Home Vacation Home Rentals By Owner In Frankfort, KY

Showing 60 Of 78 Vacation Rentals
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Exceptional(11)

$874.35

/ Nightly
Private Vacation Home

This circa 1917 house has been given new life with a thoughtful renovation by Castle & Key

Frankfort, Kentucky, United States

This circa 1917 house has been given new life with a thoughtful renovation by Castle & Key. Featuring 5 bedrooms, 3.5 bathrooms, a large patio space for entertaining, views of Kentucky’s rolling hills, & so much more!brbrThe Field House is an extension of Castle & Key, where guests will enjoy considered finishes, Castle & Key products, and scents as well as curated Castle & Key imagery.brbrReady to welcome guests from around the world, all living spaces are available for guests to use, including our private grounds and pond.brbrSituated in the heart of Central Kentucky, a place famous for its bourbon and horses, guests will be charmed by this recently renovated 1917 home. No matter your reason for travel, this home offers all the modern-day amenities a guest could desire. brbrThoughtful in every detail, guests will experience the historic charm through the signature style of Castle & Key.brbrFirst Floor: brUpon entry, guests will be warmly embraced by the mix of old and new. Guests will walk into the entry foyer where a cozy parlor welcomes you. Guests can enjoy a curated cocktail after a long day on the luxurious velvet green chase. brbrThe dining room comfortably seats 8 guests. Local chefs specializing in local cuisine and farm to table fare are available to cater upon request. brbrAdjacent to the dining room is a large sunken living room featuring a game table, Smart TV, seating for 10, custom wet bar and so much more. This space is perfect for guests to play games, enjoy a movie, converse about their Kentucky adventures, or simply enjoy the company of others. brbrThe kitchen is stocked with crockery and cutlery and a full sized refrigerator, oven, dishwasher and coffee maker. Fresh coffee beans will be stocked for each stay. brbrOur first floor also features a half bath, breakfast nook, laundry room, and access to the back patio.brbrbrSecond Floor:brA beautifully restored wooden staircase leads guests to the second floor. On your right, guests will be greeted by a large primary ensuite that features a king bed, custom walk-in closet, and soaker tub. The left side of the house features 4 bedrooms dressed in fine linens, robes, and an exceptionally comfortable bed. The bedrooms are as follow: brBedroom #1 - Twin Trundle BedbrBedroom #2 - Two Twin BedsbrBedroom #3 - Queen Bed brBedroom #4 - Queen BedbrbrBedroom 3-4 share a Jack and Jill style bathroom. The 2nd floor also features a hallway guest bathroom with a tub/shower combo.brbrEach bedroom features a Smart TV. brbrWe invite you to join us to enjoy Kentucky’s hospitality at its best.
Bed 5

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Bath 3

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Sleep 10

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Exceptional(6)

$187.0

/ Nightly
Private Vacation Home

Wake up & smell the mash! Located just steps away from the KY State Capitol

Frankfort, Kentucky, United States

Wake up & smell the mash! Located just steps away from the KY State Capitol. Enriched with history & tradition is where you will find Capital News. This historic home has recently undergone renovations & filled with character & charm. Guests will enjoy the walkability to Downtown Frankfort & many of the local attractions. Featuring 2 bedrooms & 1 bath, guests are able to experience life like a local with all the modern-day amenities. We are also only a 8-mile drive to Castle & Key Distillery.brbrProfessionally managed by Pure Property Management of Kentucky, our team is readily available for any guest needs. we have curated an automated experience but are only a message or phone call away if our guests are in need.brbrGuests will have full access to this single-family home.brbrSTAYbrCapital News has plenty of room for your friends & family to gather while visiting historic Frankfort, Kentucky! This charming home has a single floor layout, please refer to our floorplan in our photos. Washer/Dryer are located in the unfinished basement. brbrOur home has a private living room, newly renovated kitchen, 2 private bedrooms, 1 Full bath, & a charming front porch. You will have no problem finding somewhere to spend your time together or alone while staying with us.brbrbrEATbrOur dining table is located in the kitchen and seats 4 guests. You can enjoy cooking in our newly renovated kitchen with quartz countertops, brand NEW stainless appliances, and all the utensils needed to prepare your favorite dishes. We have well equipped our kitchen for all of your culinary needs.brbrWe are also within a short walking distance to local Downtown eateries and bars. Reach out to our team for some of our favorite recommendations. We provide a house manual at the property with additional local restaurants in Frankfort and surrounding Central KY. brbrSLEEPbrThis charming home has 2 bedrooms. The primary bedroom offers a king bed, while our second bedroom has a queen bed. We do provide all linens for beds and a set of towels per guests. The two bedrooms will share the two full bathrooms located in the hallway.brbrIf there are any services you need ore recommendations on how to Live Like A Local, our team is readily available to assist with all ways in making your STAY Special!brbrYou will access this home with a code that is generated just for you. You will receive this info 24 hours before your arrival through the Airbnb Platform.
Bed 2

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Bath 1

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Sleep 4

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Exceptional(23)

$217.0

/ Nightly
Private Vacation Home

Enriched with history & tradition is where you will find Capitol Walk

Frankfort, Kentucky, United States

Enriched with history & tradition is where you will find Capitol Walk. Walking distance to the State Capitol, this historic home has recently undergone renovations & no expense was spared. Featuring 3 bedrooms & 2.5 bathrooms, guests are able to experience life like a local with all the modern-day amenities. Walking distance to Downtown Frankfort & only a 7-mile drive to Buffalo Trace and 15 minutes to Castle & Key Distillery. Guests can even walk to Rebecca Ruth Candy or Andy's Bakery!brbrProfessionally managed by Kentucky Life Property Management, our team is readily available for any guest needs. we have curated an automated experience, but are only a message or phone call away if our guests are in need.brbrLocated in historic Downtown Frankfort, we are a diverse neighborhood with historic homes, rentals, local businesses, and the State Capitol. Guests are able to easily able to park and walk.brbrGuests will have full access to this single family home.brbrSTAYbrCapitol Walk has plenty of room for your friends & family to gather while visiting historic Frankfort, Kentucky! This historic home has a traditional layout, please refer to our layout in our photos. Our home has a private living room, newly renovated kitchen, 3 private bedrooms, & a spacious back yard, you will have no problem finding somewhere to spend your time together or alone while staying with us.brbrOur first bedroom Features a Queen sized bed along with a jack and jill bathroom that goes to our 3rd bedroom with a daybed and twin trundle. Our second bedroom resides in the rear of the house with and en-suite.brbrbrEATbrOur dining table is located in the front foyer area and sits 4 to 6 guests comfortably. Our kitchen is well equipped with any cooking utensils you may need to prepare your favorite dishes. You can enjoy cooking in our newly renovated kitchen with granite counters and NEW stainless appliances your meals at our 4 person kitchen table.brbrSLEEPbrThis charming home has 3 bedrooms with 4 beds. The primary bedroom offers a queen bed with ensuite, dual vanities & tub/shower combo, the second bedroom has a queen bed, & the third bedroom has a daybed with a trundle. We do provide all linens for beds and a set of towels per guests. The two bedrooms do share a Jack & Jill style bathroom with walk-in shower. Guests are also able to use the powder bath in the hall. brbrIf there are any services you need ore recommendations on how to Live Like A Local, our team is readily available to assist with all ways in making your STAY Special!brbrIt is best for guests to have a personal vehicle to get around Frankfort & Central Kentucky!brbrYou will access this home with a code that is generated just for you. You will receive this info 24 hours before your arrival through the Airbnb Platform.
Bed 3

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Bath 2

Bath

Sleep 5

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$352.33

/ Nightly
Private Vacation Home

Carriage on Petticoat

Frankfort, Kentucky, United States

Wake up & smell the mash!brbrCarriage on Petticoat is a three-story painted brick residence on land that is said to have been owned by the infamous Aaron Burr. This historic home has undergone renovations & no expense was spared. Guests will enjoy the walkability to Downtown Frankfort & many local attractions. Featuring 3 bedrooms & 2 baths, guests are able to experience life like a local with all the modern-day amenities. We are also only a 7.2-mile drive to Castle & Key Distillery.brbrProfessionally managed by PURE Property Management, our team is readily available for any guest needs. we have curated an automated experience but are only a message or phone call away if our guests are in need.brbrLocated in Downtown Frankfort, guests are able to walk to Downtown and many local attractions. brbrGuests will have full access to this single-family home.brbrSTAYbrCarriage on Petticoat has plenty of room for your friends & family to gather while visiting historic Frankfort, Kentucky! This charming home has a 3 floor layout, please refer to our floorplan in our photos. Our home has a private living room, newly renovated kitchen, 3 private bedrooms, 2 spacious bathrooms, & a charming backyard. You will have no problem finding somewhere to spend your time together or alone while staying with us.brbrThe three-story painted brick residence sits on land that is said to have been owned by the infamous Aaron Burr. Built in the 1850s, it originally served as a carriage house to the Macklin House that fronts Washington Street. In addition, this important landmark holds the distinction of being one of the only remaining carriage houses in FrankfortbrbrEATbrOur dining table is located in the kitchen and seats 6 guests. You can enjoy cooking in our newly renovated kitchen with granite counters, stainless appliances, and all the utensils needed to prepare your favorite dishes. We have well equipped our kitchen for all of your culinary needs.brbrWe are also within a short walking distance to local Downtown eateries and bars. Reach out to our team for some of our favorite recommendations. We provide a house manual at the property with additional local restaurants in Frankfort and surrounding Central KY. brbrSLEEPbrThis charming home has 3 bedrooms with memory foam mattresses. The primary bedroom on the first floor offers a king bed, while our second floor bedroom also offers a king bed. The third floor offers a queen bed and fold out futon. We do provide all linens for beds and a set of towels per guests. The three bedrooms will share the two full bathrooms located in the home, there are no en-suite bathrooms. brbrIf there are any services you need ore recommendations on how to Live Like A Local, our team is readily available to assist with all ways in making your STAY Special!brbrPARKINGbrOur property does not have private parking. Guests are easily able to park on the side streets free of charge, request access to a local parking garage, or park at your discretion on the lot near the home. Our clients used to reside at this property and always found access to parking with no issues. brbrYou will need a personal or rented vehicle to access Frankfort and Central KY.brbrYou will access this home with a code that is generated just for you. You will receive this info 24 hours before your arrival through the Airbnb Platform.
Bed 3

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Bath 2

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Sleep 6

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Exceptional(17)

$265.0

/ Nightly
Private Vacation Home

This house is a 2 bedroom(s), 2 bathrooms, located in Frankfort, KY.

Frankfort, Kentucky, United States

Wake up & smell the mash! Located just steps away from Buffalo Trace Distillery.brbrEnriched with history & tradition is where you will find Wilkinson. This historic home has recently undergone renovations & no expense was spared. Guests will enjoy the walkability to Downtown Frankfort & many of the local attractions. Featuring 2 bedrooms & 2 baths, guests are able to experience life like a local with all the modern-day amenities. We are also only a 7.2-mile drive to Castle & Key Distillery.brbrProfessionally managed by Kentucky Life Property Management, our team is readily available for any guest needs. we have curated an automated experience but are only a message or phone call away if our guests are in need.brbrGuests will have full access to this single-family home.brbrSTAYbrWilkinson's Wheated Oasis has plenty of room for your friends & family to gather while visiting historic Frankfort, Kentucky! This charming home has a single floor layout, please refer to our floorplan in our photos. Our home has a private living room, newly renovated kitchen, 2 private bedrooms, 2 spacious bathrooms, & a charming front porch. You will have no problem finding somewhere to spend your time together or alone while staying with us.brbrbrEATbrOur dining table is located in the kitchen and seats 4 guests. You can enjoy cooking in our newly renovated kitchen with quartz counters, brand NEW stainless appliances, and all the utensils needed to prepare your favorite dishes. We have well equipped our kitchen for all of your culinary needs.brbrWe are also within a short walking distance to local Downtown eateries and bars. Reach out to our team for some of our favorite recommendations. We provide a house manual at the property with additional local restaurants in Frankfort and surrounding Central KY. brbrSLEEPbrThis charming home has 2 bedrooms with 2 beds memory foam mattresses. The primary bedroom offers a king bed, while our second bedroom has a queen bed. We do provide all linens for beds and a set of towels per guests. The two bedrooms will share the two full bathrooms located in the hallway.brbrIf there are any services you need ore recommendations on how to Live Like A Local, our team is readily available to assist with all ways in making your STAY Special!brbrYou will access this home with a code that is generated just for you. You will receive this info 24 hours before your arrival through the Airbnb Platform.
Bed 2

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Bath 2

Bath

Sleep 4

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Exceptional(9)

$254.59

/ Nightly
Private Vacation Home

Stylish 3BR house w/ Patio ~ Walk to State Capitol 2.5 miles to Buffalo Trace

Frankfort, Kentucky, United States

At this bourbon-inspired hideaway in Frankfort’s historic Capitol District, PourHaus is just a block from the Capitol and minutes from Buffalo Trace Distillery. Sip your LaVazza on the back porch, then stroll over to local cafés or head out by car for tastings and tours. Back home, grill dinner, or enjoy bourbon flights and a cigar on the patio, fire up the record player, or dive into a book upstairs in the Bourbon Loft. A cozy, walkable launchpad for Kentucky adventures of all flavors.brbrbr• 3 well-appointed bedrooms:br ⎯▹ All: 1 Queen bed, Roku TV, fan, USB lamp, br • Fresh bedding + towels providedbr • 1.5 bathroomsbr • Temple Spa toiletries br • Sealy Posturepedic mattresses + hotel-grade linensbr • Fully stocked kitchenbr • LaVazza K-cups, drip maker, tea kettlebr • Baking dishes, blender, hand mixer, barwarebr • Bourbon flight and tasting kitsbr • Dining room w/ Roaring Twenties steakhouse vibebr • Living room w/ record player, Roku TV + vintage decorbr • Bourbon Book Loft: books, chess, classic gamesbr • Gas grill + fire pit table on string-lit patiobr • Herb planter for cocktails + mealsbr • Fast Wi-Fi + dedicated workspacebr • Free parking on premisesbr • Iron & ironing boardbr • Exterior doorbell camerabrbrExperience Overview ~br • 1 block from Kentucky State Capitolbr • 2.5 mi to Buffalo Trace, 7 to Castle & Keybr • 12 mi to Woodford, 17 to Four Rosesbr • Quiet historic districtbr • Patio w/ gas fire pit + grillbr • Self check-in w/ lockboxbrbrNearby Things to Do ~brKentucky State Capitol ⎯▹ 5 min walkbrGrand architecture + local monumentsbr brBuffalo Trace Distillery ⎯▹ 5 min drivebrIconic bourbon tours + tastingsbrbrCastle & Key ⎯▹ 12 min drivebrHistoric distillery with scenic groundsbrbrDowntown Frankfort ⎯▹ 10 min walkbrShops, riverwalk, cafés + tap housebrbrKeeneland Race Course ⎯▹ 22 min drivebrWorld-class horse racing + eventsbrbrNearby Dining ~brBourbon on Main (American) ⎯▹ 1 mibrAndy’s Bakery (Pastries + Coffee) ⎯▹ 10 min walkbrThe Stave (Southern) ⎯▹ 15 min drivebrBuddy’s Pizza (Pizza) ⎯▹ 1.5 mibrGoodwood (Brewery and Restaurant) ⎯▹ 1 mibrbrFAQsbr➤ Is parking available brYes, free driveway parking included.brbr➤ Are pets allowed brSorry, no pets.brbr➤ Is the property kid-friendly brYes, though note the stairs.brbr➤ Is smoking allowed brNot indoors—please use outdoor areas only.brbr➤ Is the home ADA accessible br No, access requires steps.brbrbrMeet Your HostbrI love sharing Kentucky’s rich culture with curious travelers. Need a hidden gem or bourbon tip I’m just a text away!brbr Your host,br —MarcbrbrGuest AccessbrGuests have full access to the home, patio, and parking. Basement is secured.brbrGetting AroundbrWalk to the Capitol, cafés, and historic downtown. A car is best for distilleries and day trips.brbrGuest InteractionbrMarc and team are quick to respond and happy to help throughout your stay.brbrOther NotesbrThis 1920s home blends vintage charm with modern touches—perfect for bourbon chasers, horse fans, and Frankfort first-timers alike.
Bed 3

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Bath 1

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Sleep 6

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Exceptional(1)

$928.0

/ Nightly
Private Vacation Home

Bourbon Trio: Walkable to Restaurants, bars, shops and the Capitol building

Frankfort, Kentucky, United States

BOURBON TRIO - 3 Units, 5 Beds - Group Stay with Privacy PerksbrbrSpring into connection and comfort at this Frankfort retreat with 3 private units—Carriage, Garden, and Loft—perfect for families or friends. Share the sunny yard, enjoy a 3 full kitchens, and relax with fast Wi-Fi. Stroll to downtown eateries, bars, boutiques, or explore 13 nearby distilleries. Cozy, stylish, and flexible, it’s the ideal base to gather, unwind, and savor bourbon country together without giving up privacy!!brbrTHE CARRIAGE (above garage)  | ~400sfbr- 1 Bedroom (Queen Bed)br- 1 Love Seatbr- 1 Full Kitchenbr- 1 Dining TablebrbrTHE LOFT (2nd level) | ~1100sfbr- 1 Bedroom (Queen Bed)br- 1 Air Mattressbr- 1 Large Sofa (Large Living Room)br- 1 Full Kitchen (with eating area)br- 1 Large Dining TablebrbrTHE GARDEN (ground level) | ~1500sfbr- 2 Bedrooms (1 queen bed / 2 Full Beds)br- 1 Large Sofa (Large Living Room)br- 1 Full Bathroombr- 1 Full Kitchen (with eating area)br- 2 Dining Tables that each seats 4brbr- The spaces are equipped with a wide range of kitchen utensils and supplies, including everything you need to make coffee (coffee, creamer, sweetener, etc.). We also provide laundry, bathroom, and bedding supplies, and we even offer guests a thoughtful goodie bag for arrival. All you have to bring are your personal essentials.brbrSo pack your bags, leave your worries behind, and come experience this recently revitalized getaway. All you need to bring are your personal essentials; we'll take care of the rest.brbrGUEST ACCESS:brAbundant street parking next to the property ensures effortless group travel.brbrCARRIAGE, LOFT & GARDEN: Just steps from your vehicle, enjoy a stress-free entry. Effortlessly access the entrance with a seamless smart lock, using your exclusive code to ascend to your home away from home.brbrTHINGS TO NOTE:br-Make it a surprise and enhance your arrival and stay, arranged items can be placed in your space. Upon confirmation of your booking, you will receive a link to explore the available offerings.br-We have additional listings that could also cater to your accommodation preferences!brbrTHE NEIGHBORHOOD:brQuiet historic residential area in Downtown Frankfort. Our property is nestled at the heart of Kentucky; Frankfort offers an easy commute to three other vibrant cities: a mere 35-minute drive to *Lexington, just 50 minutes to *Louisville, and an adventure-packed 1 hour and 24 minutes to the captivating *Cincinnati.brbrThe neighbor is safe & ideal for running, walking, and leisurely strolls, offering a pleasant path leading to the Capitol grounds and the Governor's Mansion!brbrGETTING AROUND:brGuests can walk to downtown Frankfort and the Kentucky State Capitol, however the best means of transportation is a personal vehicle. Easy drives to the following 13 Bourbon Distilleries:brbr1. Buffalo Trace Distillery in Frankfort, Kybr2. Castle & Key Distillery in Frankfort, Kybr3. James Pepper Distillery in Lexington, Kybr4. Bluegrass Distillery in Lexington, Kybr5. Barrel House Distillery in Lexington, Kybr6. RD One Distillery Tasting Room in Lexington, Kybr7. Lexington Brewery & Distillery in Lexington, Kybr8. Whiskey Thief Distillery in Graefenburg, Kybr9. Woodford Reserve Distillery in Versailles, Kybr10. Wild Turkey Distillery in Lawrenceburg, Kybr11. Four Roses Distillery in Lawrenceburg, Kybr12. Jeptha Creed Distillery in Shelbyville, Kybr13. Bulleit Distillery in Shelbyville, Ky
Bed 4

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Bath 3

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Sleep 10

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$293.24

/ Nightly
Private Vacation Home

Limestone Landing - Cozy Luxury Retreat w/ Hot Tub

Frankfort, Kentucky, United States

Welcome to Limestone Landing, your quintessential Kentucky bourbon trail retreat! Our modern, fully renovated home nestled in a tranquil country neighborhood offers the perfect getaway for bourbon enthusiasts and travelers alike.brbrLocated just a quarter mile from the esteemed Castle and Key Distillery and a mere 2 miles from the iconic Woodford Reserve, Limestone Landing is your gateway to the heart of bourbon country. Indulge in the ultimate bourbon tasting experience, knowing that comfort awaits you at our cozy haven.brbrConveniently situated only half a mile from The Stave, a top-rated restaurant and bourbon bar, our property provides easy access to exceptional dining and authentic bourbon culture. After a day of exploration, return to our inviting space where contemporary design meets rustic charm.brbrRelax in the spacious living area, ideal for unwinding with a glass of bourbon or gathering with loved ones. Prepare delicious meals in the fully equipped kitchen, complete with modern appliances and ample counter space.brbrRetreat to one of our thoughtfully appointed bedrooms, each offering plush bedding for a restful night's sleep. Wake up refreshed and ready to continue your bourbon trail adventure.brbrIn addition to its proximity to distilleries and dining options, Limestone Landing is also conveniently located near Keeneland Race Course, The Kentucky Horse Park, and many other great attractions ensuring there's something for everyone to enjoy during their stay.brbrWhether you're a seasoned bourbon aficionado or embarking on your first bourbon trail journey, Limestone Landing provides the perfect blend of comfort, convenience, and Kentucky hospitality. Book your stay with us today and elevate your bourbon trail experience to new heights!brbrThe spacebrThe home backs up to Glenn’s Creek, which also flows past Woodford Reserve Distillery and Castle and Key Distillery. The back yard and patio is the perfect place to soak in the authentic vibes of Kentucky.brGuest accessbrOur guests have access to our entire creek-side property. Although we are in a country neighborhood setting, most of our property has a private feel.
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Sleep 6

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Exceptional(1)

$548.63

/ Nightly
Private Vacation Home

Hot tub | 4 BR Renovated | Coffee + Espresso Bar | Poker | 3 mi to Buffalo Trace

Frankfort, Kentucky, United States

This renovated 4-bedroom retreat sleeps 8 and mixes luxury touches with family perks: fast Wi-Fi, workspace, board games, high chair and Pack ’n Play.brbrRoast s’mores at the fire pit or dine outside under the lights.brbr-Hot tub, outdoor dining, firepit w/seatingbr-Swanky lounge w/poker table, poker set & dartsbr-Coffee Bar: Keurig, drip & espresso machine, variety of teas, syrups, sugar & creamersbr-BBQ grill, life sized chess/checker game, corn hole gamebr-Fast wifi, Smart TVsbrbrWhile I am not physically available onsite I am available for any questions or concerns you have, just reach out!brbrSurrounded by other historical homes, our home is less than 0.5 a mile from the capital and less than 3 miles from downtown Frankfort and and 2 miles to Kentucky State University. brbrOther notable attractions in the vicinity:br-Keeneland - 24.2 milesbr-Lexington Airport - 25.1 milesbr-Louisville Airport - 51.8 milesbr-Whiskey Thief - 8.6 milesbr-Woodford Reserve - 13.5 milesbr-Castle & Key - 7.5 milesbr-Glenns Creek - 7.8 milesbr-Bulleit Distilling - 19 milesbr-Jeptha Creed Distillery - 25.0 milesbr-Churchill Downs - 54.1 milesbr-Wild Turkey - 15.0 milesbr-Four Roses - 17.6 milesbrbrbrEntire home is available to guests excluding one bedroom closet which is locked.brbrKITCHENbr-Keurig single cup and pot, espresso machine, french pressbr-Coffee bar: K-cups, coffee and espresso, tea, honey, creamer, syrups, togo cupsbr-Appliances: Fridge, Dishwasher, Electric Range, Microwavebr-Other appliances: Toaster, Crockpot, Blender, Electric Griddlebr-Pots and pans, baking dishes, containers for leftoversbr-Serving platters and bowls, mixing bowls, wine glassesbrbrDININGbr-Indoor dining table w/seating for 8br-Bistro table in kitchen w/seating for 2br-Outdoor dining table w/seating for 8brbrLIVING ROOMbr-Smart TVs with Netflix and Amazon Primebr-Gas Fireplacebr-Leather seating brbrOUTDOORbr-Multiple seating areas w/umbrellasbr-Dining table for 8br-Fire pit w/Adirondack chairs for 8br-Life sized checkers + chess, corn hole, string lightsbr-Hot tub under string lights in semi-private covered patiobrbrBEDROOMSbr-4 bedrooms: 3 King beds, 1 Queen bedbr-Memory foam mattressesbr-Hospitality grade beddingbr-Soft and firm pillowsbr-Smart TVs w/Netflix and Amazon Primebr-USB port charging stationsbr-Hangers + luggage racksbr-Blackout curtainsbr-Dedicated WorkspacebrbrBATHROOMSbr-3.5 bathrooms: 2 full bathrooms on upper level, 1 full bathroom in basement room, Half bath on main levelbr-Toiletries provided: Shampoo, Conditioner, Body Soapbr-Hair dryerbr-First Aid Kitbr-In case your forgot something basketbrbrWALK OUT BASEMENTbr-1 Bedroom and 1 Full bathroombr-Kitchenette w/Keurig coffee maker, K-cups & sugars providedbr-Laundry room with washer/dryer and IronbrbrMost guests rent a car for convenience. We provide driveway parking for up to 4 vehicles. Uber/Lyft are available in Frankfort for short trips, though availability may vary. For Bourbon Trail tours, we recommend booking a driver or shuttle service in advance for the best experiencebrbrSmartlocks at front & basement door for smooth Self Check-Inbrbr***PARKING*** brThere is space for 3-4 cars to park down the driveway along the house without having to block space for outdoor games. PLEASE NOTE: The top of the driveway is very steep! I do not recommend low profile vehicles parking in the driveway as they may scrape the bottom on the concrete.brbrPlease note: This is a historic home over 100 years old. With its age comes natural quirks such as original wood floors that may squeak, multiple doorways, and vintage hardware/door knobs — all part of its preserved character!
Bed 4

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Bath 3

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Sleep 8

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Exceptional(20)

$539.61

/ Nightly
Private Vacation Home

Historic home near KY Capitol and Downtown

Frankfort, Kentucky, United States

FIVE king bedrooms, FOUR bathrooms and TWO full kitchens/laundry areas. Two separate but integrated residences in one house makes this the perfect rental for multiple couples or families. Each floor has 2 full baths, kitchen, laundry room and BBQ area. Perfect for bourbon enthusiasts, state government visitors and others looking for modern amenities and historic charm. Close to government buildings and downtown Frankfort and a short drive to Keeneland and more than 10 bourbon distilleries.brbrThere are two complete living areas (upstairs and downstairs). Each has its own full kitchen, laundry room and BBQ area. The kitchens are also conveniently located near an outdoor deck with a BBQ. There is some outdoor seating as well. The upstairs and downstairs living areas are accessible via separate entrances if desired. brbrIn keeping with the early 20th Century aesthetic, the Bennett House is a Craftsman's showcase. Rich wood trim, oak and heart pine floors, handsome built-in cabinets, generous room sizes and comfortable furniture make this a fantastic choice for your stay in Frankfort. This is a whole house rental with no shared spaces.brbrGuest accessbrThe House is accessed through the front doors (painted blue) to a sunporch. Once inside you will see the entry door with a keypad. Access to the house can also be gained from the side entry at the top of the ramp to the right.brbrOther things to note:brFour full-size air mattresses are available to sleep four guests. Two are located on the first floor and two are located on the second floor.
Bed 5

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Bath 4

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Sleep 12

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Exceptional(16)

$504.67

/ Nightly
Private Vacation Home

Brand New Build > Hot Tub > 3 King Beds > 7 Minutes to Buffalo Trace

Frankfort, Kentucky, United States

Welcome to BOURBON HOLLOW. Where lux comfort meets the bourbon trail. King beds in each of the 3 bedrooms with a different comfort level for for each guest. Smoke a cigar by the firepit after a long day on the bourbon trail or relax and get a jet massage in the brand new BuenoSpa hot tub after a long day at Keeneland.brbrCome back after a full tour of the Arc Encounter and make a homemade meal in our chef's kitchen. Finally, bust out our popcorn maker and cozy up on the couch with our 75 LG TV.brbrbr- Brand new build, BRAND NEW EVERYTHINGbr- Brand new 6 seater BuenoSpa hot tub with massage jetsbr- Outdoor fire-pit with polywood chairs, end tables, and blanketsbr- King beds in every bedroom (different comfort level bed in each room)br- 55 Smart TV in each bedroombr- High speed WiFi provided (500 Mbps)br- Full length mirrors provided in every roombr- Lux Linens provided for comfortable staybr- Spacious open first floorbr- Fully stocked kitchen excellent for cooking mealsbr- Laundry available with complimentary tide detergent pods and dryer sheetsbr- Expansive complimentary coffee barbrbrDistilleriesbrbrBuffalo Trace - 3.5 miles/7 minutesbrCastle & Key - 8 miles/15 minutesbrWhiskey Thief - 9 miles/15 minutesbrWoodford Reserve - 14.2 miles/21 minutesbrWild Turkey - 15.2 miles/23 minutesbrFour Roses - 18 miles/23 minutesbrBulleit - 15.4 miles/24 minutesbrJeptha Creed - 25.6 miles/28 minutesbrLexington Area Distilleries - 31 miles/35 minutesbrLouisville Area Distilleries - 52 miles/52 minutesbrbrWineriesbrbrLovers Leap Vineyard - 9 miles/17 minutes brProdigy Vineyards - 10 miles/15 minutesbrEquus Run Vineyards - 17 miles/23 minutesbrRising Sons Home Farm Winery - 10.6 miles/14 minutesbrbrOther AttractionsbrbrKeeneland - 25 miles/31 minutesbrUniversity of Kentucky - 27 miles/45 minutesbrArc Encounter - 51 miles/1 hourbrThoroughbred Horse Farm Tour - 30 miles/ 36 minutesbrRebecca Ruth Candy Tour & Museum - 2 miles/6 minutesbrLexington Airport - 26.2 miles/31 minutesbrLouisville Airport - 52 miles/52 minutesbrbrbrbrOTHER THINGS TO NOTE:brbr- HOT TUB: Guests using the hot tub are using it at their own risk. We have a licensed professional come weekly to maintain the hot tub (Sunday or Monday), but please note there are still agents in the water to keep the PH level regulated. It is HIGHLY recommended to shower before and after hot tub use to minimize potential skin irritation. Those with sensitive skin use the hot tub with caution. If you are staying over a Sunday/Monday, you may see our maintenance team briefly servicing our hot tub, but they will NOT enter the house. If you have issue with this, please let me know ahead of time.******ADDITIONALLY - if our hot tub service team needs to drain and replace the water for any reason (excess dirt, spray tanner, glass or food in the water, etc), guests will be charged $250 (maintenance team charge to change the water and clean).brbr - We provide guests with a starter pack of toiletries, laundry, and kitchen supplies, but longer stay guests will need to provide anything in excess.brbr- There are 2 fire extinguishers on the premises. 1 is underneath the kitchen sink and the other is in the upstairs laundry room. brbr- Some lights are on timers and will automatically go off at night if they are left on.brbr- If you are staying on a Monday, please note we have someone to assist and take our trash to the curb. Do not be alarmed if you see someone taking the bin from the side of the house.brbr- Pullout couch bed supplies should be in the coat closet next to the hallway bath. If they are not there, please contact me and I will send someone from our cleaning team to the house to assist.brbr- Instructions for the sound machines in the bedrooms are in the nightstand drawerbrbr- There is an Xbox One and 2 controllers in the closet of the guest room across from the laundry. Please note - user may need their own log in to play games
Bed 3

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Bath 2

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Sleep 8

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Exceptional(10)

$552.5

/ Nightly
Private Vacation Home

Welcome to Stillmeadow Farm, a grand Georgian-style home nestled on 135 acres in Frankfort, KY

Frankfort, Kentucky, United States

Welcome to Stillmeadow Farm, a grand Georgian-style home nestled on 135 acres in Frankfort, KY. Featuring 5 bedrooms & 2.5 baths, guests will enjoy breathtaking views, elegant décor with family heirlooms, & local artwork. Perfectly located for exploring the bourbon trail, Thoroughbred farms, or experiencing the best of Bluegrass. We invite you to Live like a true Kentuckian & be surrounded by rolling hills & farmland. Oh... did we mention, we are located just along Elkhorn Creek.brbrProfessionally managed, our team is here to assist with any needs.brbrWe are located in Rural Frankfort on a 135 Acre working farm.brbrYou will access the home with a code generated specifically for you!brbrThe Farm is a working farm, so no access to the paddocks. Guests are also prohibited to bring ATV's to the propertybrbrGATHERbrStillmeadow Farm is the perfect place for friends & family to gather when visiting the Horse & Bourbon Capital of the World! Surrounded by rolling hills & horses, you will quickly fall in love with everything this farm has to offer. Spend the summer days sipping Bourbon outside, walking around the yard, grilling hot dogs & burgers, and unwind on our cozy deck after a day on the Bourbon trail. Oh did we mention... we are just a short-commute via car to kayak Elkhorn Creek at Canoe Kentucky! Watch your favorite movies or shows in our cozy living room on the main floor or listen to the rain in the sun-room! There is so much for you to do at Stillmeadow Farm, no matter what season it is!brbrEATbrWhile we recommend several local restaurants, we also encourage you to use our well equipped kitchen to make your favorite meals! Enjoy your dinners outside on the patio or in the beautiful dining room or eat-in kitchen. If you are looking for a simple, yet fun meal, roast hot dogs & hamburgers on the grill!brbrWe also work closely with a local Chef who can cook meals for you if needed. Contact our team for their information. brbrSLEEPbrTraveling with a group of people No worries! With 5 bedrooms & 2.5 bathrooms, there is room for everyone! Four bedrooms are spacious and feature KING Sized Beds, while our fifth bedroom features 2 QUEEN Sized Beds. All Full Bathrooms & Bedrooms are located on the second floor. brbrbrAMENITIESbrWhat makes us stand out You are surrounded by rolling hills, Elkhorn Creek, & Bourbon History while being close to town.brbrWe strongly recommend guests have a personal vehicle to access the best of Central KY.
Bed 5

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Bath 2

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Sleep 12

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Exceptional(1)

$666.29

/ Nightly
Private Vacation Home

Luxury Bourbon Trail Retreat-Speakeasy, Hot Tub, Sauna, Dogs OK, EV, Sleeps 12

Frankfort, Kentucky, United States

Escape to the heart of Kentucky’s Bourbon Country and experience a stay designed for connection, comfort, and unforgettable moments, and just 2.7 miles from Buffalo Trace Distillery. Bourbon Trail Head is your private luxury retreat in the heart of Frankfort’s Historic Capital District. Spend your days exploring the Bourbon Trail, then unwind in your private backyard oasis—soak in the hot tub, relax in the barrel sauna, or gather around the fire pit under the stars. The elevated deck with its signature rope lounge offers a one-of-a-kind place to slow down and take it all in. brDesigned for elevated group stays, this spacious home comfortably accommodates up to 12brguests and features a rare combination of upscale amenities—including a hidden speakeasy, stocked game room, spa-inspired outdoor space, and expansive entertaining areas. With 4 bedrooms, 3 king beds, 3 queen beds, and 3 bathrooms it’s perfect for group getaways, celebrations, and family trips.brMinutes from downtown Frankfort, distilleries, and scenic horse country—this is more than a stay, this is your Bourbon Trail Basecamp.brbr- Sleeps 12 | 4 bedrooms, 3 bathroomsbr- Private fenced backyard with hot tub & saunabr- Fire pit with seating for 10br- Patio with comfortable seatingbr- Lawn area for frisbee golf & corn holebr- Expansive deck with seating, views & treehouse net loungebr- Fully equipped game room with pool table, shuffleboard, arcade & 85 TVbr- Hidden speakeasy with bar, beverage refrigerator & vintage barrel game tablebr- Fully equipped chef's kitchenbr- Toaster, blender, stand mixer, air fryer & crockpotbr- Dining table for 12 inside & outsidebr- Coffee & espresso barbr- Designated workspacebr- Washer & dryerbr- Views of the Capitol buildingbr- Private parking w/ Tesla Universal Chargerbr- Minutes to downtown Frankfortbr- 2.7 miles to Buffalo Tracebr- 10 Distilleries within 30 minutesbrbrPerfect for:br- Families traveling togetherbr- Bourbon Trail groupsbr- Bachelor & Bachelorette partiesbr- Horse Racing Enthusiastsbr- Special occasions & celebrationsbr- Longer, extended & relaxed stays
Bed 4

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Bath 3

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Sleep 12

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