Vacation rentals with a pool in Elizabethtown

Holiday Gatherings, Sleeps 14, HotTub Near Lou, KY

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 acres near the Ohio River, this elegant historical home harmonizes classic charm & modern luxury. 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. AIRBNB TAKES 15.5% OF TOTAL

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!

2BR Family Suite w/ POOL, PickleBall, Gym, Games

This 2 Bedroom Suite Features: - FREE access to luxury community amenities (resort-style pool, pickleball courts, basketball, fire pits, grills, cabanas, the gym, game-room and a dedicated work center) - 2 HUGE bedrooms - 2 FULL bathrooms - Fully equipped kitchen -In unit Washer/Dryer - Super-fast WiFi - Smart TV's in all Bedrooms - Fresh towels and bathroom essentials - FREE Parking - Close to EVERYTHING in Elizabethtown! Ask us about our New listing discounts! (Add us to your Wishlist! ❤️)

Family/Large Group 7BR/Hiking/Goats/Game Room/Pool

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!

Bourbon trail Oasis, Holiday Home. Inground pool

Countryside ranch home. Located along the Bourbon Trail. Also, near Mammoth Cave & Churchill D. 3 spacious bedrooms, 2 K, 1 Q bed. 3 Queen air mattresses also available. Quality linens. Modernized, open concept, Kit/dining seats 9 -15 people. New 2024 in is large screened porch, pergola & pool house, W/full bath & K/ wet bar. Wooded trails alongside water’s edge. Fire pits for s’mores & nature galore. Our nieces & nephews call it “Camp Uncle Kenneth”, our guests call it home away from home

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!

The Moonlit Oasis

Relax with the whole family at this peaceful place to stay. Updated, Private three bedrooms, kitchen, living room and bathroom. Come enjoy this very spacious back yard with a pool going from 3’ on the low end and 10’ on the deep, including a diving board. There is no lifeguard on duty. Fully furnished, Perfect for the working crew of three or the traveling crew of 6 :) each bed can comfortably fit two people. For longer stays we offer discounts message us directly for information on that.

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.

Bourbon Trl Luxury Lodge*Pool*SpkEz*HotTub*GameRm

Welcome to Charred Oak Lodge--Your Private Luxury Retreat on the Kentucky Bourbon Trail. Escape to one of the Bourbon Trails premier luxury vacation homes. One step on the property, and you will see why guests have rated this as one of the top 1% of homes on Airbnb. This is where comfort, privacy, and unforgettable experiences come together. Just 3 miles from historic downtown Bardstown, Charred Oak Lodge is a luxury 7,700-square-foot estate nestled on 11 peaceful, tree-lined acres.

Ultimate Bardstown Oasis | Pool, Tub, Game Lounge!

Gather in this spacious 2,760-square-foot Bardstown retreat featuring six bedrooms, three bathrooms, and accommodations for up to 12 guests. Enjoy five king beds, a queen bed, multiple living areas, a home theater, a country kitchen, and a game room with a foosball table and pool table. Outside, unwind in the private backyard with an outdoor pool, hot tub, and fire pit. Two porches, whole-home Wi-Fi, and five dedicated outdoor parking spaces complete this group-friendly getaway.

NEW Nolin Lake+Hot Tub+Game Room+Pool+Pickleball

Brand new luxury retreat in the Paradise Grove golf cart community near Nolin Lake. This beautifully decorated home features 5 king bedrooms, a custom bunk room with four double beds, 3 en-suite baths, hot tub, fire pit, game room with ping pong and shuffleboard, and a spacious deck with outdoor TV. Enjoy access to pickleball courts, clubhouse, and community amenities, with a pool coming soon. Perfect for large groups and family lake getaways.