Holiday rentals with a pool in Nelson County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Nelson 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.
Guest house 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
A spacious log cabin is showcased against a twilight sky, featuring a wraparound porch with comfortable seating. Stone accents enhance the exterior, while a fire pit area adds to the inviting ambiance. Lush landscaping and a gravel pathway lead to the front entry.
Cabin in Bloomfield
5 out of 5 average rating, 51 reviews

LogCabin-15 min Bardstown Pool

• White Dog Lodge by Stylish Stay, a luxury home base on the Bourbon Trail • 15 minutes to Bardstown, 45 minutes to Louisville and Lexington • Designed for groups with multiple spaces to gather and unwind • Bourbon and cigar room for tastings and relaxed evenings • Massive game room and sports bar for shared downtime • Fully stocked kitchen for cooking and hosting meals together • Private hot tub year-round and seasonal pool for outdoor enjoyment • 6 bedrooms and 4 bathrooms for comfortable grou

Top guest favourite
The exterior of a brick cottage is shown, featuring a well-maintained landscape with shrubs and rocks along the pathway. A single entrance door is visible, complemented by a porch area. Trees in the surrounding yard provide shade to the property.
Home in Lebanon
4.95 out of 5 average rating, 84 reviews

Ticky's Cottage at Empire Estate

Enjoy all the amenities, such as an inground pool (May TBD-Labor Day, 8 a.m.-10 p.m.), 4 manicured acres to roam, volleyball/badminton court (8 a.m.-8 p.m.), fire pit/picnic area (8 a.m.-10 p.m.) next to a stream, horseshoes and more, all within 50 minutes of the major Bourbon Country distilleries. Amenities and lodging are for booked guests only. Visitors, children and pets are not allowed on the property at any time. This is a genuine Bourbon Country getaway spot with lots of fun minutes away.

Home in Springfield
New place to stay

Bourbon Station Destination

Spacious family-friendly home on 12 acres to play and explore. Cartwright Creek runs along side the property making kayaking or fishing just two of the countless things to do. Minutes from downtown Bardstown the heart of the Bourbon industry where you can also find one of a kind shops and eateries. Our Bourbon Station Destination has one master suite with a sauna room, 1 queen bedroom, and 1 children’s room with 2 sets of bunk beds. Relax by the pool or go on a distillery tour and much more!

Top guest favourite
Home in Bloomfield
4.96 out of 5 average rating, 27 reviews

Luxury Estate: Bourbon Room, Cinema, Sauna & Spa!

Your Kentucky Dream Awaits: Kentucky’s Most Spectacular Sunset Views Private Bourbon Tasting Room Private Cinema +Poker Room + Billiard Lounge Stunning 16-ft Ceiling Living Room w/ wraparound sectional, bar & lounge Private Saltwater Pool + 6-Person Hot Tub + Handcrafted Barrel Sauna 6 Private Acres w/ stocked pond & fire pit for 12 ppl, perfectly positioned for sunset magic Grand Dining Deck w/ BBQ, built-in hot tub overlooking the estate Covered Gazebo w/ Bar Just 12 Min from Bardstown

Top guest favourite
Home in Washington County
4.99 out of 5 average rating, 175 reviews

Bourbon Trail Pool&Hottub FUN-ZONE! GameRm! Fish!

This two-story country-side home is sure to keep you entertained while also having a relaxing vibe for your getaway. Nestled just off the Bourbon Trail, Makers Mark and historic Bardstown are just a short drive. Proximity to Louisville and Lexington is great too! Sitting on 3 acres, this home Features 4 bedrooms, 2 and a half bathrooms! Amenities include a newly constructed fenced in Inground Pool(open April-October), WiFi/DirecTV, Pool Table, Ping Pong Table, and Golden Tee Arcade Machine!

Top 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, 43 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
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, 91 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
Cabin in Bardstown
5 out of 5 average rating, 30 reviews

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!

Home in Bloomfield
5 out of 5 average rating, 3 reviews

Hilltop Retreat-Bourbon Trail-Pool w/Slide-Hot Tub

Relax with the whole family at our newly remodeled home with modern finishes in a secluded country setting. Just minutes from the distilleries, downtown Bardstown, Taylorsville Lake, Keeneland, Lexington, Churchill Downs and Louisville makes this the perfect location for enjoying some of the best that KY has to offer. After a long day of tours and tastings come soak in the hot tub or sit around the fire enjoying the hilltop country views.

Guest favourite
A green lawn surrounds a fenced-in area featuring a heated pool, with lush banana plants adding to the tropical feel. The house, painted in muted tones, is visible in the background, with outdoor seating areas nearby, inviting relaxation.
Guest house in Bloomfield
5 out of 5 average rating, 10 reviews

Country 1 bedroom guesthouse with heated pool

Angels Rest unique country getaway. In the heart of the Bourbon Trail. 5 miles from the historic Bardstown. Within 15 miles from 12 distilleries. 1 loft bedroom, full kitchen, large deck with outdoor eating area, heated pool with lounging area. Enjoy fishing we have a large pond bring your fishing pole. Very quiet and relaxing, get away from the city on our 20 acre retreat. Pool open seasonal.

Top guest favourite
A comfortable living room showcases a mix of upholstered furniture, including a plaid sofa and recliners. Natural light enters through the dressed windows, highlighting wooden floors. A coffee table rests in the center, and decorative lamps provide ambient lighting.
Home in Lebanon
4.98 out of 5 average rating, 190 reviews

Downtown Abode Your home away from home.

No cleaning fee ,Beautiful home in downtown Lebanon a prime location for visiting many locations on the Bourbon Trail or the Lincoln Heritage Trail. We are 60 miles from Louisville or Lexington and only 15 miles from Historic Makers Mark Distilery. Several of our guests have stated the downtown abode is the best Airbnb they have ever stayed in. As a added bonus we have no cleaning fee

Popular amenities for Nelson County rentals with a pool