Vacation Home Rentals By Owner In Bardstown, KY

*Lower Level Only* - This house is available separately as a 3bd/2ba rental. For travelers who do not need the two bedrooms and second bathroom upstairs, we are making the lower level of the house available for weekday rental by itself. You will have the privacy of the entire house, but access to the upstairs will be roped off. This allows us to be more efficient in our cleaning and offer the house at a lower price.brbrGet ready to relax in this pleasant 1-bedroom house in Bardstown. This tranquil retreat features 1 queen bed, a cozy living room with a sofa bed, and all the essentials like a washing machine, AC, and WiFi. With a hair dryer provided in both the bathroom and bedroom, you'll have everything you need for a comfortable stay. We pride ourselves on providing a *working* kitchen, with all of the basics you need to actually cook. A great place to call homebase while you're away, we hope you enjoy your stay.brbrTV's in each bedroom except The Landing bedroom (double twin beds).brbrThe sofa in the living room can be made into a bed with a foam topper. This service is available for $50, to be charged separately to those who request it.

Charming 1-bedroom house in enjoyable Bardstown with AC, WiFi

Bardstown, Kentucky, United States

Bed

Bath

Sleeps

$919.38

Welcome to Barrel & Brook Estate — a private five-acre luxury retreat in the heart of Bourbon Country, just minutes from downtown Bardstown and the Bourbon Trail. This 6,000 sq ft estate offers 6 bedrooms, 4.5 baths, a 0.75-acre private pond, immersive surround-sound theater, full game room, hot tub, and sport court. Thoughtfully designed for couples’ retreats, executive escapes, and elevated family gatherings.brbr✦ The Estatebrbr6,000 square feet of refined living space set on five secluded acres in the heart of Bourbon Country.brbrDesigned for connection, comfort, and privacy.brbr• 6 spacious bedrooms | 4.5 bathroomsbr• Multiple gathering spaces ideal for entertaining and conversationbr• High-end finishes and thoughtfully curated décorbr• Perfect for couples’ retreats, executive escapes, and elevated family gatheringsbrbr✦ Signature Amenitiesbrbr• 0.75-acre private pond for swimming, paddleboarding & catch-and-release fishingbr• Private hot tub beneath open Kentucky skiesbr• Immersive home theater with surround sound (a consistent guest favorite)br• Full game room with billiards, poker table, shuffleboard, arcade & speakeasy-style barbr• Private sport court with pickleball & basketballbr• Expansive indoor and outdoor spaces designed for group comfortbr• Complete seclusion with no close neighborsbrbr✦ Outdoor ExperiencebrbrCoffee at sunrise from the sun porch.brAfternoons on the water.brEvenings with bourbon by the pond or a film in the theater.brbrUnhurried. Private. Entirely yours.brbr✦ LocationbrbrJust minutes from downtown Bardstown and some of the most iconic distilleries on the Bourbon Trail. Spend your days touring and tasting — then return each evening to quiet luxury and total seclusion.brbr✦ Guest AccessbrbrYou’ll receive a unique electronic door code prior to check-in for easy, secure self-entry. Guests have full private access to the home, grounds, and all on-site amenities during their stay.brbrPickleball paddles/balls and basketballs are typically available for guest use; however, availability cannot be guaranteed, so you’re welcome to bring your own equipment if you prefer.brbrWe do not provide fishing equipment, so guests planning to fish in the pond should bring their own gear.brbrFor paddleboarding, life jackets are available, but we recommend bringing properly fitted jackets for maximum comfort and safety.brbrAmple on-site parking is available in the driveway and front lot. No street parking is required.brbrbrbr-- Important Information --brbr✦HOT TUB – No glass, food, bubbles, bath salts, or oils in or near the hot tub. Shower before use and wear proper swim attire (no street clothes). Professionally serviced after every stay. Misuse requiring draining, additional cleaning, or repair may result in additional charges.brbr✦POND SAFETY – The pond is unfenced. Children must be supervised at all times near the water.brbr✦AMENITIES – Amenities may occasionally be unavailable due to maintenance, weather, or seasonal conditions. If something isn’t working as expected, notify us right away. We are highly responsive and will make every reasonable effort to resolve issues promptly.brbr✦ AGE – Primary booking guest must be 25+. Children welcome with parents or legal guardians.brbr✦OCCUPANCY – Maximum 12 guests. All guests must be included on the reservation.brbr✦ SECURITY CAMERAS – Exterior cameras are in place for guest and property safety. No interior cameras.brbr✦QUIET HOURS – 10:00 PM to 8:00 AM.brbr✦NO PARTIES OR EVENTS – Gatherings exceeding the registered guest count are not permitted.brbr✦NO SMOKING OR VAPING – Not permitted inside the home.brbr✦ UNCONTROLLABLE EVENTS – We are not responsible for weather, power outages, or other events beyond our control. Travel insurance is recommended.brbr✦PETS – Not permitted due to severe allergies.brbr✦RURAL SETTING – This is a rural property. Despite regular pest control, occasional insects or wildlife may be present. Please store food properly and dispose of trash securely.

Luxury 5 Acre Bourbon Estate with Private Pond, Theater and Game Room

Bardstown, Kentucky, United States

Bed

Bath

12

Sleeps

$183.0

Stay with us in Bardstown, named one of the most beautiful small towns in America. Our cottage is located just three blocks from downtown restaurants, shops, family activities and nightlife. Located on the Bourbon Trail, you are steps from Barton's Distillery and a short drive from several other popular distilleries. Churchill Downs, Keeneland, Mammoth Cave National Park and other popular attractions are within an hours drive making this cottage the perfect base for exploring Kentucky.brbrThis fully renovated home sleeps up to 4 people in two queen beds. The first floor features the master bedroom, living room, kitchen, office area and bathroom with a walk in shower and washer and dryer. The second floor is devoted to the second bedroom and a private sitting area. Local cable TV and wifi (for streaming from your accounts) are provided. You can enjoy the outdoors on our front porch or deck with a dining area and grill. Enjoy your morning coffee or a nightcap from our drink station.brOur home is located on a busy street. This causes some street noise which is a trade-off for the great location right in town. We do provide sound machines in the bedrooms to help with this noise.

Historic Bardstown Cottage

Bardstown, Kentucky, United States

Bed

Bath

Sleeps

$587.14

5-Star luxury and charm abound in this historic home within walking distance to town center. Spacious and stunning with so many unique features inside and out - especially the music room, which was out of this world! The Bard House is THE house to experience bourbon country! H. H.brbrWelcome to The Bard House and Historic Downtown Bardstown. This luxury home draws its Wow inspiration from upscale boutique hotels, all things bourbon and classic Rock-N-Roll. Enjoy the themed lounge rooms, a well-appointed kitchen/dining hall, premium mattresses/linens, walk-in showers, infrared sauna, shuffleboard table, darts, and games. Play guitars and spin classic vinyl. Only a 4 block walk to shops/restaurants and central to many nearby distilleries.brCome...Relax...Create lifetime memories..& Rock On!brThe spacebrbrBuilt in the 1780's by a member of the Bard family (see name of town), the home was remodeled and updated over the last 2.5 years. The result has been nothing short of stunning to those who have toured or stayed.brbrTHE OUTSIDE:brA very cozy covered porch greets you with seating for 8 and a couple of tables.brIt overlooks the inner yard and firepit - which has 6 Adirondack chairs surrounding it and is shaded by a couple of massive magnolia trees. There is a very nice propane grill to fire up and enjoy. The house sits on 1/2 acre with a nice back yard. Wood and some fire-starting items are supplied. There is a corn-hole set to enjoy. The garage is owner/housekeeping use only.brbrLIVING SPACES:brbrThey have spared no expense when it comes to amenities and personal touches H. Y.brbrUpon entering this newly renovated home, you will realize every area has been professionally decorated.brbrTHE RICKHOUSE LOUNGE - where you enter the home.brbrRelax in the 4 gorgeous aviator chairs while sipping on your pour of choice. There is a 65” Roku TV and professional dart board (made from Bourbon Barrel slats) to entertain you…as you sit among large scale photos of the inside of bourbon rickhouses.brThere is a beautiful ventless gas log brick fireplace (seasonal) to warm you with just the click of a remote control.brbrThe KITCHENbrBeautiful, spacious and well-appointed for easy meal preparation.brLarge fridge/freezer, gas stove/oven, large microwave, dishwasher, coffee station (Drip+Keurig+French press), Bullet blender, blender, slow cooker, hand mixer, instant kettle, chef quality pots and pans, spice rack.brbrTHE DINING HALLbrTwo eight-foot live-edge red oak slab tables greet you and hint “Gather here everyone.” One for all guests to dine at and another to spread out the games. BE SURE and take a group photo under the house brand logo and post it to social media as desired. There is a 40” TV in the hall allowing you to keep up with a sporting event of interest while enjoying meals/games.brbrTHE MUSIC LOUNGEbrbrGood times with good people and good bourbon are only further enhanced by good music. Spacious sectionals to relax on, a 75” Roku TV, a shuffleboard table, a ventless gas fireplace (seasonal) and mini-fridge that looks like a guitar amp….all the above set the stage for 4 guitars (you are welcome to play if you know what you are doing) and a collection of classic rock vinyl that you can spin as you share memories and create new ones. These massively deep sectionals also serve as comfy sleeping beds.brbrTHE DOWNSTAIRS MASTER BEDROOMbrbrThemed to the beautiful horse farms that Kentucky is famous for, this spacious room has a premium king bed, sitting area, bench cushion couch (that doubles as a bed), 65” Roku TV and cedar-lined closet.brbrTHE DOWNSTAIRS MASTER BATH (attached)brbrThis spacious bathroom features a vanity sink, a free-standing soaking/bubble-bath tub, enclosed toilet area and large walk-in shower. Just off the bathroom is the room that houses the two person infrared sauna with a premium Kenwood sound system.brbrUPSTAIRS - There are 19 steps to reach the second floor.brbrTHE UPSTAIRS OFFICE/READING NOOKbrbrLocated right at the top of the stairs is a dedicated desk with desk light, ring light for video calls, office supplies and black ink only printer/scanner. There is also a reading library with a comfy chair.brbrTHE UPSTAIRS MASTER BEDROOMbrbrFeaturing a premium king bed, a premium full bed, 2 velvet barrel chairs, bedside tables with touch lights, storage cubes/shelves, a luggage rack, hangers/hanging posts, a 40” Roku TV, portable fan and a split unit for AC/Heating.brbrTHE UPSTAIRS MASTER BATHROOM (attached)brbrThis room includes a vanity sink, walk-in shower, curtained-off toilet area, and a split unit for AC/Heating. The housekeeping storage closet is located just beyond the shower area.brbrTHE UN-PURPOSED ROOMbrbrThere is a room beyond the upstairs bath that is NOT formally integrated into the guest experience at this time. CAUTION: It is not climate controlled. That said, there are a couple of yoga mats in there if anyone wants to exercise and the room temperature is to your liking. Note that you are trapped on the other side of the bathroom so communication is key with your housemates!brbrTHE 2nd UPSTAIRS BEDROOMbrbrFeaturing a premium king bed, 2 premium full beds, bedside tables with touch lights and extra outlets/USB, storage cubes/shelves, a luggage rack, hangers/hanging posts, a 40” Roku TV, a portable fan and a split unit for AC/Heating. NOTE: Whoever uses this bedroom will have to use the very charming half-bath/water closet located under the stairs during the night for potty breaks.brGuest accessbrThe entire home is available to guests. We desire for guests to ONLY USE THE BACK DOOR for all in/out use of the home. This is the door closest to the parking area, just beyond the garage. The front and side door should only be used for emergency exits.

Downtown Luxury Historic Home, Rock‘n Roll/Bourbon vibe, indoor sauna, 3 kings

Bardstown, Kentucky, United States

Bed

Bath

Sleeps

$771.68

Escape to Kentucky Bourbon Country in this spacious retreat on 6 private acres near downtown Bardstown. With 4 bedrooms, 10 beds, and open living areas, it’s perfect for families and groups. Enjoy a full kitchen, cozy fireplace, large yard with volleyball, and relaxing porches. Peaceful setting close to distilleries and dining. Ideal for Bourbon Trail trips or weekend getaways with plenty of space to unwind and connect.

Bourbon Trail Cozy Retreat in Bardstown

Bardstown, Kentucky, United States

Bed

Bath

8

Sleeps

$242.51

This beautiful home is the result of an eighteen-month rehab project, with care taken in the smallest details. The house is cleaned by a professional cleaning company after each visit, and fully-stocked with all essentials, including: full kitchen with cooking implements (including Instant Pot), soaps and shampoos, hair dryers, iron & ironing board, fluffy towels, board games, reading material, and spare bedding. brbrTV's in each bedroom except The Landing bedroom (double twin beds).brbrPlease note: This house has four beds with excellent mattresses (two queen, two twin). There is a $50 fee if you would like us to convert the sofa to a bed with foam-topper, or set up an air mattress. Please just send us a note along with your booking to request this additional service. brbrMake sure your little ones don't miss The Hideaway under the stairs, a special space just for children.

Spacious, Fully-Stocked, Walking distance to Downtown

Bardstown, Kentucky, United States

Bed

Bath

Sleeps

$254.31

Exceptional, Updated Home on the Bourbon Trail — Spacious & Fully Equipped One Story, with great private yard. Very close to downtown.brbrMany recent upgrades!brbrPlease see our reviews — this is an outstanding property with oversized and extra-long beds (1 King XL, 2 Single XL, and 1 Queen Standard), room-darkening curtains, central heat and A/C, and many thoughtful extras.brbrProperty OverviewbrbrThis upscale, single-story home offers 1,450 sq. ft. of comfortable living space on a large, scenic lot in a quiet neighborhood. The open floor plan allows for family and friends to gather and enjoy the time here.brbrIt features 3 bedrooms and 2 bathrooms and is located just north of the Martha Collins/Bluegrass Parkway off Springfield Rd (Hwy 150) — near My Old Kentucky Home State Park and only 1 mile from Bardstown’s town center.brbrThis is our personal residence when we’re in Kentucky, so it’s beautifully maintained, well-stocked, and very comfortable.brbrLocation HighlightsbrbrWe’re just 1.2 miles (less than 3 minutes) from Historic Downtown Bardstown, home to:brbrTalbott TavernbrbrThe Jailers InnbrbrSt. Joseph Proto-CathedralbrbrThe Getz Whiskey Museum & Rickhouse RestaurantbrbrThe home sits right on the world-famous Kentucky Bourbon Trail, with easy access to Bardstown’s finest distilleries — including Willett, Bardstown Bourbon Company, Maker’s Mark, Heaven Hill, 1792, Evan Williams, Jim Beam, and more.brbrWe’re also:brbr45 minutes from Churchill Downs (Louisville) and Keeneland (Lexington)brbr75 highway miles from Mammoth Cave National Park, the largest cave system in the world — a fantastic day trip destinationbrbrNear top attractions such as the Kentucky Derby Museum, Muhammad Ali Center, The Brown Hotel, and The Retired Racehorse FarmbrbrBEDROOMS & BATHROOMSbrbr*Primary Bedroom (King Suite) features:brbr Extra-long Stearns & Foster King Extra Long Bedbrbr Room-darkening shades & drapesbr br Luggage Racksbrbr Tall Chest Dresser, Lower Chest Dresser & 2 nightstandsbrbr Ensuite full bathroom with Rainfall shower combination Tubbr br Newly Tiled Flooringbr Hi-Rise Toiletbr Handicapped Barsbr New Vanitybr Bath Sheets plus a full variety of Towelsbrbr Walk-in closet & ample dresser storagebr Extra Bed Linensbr Extra Blanketsbr Variety of Pillowsbrbr Tray ceiling with light and fan (dimmer controlled)brbr Bedside lamps (dimmable)brbr Large Smart TVbrbr br* Blue Guest Room (Queen Bed) features:br Sealy Queen bed mattressbrbr Vintage Waterfall furniturebr (dresser, nightstand, vanity, and work desk)brbr Brass headboard and bedside lampsbrbr Ceiling fan/light with dimmer controlsbrbr Wall-mounted Smart TVbrbr Room-darkening shadesbr Luggage racksbrbr Closet, Luggage Racksbrbr Printer, computer monitor, and basic office suppliesbrbr* Green & White Guest Room (Twin XLs) featuresbrbr Two brand-new Beauty rest Extra-Long Twin bedsbrbr Room-darkening curtainsbrbr Table lamp and ceiling fan/light with dimmerbrbr Closet storage, luggage racks, and small dresserbr brbr*Second Bathroom (Red & Black Theme)brConveniently located near the Blue and Green & White bedrooms — on the opposite side of the home from the primary suite — offering privacy for both sleeping areas. Features:br Tub and Rainfall Shower Combinationbr Hi Rise Toiletbr Handicapped Bars in Tub/Showerbr New Vanitybr Newly Tiled Flooringbrbr*Kitchen & DiningbrbrAs this is our personal home — and I’m an avid cook — the kitchen is exceptionally well equipped.brbrYou’ll find abundant counter space, high-end cookware, and everything needed for cooking and baking.brbrAppliances include:brbrConvection oven with glass cooktopbrbrOverhead vent and large microwavebrbrFull-size refrigerator/freezer with ice makerbrbrNew dishwasherbrbrBlack granite double sink with garbage disposalbrbrSmall appliances include:brbrKitchenAid drip coffee maker, French press, cappuccino/espresso maker, blender, toaster, waffle iron, coffee grinder, stand mixer, electric can opener, stovetop tea kettle, and a full set of Calphalon pots, pans, baking sheets, and cake pans, serving dishesbrbrDinnerware, Silverware, Glassware service for 6+brBaking/Cooking/Serving Cobalt Blue PansbrBaking/Cooking/Serving ware - variousbrRice SteamerbrCrock PotbrbrPlus, I include many extras:brMini Boxed CerealsbrOrganic Instant OatmealbrPancake/Waffle MixbrPancake SyrupbrCondimentsbrJam(s)brOilbrSpices

EXCEPTIONAL 1 STORY HOME 3 Bd 2 Ba/3XL BEDS Near TOWN on BOURBON TRAIL Garage

Bardstown, Kentucky, United States

Bed

Bath

Sleeps

$688.16

Summary:brbrDiscover the perfect Bardstown stay in this modern rustic home just minutes from downtown restaurants, bars, shops, golf, and local events. Centrally located near the area’s top distilleries, it’s ideal for Bourbon Trail explorers, small families, and remote workers. Enjoy high-speed Wi-Fi, a full kitchen, in-unit laundry, and walkable access to historic sites, including the famous My Old Kentucky Dinner Train less than half a mile away. Your Bardstown adventure starts here. Book your stay now!brbrbrbrThe Space:brbrNOTE: After booking confirmation, you will receive a short pre-arrival form from property management to be completed prior to arrival.brbrbrbrACCESS TYPE:brbrGuests will have access to the entire home, including a private backyard. brbrbrbrMAIN FLOOR:brbr▻ Living Room - Spacious living area with a cozy couch, ceiling fan, and a Smart TVbrbr▻ Full bathroom - Bath tub, shower, toilet, hair dryer and toiletries (Toilet paper, shampoo, conditioner, Body wash)brbr▻ Kitchen & Dining - A fully stocked kitchen with basic cookware, silverware, modern appliances (Refrigerator, Dishwasher, Oven, Stove, Microwave, Drip Coffee Maker, Toaster, Blender), and a dining table that seats 8.brbr▻ Laundry Area - with Washer and Dryerbrbr▻ Outdoor Space: A partially fenced private backyard with a BBQ grill, and outdoor seating.brbrbrbrBEDROOMS:brbr▻ Bedroom 1 - 1x Queen bed with Smart TV, Closet and Ceiling Fanbrbr▻ Bedroom 2 - 2x single beds with Smart TV, Closet and Ceiling Fanbrbr▻ Bedroom 3 - 1x King Bed with Smart TV, Closet, Ceiling Fan, Private En-Suite Bathroom (Bath tub, shower, toilet, toiletries, dual vanity)brbrbrbrbrbrHIGHLIGHTS:brbr▻ Smart TVs in all bedrooms and the living room brbr▻ BBQ grill, and ample seating to enjoy the private backyard.brbr▻ Free parking for up to three vehicles on the premisesbrbr▻ With available wifi, perfect for digital nomads and guests working remotelybrbr▻ Prime location | best for work and business travelersbrbr▻ Offers the perfect privacy for you! Spacious home yet very cozybrbrbrbrACCESSIBILITY:brbr▻ Single-level home – No stairs, making it ideal for guests with mobility concerns.brbr▻ Easy entry with smart locks – Two entrances equipped with Wyze Smart Locks.brbr▻ Parking close to the entrance – Three dedicated outdoor parking spots available.brbr▻ Wide doorways and open layout – Ensuring smooth movement throughout the home.brbrbrbrGuest Access:brbrPARKING: brbr▻ Free parking for up to three vehicles on the premises (Street parking not allowed)brbrbrbrENTERING THE HOME: brbr▻ The Home is Accessed Via Self Check-In Using a Smart Lock with a Unique Code Per GuestbrbrbrbrThe Neighborhood:brbrBourbon Tours:brbr▻ Lux Row Distillers: 10 min drivebrbr▻ Heaven Hill Bourbon Experience: 5 min drivebrbr▻ Barton 1792 Distillery: 5 min drivebrbr▻ Jim Beam Distillery: 25 min drivebrbr▻ Willett Distillery: 5 min drivebrbr▻ Preservation Distillery: 10 min drivebrbr▻ Four Roses Bottling Facility: 10 min drivebrbr▻ Bardstown Bourbon Company: 10 min drivebrbr▻ Maker's Mark Distillery: 35 min drivebrbrbrbrPlaces to Drink:brbr▻ Fresh Coffee, Pastries & More: 5 min drivebrbr▻ Scout & Scholar Brewing Company: 5 min drivebrbr▻ Bottle & Bond Kitchen and Bar: 10 min drivebrbr▻ Blind Pig Bourbon Speakeasy: 5 min drivebrbrbrbrPlaces to See:brbr▻ Kentucky Bourbon Trail: The trail encompasses multiple distilleries in the region; driving times vary depending on the specific distillery.brbr▻ 3rd St Downtown Shopping: 5 min drivebrbr▻ My Old Kentucky Dinner Train: 5 min drivebrbr▻ Bernheim Arboretum & Research Forest: 20 min drivebrbrbrbrGetting Around:brbrGETTING AROUND:brbr ▻ We recommend Uber or Lyft. We have not had any issues with either.brbr brbrbrbr EVENT OR TOUR OPTIONS:brbr ▻ If you are looking for a tour guide or event transportation in the area, please let us know! We would be happy to help.brbrbrbrOther Things to Note:brbrWe take pride in offering a clean, comfortable, and welcoming space for your stay. The home is professionally cleaned and well-maintained, though minor signs of age may be present as this is a well-loved home rather than a hotel-style property. If anything needs attention, we’ll address it promptly to ensure a stress-free visit. We kindly ask that you treat the home as your own, and guests are responsible for any damages or loss, which should be reported immediately.brbrbrbrbrbrbrbrHOUSE RULES:brbr▻ Please do not unplug any electronics that are currently connected. Unplugging devices may result in a $100 fee.brbr▻ Strictly NO PARTIES.brbr▻ Please observe quiet hours between 10 PM and 8 AMbrbr▻ Strictly NO SMOKINGbrbr▻ Kindly keep noise and activity neighbor-friendly.brbr▻ Pets are allowed (with Pet Fee)brbr▻ Visitors and unauthorized guests are not allowedbrbrbrbrbrbrbrbrBy booking this property, you agree to follow all rules and guidelines outlined in the listing. Failure to comply may result in a $500 fee, charged to the credit card used for the reservation.brbrbrbrbrbrbrbrPOLICIES:brbr▻ Early Check-In – We’ll do our best to accommodate! Same-day requests depend on our cleaning team, and for future stays, the only guaranteed option is booking the prior night (if available).brbr▻ Luggage Drop – We’re happy to allow luggage drop with prior host approval.brbr▻ Late Check-Out – Let us know by the day before. To guarantee a late check-out, the following night would need to be booked. Please note, unapproved late check-outs may incur a $50/hour fee, and check-outs at 12 PM or later will be considered an extra night’s stay.brbr▻ Package Delivery – We cannot guarantee safe or timely receipt of packages sent to the home. For reliability, we recommend using a local pick-up location or requesting doorstep delivery if sending items here.brbr▻ Pet Policy – We’re happy to welcome pets! A $140 non-refundable fee applies, plus $50 for each additional pet. This helps cover the extra deep cleaning to keep the home fresh for all guests.brbrbrbr▻ Third-Party Bookings - We cannot accept bookings made on behalf of someone else.brbr▻ Mail Back Service - If you forget something, we can mail it back for a $50 fee (as long as it’s not an oversized item)brbr▻ Cancellation - To receive a full refund, you must cancel within 24 hours before check-in. Any cancellations after this window will be charged according to the number of nights stayed.brbr▻ There are exterior cameras installed above the front door and above the back door. It is on and recording 24/7.brbrbrbrInteraction with Guests:brbrWe are very responsive within the messaging system and are always available for a call! :)

Modern rustic home near Bardstown top distilleries

Bardstown, Kentucky, United States

Bed

Bath

Sleeps

$623.18

Welcome to The Rickhouse Retreat by Destino GetawaysbrbrYour private Bardstown retreat for milestone trips, executive retreats, and luxury weekends. Practice on the golf simulator, screen a film in the curved cinema, then reset in the wellness suite with an infrared sauna and two massage chairs guests rave about. Dine at the ten seat table, work from dedicated desks, and spread out across three outdoor zones with a year round hot tub. Seasonal pool on site, unheated, open April 15 to September 30.brbrWhat guests love at a glancebr• Private entertainment annex with golf simulator and curved screen cinemabr• In home wellness suite with infrared sauna and two massage chairsbr• Bourbon themed tasting lounge for pre tour flights and nightcapsbr• Year round private hot tub; Seasonal pool, unheated and open April 15 to September 30, weather permitting.br• Quiet, private setting close to world famous distilleries and historic Bardstownbr• Clean, well supplied spaces with simple self check in and fast Wi FibrbrThe ExperiencebrArrive, slow down, and savor. Whether you are celebrating a milestone, reconnecting with friends, or hosting a small retreat, each area is designed for easy gathering. Sophisticated enough for entertaining. Relaxed enough for real connection. The main level open kitchen, dining, and living space suits bourbon paired dinners or unhurried mornings with coffee. Wood, brass, and leather echo aging oak while large windows bring in soft country light.brbrThe Wellness RetreatbrOn the lower level, a private wellness suite delivers rare recovery on the Bourbon Trail. Two full body massage chairs provide deep, restorative sessions beside softly lit salt wall panels. Guests consistently call these chairs their favorite part of the stay. Step into the infrared sauna to release tension, then finish with a warm towel from the custom towel bar. It is a sensory reset between tastings, meetings, and celebrations.brbrRick Row LoungebrAdjacent to the wellness suite, Rick Row 7 sets the mood for flights and conversation. Rich textures, dimmable lighting, and bourbon tones create a modern speakeasy feel. The table features a group friendly puzzle that invites quiet connection while you sample your latest finds.brbrThe Annex: Golf, Cinema, and StrategybrA few steps from the main house, the private annex adapts to your plans. Challenge friends on the golf simulator with clubs provided. Host movie night on the projection screen with a curved display. Gather your team for focused planning. Flexible seating and a popcorn machine complete the experience.brbrOutdoor Livingbr• Kentucky evenings are the star with three distinct zones that make time outside effortless.br• Covered wood deck with a dining table for ten for alfresco meals and long conversationsbr• Basement walkout cigar lounge with a sectional and two swivel chairs, framed by outdoor curtains for comfort and privacybr• Fire pit circle with ten Adirondack chairs, cushions stored in the outdoor deck box, and throw blankets in the indoor cabinet nearbybr• Seasonal pool on site. Unheated. Open April 15 to September 30. Closed outside these dates. Weather permitting. The private hot tub is available year round.brbrBedrooms and BathsbrFive thoughtfully styled bedrooms across three levels balance comfort and personality. Three king suites and two queen bedrooms feature plush linens, smart TVs, and curated art. Several rooms include dedicated workspaces for guests who blend relaxation with productivity. Four full bathrooms combine function with understated elegance to keep groups moving easily.brbrEvery Detail, Designed for ConnectionbrCoffee and tea stations on each level make mornings easy. Barware and bourbon inspired decor honor Kentucky craftsmanship. From the wellness suite to the golf and cinema annex, every element is built to bring people together in comfort, conversation, and style.brbrBardstown and Bloomfield LocationbrSet between Bardstown and Bloomfield, the home gives you the best of bourbon country. You are close to Bardstown’s world famous distilleries, restaurants, and historic downtown, while Bloomfield offers a relaxed small town Main Street with local dining and antique finds. It feels private and quiet, yet it is an easy drive to tastings, tours, and dinner reservations.brbrMinutes to what mattersbr• Bardstown Bourbon Company, Heaven Hill, Willett, and other noted distilleries within an easy drivebr• Historic Downtown Bardstown for dining, shops, and bourbon barsbr• Bloomfield Main Street for cafes, antiques, and local marketsbr• My Old Kentucky Home State Park for tours, golf, and walking pathsbr• Grocery, pharmacy, and essentials a short drive awaybrbrWhy guests love this spotbr• Famous Bourbon Trail access without staying in the middle of townbr• Simple routes for multiple tasting rooms in a daybr• Quiet nights, dark skies, and easy returns after dinner or a showbr• Central base for day trips to Louisville and LexingtonbrbrWhat to ExpectbrAccurate photos, simple self check in, fast Wi Fi, and professional cleaning before each stay. Responsive, respectful hosting by Destino Getaways.

Luxury Retreat: Golf Sim, Massage Chairs, Curved Cinema

Bardstown, Kentucky, United States

5

Bed

Bath

10

Sleeps

$233.19

At this spacious bourbon-lover’s basecamp, you’ll be close enough to breathe in the angel’s share from the rickhouses at Barton 1792—but far enough to sleep soundly after a full day of tastings. Enjoy your coffee on the porch before heading to downtown Bardstown for the day (just a mile away). Back home, flip through curated bourbon reads, fire up the smokeless fire pit, and pour a flight to enjoy under the stars. A cozy, comfortable home base for enjoying the best of Bourbon Country.. brbr • 4 well-appointed bedrooms:br ⎯▹ Bedroom 1: 1 Queen bed, ceiling fan, Roku TV, closetbr ⎯▹ Bedroom 2: 1 Queen bed, ceiling fan, Roku TV, closetbr ⎯▹ Thoroughbred Room (Bedroom 3): 1 Queen bed, ceiling fan, deskbr ⎯▹ Bedroom 4: 1 Full/double daybed + 1 Twin trundle, desk, ceiling fanbrbr • Fresh bedding + towels providedbr • 1 full bathroombr • Temple Spa toiletries + handmade local soapsbr • Fully stocked kitchenbr • Stainless cookware, Ninja blender, cocktail kitbr • Bourbon flight and tasting kitsbr • LaVazza K-cups, drip maker, tea kettlebr • Dining area seats 8 guestsbr • Living room w/ record player, Roku TV + bourbon booksbr • Gas grill + solo stove smokeless fire pitbr • Adirondack chairs in backyardbr • In-home washer + dryerbr • Iron + ironing boardbr • Central heat + upstairs HVAC unitsbr • Fast Wi-Fibr • Dedicated workspacebr • Exterior doorbell camerabrbrExperience Overview ~br • Steps from Barton 1792 distillery and rickhousesbr • Quiet dead-end streetbr • Free parking for 4 vehiclesbr • Backyard fire pit + outdoor gamesbr • Gas grill for cookoutsbr • Smart lock + Ring security systembr • Close to downtown + Bourbon Festival eventsbr • Custom bourbon tasting boards availablebrbrNearby Things to Do ~brBardstown Downtown ⎯▹ 1 milebrBoutiques, bourbon bars, and historic architecturebrbrBourbon Festival Venue ⎯▹ Walkable in good weatherbrHome of the annual Kentucky Bourbon FestivalbrbrWillett Distillery ⎯▹ 8 min drivebrClassic Bardstown distillery with on-site barbrbrMy Old Kentucky Home State Park ⎯▹ 10 min drivebrTour historic mansions + picnic in the gardensbrbrBernheim Forest ⎯▹ 15 min drivebrTrails, sculptures, and nature walks in a forest reservebrbrNearby Dining ~brOld Talbott Tavern (American) ⎯▹ 1 milebrMammy’s Kitchen (Southern) ⎯▹ 1 milebrThe Rickhouse Restaurant (Steakhouse) ⎯▹ 1 milebrNeat Bourbon Bar (Bourbon Bar) ⎯▹ 1 milebrScout and Scholar (Brewery and Restaurant) ⎯▹ 1 milebrbrFAQsbr➤ Is parking available br Yes, free parking for up to 4 vehicles in the driveway.brbr➤ Are pets allowed br No pets allowed.brbr➤ Is the property suitable for children br Yes, but caution advised with stairs.brbr➤ Is smoking allowed br No smoking or vaping indoors; fines apply.brbr➤ Is the neighborhood quiet br Yes, on a dead-end street next to the distillery with minimal traffic.brbrMeet Your HostbrbrI love Bourbon County and my guests who come to visit. Need anything at all I’m just a text away!brbr Your host,br —MarcbrbrGuest AccessbrGuests have full access to the entire home, backyard, and driveway parking. Laundry and weather shelter located in the basement.brbrGetting AroundbrThe property is walkable to downtown Bardstown and nearby distilleries in good weather. A car is recommended for the wider Bourbon Trail.brbrGuest InteractionbrMarc and team are highly responsive and available to assist throughout your stay.brbrOther NotesbrBardstown’s signature “Angel’s Share” aroma and soot-covered rickhouses are part of the local charm. The neighborhood is safe and steeped in bourbon history—ideal for fans and casual visitors alike.

Charming 4BR w/ Fire Pit + Next to Barton 1792

Bardstown, Kentucky, United States

Bed

Bath

Sleeps

$157.09

This memorable house is the perfect home base for your trip to Bardstown. This newly-refinished home features: two bedrooms, each with a queen bed; a private sitting porch; in-home laundry; a full kitchen with dishwasher; a full bathroom with tub/shower; and a quiet setting within walking distance to downtown Bardstown. brbrWhether you’re relaxing indoors or planning your next adventure, this cool space provides everything guests need for a superb stay. Fall in love with Bardstown and enjoy the magic it has to offer.

The Cottage - Wonderful 2-bedroom house with AC, WiFi in charming Bardstown

Bardstown, Kentucky, United States

Bed

Bath

Sleeps

$203.94

Enjoy this bourbon-themed home conveniently located less than 10 mins away from downtown Bardstown and less than 15 min drive from many wineries & distilleries such as James Beam, Heaven Hill & Willet - to name a few!brThis 3 bedroom, 2 bath house sits off the main highway and features a covered outdoor seating area. There is plenty of space to spread out and for your pets to enjoy too!

My Kentucky Home on the Bourbon Trail

Bardstown, Kentucky, United States

Bed

Bath

Sleeps

$427.16

Welcome to Bardstown Bourbon Retreat, your perfect home base for exploring the world-famous Bourbon Trail! Located just minutes from downtown Bardstown and surrounded by some of the best distilleries in the area, this newly renovated 4-bedroom, 2-bathroom retreat offers the perfect blend of comfort and convenience.brbrWhether you`re here for a weekend of tastings or a relaxing getaway, you`ll love the spacious, stylish interior. With two king beds and two queen beds, our home comfortably accommodates up to 8 guests, making it ideal for couples, families, or small groups of friends. Each room has been thoughtfully updated with brand-new finishings, modern kitchen and bathroom fixtures, and fresh, inviting decor—ensuring a relaxing, luxurious stay.brbrKey Features:brbr4 Bedrooms: 2 King Beds & 2 Queen Beds for a restful night’s sleepbr2 Bathrooms: Fully renovated with modern touchesbrFully Equipped Kitchen: Brand-new appliances perfect for preparing your favorite mealsbrSpacious Living Areas: Plenty of room to unwind after a day on the Bourbon TrailbrFree Parking: Ample parking space for multiple vehiclesbrIdeal Location: Less than 2 miles to downtown Bardstown, with easy access to all local distilleriesbrWhether you`re here to explore the rich history of Bardstown, sample exceptional bourbon, or simply relax in a beautifully renovated home, Bardstown Bourbon Retreat is the perfect spot to unwind and enjoy the best of Kentucky.brbrBook your stay today and experience the charm of Bardstown with all the comfort of home!brbrAll payments for your reservation are processed through Stripe, a third-party platform required by Vrbo, which incurs a 3% credit card transaction fee per booking. If you cancel within the applicable cancellation policy timeframe, we will refund the full amount paid, less the 3% credit card fee. This will also be stated in our house rules agreement form.

Bardstown Bourbon Retreat

Bardstown, Kentucky, United States

Bath

9

Sleeps

Exceptional(14)

$223.66

Nestled in the heart of Bardstown, this charming vacation rental offers a cozy and inviting retreat for your next getaway. As you step inside, you'll be greeted by a fully stocked kitchen, complete with a stove, oven, grill, microwave, dishwasher, and all the necessary appliances and utensils to prepare delicious meals. Unwind in the comfortable living room, where you can enjoy the smart TV with satellite or cable channels. Refresh yourself with a load of laundry, thanks to the convenient in-unit washer and dryer. brbrVenture out and explore the nearby attractions, such as the Heaven Hill Bourbon Heritage Center, just a 13-minute drive away, and the picturesque My Old Kentucky Home State Park, just 14 minutes from your doorstep. When you're not out exploring, you can relax by the fire pit or enjoy the outdoor play area and beach loungers. With free WiFi and a range of amenities, including air conditioning, heating, and essential toiletries, this vacation rental is the perfect home base for your Bardstown adventure.

Explore Bardstown's bourbon heritage - Heaven Hill just 13 minutes away

Bardstown, Kentucky, United States

Bed

Bath

Sleeps

$322.96

Retreat to your peaceful hangout after a day of exploring all that Bardstown and Kentucky has 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 marshmallows on the firepit area. This must be the place.

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Bardstown, Kentucky, United States

Bed

Bath

Sleeps

$193.82

This spacious 1300 square ft. home sits on 3/4 acre and is only minutes from downtown Bardstown. This home can accommodate a family or several couples. You have your own private driveway, which can fit multiple vehicles, so parking is not an issue. With its comfortable front porch rocking chairs, swing on the back deck, or table seating, there are ample opportunities for gathering, relaxing and enjoying company. brbrThe large back yard includes a deck, cozy fire pit and grill, guaranteeing a good time. This home has lots of charm and is a win-win when it comes to safety, warmth, and comfort. You are sure to enjoy this sweet retreat. brbrYou are a 2 minute drive from historic St. Thomas Church, established in 1812. Also, you are a 5 minute drive from downtown Bardstown, where you can enjoy a variety of shops, restaurants, and live music on weekends. Downtown has free parking, so you are able take your time to enjoy “The Most Beautiful Small Town in America. Your home away from home is centrally located to all surrounding distilleries. Come and enjoy all that Bardstown has to offer.brbrI hope to see you soon!brbr- Janie

Welcome to your home away from home at my Bardstown’s Sweet Retreat!

Bardstown, Kentucky, United States

Bed

Bath

Sleeps

$588.38

A great place to hang with friends, Bourbon Blue is your destination for larger groups visiting the Bourbon Trail. Enjoy the barrel sauna, 75 Roku TV with Guest Mode & deep couch in living room, 40 Roku TV with Guest Mode in each bedroom, multiple covered outdoor gathering spaces including dining space for ten & firepit, horseshoes, connect four, putting green, fully-equipped kitchen & bar area, foosball table & game space, and most importantly - serenely comfy beds! Located 8 minutes from downtown Bardstown and a straight shot down main street toward Louisville. Bourbon Blue is waiting!brbrThe spacebrBourbon Blue is located along a main road (only two lanes, though) connecting Louisville and Bardstown, but is very quiet indoors and has a privacy fence. A sound machine is provided in the only room with a window that faces the street, but we haven't found it to be a problem.brbrDescriptionbrWelcome to Bourbon Blue, the perfect spot for a fun getaway with friends or family! If you’re planning a trip to the Bourbon Trail, this is the place to be for larger groups, with nearly 3000 square feet, 5 bedrooms, 3 baths, and flexible sleeping arrangements. We can sleep up to 10, but we have found smaller groups also enjoy the home so they may have their own bedrooms!brbrKick back in the spacious living room, where a deep, comfy couch and a massive 75 Roku TV make it the ideal hangout zone. Each bedroom has its own 40 Roku TV too, so everyone can enjoy their favorite shows in bed. All TVs have Guest Mode, which will sign you out of your streaming services on your checkout day!brbrStep outside and discover our awesome covered gathering areas. Whether you're dining outdoors or chilling by the firepit, these spaces are perfect for enjoying the fresh air and good company. And don’t miss out on the barrel sauna – it's the perfect way to unwind after a day of exploring the Bourbon Trail and all that Kentucky has to offer.brbrOur fully-equipped kitchen and bar areas make it easy to whip up meals and drinks for the group. Plus, we've got a foosball table and a game space to keep the good times rolling.brbrWhen it’s time to crash, you’ll love our super comfy beds. After a restful night’s sleep, you’ll wake up ready for another day of adventure.brbrWe’re just eight minutes from downtown Bardstown, just outside the formal city limits, on one full acre of land. Whether you’re here to check out the local distilleries, shop, or dine, everything’s close by.brbrBourbon Blue is all set to be your home away from home. Come on over and make some great memories – we can’t wait to have you!brbrGuest accessbrThe entire home is yours for the length of your stay, minus a small storage room. The entire 1 acre property with ample parking is also at your disposal. The side door (main entrance) has an automated lock, so you will be able to come and go as you please.brbrOther things to notebrPlease ensure you read and agree to our house rules before your stay. The guestbook also includes helpful hints about your stay. Digital guestbook is available via QR code when you get inside the home.

Bourbon Blue - Bourbon Trail Getaway - 8 minutes from Downtown Bardstown!

Bardstown, Kentucky, United States

Bed

Bath

Sleeps

$1493.55

Nestled in the heart of Bardstown, Kentucky—“The Most Beautiful Small Town in America”, The Bluegrass Grand Estate is a luxurious retreat, sleeping up to 10 guests, 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.brImportant Property RulesbrPlease note that the following occupancy and use restrictions are required by local authorities and apply to all reservations:br• Maximum of 10 guests on the property at any time.br• Maximum of 5 vehicles parked in the driveway at any time.br• The pool house is closed and is not accessible to guests.brBy booking, guests acknowledge and agree to comply with these requirements. Failure to follow these rules may result in cancellation of the reservation without refund.brFrom the moment you arrive, you’ll be surrounded by rolling Bluegrass landscapes, golden sunsets, and the rich aroma of aging bourbon. Whether you’re here to explore historic distilleries, take in the thrill of the racetrack, or simply unwind in an atmosphere of comfort and style, The Bluegrass Grand Estate is your perfect escape into the heart of Kentucky luxury.brbrStep inside through the grand entrance, where you’re immediately welcomed into a bright and inviting foyer. To your right, an elegant dining room awaits—perfect for hosting memorable meals and intimate gatherings.brbrAs you continue through the home, you’ll find the open-concept chef’s kitchen, beautifully designed to be both functional and stylish. Sleek countertops, high-end appliances, and ample seating create a space where conversation and cooking flow effortlessly. The fully stocked kitchen includes stainless steel appliances, a refrigerator, coffee maker, blender, toaster, and crockpot, along with all necessary cookware and bakeware. A built-in mini fridge in the second dining room adds extra convenience. Past the kitchen, the home unfolds into the main living area, where plush seating, a large TV, and a cozy sitting room create the perfect ambiance for unwinding after a day of exploring the Bourbon Trail.brbrThe estate boasts five beautifully appointed bedrooms, providing ample space for families, friends, and groups to relax in comfort. The Master Suite is a private retreat with a king bed, day bed, additional twin bed, a pack ‘n play, a flat-screen TV, a walk-in closet, and a private laundry room. The en-suite bathroom features a walk-in shower and double sinks. The Kentucky Derby Room is a classic and elegant space with a king bed, luxurious bedding, and a flat-screen TV, conveniently located near the hall bath. The Bluegrass Room offers a warm and inviting setting with a queen bed, a flat-screen TV, and easy access to the hall bath. The Bourbon Room is a sophisticated sanctuary featuring a king bed, private en-suite bathroom with a handicapped-accessible soaking tub, laundry room, and flat-screen TV. Tucked just off the sitting room, the hidden speakeasy offers not only a unique and intimate space to unwind, but also doubles as an additional bedroom thanks to its comfortable futon—ideal for extra guests or a cozy night in.brbrFor guests needing to work remotely or stay connected, the estate includes a dedicated office space with a laptop and printer, high-speed Wi-Fi throughout the home, and multiple TVs in all bedrooms and common areas to ensure everyone has their own entertainment space.brbrThis estate offers endless entertainment and relaxation options, ensuring every guest experiences a stay like no other. Hidden beyond the fully equipped office space, an entertainment haven awaits, featuring darts, Pop-A-Shot basketball, ping pong, shuffleboard, and classic arcade games, including Big Buck Hunter, Ms. Pac-Man, Galaga, and Golden Tee 3D. Four large TVs make it the ultimate game-day retreat. Tucked away off the sitting room, a hidden speakeasy invites guests to step back in time. With low lighting, rich tones, and plush seating, it’s the perfect spot to enjoy a fine bourbon and great conversation.brbrStep outside into your private backyard paradise, where a shimmering swimming pool with a built-in water slide and cascading waterfall awaits. A luxurious built-in hot tub offers the perfect setting for stargazing. A cozy gas fire pit is surrounded by Adirondack seating for evening gatherings, while an outdoor dining area with a propane grill makes alfresco meals easy and enjoyable. The outdoor area includes a bathroom and dressing room for convenience, as well as a charming outdoor fireplace for cool Kentucky evenings. Ample seating and lounging areas allow guests to fully embrace the outdoor experience.brbrAt The Bluegrass Grand Estate, every detail has been thoughtfully curated to create an unforgettable experience. Whether you’re here to explore world-famous distilleries on the Kentucky Bourbon Trail, experience the thrill of horse racing at Churchill Downs (approximately 45 miles), relax in your private poolside retreat, host unforgettable gatherings in a sophisticated setting, enjoy friendly competition in the fully stocked arcade-style game room, or sip bourbon in the speakeasy and indulge in Kentucky’s finest traditions, you’ll find every moment filled with elegance, warmth, and the true spirit of Bluegrass luxury. Please Note: Guests have full access to the main house and the outdoor pool area during their stay. However, the garage on the left-hand side and the small house in the back are not accessible to guests. Thank you for understanding!brExplore the Bourbon Trail – Top Distilleries Nearby:br • Heaven Hill Bourbon Experience – 2.5 milesbrDiscover iconic labels like Elijah Craig and Evan Williams at this immersive visitor center.br • Bardstown Bourbon Company – 5 milesbrA modern destination with full tours, tastings, and a delicious restaurant on-site.br • Lux Row Distillers – 4 milesbrHome to Rebel Yell and Ezra Brooks – great for tastings and laid-back vibes.br • Willett Distillery – 3.5 milesbrA charming, family-owned stop with handcrafted bourbons and a cozy cocktail bar.br • Preservation Distillery – 6 milesbrSmall-batch, pot-distilled bourbon on a scenic farm – a hidden gem!br • Maker’s Mark Distillery – 20 milesbrTour the historic distillery and dip your own bottle in their famous red wax.br • Jim Beam American Stillhouse – 24 milesbrA must-see for bourbon lovers – classic tastings and beautiful grounds.br • Four Roses Distillery – 38 milesbrElegant bourbon and a picturesque property with a rich legacy.

The Bluegrass Grand Estate: Bourbon Trail Luxury

Bardstown, Kentucky, United States

Bed

Bath

Sleeps

$159.25

Bourbon and Horses II, after sipping your morning coffee, you can spend the day exploring iconic distilleries, like heaven Hill bourbon experience, Willet distillery, and Bardstown bourbon Company all just minutes away. Two bedroom one bath,overlooking acres, and acres of cornfields in the back. Enjoy the fire pit or the outdoor grilling area. there seems to be so many more stars out here. Convenient to all distilleries in the area. enjoy all of the thoroughbred artwork. everything is new and comfortable, with TV’s in all room’s. enjoy my wife’s beautiful landscaping. There’s typically something flowering throughout the bourbon season. COME AND ENJOY BOURBON AND HORSES.II

A peaceful Kentucky getaway where comfort, character, and location come together

Bardstown, Kentucky, United States

Bed

1

Bath