Holiday rentals with a pool in Elizabethtown

Historic Estate Pool/Hot Tub, Louisville Retreat

Explore the renowned KY Bourbon Trail or the excitement of the Louisville KY Derby, only 45 minutes away. An ideal retreat for adventure & relaxation. Nestled on 2.1 picturesque acres near the Ohio River, this elegant historical home harmonizes classic charm & modern luxury. Prime location, adjacent to the River Walk boat launch, offers convenient access to water activities. Outdoor enthusiast will appreciate nearby hiking & biking trails at Buttermilk Falls & Otter Creek. Private Pool/Hot Tub.

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

Welcome to the "Bourbon Barrel Retreat" where this truly unique property offers a one-of-a-kind getaway. This newly renovated 5-bed, 3 full bath ranch boasts two additional buildings on the property to provide a Kentucky experience like no other. Immerse yourself in the ambiance of the Bourbon Speakeasy or spend time at the Pickleball Sports Lounge. Unwind and relax however you would like! An ideal location where you are a short drive to Bardstown, Louisville, Lexington, Mammoth Cave and more!

Koastal in Kentucky

Perfectly located just 8 minutes from The Elizabethtown Sports Park, home of the Cal Ripken Experience and Bluegrass Sportsplex of Elizabethtown, you will find this spacious and thoughtfully decorated, Coastal- inspired retreat, complete with a private pool, a theatre room and a large game room! To insure maximum comfort during your stay, each bed includes a pillow top mattress and all the extras such as coffee, detergents and swim towels are provided so you can simply enjoy your stay with us!

Family reunion ideal. Trails/toys/goats/pool 7BR

Huge space inside&out! Secluded 50 acre wooded property of scenic trails/seasonal waterfall/creeks & star gazing platform plus 5200sf 7BRcountry home & pool. Great for family reunions w/multiple game/living areas; wood burning fireplace; 2 fully stocked kitchens; games/toys/books for all ages; cute goats to feed!; firepit area; heated pool (May-Oct); grill; decks. Near to Mammoth Cave, Lincoln Trail, Bourbon Trail, KY Derby! Disability/senior friendly w/stair lift. Come away-rejuvenate here!

Pickleball*Hot Tub*Pool*Bourbon Trail*Sleeps 16!

Welcome to the Cabin at Rams Run! This newly renovated 5-bed, 5 full-bath cozy cabin is the perfect resort for adult trips and families alike. Situated on top of a ridge just above the James B. Beam Distillery, the cabin is in a perfect location directly between the culture and attractions of Louisville, and the distilleries of Bardstown--the bourbon capital of the world! After touring the Kentucky countryside, enjoy the hot tub, game room with pool table, or the indoor pickleball court!

Happy Goose Hollow

Come stay at this peaceful farmhouse right in the heart of bourbon country where you can enjoy the beauty of the country at a convenient location. We’re a quick drive to the start of the Bourbon trail (5mi from Jim Beam Distillery) and the beautiful Bernheim Forest. We’re less than 30 mins from the Louisville airport or Elizabethtown. Enjoy your evening by the fire pit around back or simply in the peace and quiet. Sunrises from a rocking chair on the front porch are sure to be enjoyed.

Private 1000 sq ft 1-bedroom lower level apartment

Relax in this beautiful wooded setting in Bourbon Country less than 4 miles from I-65. Private entrance into freshly painted 1-bedroom unit with new kitchen and 9' ceilings. Perfectly located near 19 Bourbon Distilleries, 4 Wineries, Bernheim Forest, Knob Creek Gun Range, Churchill Downs and other exciting destinations. Jim Beam Distillery & Forest Edge Winery are 7 min away. There is a seasonal (shared) concrete patio, deck and pool available in the warmer months.

4 BED/3 BATH on 20 acre Farm on KY’s Bourbon Trail

Escape the hustle and bustle of life and come enjoy a truly unique experience on this 20 acre farm! Perfectly located on KY’s Famous Bourbon Trail just off I-65 just outside of Louisville and Bardstown. This property has direct river access and features 4 bedrooms and 3 FULL bathrooms!! Split floor plan with TWO master suites. Large, spacious dining and living room. On the farm you’ll find neighboring horses, kittens, hiking paths and plenty of places to explore!

Bourbon Retreat • Hot Tub + Game

* Hot Tub + Firepit • End your day under Kentucky stars with bourbon & laughter * Speakeasy Game Room • Arcade, poker, pool & bar TVs for friendly competition * 5 Bedrooms • Space to unwind, swap stories & wake to peaceful farm views * 10 Min to Distilleries • Willett, Heaven Hill & Lux Row adventures nearby * Fully Stocked Kitchen • Cook, sip & connect over bourbon-inspired meals * Seasonal Pool • Opens spring–summer with serene country views & privacy

Bourbon Trail Cabin - Firepit-Hot Tub-Gameroom

Welcome to Cask and Thistle Cabin - your perfect Bourbon Trail escape in Bardstown, Kentucky - the bourbon capital of the world! This luxurious cabin sits on 5.9 acres in the heart of the Bourbon Trail just minutes from the distilleries. Enjoy 6 bedrooms with 3 baths, outdoor dining, hot tub, fire pit, pool, game room, theater room and so much more. Less than 10min to downtown Bardstown! BOOK NOW TO EXPERIENCE THIS BEAUTIFUL COUNTRYSIDE ESCAPE!

Best Location Elizabethtown, KY

Welcome to luxury living! Our spacious layouts, modern kitchens with high end appliances, and serene bedrooms and bathrooms. Guest enjoy access to exceptional amenities like our state of the art gym, outdoor grills, and seasonal pool. Whether you're working out, relaxing by the pool, or entertaining in the community spaces and ample free parking! You'll have the entire apartment unit to yourself which is 1 full bathroom and 1 spacious bedroom.

The Rockstar

Rock out at this one-of-a-kind, rock 'n' roll-themed getaway packed with fun! Enjoy a heated indoor pool, foosball, ping pong, board games, cornhole, and a backyard volleyball net. Iconic music decor sets the vibe while you compete, relax, or chill with friends and family. Perfect for groups, this house is built for good times and great memories. Book now and live like a rockstar—no backstage pass needed!