Vacation rentals in Herrington Lake

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Top-rated vacation rentals in Herrington Lake

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Wilmore

4.97 out of 5 average rating, 158 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.

Aug 6 – 13

G$27,911 GYD per night
Guest favorite

Train in Lawrenceburg

4.98 out of 5 average rating, 250 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!

Aug 30 – Sep 6

G$31,859 GYD per night
Guest favorite

Cottage in Harrodsburg

4.93 out of 5 average rating, 127 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!

Jan 16 – 23

G$38,442 GYD per night

Popular amenities for Herrington Lake vacation rentals

Other great vacation rentals in Herrington Lake

Guest favorite

Barn in Lexington

4.93 out of 5 average rating, 289 reviews

Stay with our horses and goats on a private farm

Oct 24 – 31

G$19,263 GYD per night
Guest favorite

Cabin in Berea

4.93 out of 5 average rating, 163 reviews

A Happy Place Cabin with magical views!

Aug 4 – 11

G$24,812 GYD per night
Guest favorite

Cabin in Lawrenceburg

4.98 out of 5 average rating, 165 reviews

River Side Cabin - Bourbon Trail - HotTub

Feb 4 – 11

G$56,407 GYD per night
Guest favorite

Home in Springfield

4.98 out of 5 average rating, 526 reviews

Cabin Chic on Main

Jan 6 – 13

G$18,791 GYD per night
Guest favorite

Cabin in Harrodsburg

4.89 out of 5 average rating, 9 reviews

Paradise Camp Cabin

May 22 – 29

G$28,315 GYD per night
Guest favorite

Cottage in Harrodsburg

4.94 out of 5 average rating, 35 reviews

Cozy Tree House @ Herrington Lake near Lexington

Aug 21 – 28

G$31,544 GYD per night
Guest favorite

Home in Harrodsburg

5.0 out of 5 average rating, 9 reviews

Herrington Lake Home - Private Dock - Covered Slip

Jul 23 – 30

G$42,223 GYD per night
Guest favorite

Guest suite in Lancaster

5.0 out of 5 average rating, 12 reviews

Herrington Lakefront Guest Apartment

May 15 – 22

G$41,005 GYD per night
Guest favorite

Home in Lancaster

5.0 out of 5 average rating, 29 reviews

Luxury Lake House with must see view

Feb 27 – Mar 6

G$108,385 GYD per night
Guest favorite

Home in Harrodsburg

4.9 out of 5 average rating, 21 reviews

Spring Break! Bourbon/Lakefront/Dock/Kayak/Fishing

Nov 23 – 30

G$122,021 GYD per night
Superhost

Home in Lancaster

4.86 out of 5 average rating, 21 reviews

Lakefront property - Higher Ground

Jan 12 – 19

G$88,251 GYD per night
Guest favorite

Home in Harrodsburg

4.95 out of 5 average rating, 92 reviews

Pappy’s Railroad Roost Old Town Vibe

Apr 4 – 11

G$24,041 GYD per night

Destinations to explore