Holiday rentals with a hot tub in Woodford County

26 acre farm sleeps up to 30

Bring the whole family to Burr Oaks Farm with 26 acres to walk, relax and be with those closest to you. 8,000 square foot with two separate houses with 8 total bedrooms 5 bathrooms all nestled right between operating horse and eventing practice farms. Theater Room, game room, plus the largest kitchen outside of a restaurant you have seen. 6 minutes from the interstate, 15 minute drive to Lexington, 9.9 miles to the Kentucky Horse Park, 14 miles to Rupp Arena, 30 miles to the Ark Encounter,

Stone & Cedar Lodge - pool, hot tub, fire pit, EV

Relax with the whole family at this peaceful country ranch in the heart of the Bluegrass. Sleeps 16 - 5 Bedrooms, 8 Beds, 3 Baths Located just outside of Lexington and only 12 miles from Keeneland. New 7 seat hot tub The solar heated pool is open from April until September. The tree house, swings and trampoline are big hit. Play a game of pool, basketball or corn hole. Enjoy quiet walks around the pond or roast marshmallows around a cozy campfire. Wheelchair access Level 2 EV charger.

Bourbon Barrel Cottages #3 on the Kentucky Bourbon Trail

Leave the Cleaning to Us – Your Bourbon Country Escape Awaits! Kick back, relax, and unwind in a stylish, serene retreat nestled in the heart of Kentucky’s Bourbon Country. Welcome to Bourbon Barrel Cottages, where nature, comfort, and convenience come together. Each of our five private two-bedroom cottages sits on its own two-acre lot, surrounded by wildlife and natural beauty—perfect for couples, friends traveling together, or anyone seeking peace and privacy. You'll Love Staying with Us!

Bourbon Barrel Cottages #2 on the Kentucky Bourbon Trail

Leave the Cleaning to Us – Your Bourbon Country Escape Awaits! Kick back, relax, and unwind in a stylish, serene retreat nestled in the heart of Kentucky’s Bourbon Country. Welcome to Bourbon Barrel Cottages, where nature, comfort, and convenience come together. Each of our five private two-bedroom cottages sits on its own two-acre lot, surrounded by wildlife and natural beauty—perfect for couples, friends traveling together, or anyone seeking peace and privacy. You'll Love Staying with Us!

NEW! Blantons Bourbon Suite @ The Woodford Hotel

Beautifully renovated building built in 1880's in the heart of downtown Versailles. Blanton’s BourbonUnit • 1 Bedroom, 1 bathroom • Kitchenette • Living Room • 2 45" Smart TV's • Onsite parking Walking distance to coffee shops, restaurants, bourbon bar, bakery. 11 min to Keeneland 15 min to Distilleries 12 min to Lexington Airport 50 miles to Louisville *Offsite Amenities- public pool & boat dock. Please refer to Location Activities section for more details. *Rental agreement required

Wild Turkey Suite, The Woodford Hotel

Beautifully renovated building built in 1880's in the heart of downtown Versailles. Wild Turkey Unit • 2 Bedrooms, 1.5 bathrooms • Kitchenette • Living Room • 2 45" Smart TV's • Onsite parking Walking distance to coffee shops, restaurants, bourbon bar, bakery. 11 min to Keeneland 15 min to Distilleries 12 min to Lexington Airport 50 miles to Louisville *Offsite Amenities- public pool & boat dock. Please refer to Location Activities section for more details. *Rental agreement required

Barndominium on the Bourbon Trail - **HOT TUB**

Welcome to our farm! Enjoy 34 acres of rolling hills and woods with beautiful views of horses and wildlife. We are located 1 mile from the BG Parkway giving you easy access to all the FUN Kentucky has to offer. LOCATION: Within 10 miles of Four Roses, Wild Turkey, and LBC . Within 25 miles of Buffalo Trace, Keeneland Race Track, Lexington Airport, UK Hospital, Shaker Village, Woodford Reserve, and Rupp Arena. Bring your horses or ride one of ours! Stall and pasture rental available.

Whiskey Woods: Newly Remodeled w/ HOT TUB!

Discover Whiskey Woods in picturesque Frankfort, KY! This 3-bed, 2-bath retreat on 3.6 acres offers modern amenities. Enjoy open-concept living, a fully equipped kitchen, and outdoor dining. Explore the lush property with grill. Sleep in plush beds, including a king-sized Whiskey Suite. Stay connected with Wi-Fi, laundry, and parking. Only 1.4 miles from Castle and Key Distillery, and 4.9 miles from Woodford Reserve. Minutes from downtown attractions. Book your Frankfort getaway today!

Bourbon Trail ~ Pickleball ~ Hot Tub ~ Mini-Golf

Step into the stylish and bright 3BR 1BA one-acre oasis 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 ✔ Bright Living Area ✔ 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!