Holiday rentals in Stamping Ground

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Top-rated holiday rentals in Stamping Ground

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

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Top guest favourite
A view from a kayak on the water reveals a cabin nestled among trees on a grassy hillside. The sunlight filters through the leaves, casting soft shadows. The gentle ripples of the water reflect the surrounding greenery.
Home in Lexington
4.95 out of 5 average rating, 394 reviews

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.

Top guest favourite
A serene landscape showcases gently rolling hills under soft morning light. A grassy area transitions to a peaceful pond, framed by trees and a rustic wooden fence. A winding path leads through the scene, inviting exploration of the property’s natural beauty.
Farm stay in Georgetown
4.96 out of 5 average rating, 278 reviews

Horse Country Heaven

Come check out Dunn Driftin guest cabin in the heart of horse country and have your very own cozy hideout while experiencing all that central Kentucky has to offer. Take a tour of the top-notch thoroughbred farms, go on the Bourbon Trail adventure, explore the Ky horse park, catch a race at Keeneland (April & October), or venture out to Churchill downs or the Ark Encounter. Oh, and just so you know, we love dogs! Additionally, we provide horse boarding and even massage therapy for an extra fee.

Guest favourite
A rustic log cabin, dating back to the 1860s, is showcased with a front porch and a small decorative wreath on the door. The stone chimney stands tall beside the wooden structure, with a landscaped stone path leading up to the entrance.
Cabin in Georgetown
4.95 out of 5 average rating, 106 reviews

Griffith 1860 Log Cabin

Our 1860's log cabin is your perfect location. Close enough to tourist attractions and restaurants, yet away from traffic and distractions. Just 8 miles in the country from historic Georgetown, Kentucky, Kentucky Horse Park and Ark Encounter nearby. First floor bedroom has a queen bed with attached bath with tub and shower. Second floor bedroom with double bed, another second floor bedroom has 2 twin beds, sitting area day bed with trundle underneath. Bath with shower on second floor.

Top guest favourite
An outdoor area features a gravel surface with ample seating options, including picnic tables and lounge chairs. A red umbrella provides shade over a seating area. A fire pit surrounded by stone is situated next to a small set of woods, creating a tranquil environment.
Cabin in Sadieville
4.98 out of 5 average rating, 268 reviews

*Unique Wooded Cabin*4 beds 20 min from The Ark

Our 2nd AirBnB cabin on the property has given us the experience to make this one great too! Rural, clean, and peaceful! Our cabin has two bedrooms; one with a queen bed, and the upstairs one with a queen and two twins. It has a full kitchen, full bathroom, fire pit and outdoor grills. Perfect for two couples, friends, or small families. The Ark Encounter and Kentucky Horse Park are 20min away. The Creation Museum is 45min away. A great place to relax between visits to these attractions!

Top guest favourite
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
4.99 out of 5 average rating, 545 reviews

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!

Top guest favourite
Home in Stamping Ground
4.97 out of 5 average rating, 728 reviews

Buffalo Springs Distilling Company

It’s recently been brought to our attention about Airbnb scams! Please reserve with us or someone else that has a history! The Bourbon Trail The Buffalo Springs Distilling Company got it's start in 1868. It closed and it's warehouses were emptied out by the 1970's. This building is one of the last structures left on the site. This historic building was the main office and gatehouse for visitors to the distillery, so we can offer one Queen sized bedroom due to the size of the structure.

Top guest favourite
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
4.98 out of 5 average rating, 135 reviews

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.

Guest favourite
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
4.93 out of 5 average rating, 308 reviews

KY’s #1 Wishlisted Stay-Treehouse and outdoor tubs

Escape to Kentucky’s 2026 most wishlisted Airbnb! A romantic treetop getaway with two outdoor tubs, twinkle lights, and a peaceful setting made for reconnecting. The treehouse features a large glass rolling garage door allowing stunning views of the sunset. 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 ✔ Hot Water

Top guest favourite
A tranquil scene captures a blue above-ground pool surrounded by lush green grass. The sky transitions from warm orange to dark purple as the sun sets, silhouetting trees in the foreground, creating a peaceful outdoor atmosphere.
Farm stay in Georgetown
4.97 out of 5 average rating, 181 reviews

Beautiful farm stay apartment, rural Georgetown KY

Creekside Hideaway is your home away from home. Nestled in rural horse country, come for a relaxing stay with the whole family. Book this 1,100 sq ft full basement, 1-bedroom, 1-bath Georgetown vacation rental! (This is not a full home.) Tour the elite thoroughbred farms, take a trip on the Bourbon Trail, visit the KY Horse Park, have a day at the races during historic Keeneland (April & October), or drive a bit further for Churchill downs or the Ark Encounter.

Top guest favourite
A rustic tiny house, built with natural wood, is set among lush greenery. A stone fire pit is surrounded by an open yard, with a wooden picnic table positioned nearby. Smoke rises from the fire, adding to the serene outdoor ambiance.
Tiny home in Frankfort
4.98 out of 5 average rating, 442 reviews

Tiny Home with Huge Charm near the Elkhorn Creek

Just minutes from downtown Frankfort, this place is a little peaceful country getaway with a lot to offer! It’s nestled on a quiet street with great access to the beautiful Elkhorn Creek! If you’re into Bourbon tours, Horses, canoeing/kayaking/fishing, or Natural and Historical sites, this place is a great location in the middle of a lot to see and do! The tiny house has a small kitchen and bath as well as a yard and private patio and grill to enjoy!

Top guest favourite
Cabin in Lawrenceburg
4.99 out of 5 average rating, 115 reviews

Hidden View Cabin

Welcome to Hidden View Cabin, a delightful cabin where seeing wildlife and listening to the sounds of nature are yours to enjoy! Take the scenic drive down the gravel lane to this private and peaceful place located among pine trees and overlooking a one acre pond. Whether you have come to relax and get away from it all or want to visit the many attractions throughout central Kentucky this is the place for you. Only 20 minutes from Lawrenceburg.

Top guest favourite
Farm stay in Georgetown
4.98 out of 5 average rating, 440 reviews

Great Crossings Goat Farm & Apiary

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.

Popular amenities for Stamping Ground holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Scott County
  5. Stamping Ground