Holiday rentals in Lawrenceburg

4.86 out of 5 average rating, 106 reviews

Bourbon Trail/8 mins to distilleries/Fenced Yard

Nestled on a well-manicured and expansive 0.24-acre lot, this pet-friendly, 3-bedroom home presents a tantalizing adventure along the famed Bourbon Trail. An effortless 10 minute walk places you in downtown Lawrenceburg, while the property itself offers a private fenced backyard ripe for enjoyment – featuring a BBQ grill for the best outdoor cookouts & patio furniture. Inside, 1584 sq. feet of space awaits, boasting an HDTV for your viewing pleasure and high speed Wi-Fi! IG: Careybluehouseonmain

4.99 out of 5 average rating, 158 reviews

Cabin in Lawrenceburg

Chic Cabin w/ Trails, Hot Tub & Starry Nights

Privately nestled on over 5 wooded acres & intentionally curated for your stay. Gain access to quiet, immerse yourself in nature, support your rejuvenation, & to tap into your creative flow. Amenities include on-site hiking trail, artist work space, wood burning stove, covered porch, hammocks, outdoor dining, fire pit, moon garden, salt-water hot tub, & outdoor shower. Close to Beaver Lake & located along the Bourbon Trail, just minutes from Wild Turkey & Four Roses distilleries. (Note:18+only)

4.98 out of 5 average rating, 142 reviews

Cottage On Crooked Creek

A tranquil cottage nestled in the lush countryside and situated right along the Bourbon Trail, this completely renovated rare find is located center of Lawrenceburg, Frankfort and Shelbyville and only 12 min to I-64. With five main bourbon distilleries just 30 min, local wineries within a stone's throw, Churchill Downs and Keeneland Racecourse equidistant and Taylorsville Lake nearby there is little left to be desired when staying here. This is the perfect spot to relax with family and friends.

4.99 out of 5 average rating, 119 reviews

Farm stay in Frankfort

The Cottage at Seldom Scene Farm - Bourbon Trail

SELF CHECK-IN, CLEAN, PRIVATE OASIS. Restored log home on gorgeous 273 acre farm along the KY RIVER. Serene & natural setting, close to several popular BOURBON TRAIL sites & horse farms. 10 MIN to WOODFORD RESERVE and CASTLE & KEY distilleries. 8 MIN to STAVE Restaurant & Bourbon Bar. Scenic horse farms (ASHFORD, AIRDRIE, WINSTAR). Convenient to KEENELAND, KY HORSE PARK, Versailles, Midway, Frankfort, Lexington, Louisville! Hike, bike, fish, wildlife, sheep, goats, chickens, stars & campfires.

4.98 out of 5 average rating, 337 reviews

Flat in Versailles

High style on the Bourbon Trail

Historic 1 bedroom apt in the heart of horse country & the bourbon trail. Quiet bedroom. Central Main St. location in charming Versailles, steps from local coffee shop & bourbon bar. Walk to food, shopping and park. Light filled apartment with vaulted ceiling and exposed brick wall. Cozy bedroom has memory foam Cal king bed and percale cotton sheets. The decor is an eclectic mix of antiques, Ferrick Mason textiles, wallpapers and Alex K Mason original art. Parking space. Free washer & dryer.

4.91 out of 5 average rating, 445 reviews

Farm stay in Versailles

Bluegrass Country Cottage

Enjoy a quaint, private, quiet & charming little place to call your own, on a small, working (seasonal) Thoroughbred horse farm. Green acreage, lovely scenes and sunsets. Located in horse country, between historic Winstar Farm and Lane's End Farm, just a short drive to small town USA, Versailles; historic Midway; and to the nearby City of Lexington, home of the Kentucky Wildcats, Horse Capital of the World, Bourbon Country & so much more. Pets allowed (2 max), well behaved, pet fee applies.

5 out of 5 average rating, 190 reviews

Farm stay in Lancaster

Serene barn loft in the heart of the Bluegrass

Relax and unwind in this charming barn loft nestled amidst 13 rolling acres on Honey & Vine Farm. This loft is the ideal honeymoon and anniversary space! Enjoy coffee in the morning from Adirondack chairs overlooking the pond, spectacular sunsets from the deck, and absolute serenity in this peaceful setting. Queen bed, private entrance, and beautiful sunsets. The goats and two horses love meeting new friends! 20 minutes to Danville and near hiking, lake Herrington, and Shaker Village.

5 out of 5 average rating, 214 reviews

Cabin in Louisville

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

4.96 out of 5 average rating, 204 reviews

Chalet in Lawrenceburg

Countryside On the Bourbon Trail, 22 Quiet Acres

Welcome to Sea Glass Farm. 1900's restored farmhouse with tons of charm! 22 acres of privacy. Cows may be present in pasture. The heart of The Bourbon Trail, the scenery and wildlife will not disappoint. The location is perfect for a rural getaway or relaxing stop on your Bourbon Trail experience. Minutes from shopping and restaurants; situated between I-64 and The Bluegrass Parkway. This place has been a dream of ours and we look forward to sharing it with you. Hosted by the owners.

4.93 out of 5 average rating, 222 reviews

Treehouse in Georgetown

Treehouse with TWO outdoor tubs by the creek!

Welcome to your romantic treehouse getaway! Nestled among the trees, this one-bedroom treehouse is the perfect spot if you're looking for a unique & unforgettable experience. The treehouse features a large glass rolling garage door allowing stunning views of the sunset, but the highlight is undoubtedly the double tubs overlooking the creek. ✔ Queen Bed ✔ Outdoor Deck with Seating ✔ Double Outdoor Bathtubs ✔ Outdoor Shower ✔ Composting Toilet ✔ Creek Access ✔ Indoor Cooking Station

4.95 out of 5 average rating, 187 reviews

Home in Versailles

Quaint little farm house close to Keeneland/horses

Remodeled beautiful 1900s 2 story house on farm surrounded by Creek and fire pit for your convenience. LOCATION, LOCATION!!! This is the perfect example of having the country in the city! If you are wanting the true feeling of relaxation, this is for you. Amazing views, and close to many famous attractions. 5-10 minutes away... Keeneland The Kentucky Castle Bluegrass Airport Castle Hill Winery Aviation Museum Eckert Orchard also.. Restaurants, Wineries, Breweries, Bourbon Trails

4.98 out of 5 average rating, 168 reviews

Loft in Frankfort

The Loft - Cozy Retreat in Historic Downtown

Experience the warmth and comfort of The Loft; your top-rated retreat just 8 minutes from downtown. Walk to the Capitol, explore nearby sights, and enjoy horse country close by. Relax in a cozy bed, unwind on a comfy couch, and enjoy modern updates in your private second-floor apartment. With parking at the door and a welcoming hygge vibe, it’s perfect for recharging. Just minutes from 13 distilleries, The Loft is your ideal base for exploring the Bourbon Trail in comfort and style.

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Lawrenceburg holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Lawrenceburg

5 out of 5 average rating, 8 reviews

New! Bourbon Barrel Hot Tub Getaway

TimRating, 5 stars1 month ago

Great place to stay as everyone had there own bedroom, two people had to share a bathroom but was no problem the place is nice, clean and as described online. Close to stores and restaurants plus distilleries. Not much to change here except would suggest a sun shade or blinds on the one side of the hot tub to keep out of the view from the neighbor just to give you privacy even though I never felt like we were being watched she was a nice older lady when I talked to her. Great place to stay

4.98 out of 5 average rating, 84 reviews

Guest suite in Frankfort

Studio 1101

KylaRating, 5 stars2 weeks ago

Karen and her place was phenomenal. She communicated so wonderfully after the flooding occurred in the area. She was flexible with the check in time. She left my fiancé chocolates for his birthday. We didn’t need to communicate with her while we were there because we didn’t have any issues. My fiancé met her as we were leaving and she was extremely warm, friendly and sweet. We definitely loved our stay there and would recommend her place to anyone. Thank you so much.

5 out of 5 average rating, 12 reviews

NEW 4 BR | Wild Turkey | Four Roses | Deck+Grill

NathanRating, 5 stars4 days ago

Ansley’s place was absolutely amazing!! Beautiful new home that looked just like the pictures!!

Superhost

4.83 out of 5 average rating, 24 reviews

Kentucky Bourbon Bungalow

DewaldRating, 5 stars4 months ago

Loved our stay, house was very well equipped. Friendly and responsive hosts

4.91 out of 5 average rating, 33 reviews

July 4 Bourbon Trail Lakefront Fire Pit Kayak

IanRating, 5 stars1 month ago

This was a lovely country getaway. I had a fantastic time fishing, kayaking, and enjoying the lakefront. If you're looking for a quiet, low-key trip, this is a great choice.

4.92 out of 5 average rating, 49 reviews

Double Shot on Main 2 Bed/2 Bath - KY Bourbon Trl

LoriRating, 5 stars1 month ago

We stayed here with another couple while in the area to visit some distilleries. We had everything we needed, the beds were comfortable and there was plenty of space for everyone. I would definitely recommend this home!

4.96 out of 5 average rating, 23 reviews

Wild Rose Inn

MatthewRating, 5 stars3 weeks ago

Place was perfect for a guys bourbon trip. Excellent hosts