Pet-friendly vacation rentals in Woodford County

4.92 out of 5 average rating, 157 reviews

An airy living space is showcased, featuring large windows that invite natural light and provide views of the surrounding fields. Comfortable seating arrangements with a mix of couches and chairs are positioned around a central area rug, highlighting a handcrafted coffee table and a wood stove.

Chalet in Wilmore

Timberframe on Farm Lexington, KY Solar Power

Our home and farm is very secluded and overlooks the KY River situated on the top of the Palisades. Minutes from Lexington, Keeneland, Shaker Village, Bluegrass Airport and the Bourbon Trail 5 bedrooms, vaulted ceilings, a 3000 SF home with screened porch and a hot tub. We have a good layout for wheelchairs and a portable wheelchair ramp if needed. Fire Pit, hot tub and hiking trails available. We use solar power for our energy needs! Our pond has no fish but we can direct u to a place to fish!

PetsOutdoor spacesCheck-in

The charming exterior of a cottage is framed by a large tree and green grass. A red metal roof contrasts with the light-colored siding. The front porch features two potted plants at either side of the entrance, while the surrounding landscape shows open fields and a clear blue sky.

4.91 out of 5 average rating, 490 reviews

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.

Outdoor spacesWalkabilityLocation

4.96 out of 5 average rating, 104 reviews

Cottage in Lawrenceburg

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!

PetsOutdoor spacesCleanliness

4.9 out of 5 average rating, 106 reviews

A charming gray house is situated on a gently sloping lot, framed by a clear blue sky. The entryway features a small porch with two chairs and potted yellow flowers. An American flag is displayed on the front, enhancing the home's welcoming exterior.

Home in Frankfort

The Bourbon Sanctuary

NEWLY remodeled home on the Bourbon Trail! This home has 2 bedrooms & 2 baths with a king size bed in one room and a queen in the other. Close proximity to several distilleries and local wineries here in the bluegrass state! You will find a peaceful atmosphere along with some horse farms on your drive to the distilleries. This home is within a mile of Castle & Key distillery and Woodford Reserve! The sunsets are beautiful and you will most likely see wildlife right outside the back door!

Outdoor spacesPetsHospitality

A rustic cabin converted from a tobacco barn is set against a green landscape. A large covered porch extends at the front, featuring chairs and decorative elements. Lush grass surrounds the structure, with trees providing a natural backdrop under a partly cloudy sky.

4.98 out of 5 average rating, 83 reviews

Hillside Farm & Creek - A Bourbon Trail Retreat

Reconnect with nature at this unforgettable escape. Hillside Farm is a peaceful paradise located in the heart of horse and bourbon country. It is a serene and natural setting tucked away but only 8 miles from downtown Versailles. You will stay in a tobacco barn converted into a charming cabin making for a unique and memorable experience. Sit on the large, covered porch and enjoy the sweeping views of the hillside overlooking Clear Creek. It is a nature, horse, and bourbon lovers dream!

WalkabilityOutdoor spacesHospitality

4.83 out of 5 average rating, 144 reviews

Home in Versailles

Woodford Stables / Walk to Eckert's Orchard

Welcome to Woodford Stables, your serene retreat nestled amidst rolling hills and picturesque paddocks. This charming farmhouse boasts a modern kitchen, three inviting bedrooms, and two pristine bathrooms. Relax in the cozy living area, or step outside to savor breathtaking views. With horses grazing nearby, it's a tranquil escape. Conveniently located, you can stroll to Eckerts Orchard for a delightful local experience. Ask us about boarding your horses during your stay!!

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Farm stay in Lawrenceburg

A view of a gravel driveway curving through lush green grass, leading to a red barn and stable on a sunny day. The landscape features patches of trees in the background, complementing the vibrant blue sky.

4.99 out of 5 average rating, 92 reviews

Barndominium on the Bourbon Trail - **HOT TUB**

Welcome to our farm! Enjoy 34 acres of rolling hills and woods with beautiful views of horses and wildlife. We are located 1 mile from the BG Parkway giving you easy access to all the FUN Kentucky has to offer. LOCATION: Within 10 miles of Four Roses, Wild Turkey, and LBC . Within 25 miles of Buffalo Trace, Keeneland Race Track, Lexington Airport, UK Hospital, Shaker Village, Woodford Reserve, and Rupp Arena. Bring your horses! Stall and pasture rental available.

PetsOutdoor spacesView

A charming log cabin exterior is seen, featuring a welcoming front porch with white rocking chairs. Lush greenery and colorful flowers border the wooden steps leading to the entrance, while the façade showcases a classic gabled roof and multiple windows providing natural light.

5.0 out of 5 average rating, 49 reviews

Greenwood Farm log cabin-pet friendly

It is a 200 year old log cabin in Woodford County on a cattle farm owned by the same family since the late 1700’s. It is located just 3.7 miles from the Kentucky Bourbon Trail, with 5 distilleries within 10 miles. It is a 20 minute drive to Keeneland Racetrack and the Bluegrass airport, 35 minutes to the Kentucky Horse Park and 1 hour to Churchill Downs. Another option is to spend time at the cabin enjoying the farm by either just sitting on the porch or walking.

PetsOutdoor spacesFamily

5.0 out of 5 average rating, 42 reviews

Horse and Bourbon Lover’s Cabin

Whether you are trying your luck at Keeneland Racetrack or sampling the many local and renowned bourbon distilleries, you are sure to enjoy your stay at our comfortable cabin in the heart of the Bluegrass. Nestled on 45 acres of a working horse farm in Versailles, KY, this cabin puts you within a few short miles in any direction of all Central KY has to offer. And, you will enjoy being surrounded on all sides by the equine neighbors that call this place home.

PetsOutdoor spacesAmenities

4.96 out of 5 average rating, 157 reviews

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

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 .

PetsOutdoor spacesDecor

Superhost

A comfortable living area features a brown leather sofa adorned with decorative cushions and a dark accent wall. A wooden coffee table sits in front, accompanied by a blue armchair. A lamp stands beside the sofa, illuminating the space, while natural light enters through the nearby door.

Townhouse in Frankfort

4.86 out of 5 average rating, 196 reviews

Bourbon Trail Lakehouse - Pet Friendly!

Lake house? ✔️ 🛶 Bourbon Trail? ✔️ 🥃 Horse country? ✔️ 🐎 You’re sure to fall in 💗 with lake views, cozy bedding, modern decor & a well-stocked kitchen. Located in the capital on the Ky Bourbon Trail, this peaceful Lakehouse is sure to be the perfect getaway for couples, friends & families alike! Minutes to several distilleries, 10 mins to the Capitol, 30 mins to Lexington. Pets are allowed for $150 per stay.

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