Vacation 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.

1 of 1 pages1 / 1
Top guest favorite
Home in Springfield
4.99 out of 5 average rating, 102 reviews

Bourbon Trail + Events + Hot Tub +Walk 2 Dine

Charming, spotless, and historic yet modern, a few words from 5-star reviews! The Kentucky Barrel House a unique retreat on the Bourbon Trail. Take a dip in the hot tub- grab a towel from the warmer, chat by the firepit. Pet-friendly, fenced yard. Equipped kitchen, or walk to downtown restaurants. Minutes to: Maker’s Mark, Willett, Bardstown Bourbon, Heaven Hill, Beam and many more. Near Cornerstone Acres Events, The Grove At Silverton Hill, My Old Kentucky Home. Celebrate National Bourbon Week!

Top guest favorite
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
4.92 out of 5 average rating, 50 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 favorite
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, 99 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
An aerial view captures the property surrounded by lush farmland. The layout includes a swimming pool and neighboring structures, featuring manicured lawns and ample greenery. A winding driveway leads through the landscape, emphasizing the spaciousness of the 72-acre setting.
Farm stay in Raywick
4.96 out of 5 average rating, 141 reviews

Missy’s unique stays on the bourbon trail .

Welcome to this funky and eccentric property that sits on 72 acres of luscious farmland in the heart of Kentucky, situated along the bourbon trail .. Previously “Missy’s café ) now turned it into a country getaway for family, Friends or sweethearts .. it is set up for intimate events (extra) or just a nice quiet stay .. it has a beautiful view of the farm and surrounding knobs.. not to far away from civilization, but far enough too get away and enjoy nature

Top guest favorite
Home in Bardstown
4.93 out of 5 average rating, 29 reviews

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

Guest favorite
Home in Bloomfield
5 out of 5 average rating, 7 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 favorite
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.
Guesthouse 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 favorite
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
4.97 out of 5 average rating, 200 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

Superhost
An aerial view of The Bluegrass Grand Estate showcases its expansive layout, featuring a circular driveway that leads to the elegant home. Surrounding landscapes include manicured lawns, trees, and a serene pond, while the backyard reveals a swimming pool, stone waterfall, and open fields beyond.
Home in Bardstown
4.68 out of 5 average rating, 19 reviews

The Bluegrass Grand Estate: Bourbon Trail Luxury

Nestled in the heart of Bardstown, Kentucky—“The Most Beautiful Small Town in America”, The Bluegrass Grand Estate is a luxurious retreat, where heritage meets modern elegance. Inspired by the spirit of the Bourbon Trail and Kentucky’s legendary thoroughbred legacy, this estate offers a seamless blend of Southern charm, timeless sophistication, and warm hospitality.

Guest favorite
An open-concept apartment features a kitchen island with seating for four, surrounded by bright yellow walls. Natural light highlights the living area, where comfortable seating is arranged. Decorative elements, including framed artwork and potted plants, enhance the inviting atmosphere.
Farm stay in Raywick
4.89 out of 5 average rating, 179 reviews

Adorable studio with fireplace. Bourbon trail

Keep it simple at this peaceful and centrally-located place along the bourbon trail .. Sit back and enjoy the view of the farm , cattle , and the sun that rises above the surrounding knobs. Listen to the birds as you have your morning coffee and the coyotes as you sit by the fire pit in the evening ..

Guest favorite
Home in Bardstown
5 out of 5 average rating, 21 reviews

Pool*Hot tub*Bardstown

Welcome to The Bluegrass Haven! This home offers 5 spacious bedrooms sleeping 10 with 3 full bathrooms. Located within minutes to downtown Bardstown, a short drive to Louisville, Lawrenceburg and so many distilleries! Kentucky is waiting for your group and this home is sure to impress!

Guest favorite
A view from the guest house porch reveals a serene pasture with several horses grazing. A black wooden fence encircles the expansive, green field under a clear blue sky, creating a peaceful rural atmosphere. The surrounding trees provide a natural backdrop.
Guesthouse in Shepherdsville
4.95 out of 5 average rating, 55 reviews

Bourbon Country/ Derby Guest House

Gorgeous Guest House located in the country just 15 miles outside of Louisville, Ky . Located in Shepherdsville..

Popular amenities for Nelson County rentals with a pool