
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.

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!
FamilyIndoor spacesQuiet

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!
Indoor spacesFamilyBackyard

The Beaumont Parlor, 8 miles to Shaker Village
It's rare to find a place that's both historic & one-of-a-kind. That's exactly what you are going to get at The Beaumont Parlor! Formerly an old milk barn & milk parlor for the City of Harrodsburg, this newly restored unit features old world charm & all the modern amenities a guest could ask for. Featuring a King bed, Queen Sleeper Sofa & Full Bathroom. The Owner's have spared no expense and you will find charm at every angle. Guests will be able to walk to Beaumont Inn & Downtown Harrodsburg
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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.
Indoor spacesKitchenHeating

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.
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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.
FamilyKitchenCondition

Unique Stay - 1907 Log Cabin Near Kentucky River
Kirkland Cabin - Stay in a 1907 Log Cabin Perched on the Palisades of The Kentucky River in Lexington. * 2022 Updated Kitchen * King Bedroom and fun loft offering 2 single beds (ladder access) & 1 full bath. This is a cabin built in 1907 & has the character to prove it. Unplug with games or utilize High-speed WiFi. This cabin is 1 mile from I-75 & 15 minutes to downtown Lexington. Enjoy dinner < 1 mile away at Proud Marys BBQ w/ Live music (seasonal) please read all details on the cabin.
Indoor spacesKitchenRiver

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!
KitchenFamilyPets

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.
FamilyKitchenSleep quality

Kentucky Horse Farm Barndo On The Bourbon Trail
My place is close to Shaker Village, Old Fort Harrod State Park, Historic Beaumont Inn, Bright Leaf Golf Course, Pioneer Playhouse, Perryville Battlefield State Historic Site, Danville KY, Centre College. You’ll love my place because of the views, the location, the horses, the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids). Also close to Four Roses Distillery, Wild Turkey Distillery, Wilderness Trail & Buffalo Trace & Makers Mark
FamilyIndoor spacesOutdoor spaces

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!
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*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
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Popular amenities for Herrington Lake family-friendly rentals
Family-friendly home rentals with a hot tub

WildernessTrace BarrelProof *Hottub/firepit*
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Relax in the hot tub with a view of the River!
FamilyIndoor spacesHot tub

Romantic Cozy Cabin Getaway w/ Firepit & Hot Tub
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Bourbon Trail Bliss by the Lake, HotTub, Kayaks
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Bourbon Trail Lakefront * Hot Tub * Sleeps 8
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Private cabin on KY River/Hot tub/30 miles to Lex
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Hot tub•Firepit•3BR Home •2Gar spac•Near HorsePark
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Bluegrass Retreat with Hot Tub! Near Horse Park!
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Family- and pet-friendly home rentals

Rural Kentucky River Palisades Cabin/Past Distilry
FamilyIndoor spacesBathroom

The Robin's Nest
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Woodford Stables / Walk to Eckert's Orchard
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The Casa at Centre
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Winterberry Drive Entire house
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Stable Suite on Farm, with view of Goats’ Stall.
KitchenFamilyHiking

Westwood
FamilyKitchenCleanliness

Cozy Kenwick Bungalow in the Heart of Lexington
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Family-friendly home rentals with a pool

The Roosting Place
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Life is Better On The River
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POOL/ game room! 8 beds 2 baths 3 bedrooms
KitchenIndoor spacesHospitality

4 BR 3 Bath 9 beds! Hot Tub, Pool, Movie room!
FamilyIndoor spacesAir conditioning

Cottage on the Bourbon Trail
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Close to Everything! Beautiful two-story home
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Restful Bourbon Trail Lodge with Pool and Hot Tub
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Pool | Hot Tub | Covered Porch | Patio | Game Room
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Destinations 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
- Pulaski County Park
- Kroger Field
- Talon Winery & Vineyards
- Old Fort Harrod State Park
- Equus Run Vineyards
- Masterson Station Park
- Fort Boonesborough State Park





