Farmstay vacation rentals in Woodford County

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Top-rated farmstay rentals in Woodford County

Guests agree: these farmstay rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
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
4.91 out of 5 average rating, 145 reviews

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!

Top guest favorite
A paved driveway stretches into the distance, flanked by lush green grass and a large tree. Wooden fencing borders the property, offering views of rolling hills and a colorful sunset sky above.
Farm stay in Frankfort
4.98 out of 5 average rating, 133 reviews

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.

Top guest favorite
The home is nestled amidst a backdrop of gently rolling hills, framed by trees showcasing autumn foliage. A welcoming front porch is visible, accompanied by a small staircase leading to the entrance. Large windows allow natural light to filter into the living space.
Home in Versailles
5 out of 5 average rating, 108 reviews

Birdsong Valley on Bourbon Trail

Great central location on Bourbon Trail. Close to Lexington, airport, Keeneland, Ride the Rails, Horse Park, Shakertown, many other attractions. You will love our 3 bedroom charming home on 2.2 beautiful acres in peaceful community. Perfect for couples, friends, families, singles to explore distilleries, horse farms, quaint small towns of Versailles, Midway, Lawrenceburg, country backroads, much more. OR relax, enjoy nature, butterflies, birds, deer. Let us make lodging highlight of your visit.

Top guest favorite
A spacious dining area is highlighted by a large wooden table surrounded by several chairs. Barn-style sliding doors lead to a well-lit area filled with natural light. A piano and a decorative cabinet are visible along one wall, adding to the inviting atmosphere.
Home in Midway
5 out of 5 average rating, 78 reviews

Midway Cottage-Vineyard, Bourbon Trail, Horses

Enjoy the great outdoors at Saddlestone Cottage, an old family farm house fully renovated offering all new amenities. It's in heart of horse country, but close to everything...Ky Bourbon Trail, Ky Horse Park, Keeneland, Equus Run Vineyards, Old Friends, and historic Midway. Excellent dining choices are close by in Midway, Lexington, Georgetown and Frankfort. You have the perfect front porch view of picturesque Equus Run Vineyards, located just across the road, and access to South Elkhorn Creek.

Guest favorite
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.
Farm stay in Versailles
4.91 out of 5 average rating, 459 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.

Top guest favorite
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.
Farm stay in Lawrenceburg
4.99 out of 5 average rating, 71 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 or ride one of ours! Stall and pasture rental available.

Top guest favorite
A modern structure with a gray metal roof is positioned on a grassy area, surrounded by gentle rolling hills. A wooden fence borders the property, leading to an illusion of a calm river and a colorful sunrise in the background, creating a serene countryside scene.
Home in Harrodsburg
4.94 out of 5 average rating, 271 reviews

Kentucky Horse Farm Barndo On The Bourbon Trail

My place is close to Shaker Village, Old Fort Harrod State Park, Historic Beaumont Inn, Bright Leaf Golf Course, Pioneer Playhouse, Perryville Battlefield State Historic Site, Danville KY, Centre College. You’ll love my place because of the views, the location, the horses, the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids). Also close to Four Roses Distillery, Wild Turkey Distillery, Wilderness Trail & Buffalo Trace & Makers Mark

Top guest favorite
A serene landscape showcases a gravel path winding through lush green grass, framed by wooden fences. A large tree stands prominently, with the sun rising in the background, casting a warm glow across the misty field under a softly clouded sky.
Home in Versailles
4.95 out of 5 average rating, 211 reviews

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

Top guest favorite
A spacious guest house is set against a clear blue sky, featuring a wraparound porch with white railings. The exterior showcases a combination of light siding and wooden accents, with dormer windows adding charm. Lush green grass surrounds the property.
Home in Versailles
5 out of 5 average rating, 33 reviews

Home in Versailles on the Bourbon Trail

Guest house on beautiful 172-acre Country Estate in Versailles, KY (Woodford County). Large 4bd/3bth home located directly on Kentucky's famed Bourbon Trail and 15 minutes from the historic Keeneland Racetrack and Bluegrass (Lexington) airport. Bourbon fans will enjoy proximity to famous distilleries such as Woodford Reserve, Four Roses, Buffalo Trace, and more. Visit the locally famous Kentucky Castle and enjoy all the activities of the world renown Kentucky Horse Park and museum.

Top guest favorite
A sunlit sunroom features multiple large windows allowing natural light to flood the space. Two stylish chairs are positioned for relaxation, while a small table holds decorative items. A warm-toned ceiling complements the earthy decor, creating a serene environment surrounded by greenery.
Home in Versailles
5 out of 5 average rating, 10 reviews

NEW Garden, Modern, Horse Farms, Bourbon, Downtown

Welcome to Keeneland Manor, your Kentucky retreat in downtown Versailles! Nestled on a historic Triple Crown–winning horse farm, this home blends modern comfort with timeless Bluegrass charm. Explore the Bourbon Trail with tastings at Four Roses and Woodford Reserve. On November 9, experience local spirit at the Pumpkin Smash 5K & Kid’s Fun Run at Falling Springs Recreation Center. Surrounded by scenic farms, shops, and cafés, your fall getaway awaits—book your stay today!

Top guest favorite
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.
Farm stay in Versailles
5 out of 5 average rating, 40 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.

Top guest favorite
A charming exterior of a house is shown, featuring a sloped metal roof and a brick walkway leading to a covered porch. Flanking the entrance are neatly trimmed shrubs and planters. Lush greenery and mature trees surround the property, contributing to a serene setting.
Cottage in Lexington
5 out of 5 average rating, 41 reviews

The Cottage at Montresor

Certainly one of the most enchanting, smartest places to escape to. Everything about it is just right: stay at our splendid 50 acres just minutes from Keeneland. Relax in comfort surrounded by beautiful decor - all in proportion. An unrivaled ambiance of peace & tranquility with the convenience of contemporary living. This destination will leave you wishing you could stay forever. 5 minutes from restaurants & grocery, 12 minutes from the airport & luxury shops.

Popular amenities for Woodford County farmstay rentals