
Family-friendly vacation rentals in Herrington Lake
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Top-rated family-friendly rentals in Herrington Lake
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Rural Kentucky River Palisades Cabin/Past Distilry
Fabulous Cabin & Views of Kentucky River Palisades;Rural Escape 20 minutes S of Lexington;Scenic & Treasured Landscape.View wildlife,Rock Formations,Fall Colors.One mile riverfront,boat ramp&fishing lake;Kayaks&Pontoon Boat avail(xtra fee)Hike & explore 57 acres. History abounds:Site of 1860 Bourbon Distillery;Daniel Boone lived & surveyed from Boone’s Knoll;Loretta Lynn&Dolly Parton performed here;Camp Nelson Civil War National Landmark adjacent;Paul Sawyier’s chosen spot for plein air painting
4.82 out of 5 average rating, 260 reviews
Timberframe on Farm Lexington, KY Solar Power
Our home and farm is very secluded and overlooks the KY River situated on the top of the Palisades. Minutes from Lexington, Keeneland, Shaker Village, Bluegrass Airport and the Bourbon Trail 5 bedrooms, vaulted ceilings, a 3000 SF home with screened porch and a hot tub. We have a good layout for wheelchairs and a portable wheelchair ramp if needed. Fire Pit, hot tub and hiking trails available. We use solar power for our energy needs! Our pond has no fish but we can direct u to a place to fish!
4.92 out of 5 average rating, 158 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 8. 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!
4.95 out of 5 average rating, 244 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.
4.99 out of 5 average rating, 170 reviews
Highbridge River Cabin, Private Dock, EV Charger
Relax at the river cabin. Retreat right on the Kentucky River with private dock for easy river access. The cabin has Dual Plug Type 2 EV charger. Cozy cabin on stilts with stone fireplace & porch with table and chairs. Surrounded by nature & beautiful views of the river and palisades. Tuck away in seclusion just minutes away from downtown Wilmore, Asbury University & Seminary. 35 mins or less from LEX Airport, Keeneland and Shaker Village. No extra guests without permission, no parties.
4.96 out of 5 average rating, 211 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.
5.0 out of 5 average rating, 227 reviews
Lofty Lodge on the Bourbon Trail
Come to the Bourbon Trail in the Heart of Kentucky! Stay at our beautiful lodge with large common areas perfect for hanging out! Our space is great for family trips, work retreats, or a couples get away! The lodge is located just 3 miles from from restaurants, groceries, pharmacies and shops. But at the Lodge you will enjoy the peace of the country. We are central to all the bourbon distilleries: 15mi to Maker's mark, 35mi to Jim Beam, 50mi to Woodford Reserve, Lexington and Louisville.
4.99 out of 5 average rating, 139 reviews
Bourbon Trail: Caboose on the Farm
Nestled under the shadows of 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 bunkbeds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!
4.99 out of 5 average rating, 593 reviews
Saxony Farm - The Dew Drop In
Nestled in the heart of Kentucky's Bluegrass region, The Dew Drop In, (newly constructed in 2018) is located on Saxony Farm, a working Thoroughbred horse farm, family-owned and operated for over 50 years. More than just a place to rest your head, guests will experience a home-away-from-home location, & enjoy the peace and quiet of farm life, all within striking distance of downtown Lexington, KY's Bourbon Trail, locally-owned restaurants, shops and numerous family-friendly activities.
5.0 out of 5 average rating, 133 reviews
Football SZN Pool Oasis:HotTub! GameRm! Keeneland!
Your friends and family will be centrally located in a peaceful Cul-de-sac in Lexington with all the perks! Whether you are going to Keeneland, the University of Kentucky, or just looking for a fun getaway, we have all the entertainment you need! Featuring a POOL, HOT-TUB, ARCADE, pool table, ping pong, air hockey, and shuffleboard table! Looking to just relax? Help yourself to our complimentary FULLY STOCKED coffee bar and take in the cozy sounds by our fire pit in the back yard!
4.97 out of 5 average rating, 153 reviews
*KY Charm*Asbury-Lex-Keeneland-King bed-spacious
This spacious, private basement is the perfect lodging for visiting families, commuting students, or out-of-town explorers. Located in a peaceful subdivision in the quaint town of Wilmore, we're within walking distance to Asbury University and Seminary, Centennial Park, hiking trails, and a bustling main street with shops, cafes, and restaurants. We are an easy 20-30 minute drive from Lexington, Keeneland, Rupp Arena, and the Bluegrass Airport. Jess Co Permit #9248
5.0 out of 5 average rating, 109 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
4.99 out of 5 average rating, 228 reviewsPopular amenities for Herrington Lake family-friendly rentals
Family-friendly home rentals with a hot tub

WildernessTrace BarrelProof *Hottub/firepit*
4.96 out of 5 average rating, 205 reviews
Relax in the hot tub with a view of the River!
4.99 out of 5 average rating, 302 reviews
Romantic Cozy Cabin Getaway w/ Firepit & Hot Tub
4.99 out of 5 average rating, 267 reviews
Bourbon Trail Bliss by the Lake, HotTub, Kayaks
4.97 out of 5 average rating, 163 reviews
Private cabin on KY River/Hot tub/30 miles to Lex
4.94 out of 5 average rating, 155 reviews
Bourbon Trail Lakefront * Hot Tub * Sleeps 8
4.83 out of 5 average rating, 150 reviews
Bluegrass Retreat with Hot Tub! Near Horse Park!
4.91 out of 5 average rating, 145 reviews
Hot tub•Firepit•3BR Home •2Gar spac•Near HorsePark
4.87 out of 5 average rating, 161 reviewsFamily- and pet-friendly home rentals

Unique Stay - 1907 Log Cabin Near Kentucky River
4.82 out of 5 average rating, 661 reviews
The Beaumont Parlor, 8 miles to Shaker Village
4.87 out of 5 average rating, 271 reviews
Stable Suite on Farm, with view of Goats’ Stall.
4.96 out of 5 average rating, 253 reviews
Charming Home in Southland – Cozy & Spacious!
4.93 out of 5 average rating, 169 reviews
Churchill Cottage- Cheerful, Historic 1 Bedroom
4.91 out of 5 average rating, 292 reviews
Country Charm
4.96 out of 5 average rating, 265 reviews
Woodford Stables / Walk to Eckert's Orchard
4.84 out of 5 average rating, 148 reviews
Spacious King Suite w/ Game Room, Fire Pit & Patio
4.94 out of 5 average rating, 256 reviewsFamily-friendly home rentals with a pool

The Roosting Place
4.92 out of 5 average rating, 326 reviews
Life is Better On The River
4.88 out of 5 average rating, 139 reviews
4 BR 3 Bath 9 beds! Hot Tub, Pool, Movie room!
4.83 out of 5 average rating, 145 reviews
Cottage on the Bourbon Trail
4.97 out of 5 average rating, 157 reviews
Pool | Hot Tub | Covered Porch | Patio | Game Room
4.91 out of 5 average rating, 212 reviews
POOL/ game room! 8 beds 2 baths 3 bedrooms
4.98 out of 5 average rating, 176 reviews
Close to Everything! Beautiful two-story home
4.99 out of 5 average rating, 105 reviews
Restful Bourbon Trail Lodge with Pool and Hot Tub
4.82 out of 5 average rating, 180 reviewsDestinations to explore
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- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- University of Kentucky
- Castle & Key Distillery
- Bardstown Bourbon Company
- Four Roses Distillery Llc
- SomerSplash Waterpark
- The Arboretum, State Botanical Garden of Kentucky
- My Old Kentucky Home State Park
- Raven Run Nature Sanctuary
- Shaker Village of Pleasant Hill
- Heaven Hill Bourbon Experience
- McConnell Springs Park
- Lovers Leap Vineyards and Winer
- Cove Spring Park
- Kroger Field
- Pulaski County Park
- Talon Winery & Vineyards
- Old Fort Harrod State Park
- Equus Run Vineyards
- Masterson Station Park
- Fort Boonesborough State Park





