Vacation Home Rentals By Owner In Frankfort, KY

Welcome to The Barrel & Stone Estate, a lovingly restored 1920s home, where timeless character meets modern luxury. Whether you're here for a getaway, a family trip, or a fun friends weekend, this spacious retreat offers everything you need to relax & unwind. This house is conveniently located minutes from several of the most famous Bourbon Distilleries in the country. It is less than an hour's drive from both Lexington and Louisville. This is a perfect location to see Kentucky at its best.

Dwntwn/Renovated/Backyard/Fire-Pit/Hot Tub

Frankfort, Kentucky, United States

Bed

Bath

8

Sleeps

$226.84

NO ADDITIONAL FEES!brbrThis NEWLY remodeled house is located right in the middle of Kentucky's Bourbon Trail and right on the banks of the beautiful and popular Elkhorn Creek. Just up stream from the non open to the public Jim Beam's Old Granddad Plant, and only a few miles from Buffalo Trace Distillery, Woodford Reserve Distillery, Castle and Key Distillery and Glenn's Creek Distillery. This location makes this house the perfect gathering spot for your bourbon themed vacation. brbrThis home is perfect for two couples, a family of 4 to 6 or one couple looking for plenty of space. Sit on the covered front porch and enjoy a coffee or cocktail while listening to the sound of the Macklin Dam on Elkhorn Creek. The living area is great for entertaining, with plenty of space for everyone to gather around. The house has an antique game table that for many years was the centerpiece of the Mayflower Hotel and Fish Camp on Elkhorn Creek, a historic travelers rest, before being torn down in the 1970's. There is also a foosball table to enjoy.brbrOne of the centerpieces of this home is the beautiful live edge bar, where you can kick back wit friends and enjoy one of our cocktail recipes hanging on the wall. We provide you the mixing essentials and most of the ingredients... you provide the good stuff! The bar is part of the large kitchen with an even larger dining room table, with plenty of room for everyone in your group.brbrTwo large bedrooms are why the house has two master suites. One room has a private bathroom, while the other shares a bathroom with the kids bunk room. Each room has a queen bed and antique dressers and tables. Each bathroom is recently remodeled and boast oversized tile showers, comfortable vanities and a toilet. Both bathrooms have tile floors. The 3rd room has a full-size futon, which if you book more than 2 couples or children, we will have made up for you as a bed. This room has old school games to keep the kids entertained and a foosball table. The home is located on a main road, not a side street, so if you are a light sleeper, you may hear the sounds of the cars going by. Most of our guests have made no mention of it being obtrusive (just being honest!). brbrThe back of the house boasts plenty of parking, even from vehicles with trailers, RV's, etc. The home is built into what was a church parking lot, so when we say there is parking room... there is parking room! At the back of the parking area is a great sitting area on the banks of the Elkhorn Creek. Bring a fishing pole or use one of the ones provided, and try your hand at landing the strong fighting smallmouth bass. The spot is also great for launching or landing your canoe or kayak. This spot would be the end of a 9 mile trip from Switzer Covered Bridge, or the beginning of a trip 7 miles through Class II whitewater. Other Class I stretches begin farther down stream. brbrThe Elkhorn Creek is the most popular paddled stream in the state of Kentucky. It is also considered the best small mouth bass fishing stream in the state. Both of these activities can be enhanced by a trip to Canoe Kentucky, located only a few miles away. Your stay at this house allows you unparalleled access to the upper Elkhorn, a Class II moving water section. Launch your kayaks and canoes directly from the property! If Class II water is not your thing, there are nearly 20 miles of Class I water as well, some sections ending at the house, some farther down stream.brbrOn top of this great location, we, the hosts, are Kentucky Bourbon Trail experts. We have been working in the Bourbon Trail world as guides for over 20 years! All this knowledge allows us to offer those booking this house to be given exclusive planning itineraries, tips and bourbon secrets. We are also very knowledgeable on the best local restaurants, bars and nightlife, scenic drives, historic spots and more; many of them are lesser known and therefore, secrets. All of this allows making planning for you more enjoyable for you and more memorable for those joining you. Allow is to be your Local Concierge!brbrThis house is not only perfect for bourbon fans, paddlers, and fishermen and women, but also for those wanting to enjoy Frankfort, the Kentucky State Capital. A short drive gets you to the Capital building, the Library and Archives, the Governors Mansion and most state offices. As well, located nearby is the Kentucky History Museum,, the Frankfort Museum, Fish and Wildlife's Salato Center, Rebecca Ruth Candies, and the Kentucky River. A great way to see much of this would be with our business, The Bourbon Boat aka Kentucky River Tours, who offers river history cruises and are considered one of the number one reviewed attractions in Frankfort. Of course we highly recommend. brbrLastly., the home is conveniently located near many of Kentucky's horse farms, as well as the Keeneland Race Track, only 20 minutes away. Downtown Lexington is 30 minutes away. The Ark Encounter is 60 minutes away, as well as downtown Louisville. brbrJust a mile from Jim Beam and right on the river, this airy little ‘preachers cabin’ has been converted into a 3- bedroom VRBO! It’s an open, airy floor plan and my favorite parts were the big hot shower and a big soft bed in a big open bedroom.. also the church-size parking lot. There’s an ‘Old Fashioned’ waiting to be made in the kitchen, enough privacy to play fetch with our dogs by the river, and it has a really ‘’safe’ feeling which was nice with all the kayaks on top of the truck. Just having a dog-walk I met a neighbor that owns the next-door church and another neighbor who was walking his dogs on the river and happy to chat. It’s a quiet, easy access launching point for your river excursion or Distillery tour.. feels rural but just 5-10 minutes from town stuff and the highway. Highly recommended.brClay Wright, Professional Whitewater Kayaker, Sparta TN

Centrally Located to Many Distilleries House on the Kentucky Bourbon Trail

Frankfort, Kentucky, United States

Bed

Bath

Sleeps

$608.42

Steeped in history, warmed with classic and comfy finishes, this Downtown Frankfort property has been beautifully restored by Castle & Key. Featuring 3 bedrooms, 2 bathrooms, views of the Kentucky River, & so much more!brbrThe Stone House is an extension of Castle & Key, where guests will enjoy considered finishes, bespoke Castle & Key chocolates and scents as well as curated imagery depicting the history of the Castle and its surrounds.brbrLocated directly on main street, we are walking distance to local restaurants, shops, State Capital, museums, and so much more. Oh, did we mention, you will have views of the Kentucky River!brbrGuests are easily able to access Kentucky's finest attractions and experience multiple aspects of this diverse state. Located in Central Kentucky guests are easy able to access historic and diverse cities such as Harrodsburg, Lexington, Louisville, Midway, Frankfort, and Versailles.brbrReady to welcome guests from around the world, all living spaces are available for guests to use, including our private courtyard.brbrSituated in the heart of Kentucky’s capital city, Frankfort and within Central Kentucky, a place famous for its bourbon and horses, guests will be charmed by this recently renovated historic 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: brThe modest mainstreet side entry belies a grand welcome within the antique doors. Guests will spill into a luxurious sitting room ripe for relaxation and libation after a long day of Kentucky adventure. Beyond the sitting room is a beautiful library filled with antique books, Castle & Key memorabilia and historic photographs.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 an informal bar space with all the tools needed to craft a perfect cocktail for yourself or your guests. 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. brbrThe back living room features a Smart TV, sitting area, and a second dining table that overlooks the Kentucky River. This space is perfect for guests to play games, enjoy a movie, converse about their Kentucky adventures, or simply enjoy the company of others. brbrOur first floor also features a full bathroom and screened in porch. brbrbrSecond Floor:brA beautifully restored walnut staircase leads guests to the second floor. Two large bedrooms with king beds and one extra large room with a king bed and a daybed are dressed with fine linens, robes and exceptionally comfy beds. There is a full bathroom with a lovely original stained glass window at the very top of the stairs. brbrEach bedroom features a Smart TV. brbrWe invite you to join us to enjoy Kentucky’s hospitality at its best.brbrGuests are able to walk to many local attractions, but the best way to travel Central KY, is by personal vehicle.brbrWe are located on Main Street and located next to Bourbon on Main. Our antique home is full of charm and character. There is a possibility for noise being downtown. Our kitchen and courtyard do overlook the outdoor dining area of Bourbon on Main. Please note that as it is an antique home, it is not fully accessible for some guests. Please inquire if you have questions about accessibility. brbrWe do not supply parking.brPARKING: Guests are able to park along Main Street

This house is a 3 bedroom(s), 2 bathrooms, located in Frankfort, KY.

Frankfort, Kentucky, United States

Bed

Bath

Sleeps

$213.23

Welcome to our Hillside Hideout Home! Beautiful red-brick house to relax with the whole family!brbr-BOURBON TRAIL– HORSE RACING– MOTORCYCLE TRIPSbr-9 Miles North of Frankfortbr-3 Miles to nearest gas station & liquor storebr-10 Miles to Buffalo Trace Distillerybr-Country Setting with gorgeous scenic viewsbr-Hot Tub open year round!brbrFamily friendly & pet friendly! (Pet fee applies) We also offer covered parking to keep motorcycles out of the weather! Full backyard with playset, gas grill, firepit, and large patio for outdoor functions!

Hillside Hideout With Scenic Bluegrass Hot Tub Views!

Frankfort, Kentucky, United States

Bed

1

Bath

7

Sleeps

$262.0

Escape to the charm of Kentucky horse country at this beautifully restored historic retreat in the heart of Frankfort. This 3-bedroom, 2-bath home blends timeless character with modern comfort, offering the perfect getaway for bourbon lovers, wedding guests, and weekend travelers. Minutes from Castle & Key Distillery, bourbon trail, downtown Frankfort, and scenic countryside views. Relax, unwind, and experience authentic Kentucky hospitality in a one-of-a-kind setting.

This house is a 3 bedroom(s), 2 bathrooms, located in Frankfort, KY.

Frankfort, Kentucky, United States

Bed

Bath

Sleeps

$2106.32

Welcome to Bourbon & Birdies, a breathtaking 9-bedroom, estate in the rolling countryside of Frankfort, Kentucky. Designed for those who crave both luxury and connection, this expansive retreat sleeps up to 22 guests and offers an unforgettable experience of relaxation, adventure, and treasured family moments.brbrSet on a private and peaceful property, Bourbon & Birdies is more than just a place to stay—it’s a destination. Here, you can start your mornings with coffee by the serene lake, spend your afternoons kayaking, golfing, or enjoying the pool, rejuvenate in the sauna or wind down with a soak in the hot tub under the stars.brbrThis estate is built for laughter-filled gatherings and meaningful connections, whether it’s a game of putt-putt, a round in the golf simulator, or a cozy movie night in the home theater. For those who love to cook, the gourmet kitchen is fully equipped for preparing delicious meals to share around the large dining table.brbrEscape the city buzz and embrace the beauty of Kentucky’s countryside. Whether you’re celebrating a special occasion, reconnecting with loved ones, or simply seeking a rejuvenating retreat, Bourbon & Birdies delivers the perfect balance of sophistication and fun—a place where every stay becomes a cherished memory.brbr The Space – Designed for Comfort & Connectionbrbr Main Floor – Where Elegance Meets ComfortbrThe main level welcomes you with a beautifully designed open-concept space featuring a gourmet kitchen, a spacious dining area, and a cozy yet sophisticated living room with plush seating—perfect for gathering and unwinding.brbr Gourmet Kitchen – Fully stocked with high-end appliances, cookware, and plenty of seating at the breakfast bar.br ️ Large Dining Table – Enjoy family meals or game nights with a table big enough for everyone.br Living Room – Relax on the comfy sofas and soak in the peaceful countryside views.brbrMain Floor Bedrooms:br Master Bedroom (Sleeps 2) – King Bed, luxurious en-suite bath, and serene countryside views.br 1st Floor Bedroom (Sleeps 2) – King Bed, conveniently located near the main living areas.brWait, there's more! 2 sleeper sofas in the main living area to accommodate more family and friends. The more, the merrier! brbr Upper Level – Cozy & Spacious Sleeping QuartersbrThe upstairs area features five well-appointed bedrooms, each offering a cozy retreat for rest and relaxation.brbr Upstairs Bedroom 1 (Sleeps 4) – Full-over-Full Bunk Bed, perfect for kids or group travelers.br Upstairs Bedroom 2 (Sleeps 2) – Queen Bed, a private and peaceful escape.br Upstairs Bedroom 3 (Sleeps 4) – Queen Bed + Twin-over-Twin Bunk Bed, great for families.br Upstairs Bedroom 4 (Sleeps 2) – Queen Bed, simple yet elegant.br Upstairs Bedroom 5 (Sleeps 4) – King Bed, offering an extra touch of comfort + Twin trundle bed perfect for extra guestsbr Downstairs Bedroom 6 (Sleeps 2) – King Bed, quiet and comfortable.br Downstairs Bedroom 7 (Sleeps 2) – King Bed, tucked away for extra privacy.brbr ️‍♂️ The Basement – The Ultimate Entertainment Hub brStep downstairs into the entertainment-packed basement, where fun and relaxation come together!brbr Private Bar – Stock up on your favorite drinks and enjoy cocktail nights with friends.br⛳ Golf Simulator – Practice your swing, rain or shine!br Home Theater – Cozy up for movie night with a big screen and plush seating.br Karaoke Corner – Sing your heart out with family and friends!br Ice Cream Corner: Childhood Joy on repeat All-You-Can-Eat Ice Cream Sandwichesbrbrbr Outdoor Oasis – Nature, Relaxation & AdventurebrStep outside to enjoy the true beauty of the Kentucky countryside with a range of outdoor activities!brbr Private Mini Lake & ‍♂️ Kayaks – Paddle out for a peaceful morning on the water.br⛳ Putt-Putt Course – Fun for all ages! Challenge your group to a round of mini-golf.br ‍♀️ Pool & Hot Tub – Soak up the sun or relax under the stars.br Sauna – A perfect way to unwind and rejuvenate.br ️ Gym & Yoga Room – Stay active during your stay.brbr✨ The Perfect Escape in Frankfort, KYbrLocated just outside Kentucky’s capital, Bourbon & Birdies is secluded yet accessible, offering the best of relaxation and adventure. Whether you're exploring the nearby bourbon distilleries, enjoying a family getaway, or celebrating a special occasion, this estate provides the space, luxury, and entertainment to make your stay unforgettable.brbr Book now and experience the best of Kentucky at Bourbon & Birdies! ✨brbrbrIMPORTANT INFORMATION:brA signed rental agreement is required before your stay. Failure to sign will result in cancellation of your booking.brNo Smoking Inside: $500 fine for violations brIntimate Parties are allowed, but different rates and rules apply. Please contact us in advance. brParking: Ample space available. brPet Policy: $25/day pet fee, max 2 pets.

Heated Pool, Hot Tub, Mini Golf, Theater-Sleeps 28

Frankfort, Kentucky, United States

Bed

Bath

Sleeps

$230.06

Kick back and relax in this. 2BR/1.5BA home in a quiet Frankfort neighborhood—close to Buffalo Trace, downtown, the Capitol, and local parks. Enjoy , fast Wi-Fi, smart TVs, a fully stocked kitchen, board games, and easy self check-in. The home features a fenced yard with patio, grill, and outdoor seatingbr The home has a shared entry; once inside, the space is completely private with its own separate entrance. Designed for families, business travelers, and bourbon explorers alike. The Property primary bedroom features a 75 inch smart TV super comfy bed and a half bath the second bedroom features a queen bed and a55 inch smart TV and super comfortable bed the living room features a pullout sofa sleeper a flat screen 75 inch smart TV and plenty of room for guest step inside the fully stocked kitchen with pots pans wine glasses coffee maker dishwasher and oven right off the kitchen you have your dedicated workspace with a desk with USB ports right outside the kitchen is a beautiful covered patio with Blackstone grill and a fully fenced in yard outdoor games are in the shed after an awesome relaxing time outside step back inside to the super nice bathroom with provided soap shampoo body wash hair dryer and towels just minutes from downtown all distilleries and plenty of fun family business activities to do

Bourbon trail - conveniently located

Frankfort, Kentucky, United States

Bed

Bath

Sleeps

$252.97

Miss Reba's Love is a charming house with beautiful antique furniture, hardwood floors, as well as, modern day touches that give it that warm Kentucky feel. The bedrooms are generous sizes with very comfortable beds. There is also an attached sunroom on the back of the house for your enjoyment. The spacious backyard is completely fenced in. For those of you who enjoy the outdoors we are also located near many parks, the KY River, and Elkhorn Creek which provide activities such as golfing, swimming, fishing, canoeing and hiking. Come stay where you feel welcomed and loved. Let this place show you what the heart of family is all about. We are located in a quiet neighborhood minutes away from town. Perfect location for Bourbon enthusiasts, state government visitors, traveling medical professionals, and horse lovers. Conveniently located on the Bourbon Trail near Buffalo Trace (5 mi) Castle and Key (10 mi) Woodford Reserve (12 mi) and Lovers Leap Vineyard (8 mi). Minutes away from the Capitol. Also located near Keeneland (24 mi) and Churchill Downs-Derby (54 mi). Miss Reba's Love is centrally located between Lexington and Louisville.

Miss Reba's Love is a charming house with a warm Kentucky feel.

Frankfort, Kentucky, United States

Bed

Bath

Sleeps

$664.58

Step into luxury, fun, and relaxation at this one-of-a-kind retreat just about 4 miles from Buffalo Trace! Designed for bourbon lovers and groups seeking an unforgettable getaway, this spacious 4 bedroom, 3.5 bathroom home blends upscale comfort with endless entertainment.brbrSLEEPING ARRANGEMENTSbr➤ Bedrooms located in the lower and second floor.br➤ Primary Bedroom: Features a luxurious king-sized bed, complete with premium bedding and plush pillows. The room offers a balcony with a view to a serene farm and backyard, perfect for a morning coffee!br➤ Second Bedroom: Features another King size bed! Also with premium bedding and plush pillows.br➤ Third Bedroom: Yes, another King size bed! Because everyone deserves a good night sleep!br➤ Fourth Bedroom: A delightfully decorated bedroom with TWO Queen size beds! With its own office space!brbrOur house boasts tastefully decorated interiors with a bourbon inspired items! The perfect space to gather, dine, and unwind in style.brbrWe have a fully stocked kitchen and we mean stocked! All the spices and basic cooking supplies to grill, cook or even bake a cake! It also has its very own espresso & cappuccino machine for your morning coffee with style!brbrAMENITIESbr➤ TWO hot tubs! Perfect so everyone has their own space and can relax in comfort!br➤ The spacious backyard with a firepit is perfect for stargazing or making s’mores.br➤ Free high-speed Wi-Fi and convenient onsite parking with EV chargerbr➤ Smart TV with Roku for your favorite streaming servicesbr➤ Dive into fun with our exclusive game room with a pool table, shuffleboard, foosball, giant Jenga, giant connect 4, and more!br➤ Four arcade games! Yes, and they're the fun ones!br➤ A Karaoke machine! So you can sing your heart out with friends and family!brbrPRIME LOCATIONbr➤ 4 miles to Buffalo Trace Distillery & the heart of the Bourbon Trail.br➤ 4 miles to Jim Beam distillerybr➤ 9 miles to Castle & Key distillerybr➤ 10 miles to Glenns Creek Distillingbr➤ 12 miles to Woodford Reserve Distillerybr➤ 15 miles to Whiskey Thief Distilling Co. Distillerybr➤ 25 miles to Four Roses Distillingbr➤ Just 1 hour from Churchill Downs for the Kentucky Derby!br➤ About 1 hour to Ark EncounterbrbrWhether you're sipping bourbon, singing your heart out in the game room, or soaking in the hot tub, this home is your ultimate Bourbon Trail retreat. Book your stay today!brbrIMPORTANTbrBefore you arrive you will be asked to complete guest verification through third-party provider Truvi. This is done to ensure we are keeping up-to-date with short-term rental regulations as well as providing both our guests and our properties with extra protection. Truvi will contact you via email and/or text to complete the verification. brbrYou will also be given the choice between paying a security deposit or a non-refundable damage waiver. Please complete this step prior to arriving at the property to enable a quick and easy check-in process.brbrGuest accessbrDuring your stay, you'll have complete access to the entire home, ensuring privacy and comfort.brbrThe garage and one storage closet in the primary room will be unavailable to you.brOther things to notebrHOUSE RULESbrTreat our home with respect and care for it as you would your own. No smoking or vaping, no drugs, and no unregistered guests. See our guidebook for more details on the house rules. We do not allow pets in this home. Only 5 cars are allowed in the driveway at any given time. Do not park in the street. Quiet hours are form 10pm to 7AM brbrHOT TUB USE WAIVER AND RELEASE OF LIABILITYbrbrBy booking and/or using the hot tub during your stay, you acknowledge and agree to the following:br 1. Assumption of Risk: I understand that the use of a hot tub involves inherent risks, including but not limited to slipping, drowning, heat-related illness, and exposure to bacteria or chemicals. I voluntarily assume all such risks.br 2. Health Precautions: I affirm that no one in my party will use the hot tub if they are pregnant, have a heart condition, skin condition, or other health concerns unless cleared by a physician.br 3. Supervision Required: Children under 18 must be supervised by an adult at all times while using the hot tub. No diving or horseplay is permitted.br 4. No Alcohol or Glassware: I agree not to use the hot tub while intoxicated or to bring glass containers into the hot tub area.br 5. Waiver and Release: I, for myself and all members of my party, release and hold harmless the property owner, host, and their agents from any and all claims, injuries, or damages arising from the use of the hot tub, including but not limited to personal injury, illness, or death.br 6. Responsibility for Damage: I understand that I may be held financially responsible for any damage caused to the hot tub due to misuse or failure to follow these rules.brbrBy proceeding with this booking, I acknowledge that I have read, understood, and agreed to this Hot Tub Use Waiver.brbrCHECK-IN/CHECK-OUT DETAILSbrEasy self-check-in with a digital smart lock. Check in after 4 PM and check out by 10 AM. General checkout procedures are to lock the doors, close the windows, leave dishes clean or at least in the dishwasher, and leave used beds undone and used towels in the floor. Generally tidy up the place and leave it the way you found it. Nothing too complex :)brbrWhile you're here to enjoy the countryside vibes, we also want to make you aware of the local wildlife that calls this area home. We've seen birds, mice, spiders, skunks and other critters at the property. Since we are located in the countryside, there are occasionally some insects that can get inside the house if the doors or windows are left open.

2 Hot Tubs, Firepit, Gameroom, 4mi to Buffalo Trace

Frankfort, Kentucky, United States

Bed

Bath

Sleeps

$358.41

Welcome to Whiskey Woods, your secluded retreat nestled in the scenic neighborhood of Deerwood Estates in Frankfort, Kentucky! Situated on a sprawling 3.6-acre wooded property, this spacious and tastefully renovated 3-bedroom, 2-bathroom home offers 1344 square feet of modern comfort and style.brbrStep inside to discover a bright and inviting living space, thoughtfully furnished with contemporary decor and cozy seating areas. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating the perfect space for entertaining family and friends.brbrThe fully equipped kitchen boasts sleek countertops, stainless steel appliances, and all the essentials you need to prepare delicious meals during your stay. Enjoy your culinary creations in the adjacent dining area, or step outside to the private patio for al fresco dining surrounded by lush greenery.brbrExplore the expansive wooded property and discover a tranquil oasis complete with a grill and fire pit, perfect for gathering around with loved ones under the starry Kentucky sky.brbrRetreat to one of the three beautifully appointed bedrooms, each offering plush bedding and ample storage space for your belongings. The master bedroom, fittingly named the Whiskey Suite, features a luxurious king-sized bed and an en-suite bathroom for added privacy and convenience, while the other two bedrooms are furnished with comfortable queen-sized beds.brbrOther amenities of Whiskey Woods include high-speed Wi-Fi, a washer and dryer for your laundry needs, and off-street parking for your vehicles. We also do have outdoor cameras monitoring the exterior of the property, so you rest-assured knowing the property is safe and secure. brbrLocated just minutes from downtown Frankfort, you’ll have easy access to local attractions such as the Capitol building, museums, and scenic parks. Whether you’re here for business or pleasure, Whiskey Woods provides the perfect blend of comfort and convenience for your Kentucky adventures.brbrBook your stay at Whiskey Woods today and experience the best of Frankfort living amidst nature’s beauty!br

Secluded Retreat in Scenic Frankfort w/ Hot Tub: Whiskey Woods - Book Now!

Frankfort, Kentucky, United States

Bed

Bath

Sleeps

$217.39

Enjoy our newly remodeled home that is situated on 4 acres. Ideally located for Bourbon Tours, Keeneland & Churchill Downs, or the Capital. Property is perfect for small families or friends wanting to gather.

Bourbon and Horse Racing

Frankfort, Kentucky, United States

Bed

Bath

6

Sleeps

$260.63

Discover the Kentucky Bourbon Trail in comfort when you stay at this group-friendly home in Frankfort. Located just 6 miles from Kentucky's capitol, this spacious 4-bedroom, 3-bathroom vacation rental puts you in a convenient location to explore everything the area offers. Start your morning with coffee on the deck, overlooking Ducker's Lake, before heading out to explore the city. In the evening, get a crackling fire going in the backyard as the sun sets or cook a meal in the kitchen!brbr-- THE PROPERTY --brbrLake Access | 6 Mi to Downtown Frankfort | Large Backyard | Wildlife Viewing On-SitebrbrBedroom 1: Queen Bed | Bedroom 2: Full Bed | Bedroom 3: Twin Bed | Bedroom 4: Queen BedbrbrOUTDOOR LIVING: Private deck w/ lake views, large unfenced yard, wood-burning fire pit (wood not provided), outdoor seatingbrINDOOR LIVING: Flat-screen TV, fireplace, recliner, dining table, 2 living areasbrKITCHEN: Cooking basics, drip coffee maker (filters provided), dishwasher, stove/oven, refrigerator, microwave, dishware & flatwarebrGENERAL: Free WiFi, complimentary toiletries, linens & towels, central heating & air conditioning, trash bags & paper towelsbrFAQ: 2 exterior security cameras (facing out)brACCESSIBILITY: Steps required for entry, 2-story homebrPARKING: Garage (2 vehicles), driveway (2 vehicles), free street parkingbrbr-- THE LOCATION --brbrKENTUCKY BOURBON TRAIL: Castle & Key Distillery (5 miles), Bourbon 30 (6 miles), Buffalo Trace Distillery (6 miles), Bitters House (6 miles), Glenns Creek Distilling (6 miles), Spring Hill Distillery (7 miles), Hermitage Distillery (7 miles), Woodford Reserve Distillery (8 miles)brDOWNTOWN FRANKFORT (~6 miles): Kentucky Old State Capitol Building, River View Park, Kentucky State University, Daniel Boone's Grave, Kentucky Historical Society, Kentucky Old Governors Mansion, Capital City MuseumbrHIKING: Vaughn Branch Nature Preserve (4 miles), Capitol View Park (5 miles), Cove Spring Park Sky Trail (6 miles), Meadow Loop (6 miles), H.G. Mays Walking Trail (6 miles)brGOLF: Frankfort Country Club (4 miles), Lakeview Springs Golf (5 miles), Juniper Hill Golf Course (8 miles), Longview Golf Course (11 miles), University of Kentucky Golf Course (11 miles)brAIRPORT: Blue Grass Airport (19 miles), Louisville International Airport (55 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This 2-story home requires steps to enter the main level and stairs to access the basement levelbr- NOTE: Your safety matters. This property features 2 exterior security cameras. Camera 1 is located on the front corner of the garage facing the driveway. Camera 2 is located on the front doorbell facing the front entry. The cameras will be turned off during your stay

Spacious Frankfort Retreat on Bourbon Trail!

Frankfort, Kentucky, United States

Bed

Bath

Sleeps

$624.05

Experience luxury and fun at this huge 5-bedroom estate in the heart of downtown Frankfort! Relax with your friends in the parlor or music room. Compete with each other in the billiard parlor or poker den. Host a tasting in the speakeasy bar or catch a ballgame in the theater. Perfect for group getaways, the home offers spacious rooms, a private atmosphere, and endless entertainment. Whether you're enjoying bourbon tastings or relaxing with friends, this unique property provides the ultimate blend of comfort and excitement!

Fun Spacious 5 Bdrm Estate w/Theater, Billiard Parlor, Speakeasy Bar & Poker Rm

Frankfort, Kentucky, United States

Bed

Bath

Sleeps

$187.04

Welcome to Bourbon Capital Vista—a 2-bedroom, 1-bath mid-century retreat perched above historic Frankfort with stunning views of the Kentucky Capitol and river.brbrThis cozy home sleeps 4 guests comfortably, featuring a king bedroom, queen bedroom, and modern bathroom. Enjoy a fully equipped kitchen, fast Wi-Fi, Smart TV, and spacious living area perfect for relaxing after exploring.brbrStep onto the covered front porch to watch sunsets over the city skyline. Free parking, washer/dryer, and keyless entry included for your convenience.brbrLocated in the heart of Bourbon Country, you’re within walking distance to distilleries, dining, shops, and historic landmarks. Whether you’re a bourbon enthusiast, visiting professional, or seeking a peaceful escape, this home offers the perfect mix of comfort, convenience, and adventure.brbrBook now and experience Frankfort’s charm—dates fill quickly!

Mid-Century Retreat w/ 5 Star Views!!! Walk to Dining & Bourbon Trail!!!

Frankfort, Kentucky, United States

Bed

1

Bath

Sleeps

$425.86

Sweet Retreat on the Bourbon Trail is a bright and comfortable home located within walking distance of downtown Frankfort and just minutes from Buffalo Trace Distillery. This inviting space offers a colorful and thoughtfully arranged interior designed to give guests both comfort and convenience during their stay.brThe home features three unique bedrooms, including a king suite with a bold feature wall, a classic queen suite with rich dark wood accents, and a twin suite with two beds and a charming reading nook built into the closet. Two full bathrooms provide ample space, including an elegant upstairs bath with gold accents and a private full bath located at the quiet rear of the home.brGuests can enjoy multiple relaxing living areas. The Lollipop Lounge offers a cozy and colorful place to unwind, and the Arcade Dining Room includes a classic gaming machine for added entertainment. A small work nook provides a convenient place for planning or catching up on tasks. A laundry nook with washer and dryer is also available for guest use.brThe property sits at 201 East 2nd Street, close to restaurants, the Kentucky River, historic sites, coffee shops, boutiques, and iconic distilleries. Free street parking is available directly in front of the home. Check-in is simple with a secure keypad code sent before arrival.brHosted by Blessed Haven Retreats, this home is maintained locally with a focus on hospitality, cleanliness, and quick communication. Guests can expect a comfortable and well-cared-for stay in a convenient location near everything the Bourbon Trail has to offer.

Bourbon Trail Home Near Buffalo Trace & Downtown

Frankfort, Kentucky, United States

Bed

Bath

6

Sleeps

$421.98

Frankfort is waiting for you at this 4-bedroom house. Inside, guests find a tranquil space featuring one king bed, two queen beds, and a crib, perfect for families or groups. The house offers three bathrooms, each equipped with a shower and hair dryer for convenience. An excellent living room with a sofa bed provides extra comfort and relaxation. Whether you’re unwinding after a day of exploring or enjoying quiet moments indoors, this awesome home has you covered. Enjoy your time in Frankfort at our house. The bourbon trail is nearby. The Capital is within a three minute walking. distance. Red River Gorge, local wineries, and a local bakery within walking distance of the house are all at your fingertips.brThis house was built in the 1890s has original hardwood floors, a beautiful wraparound porch that you can enjoy with a morning cup of coffee.Welcome baskets are available for birthdays, anniversaries, or couples.

Spacious 4-bedroom house in beautiful Frankfort walking distance of the Capital

Frankfort, Kentucky, United States

Bed

Bath

8

Sleeps

$412.71

The Frankfort Blue is your perfect getaway in the heart of the Bourbon Trail! This historic home in a historic district offers a new mix of unique charm & modern amenities. brbr*Prime location, only minutes to historic sites & local attractionsbr* Short drive to famous distilleriesbr*35 min to Kentucky Horse Parkbr*Stroll to the Capitol or charming downtownbr*Stunning river views on your way to Main Street, great restaurants & local boutiquesbrbrBOOK NOW & enjoy Kentucky's Capital City with us!brbrKEY FEATURES:br- Hot tub for 6 peoplebr- 2 bedrooms on 2nd floor, 1 bedroom on 1st floorbr- 2 full bathrooms + 1 half bathbr- Cozy living room with big windows that let light inbr- Fully equipped kitchen with dinnerware for childrenbr- Dining table seating up to 8br- Smart TVs in living area and all bedrooms. No cable.br- High speed internetbr- Pack n play & highchair availablebr- Washer + dryer in basementbr- Extra gathering spaces in the deck and the basement where there is a card table, games, and a Pac man arcade for added fun!brbrThis is the perfect place for your stay. Experience the perfect blend of history, comfort, and relaxation at this beautifully renovated and tastefully decorated home. You'll have the entire property, equipped with everything you need for a relaxing experience. What also sets us apart is our commitment to delivering a 5-star guest experience.brbrSEND ME A MESSAGE if you have any questions or requests on how we can make your stay more memorable.brbr☆☆ DOG-FRIENDLY ☆☆br1 furry friend up to 50 lbs is welcome! A dog bed, 2 bowls, and poop bags are provided. Our pet fee includes one dog per stay (14 days). We may be able to accommodate more than one dog with prior approval for an additional $100 per pet. Please contact us before booking to discuss. The same fee will be added every 2 weeks for extended stays for each pet.brbr☆☆ WHERE YOU'LL SLEEP ☆☆brThe three spacious bedrooms have been thoughtfully furnished to ensure you'll have a comfortable stay. High-quality linens, soft and firm pillows, sound machines, charging stations, and memory foam mattresses are just a few of the features that await you. brbrPrimary BR on the 1st floor: 1 king bedbrBR 2 on 2nd floor: 1 king bedbrBR 3 on 2nd floor: 2 queen beds, pack and play cribbrbr☆☆ BATHROOMS ☆☆brWith one half and two full bathrooms, getting ready for the day's adventures will be a breeze. Shampoo, conditioner, body wash, and towels are provided.br1st floor: Powder room off the common area; En-suite full bathroom with a shower and double vanitybr2nd floor: Full bathroom with a combo bathtub/showerbrbr☆☆ KITCHEN & DINING ☆☆brThe kitchen is fully-equipped with all the cookware, dishes, and utensils you will need, even for young children. There is a spacious counter where you can craft delicious meals together before gathering around the large dining table that can seat up to 8. We've got you covered - ground coffee, K-pods, tea, creamer, sugar, and honey all available. brbr☆☆ LOUNGE SPACES ☆☆brUnwind in the luxurious hot tub after your adventures exploring the nearby distilleries or the breathtaking outdoor natural beauty. It is covered so you can use it even when it rains! Gather and relax in our beautifully adorned living space, boasting large windows offering ample natural light and a stunning 65-inch smart TV for your entertainment pleasure. brbrMost guests can't wait and sip their newly purchased bourbon or concoct a fancy cocktail using our bartender tools in the industrial speakeasy basement. Play vintage records and bank core memories while playing board games, card games, poker or Pac man in the basement. Enjoy soaking up the sun on the rocking chairs and outdoor furniture on the balcony where you can get a glimpse of the sunrise everyday. We love to make you feel at home, so you'll find a selection of beverages waiting for you in the fridge downstairs – a little treat for our valued guests!brbr☆☆ KID AMENITIES ☆☆brKid amenities such as dinnerware, a pack and play, and a highchair are available so you don’t need to bring your own. brbr☆☆ PARKING ☆☆brAmple parking on the street (free)brbrDrink:brBuffalo Trace Distillery - 2.5 milesbrJ. Mattingly 1845 Distillery - 2.6 milesbrGlenns Creek Distilling - 5.7 milesbrCastle & Key Distillery - 6.5 milesbrWhiskey Thief Distilling Co. - 9.3 milesbrWoodford Reserve Distillery - 10 milesbrBluegrass Distillers at Elkwood Farm - 12 milesbrWild Turkey Distillery - 16 milesbrBulleit Distilling Co. - 17 milesbrFour Roses Distillery - 18 milesbrJames E. Pepper Distillery - 24 milesbrBarrel House Distilling Co. - 24 milesbrLexington Brewing & Distilling Co. - 25 milesbrJeptha Creed Distillery - 26 milesbrbrExplore:brRebecca Ruth Candy Tours & Museum - 0.5 miles (home of the Bourbon Ball!)brCapital Building - 1 milebrThe Bourbon Boat/Kentucky River Tours - 1 milebrThe Kentucky Castle - 19 milesbrKentucky Horse Park - 26 milesbrKentucky PGA/Golf House Kentucky - 41 milesbrArk Encounter - 46 milesbrBardstown Bourbon Company - 54 milesbrChurchill Downs (Louisville/Derby) - 54 milesbrbrBOOK NOW and let us take care of you at The Frankfort Blue!brbr☆☆ OTHER DETAILS TO NOTE ☆☆brWe really appreciate you respecting our home and community as if it were your own.br* Must sign rental agreement within 48 hours of bookingbr* No partiesbr* No smoking/vaping inside the housebr* No illegal substances and activities.br* The hot tub is accessed by going outside and down a short set of stairs into the backyard. br*The home has central air but if you need additional cooling upstairs, there is a portable AC unit and ceiling fan in each bedroom.br* The 2 fireplaces are purely decorative.br* The yard is not fully fenced.br* Guests shall keep the exterior camera on the Ring doorbell unobstructed during their visit.br* Quiet hours 9 pm to 7 am. Please be mindful of our sweet neighbors who are full time residents.br* Food or grocery delivery is allowed during your stay. No other packages or letters may be delivered to the property before, during, or after your stay. We are not able to guarantee shipment to you after your stay. We will not be responsible for any case of theft or loss of items delivered to the house.br* Accurate guest count: Please make sure to accurately share the number of adults, kids, and pets that will be staying at the property when you book. This number sets the limit for how many people can be on the property at any time, including visitors and kids. If you plan to have more guests than listed, you’ll need to get approval from your host. Otherwise, you could be asked to leave without any refund and/or an additional fee of $100 per unaccounted person/pet per night will apply.br* Guest agrees to report any issues of dissatisfaction to host immediately but no later than 24 hours after discovery.br* No confetti, glitter, pinatas, spray tan/lotion or fireworks are allowed anywhere on the premises or grounds. br* Guest agrees to adhere to all house rules or instructions issued by the host through any means of communication, including but not limited to messages, email correspondence, property listings, welcome books, information books, or any other form of communication received by the guest.brbrSERVICE ANIMALSbr~ Service & emotional support animals must be disclosed within 24 hours of booking. brPet Fee is waived only for legitimate service or emotional support animals in which the animals are never left behind without the owner. Evidence that the animals were left behind will result in a pet fee of $150 being charged. brbrEXTERIOR CAMERA:brYour safety matters. There is a Ring camera/doorbell at the exterior of the house that is motion activated and records audio and video. This may be used to verify occupancy/number of guests as well as security of the guests and the property. This will be on at all times but don't worry, it does not look into interior spaces.

Hot Tub, Beautifully Renovated Historic Home in the Heart of the Bourbon Trail

Frankfort, Kentucky, United States

Bed

Bath

Sleeps

$377.49

Welcome to The Bourbon Nest 2! Your unforgettable Frankfort adventure starts here, nestled in the heart of the iconic Kentucky Bourbon Trail and surrounded by beautiful horse country. This spacious 4-bedroom, 1.5-bathroom home is ideally located directly across from the legendary Buffalo Trace Distillery.brbrRelax and unwind in the large backyard, complete with a fire pit, cornhole boards, and a gas grill on the patio — perfect for enjoying those warm Kentucky evenings. For your convenience, a full-size washer and dryer are available in the basement. Stay connected with Wi-Fi throughout the home, and stream your favorite shows on any of the smart TVs.brbrWith multiple distilleries, breweries, wineries, horse farms, and racetracks all within a 30-minute drive, you'll have no shortage of exciting experiences nearby.brbrWe can’t wait to host you at The Bourbon Nest 2 — your perfect home base for exploring the best of Frankfort!

Spacious 4 bed 1.5 bath home directly across Buffalo Trace Distillery.

Frankfort, Kentucky, United States

Bed

Bath

Sleeps

$381.95

Step into Horse & Bourbon, a beautifully restored Victorian retreat in the heart of Kentucky. Blending historic charm with modern luxury, our home features thoughtfully designed bourbon- and horse-inspired rooms, premium beds, and curated amenities. Visit many of the local shops, distilleries, and dining, then unwind in comfort. Perfect for groups seeking a unique, elevated stay with Southern charm.brbrAbout this spacebrbrBuffalo Trace Distillery – 2.5 miles / 8 minutesbrCastle & Key – 9 miles / 15 minutesbrKeeneland & Lexington Horse Country – 30 miles / 35 minutesbrFour Roses, Woodford, & Wild Turkey – 20–30 minutesbrKentucky State Capitol & Downtown Frankfort – walking distancebrbrTucked inside an 1880s Victorian approved for both State and Federal Historic Rehabilitation Tax Credits, this fully restored home blends Gilded Age character with Ritz-level comfort. Every detail nods to Kentucky’s twin passions—horses and bourbon—from curated art to custom bourbon décor.brbrThe SpacebrbrSleep well. Tempur-Pedic® mattresses with OEKO-TEX® certified fabrics.brWork—or unwind—in style. Two executive workstations with dual monitors, docks, and professional desk chairs.brStart your day right. Premium coffee bar with iced coffee option and complimentary pods.brSet the mood. A Sonos Bluetooth speaker lets you fill the home with your favorite music from bluegrass mornings to jazz-filled nights.brCook or dine in. Chef’s kitchen with Café appliances and All-Clad cookware.brRelax in comfort. Designer furnishings, rich bourbon tones, and preserved historic details.brbrGuest AccessbrbrFull access to the entire home and backyard.brFree parking steps from the entrance.brbrOther Things to NotebrbrHistoric home—renovation approved by the Kentucky Heritage Council and the National Park Service.brHigh-speed WiFi (500 Mbps) • Laundry with detergent & fabric softener • Fire extinguisher on main and second floorbrbrWhether you’re here to tour distilleries, visit nearby horse farms, or simply unwind in quiet luxury, Horse & Bourbon invites you to slow down, sip something smooth, and stay awhile.brbrNearbybrbrBourbon DistilleriesbrbrBuffalo Trace Distillery – 1.9 miles / 5 minutesbrCastle & Key Distillery (Millville) – 6.7 miles / 14 minutesbrFour Roses (Lawrenceburg) – 18 miles / 24 minutesbrWild Turkey (Lawrenceburg) – 16 miles / 24 minutesbrWoodford Reserve (Versailles) – 11 miles / 19 minutesbrWhiskey Thief (Graefenburg) – 8.9 miles / 16 minutesbrBulleit Distilling (Shelbyville) – 20 miles / 28 minutesbrJeptha Creed (Shelbyville) – 25 miles / 29 minutesbrbrWineriesbrbrLovers Leap Vineyards – 9 miles / 17 minutesbrProdigy Vineyards & Winery – 9.5 miles / 15 minutesbrEquus Run Vineyards – 17 miles / 24 minutesbrRising Sons Home Farm Winery – 10.5 miles / 14 minutesbrbrHorse AttractionsbrbrKeeneland Racecourse (Lexington) – 21 miles / 35 minutes brGodolphin's Gainsborough Farm - 10 milesbrWinstar Farm - 19 milesbrCoolmore Ashford Stud - 11 miles brJonabell Farms - 25 milesbrKentucky Horse Park - 22 milesbrWhispering Woods Riding Stable - 27 milesbrSpendthrift Farm - 28 milesbrClaiborne Farm - 37 milesbrTaylor Made Farm - 38 milesbrHill 'n' Dale Farms - 44 milesbrChurchill Downs - 55 milesbrbrLocal AttractionsbrbrDowntown Frankfort shops & dining – 0.6 miles / 2 minutesbrKentucky State Capitol – 0.7 miles / 3 minutesbrRebecca Ruth Candy Museum – 1.5 miles / 4 minutesbrThe Kentucky Castle – 21 miles / 27 minutesbrUniversity of Kentucky – 29 miles / 38 minutesbrbrAirportsbrbrLexington (Blue Grass Airport) – 27 miles / 32 minutesbrLouisville (Muhammad Ali Int’l) – 55 miles / 55 minutesbrCincinnati (Cincinnati/Kentucky Airport) – 75 miles / 86 minutes

Historic Horse & Bourbon TempurPedic 3k 1Q

Frankfort, Kentucky, United States

Bed