Top 5 Airbnbs in Frankfort, KY
If you’re planning a trip to the Kentucky Bourbon Trail, choosing where to stay in Frankfort, KY can completely shape your experience.
Located just minutes from Buffalo Trace Distillery and within a short drive of some of the best distilleries in Kentucky, Frankfort is one of the most convenient and underrated places to stay on the Bourbon Trail.
From design-forward homes to cozy retreats and scenic countryside escapes, these are the top-rated Airbnbs in Frankfort, KY—handpicked for their location, amenities, and overall guest experience.
1.Barrel & Bond Estate (Best Airbnb in Frankfort, KY for Groups)
If you’re looking for a stay that feels like part of the Bourbon Trail experience—not just a place to sleep—this is the one.
Barrel & Bond Estate is a moody, bourbon-inspired home designed specifically for groups who want to gather well. With layered, Ralph Lauren-inspired interiors and a one-of-a-kind speakeasy bourbon room, every detail is intentionally curated to create a more elevated, memorable stay.Speakeasy-style bourbon & poker room
Multiple spaces to gather (indoor + outdoor)
Thoughtfully designed for couples or group trips
Minutes from Buffalo Trace
After a day on the trail, this is the kind of place you actually want to come back to—whether that’s sharing a pour in the speakeasy, lingering around the firepit, or settling in for a slow evening together.
Best for: Groups looking for a memorable stay that enhances the entire Bourbon Trail experience
2.Countryside Farm Stay (Best Private Airbnb in Frankfort, KY)
For a more secluded and nature-filled stay, this private post and beam farmhouse sits on over 270 acres along the Kentucky River, offering one of the most peaceful and scenic settings near Frankfort.
With rolling hills, wooded trails, and river views, this stay feels like a true escape-perfect for groups who want to slow down, spread out, and enjoy Kentucky's natural beauty between distillery visits. 273- acre private farm with river frontage
Scenic trails, wildlife and outdoor space
Fire pits, patio and star-filled nights
10 minutes to Woodford Reserve and Castle & Key
The home itself features a warm, modern-rustic design with a lodge-like feel, multiple gathering spaces, and a layout that comfortably accommodates groups.
Best for: Groups looking for a quiet, private countryside experience near the Bourbon Trail.
3.Downtown Frankfort Loft (Best Walkable Airbnb in Frankfort, KY)
Located in the heart of downtown Frankfort’s historic district, this thoughtfully designed loft offers the perfect blend of style, comfort, and walkability.
Set within a beautifully preserved historic building, the space pairs industrial design elements with warm, modern finishes—featuring high ceilings, oversized windows, and an open-concept layout filled with natural light.
Guests can step outside and be just minutes from local restaurants, coffee shops, breweries, and shops, while still enjoying a quiet and private retreat tucked away from the main street.Prime downtown Frankfort location (walk to restaurants + coffee)
Spacious 3-bedroom layout with modern finishes
Bright, open living space with high ceilings and natural light
Private entry, dedicated parking, and peaceful setting
Best for: Couples or small groups who want a stylish, walkable stay in the center of Frankfort
4.Bourbon Trail Bungalow (Best Cozy Airbnb in Frankfort, KY)
Set in Frankfort’s historic Capitol District, this charming 1920s bungalow blends vintage character with bourbon-inspired touches, creating a cozy and inviting home base for exploring the Bourbon Trail.
With a warm, nostalgic feel and thoughtful details throughout—from a vintage record player to a cocktail-ready dining space—this home offers a relaxed and comfortable stay just minutes from Buffalo Trace and within walking distance to downtown.Bourbon-inspired design with vintage charm
Private fenced backyard with fire pit and outdoor dining
Walkable to downtown Frankfort and the State Capitol
5-minute drive to Buffalo Trace Distillery
Inside, the home features three comfortable bedrooms, a fully stocked kitchen, and inviting spaces to unwind—while the outdoor patio offers a private setting for slow evenings and casual gatherings.
Best for: Couples or small groups looking for a cozy, walkable stay with bourbon-inspired touches
5.Kentucky River Retreat (Best Scenic Airbnb in Frankfort, KY)
Set along the Kentucky River, this newly renovated home offers a peaceful, scenic escape with beautiful water views and a relaxed, comfortable atmosphere.
With a large screened-in porch overlooking the river, this stay is perfect for slow mornings with coffee, quiet afternoons, and evenings spent around the firepit listening to nature. Recently remodeled with modern finishes and thoughtful touches, the home blends updated comfort with one-of-a-kind natural surroundings.Screened-in porch with river views
Firepit + outdoor space for relaxing evenings
Recently renovated with modern furnishings
Convenient to Buffalo Trace, Woodford Reserve, and downtown Frankfort
Inside, the home features an open, airy layout with vaulted ceilings, a fully equipped kitchen, and multiple spaces to gather—making it an easy, comfortable place to unwind between Bourbon Trail stops.
Best for: Couples or small groups looking for a scenic, relaxing riverfront stay