Vacation rentals in Rockcastle County

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Top-rated vacation rentals in Rockcastle County

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Guest favorite

A welcoming bedroom features a spacious bed with neatly arranged gray linens. Natural light fills the room, highlighting a dresser and decorative mirrors on the wall. A cozy ottoman adds comfort, and a gentle breeze from the ceiling fan stirs the air.

Home in Livingston

5 out of 5 average rating, 8 reviews

Luxury on the Rockcastle River

Experience luxury at the historic Rockcastle River Trading Company store, now a breathtaking Airbnb retreat on the Carloftis family property. Renowned garden designer Jon Carloftis has masterfully transformed the space, blending modern comfort with original charm. The property features two spacious wings with ensuite bedrooms, a gourmet kitchen, and inviting living areas. Relax amidst beautifully landscaped gardens, a tranquil koi pond, and scenic river views for an unforgettable, serene escape.

Top guest favorite

The log cabin exterior showcases a bright red roof and a welcoming blue front door. The porch is adorned with patriotic banners and potted greenery, inviting guests to relax in the natural surroundings. Trees frame the cabin, emphasizing its rustic charm within the wooded landscape.

Cabin in McKee

4.95 out of 5 average rating, 143 reviews

Hills O'Sharon Cabin in the Woods

Our 2-story log cabin (approx. 1,700 sq. ft.) provides plenty of outdoor refreshment with a spacious front porch and back deck with a dual gas/charcoal grill, balcony, wooden swing, and a firepit with plenty of cut firewood. It sits within a private holler on 105 acres along the edge of the Daniel Boone National Forest. The rustic-chic decor inside combines antique furnishings, repurposed barn wood paneling, unique lighting, electric fireplace, and a claw-footed tub amidst modern conveniences.

Top guest favorite

The Colibri Cabin features a charming A-frame design, complemented by stone accents and wooden beams. Lush greenery surrounds the entrance, which is framed by large windows that invite natural light into the space. The inviting exterior offers a welcoming atmosphere for guests.

Cabin in East Bernstadt

4.87 out of 5 average rating, 106 reviews

Colibri Cabin on a peaceful lake with Hot Tub!

Retreat to the Colibri Cabin, nestled in the secluded "Cove" of Woods Creek Lake, perfect for a romantic getaway or a peaceful break for couples. Enjoy fishing, kayaking, and boating, or explore nearby London, KY, with charming Main Street and great local restaurants. Cumberland Falls is a breathtaking 45-minute drive away. Relax in the main cabin, soak in the 2-person hot tub (if available) ,or take a romantic stroll through the wooded trails. Decks, trails, and boathouse access are included.

Guest favorite

The exterior of Kromer Cottage features a welcoming porch with two rocking chairs and potted plants. A well-maintained garden with colorful flowers and lush greenery surrounds the home, complemented by a gravel walkway that leads to the entrance.

Home in Mount Vernon

4.97 out of 5 average rating, 73 reviews

Kromer Cottage

Kromer Cottage a cozy home built in 1937 and nestled in the countryside yet only 6 min. from Berea College, Historic Boone Tavern, and 15 minutes to Renfro Valley Entertainment Center. Hiking enthusiasts will find The Pinnacles of Berea nearby as well as Boone Trail Trace, and Flat Lick Falls Trail to name just a few. Delicious meals and shopping can be conveniently found in Berea. Everything at your fingertips and a cozy place to lay your head at the end of the day! Welcome to Kromer Cottage!

Top guest favorite

A cozy living area features a stone fireplace and large windows, allowing natural light to fill the space. A comfortable sofa is complemented by a wooden coffee table. A yellow chair and a lamp add a touch of warmth to the rustic wooden interior.

Cabin in McKee

4.97 out of 5 average rating, 122 reviews

Cozy Cabin in the Woods Near Berea

Relax in this tranquil mountain get away surrounded by nature. It is secluded in the woods yet close to many amenities. It’s 15 mins from the I75 exit in Berea KY and less than an hour south of Lexington KY. Places of interest like the Berea College Campus, Owsley Fork Lake, the Indian Fort “ Pinnacles” Hiking Trails and Anglin Falls are 10 minutes away. It’s a 30 minute drive to Renfro Valley and 75 minutes to the countless trails in Red River Gorge and Cumberland Falls State Resort Park.

Guest favorite

The gray mobile home is nestled in a lush green setting, surrounded by tall trees. A wooden deck with stairs leads to the entrance, decorated with an American flag. Sunlight filters through the foliage, creating a bright and inviting atmosphere.

Home in Livingston

4.96 out of 5 average rating, 25 reviews

"River Run" on the River

River Run is located in the Daniel Boone National Forest, conveniently just 4 miles off I-75, exit 49. This newer river home provides tranquil views of the river, while enjoying nature from the back deck. "Wildcat Adventures Off Road Park" is located approx 5 1/2 miles away, we welcome ATV riders! Nature hiking trails, Kayak rentals, and river access is also located nearby. The property is fenced in, and has ample parking for trailers with SXS's. Security night light near the parking area.

Top guest favorite

A charming wooden cabin is nestled beside a flowing creek, surrounded by lush greenery. Bright yellow chairs are positioned near a fire pit, enhancing the outdoor space. A spacious porch extends along the cabin, providing a shaded area to enjoy the natural surroundings.

Cabin in Mount Vernon

5 out of 5 average rating, 34 reviews

Renfro Valley less than 2 min WALK! 3 min to I-75

Closest sleeping to historic Renfro Valley Barns Music Venue! 300 yards door to door! Beautiful 1 bedroom cabin with a modern flair. Sit on the large front porch rocking chairs, listening to the flowing creek or gather around the fire pit. Everything you need for a week away or a quick stop over to break up a longer journey. Just 3 minutes off interstate I75 exit 62. 5 minutes to Lake Linville 18 minutes to Wildcat Off Road Park. <1hr to Cumberland Falls. Dogs Welcome with pet fee

Top guest favorite

A charming house is set amidst colorful autumn foliage, with a gravel driveway leading to the entrance. The front porch is adorned with a wreath, and the surrounding landscape features lush greenery and trees displaying fall colors, creating a serene natural backdrop.

Home in Berea

4.96 out of 5 average rating, 72 reviews

Turtle Crossing just minutes from Main Street

Walk through the door and let out a sigh. Welcome to the foothills of Appalachia. Our home sits back off the main road, where you'll often get to see deer and turkey coming down off the mountain in the mornings or late afternoons. Unplug yourself from the busyness of the world here. The house is filled with handmade art and thoughtful details to make your stay one to remember. Snuggle up with a cup of coffee or tea and watch a movie or just enjoy the quiet in our little holler.

Top guest favorite

The exterior of the Johnetta Schoolhouse is captured, showcasing its red wooden façade and a metal roof. A small porch with steps leads to the entrance, surrounded by a gravel pathway and green trees in the background.

Cottage in Orlando

4.98 out of 5 average rating, 106 reviews

Johnetta Schoolhouse Inn

We welcome you to the Johnetta Schoolhouse Inn in beautiful Climax Ky. Our schoolhouse was built and 1928 and is a historical landmark. It has been renovated into a two bedroom dwelling with a full kitchen, bathroom and laundry room with all necessary supplies. The Inn is nothing fancy, but is clean and quant. I am committed to following Airbnb’s five-step enhanced cleaning process so that all my guests enjoy a clean sanitized environment and feel safe during their stay.

Top guest favorite

The open living area features a vaulted wood ceiling with ceiling fan, leather seating, and a coffee table. A large flat-screen TV is mounted on a white wall. A glimpse of the kitchen is visible in the background, showcasing a dining area and windows with natural light.

Home in London

4.98 out of 5 average rating, 179 reviews

The Wildrock Cottage at Woodcreek Lake

The Wildrock Cottage is a custom luxury home completed in 2022. Tucked away on 3 acres in the hills surrounding Woodcreek Lake, this Cottage is unlike any other! Located 5 min from i75 and 7 min from city limits, this Cottage was designed with comfort and style in mind. Stay in the professionally decorated home and enjoy the quite and seclusion, watch the resident deer cross pass by, listen to the birds or the wind rattle through the leaves overhead.

Top guest favorite

The exterior of the house is showcased, featuring a stone facade and contrasting red accents. Large windows allow for ample natural light. The surrounding landscape includes vibrant autumn foliage and gentle hills, with a grassy area leading to a distant fence line.

Home in McKee

4.92 out of 5 average rating, 60 reviews

PJ’s House

Spacious, charming house perfect for up to 12 guests visiting Berea College, EKU, local arts and craft festivals, or for weddings, retreats, or reunions. 15 minutes from Berea, 40 minutes from Richmond on a quiet, rural lane with area access to hiking and bike trails, off-roading, and kayaking. The private acre + property and unique craftsmanship of this comfortable, well cared for house offer a country get-away to unwind and relax.

Guest favorite

The front porch features wooden railings overlooking a vast green landscape. A fire pit is visible on the grassy area, with a small wooden bench positioned nearby. The sun rises softly over the horizon, illuminating the clouds in the sky.

Cabin in East Bernstadt

5 out of 5 average rating, 6 reviews

Primitive Daniel Boone Off-grid Cabin

Enjoy the spectacular view from the front porch of this rustic, off-grid cabin. You will have lots of room to roam. The sunrises and night skies are amazing at this cabin! Being a rustic cabin, there is no kitchen but a charcoal grill is provided as well as a fire pit. There is a portable toilet and an outdoor cold water shower close to the cabin. Feel free to bring a generator if you would like electricity.