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
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 Washington County
4.99 out of 5 average rating, 176 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 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.

Guest favourite
Home in Bardstown
4.91 out of 5 average rating, 22 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

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.

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
4.97 out of 5 average rating, 191 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

Guest favourite
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, 165 reviews

Adorable one bedroom w/ 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 ..

Top guest favourite
Home in Bardstown
5 out of 5 average rating, 12 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 favourite
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.
Guest house in Shepherdsville
4.94 out of 5 average rating, 54 reviews

Bourbon Country/ Derby Guest House

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

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