Holiday houses in Cynthiana

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Top-rated holiday rentals in Cynthiana

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Top Guest favourite
A well-maintained single-story home features a neatly landscaped front yard with green grass and shrubs. Steps lead to the covered entrance, framed by large windows on either side. A driveway displays parked vehicles, surrounded by a grassy area and trees.
Apartment in Wilmore
4.97 out of 5 average rating, 358 reviews

Basement apt. w/private entrance & kitchenette

Our full basement apartment with private entrance is modest but comfortable. Located within one mile of Asbury Seminary and University, our space is ideally suited for commuting students, out-of-town guests, or folks visiting the beautiful Bluegrass region. Our home is a 15-minute walk from the campuses and business district. We are a family of six and you will occasionally hear our boys upstairs, but as a Christian family, we strive to treat our guests as we would want to be treated. Reg. 9485

Top Guest favourite
An open kitchen space features a central island with three bar stools, complemented by modern cabinetry and appliances. A dining area with a table and chairs is visible in the background, along with a cozy living area furnished with a light-colored armchair and sofa.
Home in Williamstown
4.99 out of 5 average rating, 122 reviews

One mile from Ark! 2 Bdrm! 5 Guests!

Only 1 mile from the Ark! Our Southern Belle is perfect for a family getaway with all the comforts of home. Centrally-located between Cincinnati & Lexington, it's the ideal spot to plan a day trip in either direction. All NEW interior, 1 level, 1 full bath, 2 bedrooms w/king sized beds, pull out sofa for 5th guest. Linens provided! NO washer&dryer Equipped eat-in kitchen, living rm w/smart TV & patio w/a GAS fire pit. FREE wi-fi, cable & enough coffee with all the fixings for 1 pot a day.

Top Guest favourite
A view from a welcoming porch is presented, featuring a table and chairs. Through the open doorway, a vibrant sunset is visible, casting warm hues across the sky and illuminating the countryside landscape with trees in the background.
Home in Falmouth
4.99 out of 5 average rating, 132 reviews

Countryside Inn (9 mi to Ark)| Fire Pit|Barn Games

You won’t forget the peaceful surroundings of this country charm destination. The Countryside Inn is located on a beautiful rolling ridge with amazing countryside sunrises and sunsets. During your stay you will experience the FUN rustic living with all the comforts of home. Come experience this simple country living. Far enough out to enjoy the country but close enough to visit many Attractions. The Ark Encounter is only 9 mi. away. With many other attractions within 30 min. to an hour!

Top Guest favourite
A spacious living room features a large brown sofa adorned with decorative pillows and a cozy red recliner. A patterned area rug sits centrally, while wood paneling and beams create a rustic ambiance. Natural light floods in through large windows, illuminating the inviting space.
Cabin in Cynthiana
4.96 out of 5 average rating, 103 reviews

Authentic Hilltop Log Cabin, 360° Views, Sleeps 15

Rustic Appalachian log cabin located in the countryside of Cynthiana, Ky. Come experience the serenity of the sunrise from the wrap-around porch while sipping your coffee in an Amish-built glider chair. Situated on 25 rolling acres, scenic views can be taken in from all sides. Fishing is available from a stocked pond where deer come to drink in the evening. The cabin sleeps 15 comfortably or 2 for a romantic retreat. Turn off the beaten path and experience the tranquility of the country.

Guest favourite
An interior space is shown with a spacious bed in the foreground. A glass garage door opens to a private patio area. Wood paneling adorns the walls, complemented by a television and storage shelves. Natural light fills the room, enhancing a sense of openness.
Apartment in Woodward Heights
4.94 out of 5 average rating, 393 reviews

Enjoy Downtown Lex from your Private Deck

Walkable to downtown, Rupp/Convention Center, Town Branch Distillery & less than 1 mi to UK student center. 12 min drive to Keeneland, 19 min to horse park. Sleeps 2-3 with 1 queen size bed and a couch bed. Equipped with basic kitchen amenities, all new appliances, washer/dryer, 2 Smart TVs & WIFI. Bedroom features a glass garage door that opens to a private patio. This apartment is located in a brand new building with free parking on premises. Energy efficient, simple, center of it all!

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, 305 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, 117 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.

Top Guest favourite
The exterior of a two-story brick building is displayed, featuring a welcoming porch with white railings. Lush green trees frame the entrance, and a path leads to the front door. The property exhibits a blend of classic architecture and natural surroundings.
Apartment in Ashland
4.95 out of 5 average rating, 229 reviews

Canopy of trees

Enjoy this peaceful and centrally-located apartment. Across the street from the historic Henry Clay estate. Just a few miles from Rupp arena, Uk, stadium and downtown. A short drive to the horse park. Walking distance to restaurants. There is a $50 per pet fee. Please be sure to include pet in your booking. This is a one bedroom with a queen bed. The couch folds into a sleeper and there are curtains for privacy.. Street parking only. The back and driveway are our private areas

Top Guest favourite
The front entrance of the cottage features a wooden door framed by two windows. A decorative wreath is hung on the door. A small red table and chairs are positioned on a brick path, welcoming visitors.
Home in Winchester
4.91 out of 5 average rating, 894 reviews

Cozy Cottage

Sweet little cottage within walking distance of historic downtown Winchester. Open floor plan, 500 square feet of coziness! Queen size bed, kitchen, living room, dining all in one place. We’re a working farm on the edge of the city limits in an older non-gentrified neighborhood. Surrounded by the Kentucky Horse Park, Keeneland, Rupp Arena, Fort Boonesboro, Red River Gorge and the Kentucky Bourbon Trail. Easy access to I-64, I-75, and Mountain Parkway - gateway to Appalachia.

Guest favourite
The cabin features a sturdy stone exterior with a green metal roof and a welcoming front porch. Sunflowers line the entrance, and an American flag gently waves in the breeze, under a sky filled with soft clouds.
Cabin in Cynthiana
4.98 out of 5 average rating, 130 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
A well-maintained backyard area is highlighted by a green hammock suspended between trees. The brick apartment is elevated with a wooden deck and stairs leading to the entrance. Surrounding the space, manicured shrubs and grass create a peaceful outdoor environment.
Guesthouse in Frankfort
4.98 out of 5 average rating, 135 reviews

Treetop Hideaway

Fully equipped apartment, only 5 blocks from the state Capitol in historic, tree-lined neighborhood. Kentucky Derby, Horse Park, and Bourbon Trail all close. Real pricing - no hidden fees! Downtown restaurants, entertainment, & distilleries are only minutes away by car or foot. Apartment includes everything for short-term or extended stays, including washer/dryer and fully-equipped kitchen. Separate building - totally separate entrance for privacy.

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.
Apartment in Cynthiana
4.96 out of 5 average rating, 116 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

  1. Airbnb
  2. United States
  3. Kentucky
  4. Harrison County
  5. Cynthiana