Vacation rentals in Bloomfield

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Top-rated vacation rentals in Bloomfield

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

$133 per night
Guest favorite

Farm stay in Springfield

4.98 out of 5 average rating, 598 reviews

The Getaway in Bourbon Country... with Breakfast

Located in the heart of the Bourbon Trail. Come and enjoy the peace and quiet of country living, but still close enough to cities. Breakfast is provided every morning. When you first arrive you will find the entrance on a large covered patio. There is a gas grill there for your use. We also have a fire pit, so bring wood. Feel free to take a walk down to the river at the bottom of our property. There you will find a park like setting where you can relax and listen to nature if you like.

Jul 19 – 26

$110 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.

Sep 2 – 9

$85 per night

Popular amenities for Bloomfield vacation rentals

Other great vacation rentals in Bloomfield

Guest favorite

Apartment in Bardstown

4.91 out of 5 average rating, 532 reviews

Bourbon & Branch - WALK TO EVERYTHING!

Jul 14 – 21

$116 per night
Guest favorite

Cottage in Bardstown

4.93 out of 5 average rating, 363 reviews

The Finn House-Unit 2

Jan 24 – 31

$124 per night
Guest favorite

Loft in Shepherdsville

4.88 out of 5 average rating, 234 reviews

A Little Bit of Kentucky

Aug 3 – 10

$72 per night
Guest favorite

Cottage in Taylorsville

4.9 out of 5 average rating, 209 reviews

Wildflower cottage on Taylorsville lake

Dec 16 – 23

$170 per night
Guest favorite

Cabin in Bloomfield

4.98 out of 5 average rating, 44 reviews

Boone's Cabin

Sep 30 – Oct 7

$471 per night
Guest favorite

Cabin in Springfield

4.94 out of 5 average rating, 100 reviews

Cozy country cabin located on 6 wooded acres

Nov 26 – Dec 3

$80 per night
Guest favorite

Farm stay in Chaplin

4.97 out of 5 average rating, 60 reviews

Cottage Retreat at Tiwazzen Farm

Jun 20 – 25

$141 per night
Guest favorite

Cottage in Taylorsville

4.98 out of 5 average rating, 48 reviews

Walking On Sunshine - Cottage 7

Aug 18 – 25

$144 per night
Guest favorite

Home in Springfield

5.0 out of 5 average rating, 26 reviews

Bourbon Trail Schoolhouse

Aug 17 – 24

$89 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

Jun 12 – 19

$82 per night
Guest favorite

Guesthouse in Lawrenceburg

4.97 out of 5 average rating, 37 reviews

Breezy Ridge Retreat

May 16 – 23

$93 per night
Guest favorite

Cabin in Lawrenceburg

4.96 out of 5 average rating, 25 reviews

Hidden View Cabin

Dec 25 – Jan 1

$100 per night

Destinations to explore

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