Holiday rentals in Bullitt County

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Top-rated holiday rentals in Bullitt County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

Cabin in Shepherdsville

4.98 out of 5 average rating, 121 reviews

Bourbon Cabin - Speakeasy/HotTub/Arcade/Derby

🏡 Bourbon Trail Hideaway – A spacious 5BR, 3.5BA log cabin on 6 private acres, just 9 mins from Jim Beam! 🍂 Blending rustic charm with modern comforts, this retreat features a Brand NEW speakeasy lounge, hot tub, fire pit, wraparound decks, arcade games, and a well-stocked kitchen. Enjoy breathtaking sunsets, fast WiFi, plush seating, Smart TVs, and a cozy ambiance, plus luxurious beds, spa-like bath, and plenty of space to relax or entertain. Perfect for groups, couples & bourbon lovers! 🥃✨

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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, 104 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!

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Top guest favourite

A serene outdoor space is illuminated by string lights, creating a warm ambiance at night. Adirondack chairs surround a circular fire pit, with a charcoal grill nearby, set against a backdrop of greenery. The screened-in porch can be seen in the background.

Home in Bardstown

5.0 out of 5 average rating, 123 reviews

Bluegrass and Bourbon - Peace on the Bourbon Trail

Retreat to your peaceful hangout after a day of exploring all that Bardstown and KY have to offer! Relax by the fireplace and stream a movie on the 75" TV, cook a full meal in the well-stocked kitchen, create a unique cocktail with all the tools you could wish for, breathe fresh air on the screened-in porch that borders greenspace, challenge friends to poker in the game room, grill dinner on our charcoal grill, or roast hot dogs and s'mores on the firepit area. This must be the place.

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Superhost

The exterior of a two-story home is shown, featuring a classic design with beige siding and brown shutters. A welcoming front door is framed by two windows, while a paved driveway leads to the garage. A basketball hoop stands in the yard, surrounded by a green lawn.

Home in Shepherdsville

4.75 out of 5 average rating, 68 reviews

Shepherdsville Cozy Home with Lakeside views

**Welcome to Your Cozy Kentucky Retreat!** Escape to tranquility in this charming, fully furnished home nestled right on the lake. Perfectly suited for both a peaceful weekend getaway or an extended stay, this property offers all the comforts of home with a touch of Southern hospitality. Book now to experience the ideal Kentucky retreat and make lasting memories! We have 4 bedrooms in our home, all are upstairs. We look forward to hosting you and ensuring you have a wonderful stay!

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Top guest favourite

Home in Coxs Creek

5.0 out of 5 average rating, 53 reviews

Distillery Overlook Barndo Home

Welcome to Distillery Overlook! This private barndominium style home is nestled on 7 acres in the Kentucky countryside, overlooking one of Heaven Hill Distillery’s barrel reserves. This home sleeps up to six, with ample space to relax and enjoy the views. Located only 10 minutes from downtown Bardstown, the Bourbon Capital of the World, this luxurious space is designed for entertaining, comfort, and convenience to local attractions, including the best the bourbon trail has to offer.

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Superhost

Home in Coxs Creek

5.0 out of 5 average rating, 3 reviews

The Bourbon Trail | Hot Tub | Game Room | Fire Pit

🛏️ Sleeps up to 10: five bedrooms with four king beds and one queen 🛁 Hot tub: relax under the stars 🔥 Fire pit: perfect for s’mores and memories 🎮 Game room: converted garage with basketball arcade, shuffleboard, pool table and arcade games 📺 Smart TVs with Roku: stream your favorites 🍳 Kitchen: coffee maker, cookware and essentials 🌄 Rolling Kentucky countryside 🔑 Self check-in: smart lock for easy arrival 🧺 Washer and dryer 🚗 Free parking 🛜 168 mbps Starlink internet

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Superhost

Home in Lebanon Junction

5.0 out of 5 average rating, 3 reviews

Bourbon Trail Retreat | 21 Acres Near Louisville

NEW LISTING! Experience Kentucky and the Bourbon Trail at this private 21-acre retreat—just 30 minutes from Downtown Louisville! Sleeps 12 with 3 bedrooms + a bonus sleeping area with attached full bathroom. Enjoy a private fishing pond (KY fishing license required), fire pit, spacious deck for dining and relaxing, & exploring. Bordering 1,000 acres of Camp Crooked Creek with easy access to the Bourbon Trail, Bernheim Forest, Elizabethtown, Bardstown, and Louisville attractions.

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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.

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Top guest favourite

A spacious sleeping area features a king bed with a soft beige quilt and matching pillows. Two bedside lamps provide warm lighting beside wooden nightstands. The ceiling is accented by textured panels, and the cozy carpet extends across the floor.

Place to stay in Shepherdsville

4.89 out of 5 average rating, 346 reviews

A Little Bit of Kentucky

A unique loft apartment near Louisville, Bardstown and just across the river from Indiana. This is attached to our Wedding venue for the convenience of anyone who is coming in for a wedding. It has its on separate entrance away from the venue so you wont be bothered by anyone. We are more than willing to accommodate you in any way we can. Let us know what you need and we will do our best to meet your needs. Check our guide book for local attractions and mileage

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Top guest favourite

A rustic log cabin sits amidst lush greenery, featuring a red metal roof and a stone chimney. The screened porch offers a view of the expansive yard, bordered by a rustic wooden fence, while trees and vegetation create a natural setting around the home.

Cabin in Lebanon Junction

4.98 out of 5 average rating, 43 reviews

Woodland Oasis: Historic Cabin with Modern Comfort

Unwind in our restored 1846 cabin, where rustic charm blends with modern amenities. The natural beauty and seclusion make it the perfect getaway for nature lovers, couples, families, children, and friends. Explore local distilleries, enjoy creekside walks, and take in the beautiful view from our screened porch over your morning coffee. Surrounded by lush woods and sprawling fields, this secluded retreat offers privacy, peace, and beautiful views.

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Top guest favourite

Dome in Mount Washington

4.98 out of 5 average rating, 258 reviews

My Old Kentucky Dome

An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

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Top guest favourite

A modern two-story home showcases a clean, white exterior with contrasting gray siding accents. The spacious front driveway leads to a large garage. The well-maintained lawn features a small tree and is flanked by a few neighboring homes in the background.

Home in Mount Washington

5.0 out of 5 average rating, 15 reviews

Whiskey, Horses, & Hospitals

New Construction! Located less than 30 minutes from the heart of Louisville! And Under 25 minutes from the airport. Shopping, interstates, hospitals & parks are all within 25 minutes. 3 bedrooms, 1 loft, and 2 full bathrooms upstairs, and 1/2 bath on main floor! Washer + dryer on site! Private office + additional study area located upstairs in bedroom 3. Complimentary overnight Level 2 EV charging is available for one vehicle per reservation.

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