Vacation rentals with a hot tub in Shelby County

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Top-rated hot tub rentals in Shelby County

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Guest favorite

Cabin in Frankfort

5 out of 5 average rating, 37 reviews

New! *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!

Guest favorite

Home in Bagdad

4.94 out of 5 average rating, 34 reviews

Luxury Bourbon Trail, games, hot tub, near LOU LEX

In the heart of Kentucky's Bourbon Trail, our 4-bed, 3.5-bath farmhouse offers luxury and nature's beauty. Enjoy stunning sunrises from the front porch. Luxurious furnishings adorn the spacious interior, with a bourbon bar. Unwind in the hot tub under the stars. Kids can explore tree swings, while 2 acres provide ample outdoor space to enjoy. Centrally located between Louisville and Lexington, it's the perfect base for bourbon tastings and cultural adventures. Your dream Kentucky getaway awaits!

Guest favorite

Home in Shelbyville

5 out of 5 average rating, 18 reviews

~HOT TUB~Bourbon Trail~Ping Pong/Pool Table~Grill~

Welcome to Bourbon Barrel Escape, where you can enjoy all that the Bourbon Trail has to offer in our centrally located home! Our fully furnished home features an open living space, a game room with a pool and ping pong table and a hot tub. During the day, enjoy the Bourbon charm of Shelbyville, home of 2 distilleries and within one hour of 30+ more. You can also visit the famous KY horse race tracks, enjoy a round of golf, spend time fishing on the lake, or exploring the gorgeous surroundings!

Guest favorite

Home in Bagdad

5 out of 5 average rating, 24 reviews

Stone Spring Farm Bourbon Trail

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!

Guest favorite

Farm stay in Bagdad

5 out of 5 average rating, 57 reviews

Kentucky Bourbon Log Cabin

Experience KY Country Living on the Bourbon Trail! Are you ready to getaway from it all?? Our beautiful log home on a working farm is a perfect retreat! Featuring over 3000 sq ft, vaulted ceilings, fully equipped kitchen, large outdoor areas, game room and hot tub. Centrally located to local wineries, orchards and on the bourbon trail. Home has satellite television with surround sound and dvd players, wifi internet service. With all there is to do and enjoy, you won't even miss it!

Guest favorite

Cottage in Simpsonville

5 out of 5 average rating, 17 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 favorite

Cabin in Taylorsville

4.96 out of 5 average rating, 28 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 favorite

Farm stay in Crestwood

5 out of 5 average rating, 16 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 favorite

Barn in Louisville

5 out of 5 average rating, 13 reviews

Modern luxury barn home on a Kentucky horse farm

One-of-a-kind Kentucky barn home nestled on 43 rolling acres. The modern design of this black barn is restful and sophisticated. Wake up and enjoy your coffee overlooking the pastures with all the modern amenities one would expect—2 King beds, 2 twins, 1 Bath with soaking tub and double walk in rain shower, full kitchen, & laundry. Enjoy beautiful morning walks to the chicken coop for fresh eggs for breakfast and a late afternoon soak in the hot tub or a cozy fireside conversation.

Guest favorite

Home in Shelbyville

4.95 out of 5 average rating, 57 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 favorite

Cabin in Shelbyville

4.94 out of 5 average rating, 64 reviews

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

Last Minute Availability Alert! The Rec Farm: Your Ultimate Derby Destination! This stunning retreat, although not new to the Bluegrass Stays Collection, has just opened up for last-second bookings. Situated a mere 10 minutes from I-64, it offers unparalleled convenience for those seeking easy access to the Churchill Downs excitement. Sleeps 13 along with amenities like an arcade, hot tub, and fire pit. Secure your spot now and make your Derby dreams a reality!

Guest favorite

Home in Bagdad

5 out of 5 average rating, 21 reviews

Bourbon Trail•Dogs Welcomed•Hot tub•Game Room

TRAILSIDE COUNTRY HAVEN in Bagdad, Kentucky · ★★★★★ · 3 BR · 5 Beds · 2.5 Baths Welcome to TRAILSIDE COUNTRY HAVEN, A BEAUTIFUL HOME 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.