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.

Superhost

Home in Shelbyville

5 out of 5 average rating, 3 reviews

Speakeasy|Hot Tub|Theater|Game Rm|Sleeps 20

Experience luxury at Oak & Ember Estate—an elegant 8-bedroom retreat sleeping 20 in the heart of bourbon country. This estate is situated on 5 private acres featuring designer rooms, private theater, hidden speakeasy, hot tub, and dual living spaces. Perfect for bourbon enthusiasts, families, and discerning travelers. Ideal location for distillery tours with exceptional entertainment spaces and thoughtful luxury touches throughout. Your unforgettable Kentucky experience awaits!

Guest favourite

Home in Shelbyville

4.94 out of 5 average rating, 68 reviews

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

Discover Kentucky's Finest - B on the Bourbon Trail. With a saltwater pool, hot tub, fire pit, and Pub B, this historic colonial estate on 3 acres is near over 30 renowned distilleries, 35 minutes from the iconic Churchill Downs, and just an hour away from the prestigious Keeneland racecourse, B On The Bourbon Trail offers unparalleled access to Kentucky's most treasured attractions and promises an unforgettable experience in the heart of Kentucky's bourbon country.

Guest favourite

Home in Bagdad

4.92 out of 5 average rating, 36 reviews

*No Pet Fee * LUX Hot Tub * Game Room * BRBN Trail

🥃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!

Guest favourite

Cabin in Shelbyville

4.94 out of 5 average rating, 86 reviews

Cabin+Bunkhouse, Sleeps 20+, 4BD 3BA Hot Tub

Tucked in the 660-acre Stallard Springs community, this custom log cabin sleeps 20+ with a private Bunkhouse. Guests enjoy blazing fiber internet, a private neighborhood pickleball court, scenic neighborhood hiking trails, and a fully equipped kitchen—surrounded by Kentucky’s natural beauty. Private yet convenient to Lexington and Louisville, this retreat blends rustic elegance with modern ease for an unforgettable Southern escape.