Farmstay holiday rentals in Lexington

4.93 out of 5 average rating, 174 reviews

A wooden sign reading 'LENMAR FARM Est. 2019' is prominently displayed on a green metal gate. The sign showcases a natural wood grain, and the background features an open field with scattered trees and horse jumps.

Farm stay in Winchester

LenMar Farm Country Stay near Lexington KY

Farm stay in the heart of the Kentucky Bluegrass 20 min from the KY Horse Park and downtown Lexington. 30min to Keeneland. 45min to Red River Gorge. Quiet, private walk out basement apt. with 2 bedrooms, great room, fooseball and butlers pantry w/ coffeemaker, small refrigerator, microwave, and kitchen basics. Space is not shared. Eat indoors or out, fire pit and horses/cattle out back. Up to 2 well-behaved dogs with pre-approval from hosts. Dogs can’t be left alone. 2 night min, 10 night max.

4.95 out of 5 average rating, 380 reviews

A private entrance is framed by trees displaying vibrant autumn foliage, adding bursts of red and orange. A gravel driveway leads toward a gated entrance, while fallen leaves create a colorful carpet along the pathway. Clear blue skies provide a bright backdrop.

Home in Lexington

Horse Farm Creekside Cabin- 6 min to KY Horse Park

*Fiberoptic wi-fi added 10/11/22*Gorgeous N. Elkhorn Creek views from every room in this 1200 ft cabin on a private, gated horse farm. Your only neighbors are friendly horses! Wi/fi, SatTV/Netflix or enjoy wildlife viewing on the screened porch. Big Green Egg for grilling on the spacious deck. Fire pit and zipline. Living room/bedroom dual wood burning fireplace for chilly nights. Fully stocked granite kitchen. Kayaks available. Minutes to the Legacy Trail. 15 min to downtown Lex/G’town.

4.99 out of 5 average rating, 142 reviews

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

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, 638 reviews

Cabin in Lawrenceburg

Bourbon Trail Cabin on the Farm

Recognized as Airbnb’s “2021 Top New Airbnb in Kentucky,” this cozy farm cabin overlooks rolling fields on a working cattle farm. Meet and feed cows, goats, a pig, and our beloved donkey Otis! Inside, enjoy hand-crafted charm with barn wood walls, full bath with bourbon barrel sink, king bed, sleeper sofa, and custom kitchenette. Connect with nature in the large outdoor pavilion with a stone fireplace. Located in the heart of the Bourbon Trail, close to Wild Turkey, Four Roses, & Buffalo Trace!

Guest house in Nicholasville

Lush green grass frames the scene, with two flowering trees prominently in the foreground. A wooden fence lines the area, leading to a cottage that is partially obscured by the trees. Natural light brightens the surroundings on a clear day.

4.98 out of 5 average rating, 372 reviews

Cottage Retreat - Wine, Horses, Convenient

Just south of Lexington KY. Cottage Retreat - nestled between horse farms & open land this 25 acre farm is a unique & convenient location to relax and spend time unwinding. 7.8 miles from the Bluegrass Airport, 10.8 miles from Rupp Arena, 8.4 miles from Keeneland - you're close to numerous items of interest. Enjoy the fully remodeled private cottage, stroll down the lane, enjoy the close proximity of horses, and perhaps buy a bottle of wine on site. No pets and no smoking. Thank you.

4.98 out of 5 average rating, 419 reviews

A two-story brick house is set among green grass and trees, with a gravel driveway leading to it. A black wooden fence borders the property, and vibrant yellow flowers are visible in the foreground. The outdoor space exudes a sense of openness and tranquility.

Farm stay in Georgetown

Great Crossings Goat Farm & Apiary

*Bottle feed a baby lamb if you stay in March - May! Our solar farm lies in the heart of the bluegrass! We live near: Old Friends Farm, the KY Horse Park, and 35 minutes from UK, Keeneland, The Ark, and 5 distilleries. We live on a small 6 acre farm with cows, sheep, goats, & chickens. Drop by the barn and meet & feed the sheep and goats! You also can watch a movie with them with the little "theater" in the barn. Our house is pretty much a duplex--two houses under one roof, both separate.

4.95 out of 5 average rating, 169 reviews

The cottage exterior is framed by lush greenery and a neatly maintained lawn, featuring a charming porch with rocking chairs. A stone pathway leads up to the entrance, surrounded by trees and open space, providing a serene rural setting.

Home in Lexington

Charming Cottage Home on a Horse Farm in the City!

Charming cottage on a 20-acre horse farm just minutes from Downtown Lexington, Midway, Keeneland, the Horse Park, and LEX Airport. Enjoy country calm with city convenience and quick access to I-64/I-75 for Bourbon Trail trips and visits to Louisville or Cincinnati. The cottage offers a one bedroom with a king size bed and two twin beds total of 4 guest maximum, full kitchen, living area, WiFi, cable TV, and total privacy. Dogs welcome with prior approval- PET FEE is 35.00 per day per dog

4.98 out of 5 average rating, 117 reviews

A charming cottage exterior is framed by lush greenery and mature trees. The light gray siding is complemented by white columns at the entrance. A brick walkway leads to the front door, bordered by neatly manicured bushes and seasonal flowers.

Home in Georgetown

Quaint cottage on scenic horse farm

Welcome to the Cottages at Oxford Springs Farm. Enjoy a quiet stay in the largest cottage of our 3 newly remodeled rental properties, all located on this beautiful, small working thoroughbred farm. Views from every window capture the beauty of the bluegrass. Conveniently located only 10 miles from the Ky Horse Park, 5 mi from the quaint historic town of Georgetown, and 30 minutes from some of Kentucky’s greatest bourbon distilleries. For wildcat fans, Rupp Arena is only 15 minutes away.

4.92 out of 5 average rating, 273 reviews

Two outdoor bathtubs are positioned on a wooden deck, surrounded by trees and views of the creek. An Adirondack chair sits nearby, providing a space for relaxation while enjoying the natural surroundings.

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

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.

4.95 out of 5 average rating, 227 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

5 out of 5 average rating, 106 reviews

A charming, two-story building features a symmetrical facade with a grey roof and white siding. A small cupola tops the structure. An inviting porch with seating arrangements is visible in the front, surrounded by a landscaped yard and gravel pathway.

Farm stay in Lexington

Peaceful Retreat on the TB horse farm

Small one bedroom apartment connected to the horse barn. All on the first floor , the only apartment . Apartment with living room, 1 bedroom, full bath and kitchenette (microwave, refrigerator/freezer with ice maker, Keurig, toaster oven) NO STOVE, NO OVEN. We will provide individual water, cocoa, tea, several flavored coffees and creamers. The owners live on the property. Children under 18 are not allowed, It is a working farm/Veterinarian clinic not suitable for children.

4.94 out of 5 average rating, 214 reviews

Home in Lexington

Spacious King Suite | Horses, Fire Pit, Garage

The whole family will enjoy staying in a quiet & safe neighborhood that’s close to everything! There's lots of room for fun and you'll love the large, private patio and fenced-in backyard featuring a fire pit and hammock hung under the trees. You'll have easy access to favorite local restaurants, shopping, attractions, Kentucky Horse Park, Keeneland, Rupp Arena, downtown events, & the interstate (I-75 or I-64) within minutes. Registration No. 15078410 “dash” 1

Popular amenities for farm stay rentals in Lexington

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly farm stay rentals

4.97 out of 5 average rating, 172 reviews

A newly renovated cottage is featured with a dark blue exterior and wooden accents. The façade includes large windows adorned with shutters, while a gravel driveway extends toward the entrance. A gently sloping landscape with greenery is visible in the background.

Cabin in Mount Eden

Bourbon Country Cottage

4.96 out of 5 average rating, 239 reviews

Two goats are visible inside their stall, with one wearing a pink collar. The wooden walls of the stall are complemented by a soft light from a lantern overhead. Straw covers the floor, creating a cozy environment for the animals.

Farm stay in Berea

Stable Suite on Farm, with view of Goats’ Stall.

4.98 out of 5 average rating, 56 reviews

A historic guest house is depicted, crafted from brick with a rustic charm. The exterior features multiple doors framed by lush bushes. A wooden deck extends from the house, accompanied by a small table and chairs for outdoor seating. Shade is provided by nearby trees.

Farm stay in Versailles

The Summer Kitchen at Waverly Farm

4.94 out of 5 average rating, 108 reviews

The cabin exterior features a rustic wooden facade with a large porch reflecting a tranquil, natural setting. Lush greenery surrounds the property, leading down to a meandering creek. A gentle slope with various plants enhances the serene ambiance of the landscape.

Farm stay in Berea

01 - The Wabi Sabi Studio

4.9 out of 5 average rating, 77 reviews

A spacious bedroom features a king size bed with light bedding, flanked by two nightstands. Large windows provide natural light and scenic views of the countryside. A decorative circular wall piece is centered above the bed, while a plush area rug adds comfort to the hardwood floor.

Farm stay in Winchester

Renovated historic home on working cattle farm

The exterior of Sugar Hill Farm features a two-story white brick structure with green shutters and a welcoming porch. A stone pathway leads to a landscaped yard with decorative trees, flowering plants, and lounge seating. American flags add a touch of charm to the inviting entrance.

4.89 out of 5 average rating, 36 reviews

Sugar Hill Farm-Gorgeous Farmhouse w FirePit

4.94 out of 5 average rating, 150 reviews

A covered porch features two rustic rockers alongside a bench. The wood beams and warm wooden accents create a welcoming entrance. Large double doors with black frames lead into the cabin, illuminated by natural light from nearby windows.

Cabin in Springfield

North Woods Lodge

4.99 out of 5 average rating, 145 reviews

The front porch features wooden decking with a railing, providing a welcoming entrance. Multiple chairs are arranged along the porch, with a door leading into the cabin. The surrounding landscape includes trees and gravel, enhancing the rural farm setting.

Home in Sadieville

80 acre farm/beautiful views/donkeys & goats

Farm stay rentals with a patio

4.89 out of 5 average rating, 65 reviews

A brick home is framed by large trees and well-manicured shrubbery. Lush green grass surrounds the exterior, with a clear blue sky visible in the background. This peaceful setting emphasizes a spacious outdoor area, ideal for relaxation.

Farm stay in Paris

Guest Home on Historic Horse Farm

A two-story home features a welcoming front porch with decorative columns. Lush greenery surrounds the entrance, complemented by manicured landscaping. The wooden exterior displays a blend of dark shingles and light trim, while large windows allow natural light to fill the interior.

5 out of 5 average rating, 16 reviews

No Guest Fees, Sunroom, Downtown, Versailles, Golf

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.

5 out of 5 average rating, 45 reviews

Home in Versailles on the Bourbon Trail

5 out of 5 average rating, 210 reviews

A cozy loft area with knotty pine ceilings features a spacious bed and a seating arrangement with a white sofa and armchair. A wooden dresser and a small coffee table are positioned thoughtfully. Natural light fills the space, enhancing views of the surrounding landscape through the windows.

Farm stay in Lancaster

Serene barn loft in the heart of the Bluegrass

4.99 out of 5 average rating, 170 reviews

A welcoming living space features hardwood flooring and soft gray walls. A comfortable sofa and patterned armchairs are arranged around a rustic coffee table. Ceiling fans provide ventilation, while large glass doors open to a view of the expansive yard.

Farm stay in Carlisle

Hilltop Retreat at Wendt’s Wildlife Adventure

4.95 out of 5 average rating, 22 reviews

The exterior features a stone and metal facade, complemented by hanging plants. A spacious deck with wooden railing overlooks a well-kept yard, leading to a glass door entrance. Rocking chairs provide a comfortable outdoor seating option, and a landscaped area includes planters and fresh greenery.

Barn in Georgetown

Horse Country Hideaway

4.99 out of 5 average rating, 100 reviews

A modern cabin exterior features a welcoming front porch with wooden railings and chairs arranged for relaxation. Steps lead from a gravel path to the entrance. The building's dark exterior contrasts with the clear blue sky and grassy landscape surrounding it.

Cabin in Frankfort

The Bourbon Coop

4.98 out of 5 average rating, 60 reviews

A horse and foal are seen running in a lush green paddock, framed by a black wooden fence. The sky is filled with fluffy clouds, providing a bright and open backdrop to the serene landscape.

Home in Georgetown

Cottage overlooking horse farm

Farmstay rentals with a washing machine and dryer

4.91 out of 5 average rating, 297 reviews

A light-filled living area features a tufted beige sofa flanked by two white chairs. A vintage-style trunk serves as the coffee table, while wall art of horses adds a subtle touch of elegance. Light curtains frame the windows, enhancing the space's openness.

Home in Lawrenceburg

Four Roses/ Wild Turkey/HOT TUB/3 acres

4.95 out of 5 average rating, 151 reviews

Two horses are depicted, one dark brown and the other light chestnut, standing side by side. They are adorned with riding gear, their eyes focused on the landscape ahead, which features rolling hills blanketed in greenery and autumn foliage.

Farm stay in Harrodsburg

The Bunkhouse at Big Red Stables

4.97 out of 5 average rating, 134 reviews

A rustic wooden box labeled 'Farmhouse' holds jars filled with daisies and assorted natural elements, set against a green field. A cow stands nearby, framed by soft evening light, with trees in the background, creating a peaceful farm scene.

Farm stay in Winchester

Family Farm Winchester/Lexington 20 min.*Game Room

4.91 out of 5 average rating, 149 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

Superhost

A welcoming lodge features a spacious wraparound porch and a rustic wooden exterior. The structure is surrounded by lush greenery and a clear blue sky, emphasizing its serene rural setting. Steps lead from the porch to a manicured grassy area.

Cabin in Harrodsburg

4.81 out of 5 average rating, 113 reviews

Serene Cabin KY Bourbon Trail With Hot Tub

4.93 out of 5 average rating, 107 reviews

The entrance to the property features a grand stone facade with a peaked roof. Steps lead up to spacious double doors framed by large arched windows. Adjacent outdoor seating is visible, set against a backdrop of manicured grass and a clear blue sky.

Barn in Nicholasville

The Barn Loft

4.99 out of 5 average rating, 105 reviews

A charming single-story home features red brick and white siding, enhanced by festive bunting along the porch. Lush green grass surrounds the exterior, and large trees provide shade in the background, contributing to a tranquil rural setting.

Home in Pleasureville

Pleasureville - The name says it ALL