Vacation rentals in Springfield

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Top-rated vacation rentals in Springfield

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Guest favorite

Barn in Lebanon

4.99 out of 5 average rating, 156 reviews

Walk To Maker’s Mark from Wagon Wheel Barndominium

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.

Guest favorite

Barn in Campbellsville

4.95 out of 5 average rating, 132 reviews

Peaceful Getaway in the Country

Enjoy this rustic, yet cozy, two-story barnhouse located near bourbon country. Perfect for a couple's getaway, it has open lofts with a comfy king-sized bed, a kitchen stocked with all the essentials, laundry room, wood burning stove & two bathrooms: one with a walk-in shower & one with a soaker tub. This listing's interior is ready, however the exterior is still a work in progress as we continue to create comfortable outdoor spaces. Must see all pictures to appreciate what this place offers.

Guest favorite

Home in Springfield

5 out of 5 average rating, 100 reviews

Bourbon Trail Fun Zone! Hottub! Historic/Spacious!

Centrally located in downtown Springfield, this historic home has been revamped to provide you with all the entertainment that you need! 3900 sq. ft so you can bet that you’ll have plenty of space as a group! Makers Mark sits just 15 minutes away and the bourbon capital of the world, Bardstown, only 20! Want to explore more? Wild Turkey and 4 Roses sit only 30 minutes away and a day trip to Louisville or Lexington is only an hour! Don’t let the party stop after a day out on the bourbon trail!

Guest favorite

Farm stay in Springfield

4.98 out of 5 average rating, 633 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.

Guest favorite

Farm stay in Loretto

4.99 out of 5 average rating, 450 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.

Guest favorite

Home in Springfield

4.98 out of 5 average rating, 578 reviews

Cabin Chic on Main

I invite you to take a step back in time while experiencing the comfort and appeal of today in the charming atmosphere of a mid-1800’s original log cabin right in town. It was the home to author Elizabeth Maddox Roberts. There is a large backyard complimented by a grazing hillside and a stream that separates the two. A truly unique setting. And, enjoy a large patio and fire pit to enhance your relaxation at the end of the day. I do not rent for local parties or gatherings.

Guest favorite

Farm stay in Lebanon

4.97 out of 5 average rating, 181 reviews

Farmhouse in the Country-5 minutes from downtown

Amenities! You don't need to pay more to get the BEST! My guests are amazed at all the Farmhouse has to offer. The home is on a 3rd generation family farm & has 4 huge bedrooms for your upmost privacy. It is definitely in the country yet only minutes from town. Surrounded by pastures, your only neighbors are the grazing cows. It has 2 wonderful porches, firepit area, renovated garage to hang out in, 320 acres to roam on & 2 fishing ponds. Smoking is allowed outside/2 pet max

Guest favorite

Cabin in Springfield

4.93 out of 5 average rating, 218 reviews

Cozy Cabin on the Bourbon Trail

Our place is close to the Bourbon Trail. You’ll love our cabin because of the warm interior and amazing outdoor space. Our place is good for couples, solo adventurers, business travelers, and families. This cabin located in the country on our 100 acre farm, but you are 3 miles from restaurants, groceries, pharmacies and shops. The location is also central to the distilleries: 15mi to Maker's Mark, 35mi to Jim Beam, 50mi to Woodford Reserve, Lexington, and Louisville

Guest favorite

Home in Springfield

4.99 out of 5 average rating, 140 reviews

A Heavenly Home

Serene ~ Peaceful ~ Private ~Modern. Centrally located in the heart of Bourbon Country. This home is an ideal setting to relax and enjoy spending time with friends or family. You will no doubt find this newly constructed home to be cozy, comfortable, and inviting! Enjoy the wonderful outdoor space in a quiet country setting with beautiful scenery and woods, comfortable seating, including a porch swing, a play area for children, and you may even see a deer or two!

Guest favorite

Tiny home in Lebanon

4.99 out of 5 average rating, 187 reviews

Bourbon Trail Landing

The cottage is on a farm that was purchased by Brandon’s great great grandparents in 1917 for $1800 and has been in the family ever since. It is nestled in the trees with the perfect amount of privacy. IDEAL for bird and wildlife watching, feeders throughout the property attract a wide variety of incredible avian species. The property has an 1119 foot landing strip for anyone who wants to fly a small plane in and park it in the field during their stay.

Guest favorite

Guest suite in Springfield

4.97 out of 5 average rating, 167 reviews

Farmhouse Guest Suite on Main

This NEW guest suite is located in the heart of Washington County on Main Street in historic Springfield. Within walking distance to Mordecai's restaurant and a handful of other local favorites. Central to many of Kentucky's amazing distilleries and The Bourbon Trail. Located 9.5 miles from Lebanon and 17.3 miles from Bardstown. Great location for anyone looking for a quaint place to call home while in Kentucky.

Guest favorite

Guesthouse in Springfield

4.82 out of 5 average rating, 169 reviews

Quiet, charming bungalow with view

In the heart of Springfield, a beautiful historic town, population 3000, in Central KY, an hour from Louisville and Lexington. My bungalow is separate from my home with a small den that has a sofa bed and kitchen table and chairs , small kitchen & bath (shower only). There is no separate bedroom. Deck on back overlooking farmland. Hammock, picnic table and outdoor space.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Springfield vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Springfield's top sights

Mordecai's7 locals recommend

Iga Grocery Store4 locals recommend

Lincoln Legacy Museum3 locals recommend

Other great vacation rentals in Springfield

Guest favorite

Cottage in Willisburg

4.98 out of 5 average rating, 66 reviews

A Romantic Getaway on the Bourbon Trail

Guest favorite

Home in Lebanon

5 out of 5 average rating, 11 reviews

Lovely home in Bourbon Country

Guest favorite

Cabin in Springfield

4.95 out of 5 average rating, 86 reviews

The Bourbon Lodge, Bourbon Trail near Bardstown

Guest favorite

Home in Lebanon

5 out of 5 average rating, 19 reviews

Pumpkin Spice Brick

Guest favorite

Guesthouse in Raywick

4.99 out of 5 average rating, 80 reviews

Peaceful Easy Feelin’

Superhost

Home in Springfield

4.82 out of 5 average rating, 92 reviews

Kentucky Dream on Main

Guest favorite

Home in Loretto

5 out of 5 average rating, 19 reviews

Our House is Y'all's House

Guest favorite

Home in Springfield

5 out of 5 average rating, 11 reviews

Bourbon Trail HQ Near Bardstown & Bluegrass Pkwy.

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Quick stats about vacation rentals in Springfield

Total rentals
10 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
1.3K reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Mordecai's, Iga Grocery Store, and La Fuente Mexican Restaurant

Vacation rentals in Springfield

Top-rated vacation rentals in Springfield

Barn in Lebanon

Barn in Campbellsville

Home in Springfield

Farm stay in Springfield

Farm stay in Loretto

Home in Springfield

Farm stay in Lebanon

Cabin in Springfield

Home in Springfield

Tiny home in Lebanon

Guest suite in Springfield

Guesthouse in Springfield

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Springfield vacation rentals

Stay near Springfield's top sights

Other great vacation rentals in Springfield

Cottage in Willisburg

Home in Lebanon

Cabin in Springfield

Home in Lebanon

Guesthouse in Raywick

Home in Springfield

Home in Loretto

Home in Springfield

Quick stats about vacation rentals in Springfield

Total rentals

Nightly prices starting at

Total number of reviews

Wifi availability

Popular amenities

Local attractions

Destinations to explore