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 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
4.95 out of 5 average rating, 120 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.

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, 69 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.

Top guest favourite
Flat in Cynthiana
5 out of 5 average rating, 15 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.

Top guest favourite
An outdoor area features a gravel patio surrounded by lush greenery. Two wooden benches face a fire pit, with additional seating provided by tasteful Adirondack chairs. A shaded umbrella sits above a small table near the cabin entrance, creating a welcoming space for relaxation.
Cabin in Sadieville
4.97 out of 5 average rating, 324 reviews

*Unique Country Cabin *1BR 20 min from The Ark!

No neighbors! It’s not a big or fancy place but it’s clean, simple, and relaxing. The stars are brightest in the country when enjoying the fire pit. Our two story cabin has 1BR with two double beds, full kitchen, full bathroom, recliners, and grills. It's perfect for couples, friends, or small families. The Ark Encounter, Kentucky Horse Park, Keeneland, and several distilleries are all within an hour of the cabin. This is a great place to relax between visits to these attractions.

Top guest favourite
A charming cottage exterior is framed by lush greenery and mature trees. The light gray siding is complemented by white columns at the entrance. A brick walkway leads to the front door, bordered by neatly manicured bushes and seasonal flowers.
Home in Georgetown
4.98 out of 5 average rating, 143 reviews

Quaint cottage on scenic horse farm

Welcome to the Cottages at Oxford Springs Farm. Enjoy a quiet stay in the largest cottage of our 3 newly remodeled rental properties, all located on this beautiful, small working thoroughbred farm. Views from every window capture the beauty of the bluegrass. Conveniently located only 10 miles from the Ky Horse Park, 5 mi from the quaint historic town of Georgetown, and 30 minutes from some of Kentucky’s greatest bourbon distilleries. For wildcat fans, Rupp Arena is only 15 minutes away.

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
4.96 out of 5 average rating, 142 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!

Top guest favourite
Home in Cynthiana
4.95 out of 5 average rating, 64 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.

Top 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
4.93 out of 5 average rating, 101 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
The exterior of the Paradise Inn B&B showcases a charming three-story building with a vibrant yellow and red brick façade. Large windows are framed in white, allowing natural light to illuminate the interior. A sign for Paradise Cafe is prominently displayed at the entrance.
Apartment in Paris
4.95 out of 5 average rating, 104 reviews

Paradise Inn B&B - Honeymoon Suite

The only B&B in Kentucky with an ‘Eiffel Tower’ view! Paradise Inn B&B is a unique penthouse suite atop "The World's Tallest Three Story Building" (from Ripley's Believe It or Not!) with exquisite oriental decor from the far East. The unbeatable hospitality is provided by your host and the owner, Lee Nguyen. This stay includes a $25 gift certificate for Paradise Cafe - Asian fusion and Pho restaurant located on the first floor.

Top guest favourite
Treehouse in Georgetown
4.95 out of 5 average rating, 346 reviews

★Escape & Relax ~ Breathtaking Creekside Getaway★

Located on the same property as Kentucky’s most wishlisted Airbnb, this cozy glamping escape offers its own unique way to unplug, relax, and reconnect under the stars. Enjoy solitude, romance or family time inspired by nature. ✔ Queen Bed + 2 Full-Size Mattresses ✔ Outdoor Deck with Seating ✔ Bathtub + Separate Shower ✔ Composting Toilet ✔ Creek Access ✔ Cooking Station ✔ Hot water Learn more about this glamping haven below!

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, 118 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.

Top guest favourite
A welcoming living space features hardwood flooring and soft gray walls. A comfortable sofa and patterned armchairs are arranged around a rustic coffee table. Ceiling fans provide ventilation, while large glass doors open to a view of the expansive yard.
Farm stay in Carlisle
4.99 out of 5 average rating, 178 reviews

Hilltop Retreat at Wendt’s Wildlife Adventure

Take it easy at this unique and tranquil getaway. Newly remodeled home on a 125 acre farm that is home to Kentucky’s newest wildlife park & Daniel Boone’s last home in Kentucky. Expansive views, and a visit to Wendt’s Wildlife Adventure (open seasonally), which is owned & operated by your hosts, are sure to give you just the right amount of rest & adventure that you are seeking.

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