Vacation rentals in Herrington Lake

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Top-rated vacation rentals in Herrington Lake

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Top guest favorite

Cabin in Lawrenceburg

4.99 out of 5 average rating, 158 reviews

Chic Cabin w/ Trails, Hot Tub & Starry Nights

Privately nestled on over 5 wooded acres & intentionally curated for your stay. Gain access to quiet, immerse yourself in nature, support your rejuvenation, & to tap into your creative flow. Amenities include on-site hiking trail, artist work space, wood burning stove, covered porch, hammocks, outdoor dining, fire pit, moon garden, salt-water hot tub, & outdoor shower. Close to Beaver Lake & located along the Bourbon Trail, just minutes from Wild Turkey & Four Roses distilleries. (Note:18+only)

Top guest favorite

A wooden dock extends over the calm river, framed by lush greenery and trees. Decorative string lights hang above, providing a subtle illumination. The serene water reflects the surrounding hills, creating a peaceful atmosphere for relaxation by the river.

Cottage in Wilmore

4.98 out of 5 average rating, 250 reviews

River House - Cottage with KY River View & Access

Come relax at the peaceful river house. It feels like a retreat right on the Kentucky River with a party-sized dock for easy river access. It’s a cozy cottage on stilts with a breakfast bar on the porch and swing on the patio. Be surrounded by nature and beautiful views of the river and palisades. Tuck away in seclusion just minutes away from downtown Wilmore, Asbury University & Seminary. 35 minutes or less from LEX Bluegrass Airport, Keeneland and Shaker Village. See guidebook for more info.

Top guest favorite

The interior of the caboose presents a blend of industrial elements and handcrafted woodwork. The view showcases a vibrant red refrigerator, sleek kitchen counter, and a wooden floor leading to a cozy queen bed area with warm red bedding. Natural light filters through the space.

Train in Lawrenceburg

4.99 out of 5 average rating, 415 reviews

Bourbon Trail: Caboose on the Farm

Nestled under the shadows of elm trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunk-beds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

Top guest favorite

A spacious wooden deck features a white table surrounded by six green and white chairs, offering a comfortable outdoor dining area. The view includes serene water and trees, creating a relaxing atmosphere. The surrounding landscape showcases a setting well-suited for enjoying nature.

Home in Lancaster

5 out of 5 average rating, 24 reviews

Lake side Bluff at Sunset Marina

Herrington Lake! Beautiful home located next to Sunset Marina and Resort at Herrington Lake. Located minutes from Kennedy Bridge on the Lancaster Kentucky side of Herrington Lake. Outstanding lake view with a parklike setting close to Marinas and Restaurants. Home is fully appointed with all you need for a comfortable retreat! Spend the day on the lake and relax on the deck and watch the boats go by. Located in a no wake zone and only minutes from local marinas and nearby towns. Well Kept!

Top guest favorite

An aerial view showcases the property, featuring a charming cottage with a green roof adjacent to a large barn. Lush greenery surrounds the buildings, highlighting the serene natural setting. The winding driveway is bordered by vibrant trees, leading to a peaceful countryside landscape.

Farm stay in Frankfort

4.99 out of 5 average rating, 119 reviews

The Cottage at Seldom Scene Farm - Bourbon Trail

SELF CHECK-IN, CLEAN, PRIVATE OASIS. Restored log home on gorgeous 273 acre farm along the KY RIVER. Serene & natural setting, close to several popular BOURBON TRAIL sites & horse farms. 10 MIN to WOODFORD RESERVE and CASTLE & KEY distilleries. 8 MIN to STAVE Restaurant & Bourbon Bar. Scenic horse farms (ASHFORD, AIRDRIE, WINSTAR). Convenient to KEENELAND, KY HORSE PARK, Versailles, Midway, Frankfort, Lexington, Louisville! Hike, bike, fish, wildlife, sheep, goats, chickens, stars & campfires.

Top guest favorite

Cottage in Harrodsburg

4.94 out of 5 average rating, 186 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 9. 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!

Top guest favorite

Farm stay in Lancaster

5 out of 5 average rating, 190 reviews

Serene barn loft in the heart of the Bluegrass

Relax and unwind in this charming barn loft nestled amidst 13 rolling acres on Honey & Vine Farm. This loft is the ideal honeymoon and anniversary space! Enjoy coffee in the morning from Adirondack chairs overlooking the pond, spectacular sunsets from the deck, and absolute serenity in this peaceful setting. Queen bed, private entrance, and beautiful sunsets. The goats and two horses love meeting new friends! 20 minutes to Danville and near hiking, lake Herrington, and Shaker Village.

Top guest favorite

Soft morning light filters through trees onto a lush green lawn, creating a tranquil scene. A rustic well stands under a wooden pergola, complemented by a small bush nearby. The distant water's surface glimmers, enhancing the peaceful ambiance.

Guesthouse in Lancaster

4.99 out of 5 average rating, 206 reviews

Wishing Well Guesthouse On The Lake

A peaceful, waterfront guesthouse in a serene quiet neighborhood. On 2 acres of rolling hills, this choice location will be a peaceful getaway. Updated furnishings and appliances in this beautiful, open concept living space with a gas fireplace inside or a rustic fire pit outside. Close to lake marina rentals. #Center College #Pioneer Playhouse #Brass Band Festival #Pasture at Marksbury Farm #KY BBQ Festival #Bourbon Trail #Norton Center For The Arts #127 yard sale

Top guest favorite

A wooden staircase winds down the hillside, leading to a two-story guest apartment nestled among trees. The brick exterior of the home is visible, surrounded by greenery, with large windows reflecting the sky. The area is tranquil and naturally landscaped.

Guest suite in Lancaster

5 out of 5 average rating, 20 reviews

Herrington Lakefront Guest Apartment

Relax in this well appointed and professionally decorated guest apartment. Boasting two bedrooms, one bath, full kitchen, living room and outdoor living space, this newly built unit is sure to create lasting fun memories. Located directly on Lake Herrington in a no wake zone cove. Shared dock access with home owners . IMPORTANT: During late fall and winter the winter level makes the dock unusable. Water returns to summer pool level by spring for boating season.

Guest favorite

A sturdy, wooden staircase leads from the top of a stone embankment down to the water's edge. Lush greenery surrounds the stairs, enhancing the natural setting. The path is bordered by metal railings, providing support and safety for those navigating the descent.

Cabin in Harrodsburg

4.85 out of 5 average rating, 26 reviews

Paradise Camp Cabin

As my husband (Fred) and I were living in Lexington, and still working. We took every opportunity to come down to our lake house. Now that we have moved into a house on the property we thought other people might enjoy the peace and quiet, the swimming and fishing. We have a dock that we let our renters use. Bring your boat or sea-doo. There are several marinas nearby where you can put in. We look forward to hosting you and your family and pets.

Top guest favorite

A series of wooden steps leads down to a private dock extending into Herrington Lake. The dock, framed by rocky edges and sparse vegetation, features a covered boat slip and a glass-sided structure, reflecting the calm water and surrounding landscape.

Home in Harrodsburg

5 out of 5 average rating, 21 reviews

Herrington Lake Home - Private Dock - Covered Slip

Relax with the whole family at this peaceful place to stay on Herrington Lake. Private dock with boat slip. Bring your own boat or rent one from Herrington Lake marina. Close to all the marina's. Right in the heart of Bourbon tour country. We are dog friendly. Dogs must be crated when unattended, and on a leash when outside. There is a small fenced in back yard available. Please cleanup after your dog. There is a $125 per dog fee.

Top guest favorite

A tall, cylindrical grain silo stands against a backdrop of cloudy blue skies. Round bales of hay are neatly arranged in a row nearby, with green grass covering the ground. A small structure can be seen to the side, partially obscured by trees.

Farm stay in Harrodsburg

4.95 out of 5 average rating, 139 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.