Vacation rentals with outdoor seating in Anderson County

A charming backyard features a spacious patio area with a BBQ grill and seating under a sunshade. Lush green grass surrounds the patio, enhancing the outdoor setting. The home is painted in a deep blue, complemented by a colorful sunset creating a serene backdrop.

4.87 out of 5 average rating, 102 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, 148 reviews

Cabin in Lawrenceburg

Charming Cabin on Bourbon Trail, Hot Tub+Fire Pit

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)

4.97 out of 5 average rating, 134 reviews

A newly built cottage is displayed from an angle, showcasing the covered front porch with wooden railings. Rocking chairs are positioned on the porch, under ceiling fans. Natural surroundings frame the structure, highlighting the inviting outdoor space.

Cottage in Salvisa

Cottage on the Bourbon Trail

Newly built cottage located in the country. Enjoy amazing views from a covered front porch as you rock in comfortable rocking chairs. Fully furnished and beautifully decorated to make your stay comfortable and delightful. Memory foam mattresses for wonderful sleep and a kitchen for cooking if desired. Pool is behind owners residence and is shared with owners family and possibly 2 additional people. We have recently also installed a Tesla High Powered Wall Charger w/60amps. We’d love to have you!

The exterior of a modern cottage is displayed, featuring a gray wood-paneled facade, a sloped roof, and a welcoming front entrance. A wooden staircase leads up to the porch, where inviting seating arrangements can be seen. Lush greenery surrounds the home, enhancing the tranquil setting.

4.98 out of 5 average rating, 132 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.

Superhost

A covered porch is featured with a wooden railing, offering views of a serene lake surrounded by trees. The water reflects the greenery, creating a peaceful atmosphere. A single wooden chair sits on the porch, suggesting a comfortable spot to enjoy the scenery.

4.82 out of 5 average rating, 139 reviews

Bourbon Trail Lakefront * Hot Tub * Sleeps 8

We were not affected by the floods in Kentucky. So very thankful. Come visit us! New all in one washer dryer 4/2024. New year-round hot tub just added 2/2024. Stay at the Goose Branch Lake House & fish from your own dock only a few steps from the back porch. Catch catfish, largemouth bass, red eyes, blue gill etc. Canoe, 2 kayaks & 2 stand up paddle boards available to rent. This lake house is centrally located on the Kentucky Bourbon Trail. 95% of the world's bourbon is made in Kentucky!

4.95 out of 5 average rating, 193 reviews

A restored farmhouse is shown with a charming white exterior and a black roof. The front porch features white railings, while the surrounding lawn is well-maintained with a grassy area and some trees in the background.

Chalet in Lawrenceburg

Countryside On the Bourbon Trail, 22 Quiet Acres

Welcome to Sea Glass Farm. 1900's restored farmhouse with tons of charm! Full access to 22 acres with beautiful hilltop sunsets. In 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 it will soon be in your dreams as well. Hosted by the owner!

5 out of 5 average rating, 11 reviews

Cabin in Lawrenceburg

Bourbon Trail Log Cabin w/Pond*Hot Tub & Speakeasy

Amazing stay! This log cabin is perfectly situated ... and what a great place to unwind.-David Welcome to Bourbon Country Reserve - a luxury log cabin right ON the KY Bourbon Trail. This newly renovated home has a speakeasy lounge with a pool table and custom bar. Sip world-class bourbons hanging around the fire table, fish off the pier, relax in the hot tub while the sun sets, and then roast s'mores! This cabin is perfectly situated for the top distilleries and world class horse racing!

Superhost

A modern living room features a dark sectional sofa accompanied by two light-colored armchairs. A natural woven rug covers the floor, and a small wooden coffee table sits in the center. Greenery from a potted plant adds a touch of nature, complemented by soft lighting from a floor lamp.

4.87 out of 5 average rating, 145 reviews

"The Homestead" UPSCALE STAY - Downtown with Yard

This newly renovated home is stylish and centrally located. Situated in the heart of Downtown Lawrenceburg, just minutes from local shops, the county park, and a short drive to several Bourbon Distilleries! This home is great for groups and families looking to get away- with 3 beds and a pull out couch to accommodate your party's size. Upon entry you'll find a fully stocked kitchen with a large island for meal prep, a charming living room with Smart TV tech, and a fire pit out back. Cheers!

A spacious outdoor deck features a round table surrounded by comfortable chairs, ideal for relaxation. Lush greenery surrounds the area, providing a natural backdrop. String lights hang above, adding ambiance, while flower pots enhance the inviting atmosphere of this outdoor space.

5 out of 5 average rating, 18 reviews

Bourbon Trail! Tavern*Hot Tub * EV Charger

Welcome to The Tavern on the Trail, a beautifully restored 1800's home located in the heart of Lawrenceburg, Kentucky, centrally located along the Bourbon Trail. This home was once a tavern for the area in the 1800's. The tavern is a perfect blend of historic charm and modern amenities, ideal for bourbon lovers, horse enthusiasts, and those looking to experience a true slice of Kentucky history. Guests will love being centrally located to the popular distilleries along the Bourbon Trail!

Treehouse in Lawrenceburg

A wooden deck features a seating area with black chairs and a small round table. Sunlight filters through trees, casting shadows on the floor. A portion of the interior space is visible through an expansive glass door, showcasing a couch and framed artwork.

4.86 out of 5 average rating, 36 reviews

Tucked Away Treehouse- on the KY Bourbon Trail

Tucked Away Treehouse is located in Rooted Escapes, a small, tree-filled property filled with opportunities for rest, relaxation, and the great outdoors. Tucked Away Treehouse boasts a full-service kitchen, loft with memory foam queen bed (accessible only by ladder), a full bathroom, and pull-out couch (on the main level). One of our very favorite features is the full glass garage door which creates a fun, indoor-outdoor environment. We are certain you will love sleeping amongst the trees!

4.94 out of 5 average rating, 124 reviews

Cottage in Lawrenceburg

Bourbon Barrel Cottages #2 on the Kentucky Bourbon Trail

LEAVE THE CLEANING TO US! Kick back and relax in this calm, stylish space in the center of Kentucky’s Bourbon Country. Enjoy wildlife and nature in one of our 5 two bedroom cottages. Each sits on two acres. Perfect retreat for couples traveling together or individuals looking for privacy and quiet. We’re located directly between 4 of the biggest bourbon distilleries on the trail and 20 minutes from anything you’d like to see and do! **There will be a $500 for smoking inside of the cottage