House vacation rentals in Frankfort

4.98 out of 5 average rating, 137 reviews

The exterior of a modern cottage is displayed, featuring a gray wood-paneled facade, a sloped roof, and a welcoming front entrance. A wooden staircase leads up to the porch, where inviting seating arrangements can be seen. Lush greenery surrounds the home, enhancing the tranquil setting.

Home in Lawrenceburg

Cottage On Crooked Creek

A tranquil cottage nestled in the lush countryside and situated right along the Bourbon Trail, this completely renovated rare find is located center of Lawrenceburg, Frankfort and Shelbyville and only 12 min to I-64. With five main bourbon distilleries just 30 min, local wineries within a stone's throw, Churchill Downs and Keeneland Racecourse equidistant and Taylorsville Lake nearby there is little left to be desired when staying here. This is the perfect spot to relax with family and friends.

4.9 out of 5 average rating, 111 reviews

The image captures a serene view along the Kentucky River. Tree branches frame the scene, with some trees showing signs of early spring. The calm, green water reflects the surrounding landscape, creating a peaceful natural environment.

Home in Kentucky

The Stagg House on the Ky River

Nestled on the Kentucky River in Frankfort, KY, our peaceful retreat is surrounded by historic chestnut trees and wildlife like deer & cardinals. Just 5 miles from Buffalo Trace, 6.7 miles from Castle & Key, and 10 miles from Woodford Reserve and Whiskey Thief, it’s ideal for bourbon enthusiasts. Enjoy the river beach, backyard BBQs in summer, or cozy nights by the fireplace in winter—wood provided. Fully stocked kitchen, pet and family-friendly, with a secluded vibe yet close to the main road.

4.99 out of 5 average rating, 122 reviews

A charming cottage exterior is framed by a large tree, with a well-maintained lawn and shrubs lining the front. The entrance features a porch with a welcoming door and matching window shutters, all under a sloped metal roof.

Home in Midway

Country Cottage in Horse and Bourbon Country

This completely updated cottage is located on a scenic byway voted one of the ten best scenic drives in the United States, on which you will see thoroughbred farms for which Kentucky is famous. Keeneland and the Kentucky Horse Park are within 20 minutes. There are 4 distilleries within 10 miles, 11 within 30 miles, and 23 within an hour’s drive. Two bedrooms, new kitchen, new bathroom, washer and dryer, covered porch, deck, air conditioning, wifi, cable TV, and ample parking. Relax and enjoy!

A modern kitchen is showcased, featuring stainless steel appliances and white cabinetry. The spacious marble countertop is complemented by decorative elements, including teal accents. A cutting board rests on the counter while colorful artwork adorns the wall, adding a touch of vibrancy to the space.

4.95 out of 5 average rating, 226 reviews

Lil Bit O' History on Main- Historic Downtown!

Built in 1867, this beautiful piece of Frankfort's history has been fully restored! This cozy shotgun home offers magnificent views of the State Capital in front and of the Old Capital from the side! Located along the Bourbon Trail, it offers a short walk to BOM, local breweries, downtown coffee at Kentucky Coffee Tree, and all the shops of Broadway. The History Center is within a short 1 min walk, as is The Kentucky Military Museum. Buffalo Trace and Castle and Key are minutes away for tours!

The modern kitchen showcases white cabinetry and stainless steel appliances. A central island with seating is complemented by decorative pendant lights overhead. Natural light brightens the space, highlighting the elegant granite countertops and a small decorative plant on a wooden tray.

4.95 out of 5 average rating, 150 reviews

The Julep - Cozy yet spacious, near local hotspots

Families or groups will love the open & welcoming floor plan that makes it easy for all to spend time together OR a quiet moment alone. Restaurants, shopping, Bourbon tours, family entertainment, canoe, river & nature trails are only a short drive away. Situated between Lexington & Louisville, "The Julep" allows you to explore Kentucky while staying in the charm of the Capital City. Newly renovated 5BR/3BA, "The Julep" is ideal for a short or long term stay, whether it's for work or play.

The living room is furnished with two large leather sofas and a comfortable plush couch, arranged around a central ottoman. Soft lighting is provided by two table lamps, and natural light streams through a large window, partially dressed with sheer curtains.

4.92 out of 5 average rating, 117 reviews

Heart of the Trails

Relax with the whole family at this New peaceful place to stay. At the Heart of the Trails you are right in the middle of all the bourbon trails & Wineries In Frankfort & min. to Lawrenceburg & Versailles. We are right next to the highway can be at any surrounding towns in a few! You also have Juniper Hills water park with playground barbecueing & golfing. We also have the game farm educational center to visit all the animals & fishing. Also bourbon tours everywhere. All one level home.

A game room is presented with a pool table at its center, surrounded by wooden flooring. A vintage slot machine and an air hockey table are visible against a wall. Natural light enters through a window covered by sheer curtains, and a flat-screen TV is mounted on an adjacent wall.

4.93 out of 5 average rating, 101 reviews

Bourbon Trail Downtown Frankfort w/Game Room

Close to several Bourbon Distilleries, Buffalo Trace, Keeneland, and breweries. Home has kitchen, dining room, living room, game room, bathrooms, laundry, outdoor space, and private bedrooms. The bedrooms have a tv, king bed, dresser & sofa. Futon and kids table located in one bedroom. Downtown Frankfort is a scenic 20 minute walk along the river and hosts an active scene of local restaurants, bars, shops & history. This house has everything you need for a fun enjoyable stay! #BourbonTrail

A welcoming view of The Spencer cottage is presented, showcasing lush greenery and carefully tended landscaping. A sign is positioned in the foreground, displaying the name of the property. The brick exterior of the cottage is framed by trees, enhancing its charming appeal.

4.91 out of 5 average rating, 117 reviews

Frankfort’s Capitol view cottage

Frankfort's Capitol View Cottage Named for architect Spencer Cryer, the Spencer offers a unique charm with the comforts of home on your central Kentucky travels. An off the beaten path yet still downtown cottage with a seasonal view of the Capitol, the home offers both inside and outside amenities. Steps from the Capitol grounds and 20 miles to Lexington 50 miles to Louisville and within an hour drive of at least 10 distilleries on the Bourbon Trail including Buffalo Trace a local favorite!

The exterior of the home features a welcoming porch with rocking chairs framed by neatly trimmed hedges. A manicured lawn with shrubs enhances the inviting approach to the entrance. Surrounding trees provide a natural backdrop, contributing to the overall charm of the property.

4.94 out of 5 average rating, 155 reviews

Wilkinson's Wheated Oasis/ 1.3 Mi to Buffalo Trace

Wake up & smell the mash! Located just steps away from Buffalo Trace Distillery. Enriched with history & tradition is where you will find Wilkinson. This historic home has recently undergone renovations & no expense was spared. Guests will enjoy the walkability to Downtown Frankfort & many of the local attractions. Featuring 2 bedrooms & 2 baths, guests are able to experience life like a local with all the modern-day amenities. We are also only a 7.2-mile drive to Castle & Key Distillery.

4.95 out of 5 average rating, 182 reviews

A charming, two-story house is nestled between two large trees, with a wide lawn surrounding it. The home features a porch area and is partially shaded, while warm sunlight casts a long shadow across the grassy yard. A serene, rural setting is highlighted by a wooden fence in the background.

Home in Versailles

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

A spacious two-story home is set on a green lawn, framed by well-maintained shrubs. The front entrance features a covered porch with three prominent gabled windows above. Clear blue skies and scattered clouds create a bright backdrop.

4.97 out of 5 average rating, 130 reviews

Frankfort Country Home - Family, Horses, Bourbon

Peaceful home sits on 1.5 acres. In the country but only 10 minutes to downtown Frankfort and 30 minutes to Lexington. 4 bedrooms, 2.5 bathrooms, Full Kitchen Hot Tub & Back Deck with BBQ Grill, Centrally located 10-30 minutes from lots of local attractions: Bourbon Trail Horse Farms / Keeneland / Kentucky Horse Park Canoe Kentucky / Elkhorn Creek / Kentucky River Pack-n-Play provided. Stocked with indoor & outdoor games. Foosball, Cornhole, Horseshoes, and Board games.

A bright living area features a comfortable gray sofa adorned with colorful throw pillows. A round coffee table sits atop a soft area rug, complemented by wooden chairs nearby. Natural light streams through multiple windows, creating a welcoming atmosphere in this open space.