Holiday rentals in Cynthiana

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Top-rated holiday rentals in Cynthiana

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

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Top guest favourite
A private entrance is framed by trees displaying vibrant autumn foliage, adding bursts of red and orange. A gravel driveway leads toward a gated entrance, while fallen leaves create a colorful carpet along the pathway. Clear blue skies provide a bright backdrop.
Home in Lexington
4.96 out of 5 average rating, 406 reviews

Horse Farm Creekside Cabin- 6 min to KY Horse Park

*Fiberoptic wi-fi added 10/11/22*Gorgeous N. Elkhorn Creek views from every room in this 1200 ft cabin on a private, gated horse farm. Your only neighbors are friendly horses! Wi/fi, SatTV/Netflix or enjoy wildlife viewing on the screened porch. Big Green Egg for grilling on the spacious deck. Fire pit and zipline. Living room/bedroom dual wood burning fireplace for chilly nights. Fully stocked granite kitchen. Kayaks available. Minutes to the Legacy Trail. 15 min to downtown Lex/G’town.

Superhost
Home in Cynthiana
4.9 out of 5 average rating, 10 reviews

Relaxing Escape Near Bourbon Trail & Horse Country

Creek View Cottage is a brand new rental located in Cynthiana, KY. You'll love the convenient location of our home and its proximity to food and shopping. There is an open floor plan with a cozy living/dining area and a kitchen stocked with the basics for cooking. There is a master suite with a queen-sized bed and an attached bathroom, another bedroom with a queen-sized bed, a third bedroom with a full-sized bed, and another full bathroom. You'll find our home sparkling clean and beautifully

Top guest favourite
The exterior showcases a rustic cabin with wooden siding, complemented by neatly trimmed bushes. A screened porch is visible, providing a welcome entrance with wooden flooring and a partial view of the outdoor area beyond.
Farm stay in Georgetown
4.95 out of 5 average rating, 287 reviews

Horse Country Heaven

Come check out Dunn Driftin guest cabin in the heart of horse country and have your very own cozy hideout while experiencing all that central Kentucky has to offer. Take a tour of the top-notch thoroughbred farms, go on the Bourbon Trail adventure, explore the Ky horse park, catch a race at Keeneland (April & October), or venture out to Churchill downs or the Ark Encounter. Oh, and just so you know, we love dogs! Additionally, we provide horse boarding and even massage therapy for an extra fee.

Top guest favourite
A rustic log cabin, dating back to the 1860s, is showcased with a front porch and a small decorative wreath on the door. The stone chimney stands tall beside the wooden structure, with a landscaped stone path leading up to the entrance.
Cabin in Georgetown
4.94 out of 5 average rating, 126 reviews

Griffith 1860 Log Cabin

Our 1860's log cabin is your perfect location. Close enough to tourist attractions and restaurants, yet away from traffic and distractions. Just 8 miles in the country from historic Georgetown, Kentucky, Kentucky Horse Park and Ark Encounter nearby. First floor bedroom has a queen bed with attached bath with tub and shower. Second floor bedroom with double bed, another second floor bedroom has 2 twin beds, sitting area day bed with trundle underneath. Bath with shower on second floor.

Top guest favourite
Flat in Cynthiana
5.0 out of 5 average rating, 16 reviews

Biancke's Getaway

Come stay in a 1700 sq foot apartment above the second oldest restaurant in Kentucky. This unit features a king size master bedroom as well as a theater room with a queen size Murphy Bed for an additional two guests. This unit also has a relaxing patio that overlooks the restaurant patio. This unit is a very modern apartment in the heart of Cynthiana. Parking is on the street right outside the door to the stairs going up to the apartment. There is also a public lot at the end of the block.

Guest favourite
Two wooden Adirondack chairs are positioned near a stone fire pit, overlooking the Licking River. A bench can be seen in the background, surrounded by trees that create a natural setting. The grassy area invites relaxation by the water.
Cabin in Cynthiana
4.94 out of 5 average rating, 70 reviews

Majestic River View

Tranquil sitting on the South fork Licking river. Walking distance to many restaurants and downtown entertainment. River access with boat ramp. Visit over 30 painted murals, including authentic KY Derby Winner, the largest Walking Dead mural in the United States. Walking distance to the Wine House on Pike Street and local brewery. Local Splash Pad opening in the Spring 24'. A 40 minute drive to the Ark Encounter. Check out the Dailey Grind for fresh donuts and world famous salt rising bread.

Superhost
A modern kitchen is presented with dark wooden cabinetry and stainless steel appliances. Countertops are graced with pale granite. Natural light fills the space through a window above the sink. Included are a refrigerator, dishwasher, and microwave, enhancing functionality.
Home in Cynthiana
5.0 out of 5 average rating, 4 reviews

Comfy / Cozy Home Away from Home

Just minutes from local wedding venues. This unit was newly built in the Summer of 2024. No stairs provides easy access to the unit. New furnishing offers you a comfortable stay for you or for a family. Bright and cheery decor incorporates some of the "new" Cynthiana with the history of this charming small town. Just a few minutes from industry such as Bullard, 3M, and E-Z Pack Holdings. Close to the downtown area, restaurants, Harrison Memorial Hospital, and local events.

Top guest favourite
The exterior of a rustic barn is surrounded by green lawn and mature trees. A balcony is visible above the entrance, framed by wooden beams. The barn's facade features a blend of light wood and contrasting dark accents, contributing to its farm charm.
Barn in Paris
4.96 out of 5 average rating, 101 reviews

Horse & Flower Farm Barn Loft

Enjoy peace and quiet in the countryside surrounded by Stoner Creek. Old Bridge Farm is a horse farm and also the home of Blooms of Bourbon County which is a flower, fruit and vegetable grower utilizing organic growing practices. Our 100 year old tobacco barn has been converted into a stable with a large rustic loft above with all of the conveniences of home. We're off the beaten path on a very quiet road in the middle of horse country. Come...relax, escape, recharge.

Guest favourite
The exterior of a charming cabin is showcased, featuring a green metal roof and wooden porch. Bright sunflowers bloom in front of the cabin, while an American flag gently flutters. The sky is clear with a few fluffy white clouds.
Cabin in Cynthiana
4.97 out of 5 average rating, 146 reviews

Quittin' Time - Country Cabin at Hickory Holler

Come visit the beautiful countryside and stay in this adorable cabin right outside the city limits of Cynthiana, KY! Located on over 90 acres, this place has a million dollar view of a large pond and huge pasture fields. It's only a short 5 mile drive into town where there is an abundance of local restaurants and small downtown shops. Enjoy a campfire with the on-site fire pit or go for walk and do some exploring. Come enjoy a very peaceful and quiet getaway!

Guest favourite
Home in Cynthiana
4.93 out of 5 average rating, 75 reviews

Hidden Lake Farm House Leesburg

Relax with the whole family or business getaway. Stay in the house, walk or drive back to our beautiful lake. Bring a kayak or use our canoe. Swimming, fishing, hiking friendly. We are centrally located- just minutes from the horse park, 30 minutes from Lexington, just 8 miles from Georgetown or Cynthiana. An hour from Cincinnati or an hour ish from Louisville. So many possibilities for this little getaway. Reach out if you have any questions.

Guest favourite
A welcoming duplex structure features a traditional design with a high-pitched roof. Each suite has a separate entrance, framed by porches. Lush green grass surrounds the home, with scenic views of the expansive landscape visible in the background.
Farm stay in Cynthiana
4.94 out of 5 average rating, 108 reviews

Sultan's Hideaway @ Stillwater Farm & Arena

Escape to serenity in our easily accessible suites/ duplex that feature a kitchenette, Smart TV, bathroom, large front porch, and scenic views all with access to a washer and dryer. Conveniently situated halfway between Cincinnati and Lexington, it's a short drive to the Kentucky Horse Park and the Ark Encounter—both just 35 minutes away. Experience rustic charm and modern comfort in this rural retreat. RV parking available as well.

Guest favourite
A comfortable living area features a gray sofa facing a wooden coffee table. A recliner is positioned adjacent to the table, with a floor lamp providing soft light. A television is mounted above a white fireplace, and a vase of blue flowers adds a touch of color.
Flat in Cynthiana
4.96 out of 5 average rating, 121 reviews

Cozy & Private Apartment in the Heart of Cynthiana

Enjoy everything Cynthiana has to offer at your fingertips! In the center of historic downtown Cynthiana, this space will place you walking distance from multiple eateries, a coffee shop, several boutiques, an antique store, gift shops, and a brewery across the street. You will also be a few steps away from one of the most haunted places in America, Roh's Opera House; one of the oldest theaters in the U.S.

Popular amenities for Cynthiana holiday rentals