Pet-friendly holiday rentals in Anderson County

A spacious porch is visible, lined with wooden rocking chairs and a few side tables. Colorful cushions add comfort to the seating. The porch overlooks a tranquil lake, with trees visible in the background and soft natural light illuminating the area.

4.83 out of 5 average rating, 150 reviews

Bourbon Trail Lakefront * Hot Tub * Sleeps 8

Bourbon Trail HQ on Lake Spend your days exploring KY’s legendary distilleries, then return to Goose Branch LakeHouse to relax in the hot tub overlooking the water. Fish from the private dock, paddle across calm lake waters, & end the night around the fire pit. Near: • Buffalo Trace • Woodford Reserve • Four Roses • Wild Turkey Why guests love Goose Branch: ✔ Hot tub ✔ Private fishing dock ✔ Quiet lake ✔ Canoe, kayaks & paddleboards available ✔ Sleeps 8 The perfect KY Bourbon Trail getaway.

PetsWalkabilityComfort

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.

4.81 out of 5 average rating, 112 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

PetsWalkabilityAmenities

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.

4.84 out of 5 average rating, 186 reviews

The Homestead| Downtown| Near Bourbon Trail

The Homestead: 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. Cheers

PetsOutdoor spacesNearby

The historic estate, framed by lush greenery, showcases its classic architecture and inviting porch. A circular drive leads up to the building, while a rainbow arcs over the property, adding a vibrant touch to the serene countryside setting.

4.99 out of 5 average rating, 75 reviews

Luxe Estate-Poker Room-Hot Tub-near Bourbon Trail

Step into a piece of history at The 1904 Manor, a unique and newly renovated estate that combines classic bourbon heritage with modern luxury. Nestled on a sprawling 10-acre property, this stunning home is the ultimate getaway for Bourbon Trail and horse enthusiasts, wedding parties (not wedding ceremony), and large groups of friends and family. It can accommodate 16 guests. From a fishing pond with kayaks to an outdoor movie theater under the stars, The 1904 Manor offers endless entertainment i

PetsOutdoor spacesBathroom

Guest favourite

Cottage in Lawrenceburg

4.96 out of 5 average rating, 104 reviews

Bourbon Barrel Cottages 3 Ky Bourbon Trail HOT TUB

Leave the Cleaning to Us – Your Bourbon Country Escape Awaits! Kick back, relax, and unwind in a stylish, serene retreat nestled in the heart of Kentucky’s Bourbon Country. Welcome to Bourbon Barrel Cottages, where nature, comfort, and convenience come together. Each of our five private two-bedroom cottages sits on its own two-acre lot, surrounded by wildlife and natural beauty—perfect for couples, friends traveling together, or anyone seeking peace and privacy. You'll Love Staying with Us!

Outdoor spacesPetsWi-Fi

4.99 out of 5 average rating, 586 reviews

A red farmhouse tractor is positioned prominently in the foreground, with a vibrant red caboose labeled 'SOUTHERN X525' in the background. An outdoor pavilion with a gabled roof is partially visible, bordered by trees displaying autumn foliage.

Train in Lawrenceburg

Bourbon Trail: Caboose on the Farm

Nestled under the shadows of 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 bunkbeds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

Outdoor spacesPetsCheckout

4.96 out of 5 average rating, 245 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! 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.

PetsOutdoor spacesLocation

Guest favourite

5.0 out of 5 average rating, 20 reviews

Peaceful Retreat on the Bourbon Trail

Relax with the whole family at this peaceful place to stay. 5-Star property that is modest and affordable. This 3-bedroom, 2-bath home is the perfect stop for travelers exploring Kentucky’s Bourbon Trail and nearby attractions. Enjoy a fully equipped kitchen, Roku TV's, Wi-Fi, washer and dryer. With ample parking, it’s a great fit for families, friends, or couples traveling together. Our goal is to make you feel at home and we're happy to help with anything you need during your stay.

Outdoor spacesAccuracyBreakfast

The image showcases a cozy barrel sauna with a large window offering views of the surrounding greenery. A speakeasy game room is visible, highlighted by decorative neon art. An outdoor firepit area features seating around a glowing campfire, with string lights adding ambiance. A wooden hot tub stands ready for use, adding to the relaxing atmosphere.

4.98 out of 5 average rating, 63 reviews

Secluded・Speakeasy・Sauna・Cigar Shed・Hot Tub

The Bourbon Exhale was made for the group that's done enough in life to know exactly what a great weekend looks like. Days on the bourbon trail, the golf course, or Keeneland's rail. Evenings in the speakeasy basement with poker and a pour. Nights unwinding in the barrel sauna or soaking in the hot tub under string lights. This is a secluded, private retreat for groups who want to be together without an audience. Just good bourbon and the people you actually want to spend a weekend with.

PetsOutdoor spacesAccuracy

5.0 out of 5 average rating, 37 reviews

Southern Winds Bourbon Trail Retreat

Discover Southern Winds Manor, a private luxury retreat nestled on Kentucky’s iconic Bourbon Trail, offering refined comfort, scenic countryside views, and thoughtfully designed amenities for a peaceful stay. Set on 5 private acres in the rolling hills of Lawrenceburg, this spacious home features over 4,000 square feet of beautifully appointed living space, ideal for families and groups traveling together who value privacy, comfort, and quiet surroundings.

Outdoor spacesPetsView

Guest favourite

A functional kitchen features modern appliances, including a stove, refrigerator, and coffee maker. Light streams through two windows, illuminating the wooden countertop and the unique round window above the sink. A rustic wooden bar with seating creates a welcoming breakfast area.

Cabin in Versailles

4.96 out of 5 average rating, 157 reviews

Handcrafted Rustic Cabin on the Bourbon Trail

The cabin has been entirely built by the owner, Doris, (with help from family and friends) from reclaimed and local salvaged materials. Located on a beautiful Kentucky Scenic byway, on a working farm, the cabin is only 15 minutes from Wild Turkey Distillery, the town of Versailles , golf courses, dining, shopping, wineries and other major distilleries. 35 minutes from Keeneland race course, downtown Lexington, UK, Rupp Arena, the Horse Park and more .

Outdoor spacesWalkabilityLayout