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.

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Top guest favorite

Home in Washington County

#1 Bourbon Trail POOL&GAME ZONE! Keenland! Hottub!

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 Mid March- end October),WiFi/DirecTV, Pool Table, Ping Pong Table, and GoldenTeeArcadeMachine!

4.99 out of 5 average rating, 191 reviews

Guest favorite

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

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.

5.0 out of 5 average rating, 28 reviews

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

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!

4.92 out of 5 average rating, 61 reviews

Luxe

Home in Bardstown

Bourbon Trl Luxury Lodge*Pool*SpkEz*HotTub*GameRm

Welcome to Charred Oak Lodge--Your Private Luxury Retreat on the Kentucky Bourbon Trail. Escape to one of the Bourbon Trails premier luxury vacation homes. One step on the property, and you will see why guests have rated this as one of the top 1% of homes on Airbnb. This is where comfort, privacy, and unforgettable experiences come together. Just 3 miles from historic downtown Bardstown, Charred Oak Lodge is a luxury 7,700-square-foot estate nestled on 11 peaceful, tree-lined acres.

5.0 out of 5 average rating, 49 reviews

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

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

4.97 out of 5 average rating, 152 reviews

Guest favorite

Home in Bardstown

Rickhouse Retreat | Golf Sim*Massage Chairs*Sauna+

Welcome to The Rickhouse Retreat! Nestled on 6 private acres in the heart of Kentucky Bourbon Country, The Rickhouse Retreat is a luxury getaway designed for unforgettable family vacations, bourbon trail adventures, golf trips, and relaxing weekends with friends. From the hidden speakeasy tucked behind a Maker’s Mark-inspired door to the private golf simulator and spa retreat, every detail has been thoughtfully curated to create a one-of-a-kind experience.

5.0 out of 5 average rating, 5 reviews

Top guest favorite

A serene outdoor gathering area features a stone patio surrounded by several black chairs, set beneath a wooden pergola. The farmhouse stands in the background, with the sun setting behind it, illuminating the sky with soft hues.

Home in Bardstown

Speakeasy Game Barn • Hot Tub • Bourbon Trail

🥃 Holidays for ten on 7 quiet acres, with a game barn for the cousins 🚗 11 min to downtown Bardstown, five distilleries within 20 min. Parking for 6. 🛏 Sleeps 10 · 5 bedrooms · 7 beds · 3.5 baths · one table seats all 10 ✨ Kitchen stocked for a full holiday dinner, with four more seats at the island ✨ Year-round hot tub, fire pit under a lit pergola, fireplace in the living room 📅 Built for holiday weeks and bourbon weekends. Save it to your wishlist.

4.95 out of 5 average rating, 39 reviews

Guest favorite

Home in Bloomfield

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.

4.89 out of 5 average rating, 18 reviews

Top guest favorite

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

Ticky's Cottage at Empire Estate

Visitors, children and pets are not allowed on the property at any time. Booked adult guests enjoy all the amenities, such as an inground pool (May-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 adult guests only.

4.96 out of 5 average rating, 93 reviews

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

Downtown Abode Your home away from home.

Our prices now include Air B&B service fee. 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

4.95 out of 5 average rating, 212 reviews

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

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.

5.0 out of 5 average rating, 10 reviews

Top guest favorite

Cabin in Bloomfield

Bourbon Trail Cabin, Game Room, Hot Tub, Fire Pit

🥃 Sip bourbon in your own smoking lounge, then unwind by the fire pit 🚗 15 min to Bardstown · 45 min to Louisville · 6 private acres 🛏️ Sleeps 12 · 6 BR (4 King, 4 Queen) · 4 full + 2 half baths 🎱 Heated game room: pool, ping pong, air hockey, arcade, 3 TVs 🔥 Outdoor firepit under string lights, hot tub open year round 📅 Most weekends book about 4 months out. Save it or book now

4.98 out of 5 average rating, 63 reviews