Vacation rentals in Harrodsburg

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Top-rated vacation rentals in Harrodsburg

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

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Guest favourite
The charming exterior of the house features a white facade with dark shutters. A welcoming front porch is accessed by concrete steps, which are flanked by neatly trimmed shrubs. An American flag proudly waves at the side, adding a touch of local character.
Home in Harrodsburg
4.92 out of 5 average rating, 144 reviews

Pappy’s Roost (Old Town Vibe!)

Verified provider!! Pappy’s Roost is vintage and is up the street from a railroad track that has locomotives coming through very slowly because of the tight confines of Harrodsburg. The track is not extremely close, but you can definitely see the train when standing on the sidewalk in front of The Roost. The Roost still can offer sound sleep at night because the proximity is not near enough to the tracks to be startling or disturbing to sleep. Pappy’s has been restored and has every amenity!

Top guest favourite
A spacious hot tub sits in a private fenced backyard, surrounded by a softly illuminated ambiance from string lights overhead. The scene features a snowy landscape and wooden stairs leading to the yard, creating a serene retreat for evening relaxation.
Home in Springfield
4.99 out of 5 average rating, 104 reviews

Hot Tub + Bourbon Trail | Free Custom Itinerary

Hot tub, Fire pit , Bourbon Trail Location, 10 Miles from Maker’s Mark and many more distilleries. Boutique style. Customized Complimentary Itinerary , Walkable restaurants, Fenced dog yard. The Kentucky Barrel House a unique retreat on the Bourbon Trail. Equipped kitchen, walk to downtown restaurants. Minutes to: Maker’s Mark, Willett, Bardstown Bourbon, Heaven Hill, Beam and many more. Near Cornerstone Acres Events, The Grove At Silverton Hill, My Old KY Home. Fast WIFI, Fireplace (electric)

Top guest favourite
A spacious hot tub is situated on a wooden deck, surrounded by lush greenery. Water gently bubbles and flows into the tub, creating a relaxing atmosphere. The enclosure provides privacy while allowing for natural light to enhance the inviting outdoor space.
Home in Harrodsburg
4.97 out of 5 average rating, 58 reviews

Hot Tub | 3 King Suites | Bourbon Trail

Enjoy an unforgettable stay at the Bluegrass & Bourbon Bungalow. With a hot tub, a spacious back deck, and a horse theme, this peaceful home is a perfect blend of modern comforts and vintage charm. Just a short distance from Fort Harrod and iconic distilleries, this is the ultimate getaway for bourbon enthusiasts. Shaker Village of Pleasant Hill - 11 min drive Fort Harrod State Park - 12 min drive Four Roses Distillery - 19 min drive Book For Lasting Memories In Harrodsburg—See Details Below

Top guest favourite
An expansive deck presents scenic views of Herrington Lake, bordered by trees for a natural ambiance. Outdoor seating with a table invites relaxation, while the gentle waters below contribute to a peaceful setting.
Cottage in Harrodsburg
4.95 out of 5 average rating, 228 reviews

Paradise Cottage Enjoy lake Views and Lake Access!

Relax and enjoy! Great Herrington Lake views with lake access at Paradise Cottage! Peaceful private setting on one of the most beautiful parts of the lake. Located Mins from Multiple marinas, Bourbon trail, golf courses, Centre College/Asbury University events. 3 bedrooms, 5 beds, 2 full bathrooms, washer/dryer, newly remodeled. Sleeps 8. Includes: wi-fi, Hulu, 2 TVs, multiple decks, covered side patio, fire pit, gas grill, corn hole, kayaks and lily pad included with stay! Four parking spaces!

Guest favourite
The exterior of a charming red barn is shown, featuring white accents and a welcoming front door. A wreath adorns the door, and colorful autumn decorations are placed at the base, complemented by lush greenery and a peaceful sunset backdrop.
Barn in Harrodsburg
4.86 out of 5 average rating, 251 reviews

The Beaumont Parlor, 8 miles to Shaker Village

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. The Owner's have spared no expense and you will find charm at every angle. Guests will be able to walk to Beaumont Inn & Downtown Harrodsburg

Top guest favourite
Farm stay in Springfield
4.98 out of 5 average rating, 682 reviews

The Getaway in Bourbon Country with Breakfast

Located in the heart of the Bourbon Trail. Come and enjoy the peace and quiet of country living, but still close enough to cities. When you first arrive, you will find the entrance on a large, covered patio. There is a gas grill there for your use. We also have a fire pit, so bring wood. Feel free to take a walk down to the river at the bottom of our property. There you will find a park like setting where you can relax and listen to nature if you like. Eggs, bacon and biscuits provided.

Top guest favourite
A spacious living area features wooden ceilings and flooring, illuminated by natural light from large windows. A stone fireplace anchors the space, complemented by a comfortable leather sofa and an intricately patterned area rug. Cozy seating arrangements invite relaxation amidst the rustic decor.
Cabin in Wilmore
4.95 out of 5 average rating, 166 reviews

Highbridge River Cabin, Private Dock, EV Charger

Relax at the river cabin. Retreat right on the Kentucky River with private dock for easy river access. The cabin has Dual Plug Type 2 EV charger. Cozy cabin on stilts with stone fireplace & porch with table and chairs. Surrounded by nature & beautiful views of the river and palisades. Tuck away in seclusion just minutes away from downtown Wilmore, Asbury University & Seminary. 35 mins or less from LEX Airport, Keeneland and Shaker Village. No extra guests without permission, no parties.

Top guest favourite
A charming country farmhouse is visible, featuring a sloped roof and white siding. Green shrubs frame the front porch, which displays flower pots. A neatly manicured lawn surrounds the home, with a pink flowering plant in the foreground. Gray clouds decorate the sky.
Home in Harrodsburg
5 out of 5 average rating, 52 reviews

Charming Dog Friendly Farmhouse in Harrodsburg

Relax on the front porch of this fully updated country farmhouse near Harrodsburg, Kentucky. Beautiful views, country charm. Seven minutes to groceries, restaurants & historic Main Street. 15-20 minute drive to Danville, Ky. Local areas of interest include Old Fort Harrod State Park, Shaker Village, Kentucky Bourbon Trail, Centre College, distilleries and wineries. Quaint little town that is within an hour to 1.5 hours of Lexington & Louisville. Your hosts are only a stones throw away.

Guest favourite
A newly renovated lodge features a wrap-around porch with wooden railings. The exterior is composed of natural wood elements, complemented by a red metal roof. Lush greenery surrounds the property, enhancing the connection to nature.
Cabin in Harrodsburg
4.82 out of 5 average rating, 123 reviews

Governor's Private Cabin on Bourbon Trail w HotTub

Keep it simple and escape to the rolling bluegrass hills and experience the magic of Kentucky's Bourbon Trail with an unforgettable stay at Daynabrook Farms. A full kitchen makes for effortless in-cabin dining, Private hot tub, scenic views of the countryside from your private back porch, convenient location to Lexington (20 min. to Airport), Louisville, Frankfort, and Danville. Areas around Hot tub, pools, and shower are wet, please exercise caution when in use.

Top guest favourite
Home in Harrodsburg
4.97 out of 5 average rating, 96 reviews

The Robin's Nest

Welcome to the Robin's Nest, nestled in historical Harrodsburg, Kentucky! This recently remodeled 2-bedroom cottage is located in the heart of downtown, just steps away from boutiques, restaurants, bars and Old Town Park. Step inside The Robin's Nest and be greeted by a warm and inviting atmosphere. The living space is tastefully decorated creating a welcoming environment. Come celebrate the legacy of Harrodsburg the oldest city in Kentucky!

Top guest favourite
Farm stay in Harrodsburg
4.96 out of 5 average rating, 157 reviews

The Bunkhouse at Big Red Stables

There is no better way to experience Kentucky than horseback riding the rolling hills of the Bluegrass. Big Red Stables is happy to offer the Bunkhouse to visitors who want to ride horses, travel to nearby bourbon distilleries, go to the races or events at the Kentucky Horse Park, or just get away from it all on a third generation family farm. Horseback riding by appointment only as arranged with your hosts.

Top guest favourite
Home in Harrodsburg
4.94 out of 5 average rating, 193 reviews

The Betsy Sweat Cottage.

View the cottage on YouTube listed by the name of the cottage.This home is all Electric . Carbon Monoxide detector located beside bed .There is a KING SIZED bed. …..This is a Small Home. Close to Danville 9.5 miles (15 minutes away). , Frankfort 32 miles (40 minutes away) Lexington ****FYI- There is an additional charge of $30 extra charge for more than 2 guest.. children no extra charge.

Popular amenities for Harrodsburg vacation rentals

When is the best time to visit Harrodsburg?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Harrodsburg?

    Harrodsburg has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Harrodsburg?

    Experience the best of Harrodsburg with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Harrodsburg?

    Yes! Work meets play with ease at over 10 vacation rentals in Harrodsburg featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Harrodsburg have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Harrodsburg. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Harrodsburg have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Harrodsburg. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Harrodsburg have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Harrodsburg. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Harrodsburg have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Harrodsburg. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Harrodsburg?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Harrodsburg

  • Total vacation rentals

    Explore 20 vacation rentals in Harrodsburg

  • Nightly prices starting at

    Harrodsburg vacation rentals start at $84 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,400 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Harrodsburg vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Harrodsburg rentals

  • 4.9 Average rating

    Harrodsburg stays are highly rated by guests—averaging 4.9 out of 5!

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  5. Harrodsburg