Holiday rentals with a pool in Bullitt County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Bullitt County

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

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Guest favourite

The exterior of the carriage house is shown, featuring a cheerful yellow facade and traditional architecture. Windows are adorned with dark shutters, and neatly trimmed shrubs are placed around the entrance. A lamppost provides illumination near the entryway.

Guesthouse in Bardstown

5 out of 5 average rating, 27 reviews

Spacious carriage house, heated pool all year!

This carriage house (1,150 sq.ft) is located on one of the most beautiful properties in the most beautiful small town in America. Located just minutes from downtown in the heart of Bourbon Country. Enjoy the year around pool and playground on the property! YES, SWIM ALL YEAR UNDER DOME. 2 adults + kids. Tree lined location close to restaurants, bars, shopping. apartment has a gorgeous interior, full kitchen, brand new pillow top bedding, new comfortable sofa bed. HD TV and internet on site.

Top Guest favourite

An inviting outdoor space features a spacious in-ground pool surrounded by a decorative fence. Lush green trees provide shade, while the backdrop showcases a sunset sky with soft purple hues. Comfortable lounge chairs are positioned near the water, enhancing the area's relaxing ambiance.

Home in Mount Washington

4.99 out of 5 average rating, 100 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!

Guest favourite

A charming large home is showcased with a covered porch and inviting entrance. Colorful flowerbeds with red and white blooms enhance the front yard, while the landscaped lawn provides a spacious setting. The sky features scattered clouds, adding a dynamic backdrop.

Home in Shepherdsville

4.93 out of 5 average rating, 28 reviews

Close to Bourbon Trl/I65/KY Expo/Parks!

Large home with room to spread out! This home sleeps 11 with 5 queen bedrooms and one twin XL! You will find peace and quiet here with everything you need! Private swimming pool, FREE firewood, well equipped kitchen, large patio, large wrap around porch, vaulted ceilings, ceiling fans, and a charcoal grill. Extra large firepit with camping chairs for those fireside gatherings! This home is very convenient to Downtown Louisville, Churchill Downs, Bernheim Forest and all the Bourbon Trails!

Cabin in Shepherdsville

Family Cabin Near Downtown Louisville

Experience the perfect blend of camping fun and city convenience at Louisville South KOA Holiday! Just minutes from downtown Louisville, enjoy easy access to bourbon distilleries, Churchill Downs, family attractions—then retreat to KY’s largest family-oriented KOA. Here watch movies on our outdoor big screen, explore the area with a hike, enjoy the Salt River, take a splash in our pool, or join in on one of our many themed events. Whatever you decide, there will be fun for the whole family!

Guest favourite

The cabin features a rustic wooden exterior with a green metal roof, framed by surrounding trees. A welcoming front porch with railings and lights enhances the entrance. Two garage doors are visible on the lower level, creating an inviting atmosphere as dusk approaches.

Cabin in Shepherdsville

4.91 out of 5 average rating, 55 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!

Top Guest favourite

A charming farmhouse is situated on a grassy lawn, surrounded by trees. An American flag is displayed in the front yard. The home features a welcoming front porch and a large attached garage, blending beautifully with the natural surroundings.

Home in Lebanon Junction

4.93 out of 5 average rating, 57 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.

Home in Louisville

Backyard Paradise

Welcome to the perfect outdoor getaway. This spacious 3-bedroom, 2-bath home is designed for families looking to relax, celebrate, and make unforgettable memories. Whether you're in town for a fun-filled get away with friends or family or just looking to relax by the pool, this home delivers the perfect blend of comfort, privacy, and entertainment. Sleeps 9 with an open-concept living area and a large backyard paradise perfect for gathering and socializing. NO PARTIES

Top Guest favourite

The outdoor space features a concrete patio surrounded by colorful trees, showcasing a blend of autumn hues. A charcoal and gas grill is covered, positioned on one side of the patio. The entrance door to the lower-level unit is visible, offering a private and secure access point.

Guest suite in Shepherdsville

4.99 out of 5 average rating, 101 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 favourite

Home in Radcliff

4.96 out of 5 average rating, 27 reviews

Rockstar~Indoor pool~Sleeps 10~Gameroom~Volleyball

Rockstar is a bold rock ’n’ roll retreat built for unforgettable stays. This 4 bedroom, 3.5 bath home sleeps 10 with 5 beds, including two king primary suites. Make a splash in the private indoor pool, battle it out in the game room with ping pong, foosball and giant Connect 4, then fire up the grill on the large deck with picnic tables. The yard features volleyball and cornhole. Turn it up, kick back, and live like a Rockstar!

Guest favourite