Vacation Rentals By Owner In Harrodsburg, KY

Welcome to this enchanting four-bedroom, four-bathroom duplex, perfectly situated on Bright Leaf Golf Course in the historic town of Harrodsburg. Guests will savor the privacy of this duplex, which consists of two separate units with no interior access to the adjacent unit. In this prime location, you'll have swift access to explore the area and visit attractions such as Shakertown, Old Fort Harrod State Park, the KY Bourbon Trail, Centre College, and a host of other exciting destinations.

The Luxe/Hot Tub/ Putt Putt/10 Mins Shaker Village

Harrodsburg, Kentucky, United States

Bed

Bath

Sleeps

$299.38

Experience the beauty that Kentucky has to offer, in a stunning 3 bedroom, 3 bath, newly renovated lodge. A spectacular property nestled in the rolling hills of horse country with picturesque views, wrap around porch, luxury 6 person, jetted hot tub, free WiFi and fully stocked kitchen.brMinutes from Four Roses Distillery, Shaker Village, Old Fort Harrod. A short drive to Keeneland Race Track, Blue Grass Airport and the University of Kentucky. Enjoy Kentucky’s finest!

Cabin

Serene Cabin along the KY Bourbon Trail

Harrodsburg, Kentucky, United States

3

Bed

3

Bath

6

Sleeps

$166.82

Escape to a serene 2-bedroom house in Harrodsburg. This phenomenal property features 2 queen beds and 1 twin bed, perfect for a small group of guests. With amenities like a hair dryer, heating, AC, and an iron, your comfort is guaranteed. The bathroom is equipped with a hair dryer for your convenience. An enchanting getaway awaits you at this charming retreat. It's easy to see why you'll be able to unwind at our place.

Gorgeous 2-Bedroom house with AC in Harrodsburg

Harrodsburg, Kentucky, United States

Bed

Bath

Sleeps

$202.28

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. Our charming villas and cozy cabins with full kitchens are nestled on a private farm, perfect for making memories that will last a lifetime.brbrFeaturing A king and queen bedbrFull kitchen for effortless in-cabin diningbrPrivate hot tubs to soak in after a day exploring distilleriesbrScenic views of the countryside from your private back porchbrConvenient location to Lexington, Louisville, Frankfort, and DanvillebrA short 20 minute drive to Bluegrass AirportbrWith Daynabrook Farms, your days can be as relaxing or adventurous as you desire. Spend lazy mornings sipping coffee on the porch before heading out to tour nearby bourbon distilleries. Or stay in and cook a delicious meal in your fully-equipped kitchen as you unwind in your private hot tub. Our secluded location allows you to get away from it all while still being close to Lexington and all the attractions of the Bourbon Trail.brbrWhether its a couples' weekend or friend getaway, our bourbon-inspired lodgings allow you to do the Bourbon Trail in comfort and style. With Daynabrook Farms, your Kentucky adventure will be one to remember.

Villa On the Bourbon Trail with HOT TUB-1

Harrodsburg, Kentucky, United States

Bed

Bath

Sleeps

$198.46

Discover the Perfect Setting! Nestled on the renowned Bright Leaf Golf Course within the historic town of Harrodsburg, Kentucky, this delightful duplex offers a private two-bedroom, two-bathroom apartment on its left side. Be captivated by nearby attractions such as Shakertown, Old Fort Harrod State Park, the KY Bourbon Trail, Centre College, and a plethora of other exciting destinationsbrbrThe front bedroom has a queen bed with 40 Tv. The second bedroom features a king bed with 40 tv. The living room is equipped with a sleeper sofa that pulls out. This unit has a fully equipped kitchen with everything you may need.brOutdoor space features private deck, hot tub, grill as well as a communal fire pit area and a putting green for your golfing pleasure!

The Luxe/Hot Tub/Putt Putt/10 Miles Shaker Village

Harrodsburg, Kentucky, United States

Bed

Bath

Sleeps

$200.88

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. Our charming villas and cozy cabins with full kitchens are nestled on a private farm, perfect for making memories that will last a lifetime.brbrFeaturing A king and queen bed, and pull out sofabrFull kitchen for effortless in-cabin diningbrPrivate hot tubs to soak in after a day exploring distilleriesbrScenic views of the countryside from your private back porchbrConvenient location to Lexington, Louisville, Frankfort, and DanvillebrA short 20 minute drive to Bluegrass AirportbrWith Daynabrook Farms, your days can be as relaxing or adventurous as you desire. Spend lazy mornings sipping coffee on the porch before heading out to tour nearby bourbon distilleries. Or stay in and cook a delicious meal in your fully-equipped kitchen as you unwind in your private hot tub. Our secluded location allows you to get away from it all while still being close to Lexington and all the attractions of the Bourbon Trail.brbrWhether its a couples' weekend or friend getaway, our bourbon-inspired lodgings allow you to do the Bourbon Trail in comfort and style. With Daynabrook Farms, your Kentucky adventure will be one to remember.

Farmview Villa on Bourbon Trail with HOT TUB-4

Harrodsburg, Kentucky, United States

Bed

Bath

Sleeps

$173.08

Newly remodeled lower level of farmhouse that is a two bedroom, 1150 sq ft suite with kitchenette and den on a farm close to everything. 25 minutes to Keeneland, Centre College, Four Roses, and Wild Turkey Distilleries. brYou can hike, camp, fish, ride horses, sightsee or just relax. The barn is available for larger get togethers. brHaving gotten to travel a good deal ourselves, we thought we would enjoy having others enjoy our little bit of heaven. brLonger stays or fewer people may have a discounted rate.

Bourbon Trail, horse farms, relaxation in the countryside.

Harrodsburg, Kentucky, United States

Bed

Bath

Sleeps

$202.28

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. Our charming villas and cozy cabins with full kitchens are nestled on a private farm, perfect for making memories that will last a lifetime.brbrFeaturing A king and queen bed, and pull out sofabrFull kitchen for effortless in-cabin diningbrPrivate hot tubs to soak in after a day exploring distilleriesbrScenic views of the countryside from your private back porchbrConvenient location to Lexington, Louisville, Frankfort, and DanvillebrA short 20 minute drive to Bluegrass AirportbrWith Daynabrook Farms, your days can be as relaxing or adventurous as you desire. Spend lazy mornings sipping coffee on the porch before heading out to tour nearby bourbon distilleries. Or stay in and cook a delicious meal in your fully-equipped kitchen as you unwind in your private hot tub. Our secluded location allows you to get away from it all while still being close to Lexington and all the attractions of the Bourbon Trail.brbrWhether its a couples' weekend or friend getaway, our bourbon-inspired lodgings allow you to do the Bourbon Trail in comfort and style. With Daynabrook Farms, your Kentucky adventure will be one to remember.

Villa on Bourbon Trail with HOT TUB-6

Harrodsburg, Kentucky, United States

Bed

Bath

Sleeps

$477.34

Welcome to lake life living situated in a no wake zone on the 3,600 acre Herrington Lake. This low traffic, dead end street is located a short distance from Royalty’s Marina and close to Shaker Village. Huge outdoor patio, a large dock with two boat slips and a fireplace. You cannot beat the calmness and view of this property. Boat rental available during season and can be slipped right at the dock.brbrTritoon rental available during season!br* Grocery delivery upon request brbrWalking into the entrance of the home, you will be on the main floor of this property. Kitchen, dinning room, living room, one bathroom, Bedroom 1 and patio access is on this floor. brbrUpstairs: Bedroom 2 and Bedroom 3 brbrBedroom 1: One Queen Bed & One Full Bed, TV, Small deskbrBedroom 2: Two Queen Beds & TV and attached BathroombrBedroom 3: King bed with Master BathbrMain Floor has a Full Bath in the hallwaybrbrAll bathrooms have towels, washcloths, shampoo, conditioner, body wash, q-tips, floss and lotion. brbrThe kitchen has 2 bar stools, dining table for 6 and includes all your cooking essentials. brAlso in the kitchen, you will find the washer and dryer behind the folding doors. brbrK-cup machine (coffee and creamer included) brDrip machine (coffee, filters and creamer included) br4-slice toaster brAir Fryer brHot tea kettle (tea included) brSpices, baking dishes, pans, etc. brbrThe garage is allowed to be used by guests. brbrEach bedroom has throw blankets and in the living room as well.brbrThis is a lake house which means there may be mud, wind, pollen, bugs, snakes, temporary power outages, dirt, leaves, dust, and fallen trees. We allow pets so you may encounter an animal hair but we do our best at collecting it. There might be a spider or a cricket. Pollen or ashes or leaves could settle on the porch or ledges with the blowing wind. The house is professionally cleaned after every single guest, but please keep in mind that this is a lake house on the outside. All used linens, duvet covers, Pillow cases, shams, blankets and towels are washed every guest.

Lake Break in a No Wake!

Harrodsburg, Kentucky, United States

Bed

Bath

Sleeps

$202.28

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. Our charming villas and cozy cabins with full kitchens are nestled on a private farm, perfect for making memories that will last a lifetime.brbrFeaturing A king and queen bed, and pull out sofabrFull kitchen for effortless in-cabin diningbrPrivate hot tubs to soak in after a day exploring distilleriesbrScenic views of the countryside from your private back porchbrConvenient location to Lexington, Louisville, Frankfort, and DanvillebrA short 20 minute drive to Bluegrass AirportbrWith Daynabrook Farms, your days can be as relaxing or adventurous as you desire. Spend lazy mornings sipping coffee on the porch before heading out to tour nearby bourbon distilleries. Or stay in and cook a delicious meal in your fully-equipped kitchen as you unwind in your private hot tub. Our secluded location allows you to get away from it all while still being close to Lexington and all the attractions of the Bourbon Trail.brbrWhether its a couples' weekend or friend getaway, our bourbon-inspired lodgings allow you to do the Bourbon Trail in comfort and style. With Daynabrook Farms, your Kentucky adventure will be one to remember.

Farmview Villa on Bourbon Trail with HOT TUB-5

Harrodsburg, Kentucky, United States

Bed

Bath

Sleeps

$211.63

Nestled on the illustrious Bright Leaf Golf Course in the historic town of Harrodsburg, Kentucky, you'll find this charming two-bedroom, two-bathroom apartment. With a host of modern amenities, private deck, a communal fire pit, and more, your stay promises both comfort and convenience. This prime location is your gateway to easy exploration of the local area and visits to attractions like Shakertown, Old Fort Harrod State Park, the KY Bourbon Trail, Centre College, and many other destinations.

The Luxe/ Hot Tub/ On Bright Leaf Golf Course

Harrodsburg, Kentucky, United States

Bed

Bath

Sleeps

$192.33

Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage. Walking distance to Downtown Harrodsburg, this charming ranch home has been completely renovated & the owners spared no expense. Featuring 3 private bedrooms, 1 bath, hardwood floors, instgramable kitchen, and so much more! We are located 12 miles to Wilderness Trail Distillery, 1/2 mile to Haggin Hospital, 8 Miles to Shaker Village, and so much more. Enjoy staying in the oldest city West of the Appalachia

Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage

Harrodsburg, Kentucky, United States

Bed

Bath

Sleeps

$153.22

brQuiet, cozy cabin basement apartment in the woods. It’s the last residence on a paved lane in a gated community. Over five acres of woods and fields. Cleared trails. Natural foliage and wildflowers. Deer, turkeys, and other wildlife abundant. The apartment: 900 square feet. Private master bedroom with half bath. Full bath with shower and laundry room on main floor. Fully equipped kitchen with breakfast counter and dishwasher. Gas log fireplace with thermostatic control. Unit has enclosed patio that could be used as an office or extra bedroom. Inflatable mattress available on request. Two screened in porches provided comfortable, bug free sitting viewing the Palisades and the Kentucky River 100 feet below. Wildlife viewing. Wildflowers. Native song bird viewing.

Quiet, cozy, cabin apartment in the woods.

Harrodsburg, Kentucky, United States

Bed

Bath

Sleeps

$218.31

br☆☆ HIGHLIGHTS ☆☆br✹ Newly renovated historic home from the 1940sbr✹ 3 spacious bedrooms; 3 comfortable king bedsbr✹ 2 full bathrooms; modern amenitiesbr✹ Full kitchen w/ high-end appliances + Keurig + drip coffee makerbr✹ Horse-themed living roombr✹ Gas fireplace (available October until April)br✹ TV + free high-speed wifi br✹ Record player + board gamesbr✹ Central AC + heatingbr✹ Washer + dryerbr✹ Outdoor patio w/ comfortable seating + hot tubbr✹ Charcoal BBQbr✹ Large yardbr✹ Free parkingbr✹ Convenient access to iconic distilleriesbrbrEager to Read More brbrHere Are A Few Kind Words From Our Previous Guests:brbr“Highly recommend this lovely home in a great location in Harrodsburg! Beautifully decorated and absolutely immaculate. We would definitely stay here again. Thank you Christi!” - Tiffanybrbr“Had a wonderful stay - we felt instantly at home. The hot tub & the fireplace were extra perks that made our trip so lovely! Thank you!!” - Samanthabrbr“Christi was amazing at communicating! She also gave perfect suggestions when she found out my kiddo loves horses, as well as recommending the Old Fort Herrod down the road! House was clean, and well stocked. Definitely recommend this house!” - Susanbrbr★★ BEDROOMS ★★brEach of the three bedrooms offers modern comforts and sophisticated decor with antique vibes, making this the perfect spot for a relaxing getaway. Sink into a plush king-sized bed with soft linens for a restful night’s sleep.brbr✹ Bedroom 1: King-sized bed, closet, large screen TV, ensuite bathroombr✹ Bedroom 2: King-sized bed, large screen TV, vanitybr✹ Bedroom 3: King-sized bed, dresser, washer/dryer in closetbrbr✔ Welcome basketbr✔ Fresh linensbr✔ Extra pillows and blanketsbr✔ Clothing storagebrbr★★ BATHROOMS ★★brThe bathrooms are designed with both style and convenience in mind. The primary ensuite features a spacious layout, perfect for unwinding after a day of exploring, while the second bathroom — shared by the other two bedrooms — offers a clean, bright space with all the essentials. Fresh towels, complimentary toiletries, and plenty of counter space make getting ready easy and comfortable for everyone.brbr✹ Bathroom 1 (ensuite to Bedroom 1): Single vanity, shower/tub combinationbr✹ Bathroom 2: Single vanity, shower/tub combinationbrbr✔ Fresh towelsbr✔ Shampoo, conditioner, and body washbr✔ Hair dryerbr✔ Washer and dryerbr✔ Ironbrbr★★ KITCHEN & DINING ★★brThe fully equipped kitchen is the perfect place to prepare delicious meals before exploring historic downtown Harrodsburg. With modern appliances, ample counter space, and a Keurig coffee station, you’ll have everything you need for a stress-free stay. Whether you’re whipping up a hearty breakfast, enjoying a bourbon-inspired snack, or gathering around the dining table for a home-cooked dinner, you’ll have everything you need.brbr✔ Full-size fridge and freezerbr✔ Oven, stove, dishwasher, microwavebr✔ Keurig coffee stationbr✔ Ample cookware and dishwarebr✔ Large dining table in the separate dining roombrbr★★ LIVING ROOM ★★brThe spacious living room is the perfect spot to unwind after a day of exploring. With cozy seating, plenty of natural light, a warm gas fireplace, a horse theme, and a TV for entertainment, it’s designed for relaxation and connection. Curl up with a good book, play board games with family, or share stories from your bourbon trail adventures. This inviting space offers the perfect blend of comfort and country charm.brbr✔ 2 comfy sofas and chairsbr✔ Gas fireplace (available October to April)br✔ Free high-speed wifibrbr★★ OUTDOOR SPACE ★★brThe outdoor patio features comfortable seating where you can relax and take in the natural beauty of the surrounding area. Enjoy a morning coffee on the front porch, grill dinner on the BBQ, or soak in the hot tub - the entire property is yours to enjoy!brbr✔ Back deck with ample seatingbr✔ Charcoal BBQ (charcoal not provided)br✔ Hot tub for 6br✔ Large backyardbr✔ Charming front patio w/ wicker seatingbrbr★★ ACTIVITIES/ATTRACTIONS ★★brThere is a wide variety of activities to enjoy around Harrodsburg. From exploring the bourbon trail to strolling through this historic city, you’ll never get bored. Check out some of these fun options below:brbrBourbon Experiencesbr✔ Wilderness Trail Distillery (12.6 miles) – Guided tours + tasting | Harrodsburgbr✔ Four Roses Distillery (15.9 miles) – Historic Spanish architecture + tastings | Lawrenceburgbr✔ Blue Rook Distillery (11.2 miles) – Small-batch bourbon + exclusive releases | Danvillebr✔ Luca Mariano Distillery (11.6 miles) – Family heritage tour + premium tastings | Danvillebr✔ Maker’s Mark Distillery (35.1 miles) – Explore historic grounds + sampling | LorettobrbrHistoric and Cultural Sitesbr✔ Old Fort Harrod State Park (0.6 miles) – Replica fort + reenactmentsbr✔ Shaker Village of Pleasant Hill (8.3 miles) – Tours, crafts, trailsbr✔ McDowell House Museum (10 miles) – Historic surgical sitebrbrOutdoor Activitiesbr✔ Bright Leaf Golf Resort (4 miles) – Championship 18-hole coursebr✔ Devine’s Corn Maze & Pumpkin Patch (7 miles) – Seasonal fun + hayridesbr✔ Boyle County Fairgrounds (9 miles) – Fairs, horse shows, eventsbr✔ Herrington Lake (10 miles) – Boating, fishing, picnickingbrbrbrDining and Shopping: br✔ Olde Bus Station (0.8 miles) – Classic American eats in a vintage settingbr✔ Kentucky Fudge Company (0.7 miles) – Fudge, ice cream, light lunchesbr✔ Old Owl Tavern (1.4 miles) – Southern cuisine + bourbon listbr✔ Downtown Harrodsburg (1.7 miles) – Boutiques, antiques, local crafts br✔ Shaker Village Craft Shops (8.3 miles) – Handcrafted goods & souvenirsbrbrAll these activities and more are within your reach when you book with us!brbr★☆ Reserve Your Dates Now – The Perfect Harrodsburg Getaway Awaits! ☆★

Cozy Horse Inspired Bourbon Trail Bungalow with Hot Tub. 3 King Beds

Harrodsburg, Kentucky, United States

Bed

Bath

Sleeps

$158.01

Welcome to The River Side Lodge at the Palisades! Relax and fish by the the river on your own private dock, roast marshmallows by the fire, play in our game room, grill out over looking the beautiful view, or just cuddle up on the couch Netflix and chill This property offers fun for the whole family, or a sweet get away for couples. While this area is a quiet little getaway surrounded by nature, it is only a 25 minute drive from Lexington and 15 minutes from Nicholasville! The road leading to the property is a gravel back road please note it is a bumpy drive!

The River Side Lodge- With private boat dock on the KY river!

Harrodsburg, Kentucky, United States

2

Bed

1

Bath

6

Sleeps

$134.0

It's rare to find a place that's both historic & one-of-a-kind. That's exactly what you are going to get at The Beaumont Parlor! Formerly an old milk barn & milk parlor for the City of Harrodsburg, this newly restored unit features old world charm & all the modern amenities a guest could ask for. Featuring a King bed, Queen Sleeper Sofa & Full Bathroom. brbrThe Owner's have spared no expense and you will find charm at every angle. Guests will be able to walk to Beaumont Inn & Downtown HarrodsburgbrbrGuest can walk to Historic Beaumont Inn for dinner or to Downtown Harrodsburg. Beaumont Ave is full of charm and historic homes. Perfect for a late night stroll after touring Central Kentucky!brbrHarrodsburg, was founded in 1774 by a stalwart band of pioneers led by James Harrod, of Pennsylvania. It was the only “colonial” city and the first permanent English settlement west of the Allegheny mountains. Referred to as the “Birthplace of the West,” Harrodsburg has a proud and remarkable heritage.brbrFull of history and charm, Harrodsburg is allows guests to step back in time and be surrounded by the beauty of the Bluegrass. Centrally located, guests are able to Live Like A Local and experience the best of Central Kentucky. brbrTucked off of Beaumont Ave, this recently renovated Milk Parlor offers guests a unique and modern stay experience. Guests will be dazzled by the eclectic and one of a kind décor.brbrGuests can walk to local attractions, but the best way to navigate Harrodsburg & Central Kentucky is by vehicle.

It's rare to find a place that's both historic & one-of-a-kind

Harrodsburg, Kentucky, United States

Bed

Bath

Sleeps

$202.28

Enjoy convenience mixed with beautiful scenery in this newly constructed villa on the Bourbon trail. This space features 1 bedroom with a King bed, a loft with a Queen bed, pull out sofa, full kitchen, 1 full bathroom, in-unit laundry, and hot tub. Located on a private farm on HWY 127, and just minutes from the Bluegrass Parkway, Keeneland, Shakertown, Herrington Lake, Four Roses Distillery, and the Bluegrass Airport.

Farmview Villa on Bourbon Trail with HOT TUB-2

Harrodsburg, Kentucky, United States

Bed

Bath

Sleeps

$202.28

Escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. Our charming villas and cozy cabins with full kitchens are nestled on a private farm, perfect for making memories that will last a lifetime.brbrFeaturing A king and queen bedbrFull kitchen for effortless in-cabin diningbrPrivate hot tubs to soak in after a day exploring distilleriesbrScenic views of the countryside from your private back porchbrConvenient location to Lexington, Louisville, Frankfort, and DanvillebrA short 20 minute drive to Bluegrass AirportbrWith Daynabrook Farms, your days can be as relaxing or adventurous as you desire. Spend lazy mornings sipping coffee on the porch before heading out to tour nearby bourbon distilleries. Or stay in and cook a delicious meal in your fully-equipped kitchen as you unwind in your private hot tub. Our secluded location allows you to get away from it all while still being close to Lexington and all the attractions of the Bourbon Trail.brbrWhether its a couples' weekend or friend getaway, our bourbon-inspired lodgings allow you to do the Bourbon Trail in comfort and style. With Daynabrook Farms, your Kentucky adventure will be one to remember.

Villa On the Bourbon Trail with HOT TUB-3

Harrodsburg, Kentucky, United States

Bed

Bath

Sleeps

$147.91