Vacation rentals in Lenore

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Top-rated vacation rentals in Lenore

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

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$30,912 GYD per night
Guest favorite

Farm stay in Loretto

4.99 out of 5 average rating, 406 reviews

The Barrel Head

* LOCATED RIGHT ON THE BOURBON TRAIL * At the Barrel Head bed, we strive to make our guest feel as comfortable as possible. This location has been newly remodeled and furnished; a brand new queen size bed, pull out sofa, and coffee bar ensure that you are getting the sleep and energy you need for all of your endeavors while staying on the Bourbon Trail. The Barrel Head is also handicap accessible. There are not any steps, and we have installed a walk in shower for anyone in a wheel chair.

Jul 7 – 14

G$20,464 GYD per night
Guest favorite

Barn in Mount Eden

4.98 out of 5 average rating, 117 reviews

Sweet Hollow Farm

Sweet Hollow Farm is located near Taylorsville Lake. 30 miles from Louisville, 40 miles from Lexington and 25 from Bardstown. We have a small farm with a studio barn apartment. Private entrance with full bath. We also have a beautiful pool that we share with our guests. There is a horseshoe pit, fire pit and multiple outdoor seating areas. Kids and dogs are welcome. We even have space for horses and boats. We can offer peace and quiet, a clear view of the stars and hummingbird theatrics.

May 27 – Jun 3

G$25,503 GYD per night

Popular amenities for Lenore vacation rentals

Other great vacation rentals in Lenore

Guest favorite

Home in Bardstown

4.91 out of 5 average rating, 243 reviews

The Nicholson Guest House

Aug 12 – 19

G$25,428 GYD per night
Guest favorite

Farm stay in Springfield

4.98 out of 5 average rating, 598 reviews

The Getaway in Bourbon Country... with Breakfast

Aug 7 – 14

G$26,292 GYD per night
Guest favorite

Apartment in Bardstown

4.91 out of 5 average rating, 532 reviews

Bourbon & Branch - WALK TO EVERYTHING!

Sep 16 – 23

G$27,926 GYD per night
Guest favorite

Guest suite in Shepherdsville

4.98 out of 5 average rating, 41 reviews

Private 1000 sq ft 1-bedroom lower level apartment

Apr 13 – 20

G$22,377 GYD per night
Guest favorite

Dome in Mount Washington

4.97 out of 5 average rating, 60 reviews

My Old Kentucky Dome

Dec 11 – 18

G$70,416 GYD per night
Superhost

Cabin in Shepherdsville

4.92 out of 5 average rating, 24 reviews

Bourbon Trail Cabin

Oct 18 – 25

G$33,660 GYD per night
Guest favorite

Home in Shepherdsville

4.97 out of 5 average rating, 34 reviews

The Coop on Cedar Grove

Aug 29 – Sep 5

G$21,211 GYD per night
Guest favorite

Home in Coxs Creek

5.0 out of 5 average rating, 6 reviews

The Barrel Strength Bungalow

Mar 22 – 29

G$55,321 GYD per night
Guest favorite

Tiny home in Loretto

5.0 out of 5 average rating, 24 reviews

Shot Glass Tiny House, 3 miles to Maker’s Mark

Jul 7 – 14

G$19,760 GYD per night
Guest favorite

Guest suite in Louisville

4.96 out of 5 average rating, 28 reviews

Middletown Private Guest House

May 29 – Jun 5

G$19,251 GYD per night
Guest favorite

Barn in Campbellsville

4.95 out of 5 average rating, 98 reviews

Peaceful Getaway in the Country

Sep 14 – 21

G$18,229 GYD per night
Guest favorite

Home in Springfield

5.0 out of 5 average rating, 26 reviews

Bourbon Trail Schoolhouse

Aug 28 – Sep 4

G$21,642 GYD per night

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