Vacation rentals with a pool in Elizabethtown

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Top-rated rentals with a pool in Elizabethtown

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

Home in Mount Washington

5 out of 5 average rating, 43 reviews

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!

Top guest favorite

Home in Mount Sherman

4.89 out of 5 average rating, 71 reviews

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

Top guest favorite

Home in Big Clifty

5 out of 5 average rating, 63 reviews

7BR Family Friendly W/Goats/Trails/Firepit/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!

Guest favorite

Home in Louisville

4.97 out of 5 average rating, 248 reviews

NEW Hot Tub, Expo, King Beds, Downtown, Churchill

*Kentucky Derby, Bourbon and Beyond and Louder than Life guests inquire first. A strict cancellation policy is required* Germantown is a unique blend of past and present. Restaurants and local attractions including Monnik Beer Company and historic Nords Bakery just blocks away from the home, there is something for everyone. Conveniently located within reach of several desirable destinations - The University of Louisville, Churchill Downs, downtown Louisville and the NuLu district nearby.

Guest favorite

Cabin in Shepherdsville

4.88 out of 5 average rating, 17 reviews

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!

Guest favorite

Home in Lebanon Junction

4.9 out of 5 average rating, 41 reviews

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.

Guest favorite

Guest suite in Louisville

4.96 out of 5 average rating, 372 reviews

Cherokee Park Oasis with Private Entrance

1 bdrm basement apartment with private entrance, bedroom, bathroom, and common area located adjacent to Cherokee Park. Owner occupies the main floor upstairs. 3/4 mile walk to shops, restaurants, and entertainment on Bardstown Rd. Heated saltwater swimming pool and cabana with wet bar. Centrally located within 10 minutes from downtown, Churchill Downs, the Zoo, the airport, golf courses and Kentucky Kingdom. Situated in a quiet, park-like neighborhood with ample parking.

Guest favorite

Farm stay in Shepherdsville

4.94 out of 5 average rating, 16 reviews

3 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 3 bedrooms and 3 FULL bathrooms!! Split floor plan with TWO master suites. Large, spacious dining and living room. On the farm you’ll find chickens, neighboring horses, kittens, hiking paths and plenty of places to explore!

Top guest favorite

Guest suite in Shepherdsville

4.99 out of 5 average rating, 80 reviews

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.

Top guest favorite

Home in Bardstown

5 out of 5 average rating, 7 reviews

Farmhouse Luxury! 10 Min to Distilleries! Pool! Ho

• Pool & Hot Tub: Enjoy a seasonal pool (open late March - September, weather permitting) and a year-round hot tub. • Spacious: 5 bedrooms, 3.5 baths, and plenty of room for up to 10 guests. • Bourbon Lovers: Willett, Heaven Hill, and Lux Row are just 10 minutes away. • Speak Easy Game Room & Gatherings: Arcade games, poker table, pool table, shuffleboard, a bar area, and 3 large TVs for watching the big game. • 45 minutes from Louisville, Lexington, and Frankfort.

Superhost

Apartment in Elizabethtown

5 out of 5 average rating, 3 reviews

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 high speed internet, valet trash, state of the art gym, outdoor grills, valet trash and seasonal pool. Whether you're working out, relaxing by the pool, or entertaining in the community spaces and ample free parking!

Guest favorite

Home in Louisville

5 out of 5 average rating, 53 reviews

Countryside Getaway

Welcome to your rural oasis! At our ranch you will experience your full country getaway. Enjoy the rolling hills of the Kentucky Bluegrass from the beautiful and secluded town of Fisherville. Just a 10 minute drive from major highways leading to downtown Louisville, our barn apartment is the perfect balance between getaway and easy access to everything the city offers.