
Holiday rentals in Smithfield
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Top-rated holiday rentals in Smithfield
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The Log Cabin at StoneLedge
Please note the Log Cabin is a private home BUT the entire cabin is not avaliable for use when booking 4 guest or less. Nestled on an expansive 80 acre horse farm the log cabin is the perfect escape. Hike the 30+ acres of woods that boast a creek and waterfall. Relax on the cozy front porch while enjoying the sounds of nature. The Log Cabin is 10 minutes off of I71 exit 22. Less than 3 minutes to Ashbourne Farm & approximately 10 minutes to Hermitage Farm. ***PLEASE READ THE ENTIRE LISTING
4.97 out of 5 average rating, 143 reviews
Romantic country getaway with hot tub
Deerview Cabin is a completely renovated 1940's farm house 10 minutes from historic LaGrange. Guests have the entire home with front and back porch overlooking the big backyard. The master bedroom has a queen bed and the second bedroom has a full bed. The kitchen is fully equipped and ready for some country cooking. The fire pit is located in the back yard ready for you or you can use the gas fire pit just steps from the hot tub. The hot tub is ready for guests with a view of stars!
5.0 out of 5 average rating, 268 reviews
Estate: Heated Pool, Hot Tub, Game Rooms, Pets
If you're choosing the house for the group, this is the place everyone thanks you for later. Five king beds, a year-round heated saltwater pool, covered hot tub, two game rooms, and a chef's kitchen give up to 12 guests room to connect and room to retreat. Set on 3.75 private acres with total privacy, just 20 minutes from Louisville, bourbon trail, and Churchill Downs. Sleeps 12 comfortably. Even the teenagers come downstairs. And the WiFi actually works. Built for Joy. Made for Generations.
4.99 out of 5 average rating, 99 reviews
Atoka Farms
If you are looking to get away in seclusion and be with Mother Nature, this is the home. Very quiet, with a running creek beside the home. Walking distance to the Ohio river, two outdoor decks, one with a grill. A car port, full kitchen, two full baths, paved driveway, trees all around. The home sits between two hill ridges surrounded by 180 acres. It is a park like setting. 30 minutes from Gene Snyder and I-71 (Louisville). Historic Lagrange Ky and Madison In, are a must see and close by.
4.99 out of 5 average rating, 231 reviews
Bourbon Trail Country Getaway
Escape to the peaceful countryside and unwind in our restored farmhouse surrounded by rolling farmland. This secluded retreat with three gas fireplaces is ideal for romantic getaways, bourbon enthusiasts, or family-friendly stays. Whether you’re sipping morning coffee on the porch, gathering around the firepit, enjoying some friendly competition in the game barn, or exploring the nearby Bulleit Bourbon Distillery on the Bourbon Trail, you’ll find tranquility and adventure in equal measure.
5.0 out of 5 average rating, 31 reviews
The Lady Jinx Home - 3 BR/2.5 Bath - Entire Home
“The Lady Jinx” is a renovated 3 BR/2.5 Bath, Princess Anne-style Home built in 1895. This 2-story has tons of character from the detailed wood trim to the stain glass windows to the original interior doors to the gorgeous wood floors. The home is located in downtown La Grange, the only town in America that has an active train running along it’s Main Street, & is within walking distance to restaurants, shopping boutiques, museums, parks and entertainment with being only one block away!
4.96 out of 5 average rating, 104 reviews
4BR Farm~Bourbon Trail~private heated pool~horses
Sabre Hill Farm house rental is the perfect place to immerse yourself in the relaxing sounds of nature. On the 25 acres you will find all the comforts of home with horses, goats and mules. It is ideally positioned for both indoor & outdoor activities including Derby & Horse Events, group gatherings &/or bourbon tours. Between activities unwind on the veranda or pool overlooking the horse paddocks. Saltwater Pool May thru Oct. heated 83. Treats for the goats and horses are provided.
5.0 out of 5 average rating, 57 reviews
Brakeman's Cottage
"All Aboard the Brakeman's Cottage! Experience the charm of this tiny house listed on the National Register of Historic Buildings in LaGrange, Kentucky. Nestled just feet from the train tracks in the heart of downtown, it offers a unique experience. Situated across from the train observation tower and within walking distance of the best restaurants and quaint shops, our newly remodeled property features private off-street parking. Step into history with modern comforts at Brakeman's
4.98 out of 5 average rating, 276 reviews
Hot Tub-King Bed-Coffee Bar-Arcade-Fire Pit!
Centrally located in La Grange, the Kindness Capital of Kentucky. Welcome to the hallmark of small towns where the train rolls down Main Street over 30 times each day. Walk to locally owned donut and coffee shops, Farmer’s market, playground with splash pad, and restaurants. Spend your day on the Bourbon Trail or Churchill Downs before relaxing in the Hot Tub. Driving distance to the Creation Museum and Ark Encounter, The Slugger Museum, Falls of the Ohio, and Mega Caverns.
4.91 out of 5 average rating, 142 reviews
The Squirrel's Nest - 3 bed/2 bath with hot tub
Welcome to the Squirrel's 🐿️ Nest where you can relax and enjoy the country! Only 5 mins from historic downtown LaGrange, 20 mins from Louisville-home of the Kentucky Derby and next door is the Bluegrass Springs where you can swim/float in the old quarry. The back patio overlooks the woods where you can watch deer, turkey & the squirrels 🐿️ play! Or just relax in the hot tub! All the bedrooms have queen beds. The kitchen is fully equipped. No pets. No parties, no events.
4.97 out of 5 average rating, 115 reviews
HeatedPool~Sauna~ 2 HotTubs ~16 beds ~ Sleeps 25
🏠 𝐄𝐌𝐈𝐍𝐄𝐍𝐂𝐄 𝐃𝐎𝐖𝐍𝐒 🏠—KY luxury reimagined for big groups! Step into our recognized estate, explore our unrivaled amenities, and get ready to book your ultimate Bluegrass getaway. 🥃 HIGHLIGHTS: 🏊 Heated Pool & 2 Hot Tubs 🚿 outdoor shower 🧖 Barrel sauna 🔥Fire pit 🛏️ no bunks 🍿Cinema 🎤Karaoke 🎮Poker , Arcade & PS5 lounge 💅 Glam Suite 🧺3 dishwashers, dual laundry, and Starlink The ultimate home base for Bourbon Trail tours, reunions & retreats.
5.0 out of 5 average rating, 23 reviews
Cottage of Eden. Bourbon Trail Stay in Shelby Co.
Listen to the birds sing as the walkway guides you to your quaint cottage getaway. Take in nature, as you’re surrounded by trees, near our sweet chicken coop and a creek down from the deck - all while only 10min from town. Special touches were added of Kentucky Derby photos, books, kitchenware, Bourbon Trail glasses and bourbon barrel heads with local distilleries. The dining table top is even made of wood from Shelby County’s own Bulleit Distilling Company.
4.97 out of 5 average rating, 147 reviewsPopular amenities for Smithfield holiday rentals
Other great holiday rentals in Smithfield

Barn+House~Pickleball~Basketball~30 Acres~Workout
4.97 out of 5 average rating, 72 reviews
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4.99 out of 5 average rating, 68 reviews
The Rec Farm-Log Cabin, Private Lake & Arcade
5.0 out of 5 average rating, 22 reviews
Garden House, a private getaway
4.93 out of 5 average rating, 42 reviews
Jeptha Crest-Bourbon Trail, Hot Tub, Sauna, Dog OK
5.0 out of 5 average rating, 32 reviews
Beautiful Farm Stay on the bourbon trail!
4.99 out of 5 average rating, 67 reviews
The Hoffman House - LaGrange, KY
4.82 out of 5 average rating, 39 reviewsDestinations to explore
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- Ark Encounter
- Kentucky Exposition Center
- Kentucky Horse Park
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Rupp Arena
- Kentucky Derby Museum
- Louisville Slugger Field
- Churchill Downs
- Kentucky International Convention Center
- University of Kentucky
- Waterfront Park
- University of Louisville
- Big Bone Lick State Historic Site
- Louisville Slugger Museum & Factory
- Jefferson Memorial Forest
- Muhammad Ali Center
- Falls of the Ohio State Park
- Castle & Key Distillery
- James B Beam Distilling
- Angel's Envy Distillery
- Frazier History Museum
- Bernheim Arboretum and Research Forest
- Bardstown Bourbon Company





