Vacation rentals in Springfield

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Top-rated vacation rentals in Springfield

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

Guest favorite

Barn in Lebanon

4.98 out of 5 average rating, 110 reviews

The Wagon Wheel Barndominium, Walk To Maker’s Mark

If you’re looking to relax & kickback in a remote place with family or friends then you have found your space. Our Barndominium is in close proximity to Makers Mark with a 1 minute drive, or approximately 10 minutes walk to visitors center. The whole group will be comfortable in this open spacious and unique rustic place on 8 acres nestled on the banks of Hardins Creek. Many outdoor sitting areas to observe Maker’s crop land and wildlife while enjoying your morning coffee and afternoon drinks.

Jun 19 – 26

G$42,238 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

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

G$26,284 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.

Sep 2 – 9

G$20,458 GYD per night

Popular amenities for Springfield vacation rentals

Stay near Springfield's top sights

Mordecai's8 locals recommend
Iga Grocery Store4 locals recommend
La Fuente Mexican Restaurant3 locals recommend

Other great vacation rentals in Springfield

Guest favorite

Farm stay in Lebanon

4.96 out of 5 average rating, 171 reviews

Farmhouse in the Country-No Cleaning fee!

Feb 12 – 19

G$38,991 GYD per night
Guest favorite

Home in Bardstown

4.95 out of 5 average rating, 454 reviews

Creekview Farm: Bourbon, Horses, and Sunsets

Jun 26 – Jul 3

G$30,629 GYD per night
Guest favorite

Farm stay in Raywick

4.97 out of 5 average rating, 117 reviews

Missy’s unique stays

May 12 – 19

G$26,807 GYD per night
Superhost

Barn in Harrodsburg

4.87 out of 5 average rating, 146 reviews

The Beaumont Parlor, 8 miles to Shaker Village

Aug 4 – 11

G$23,683 GYD per night
Guest favorite

Place to stay in Harrodsburg

4.95 out of 5 average rating, 126 reviews

James Flats/Erin’s Room - Historic Studio off Bar

Aug 3 – 10

G$15,228 GYD per night
Guest favorite

Home in New Hope

4.93 out of 5 average rating, 160 reviews

The Barrel House Bed & Breakfast

Nov 7 – 14

G$27,659 GYD per night
Guest favorite

Home in Springfield

5.0 out of 5 average rating, 26 reviews

Bourbon Trail Schoolhouse

Aug 17 – 24

G$21,636 GYD 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

G$19,432 GYD per night
Guest favorite

Home in Springfield

5.0 out of 5 average rating, 25 reviews

Bourbon Trail! PGA/DERBY 24/HOT TUB/Firepit/EV CHG

Dec 7 – 14

G$32,087 GYD per night
Guest favorite

Farm stay in Loretto

5.0 out of 5 average rating, 57 reviews

Sunshine and Whiskey

Jun 7 – 14

G$26,496 GYD per night
Guest favorite

Home in Lebanon

4.9 out of 5 average rating, 20 reviews

Cozy home on Bourbon Trail, sleeps 6 upper level

Jun 15 – 22

G$24,074 GYD per night
Guest favorite

Home in Springfield

5.0 out of 5 average rating, 36 reviews

McCord Carriage House Located on Bourbon Trail!

Feb 27 – Mar 6

G$36,053 GYD per night

Quick stats about vacation rentals in Springfield

Total rentals

10 properties

Local attractions

Mordecai's, Iga Grocery Store, and La Fuente Mexican Restaurant

Popular amenities

Kitchen, Wifi, and Pool

Wifi availability

10 properties include access to wifi

Total number of reviews

1.1K reviews

Nightly prices starting at

G$12,563 GYD before taxes and fees

Destinations to explore