Vacation rentals with outdoor seating in Franklin County

5 out of 5 average rating, 142 reviews

A well-equipped kitchen features dark wooden cabinetry and granite countertops. Four barstools with cushioned seats are arranged around a large island. Stainless steel appliances, including a refrigerator and oven, are visible alongside natural light streaming through a window.

Cabin in Frankfort

On The Rocks

Ultimate in privacy, yet two minutes from downtown Frankfort! This cabin-style home (think Gatlinburg!) sits on three wooded acres. Long, rambling decks on three sides (one covered, one fully screened, one open air). Our adjacent farm surrounds the property, making it even more private. This home sits high on a bluff above downtown Frankfort & the Kentucky River (our farm borders on the river). Just three miles to Buffalo Trace Distillery (if you could fly, it's way closer than that!)

4.9 out of 5 average rating, 111 reviews

A natural landscape is visible, showcasing a serene river bordered by trees. The view extends to the water, reflecting the surrounding foliage. The foreground includes a grassy area with fallen leaves, framed by wooden support beams of the structure.

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.

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, 147 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, 113 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.

An outdoor dining area is presented under a wooden pergola, featuring a rustic table surrounded by several chairs. Potted plants are arranged on the table. A stone patio extends beneath, with well-maintained greenery visible in the background.

4.9 out of 5 average rating, 113 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!

4.98 out of 5 average rating, 154 reviews

Loft in Frankfort

The Loft - Cozy Retreat in Historic Downtown

Experience the warmth and comfort of The Loft—your top-rated retreat just 8 minutes from downtown. Walk to the Capitol, explore nearby sights, and enjoy horse country close by. Relax in a cozy bed, unwind on a comfy couch, and enjoy modern updates in your private second-floor apartment. With parking at the door and a welcoming hygge vibe, it’s perfect for recharging. Just minutes from 13 distilleries, The Loft is your ideal base for exploring the Bourbon Trail in comfort and style.

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, 127 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.

4.99 out of 5 average rating, 117 reviews

A well-maintained backyard area is highlighted by a green hammock suspended between trees. The brick apartment is elevated with a wooden deck and stairs leading to the entrance. Surrounding the space, manicured shrubs and grass create a peaceful outdoor environment.

Guesthouse in Frankfort

Treetop Hideaway

Fully equipped apartment, only 5 blocks from the state Capitol in historic, tree-lined neighborhood. Kentucky Derby, Horse Park, and Bourbon Trail all close. Real pricing - no hidden fees! Downtown restaurants, entertainment, & distilleries are only minutes away by car or foot. Apartment includes everything for short-term or extended stays, including washer/dryer and fully-equipped kitchen. Separate building - totally separate entrance for privacy.

5 out of 5 average rating, 161 reviews

Limestone Landing - Cozy Luxury Retreat w/ HOT TUB

Limestone Landing is a modern, fully renovated, open space home in a country neighborhood setting. The home is the perfect retreat for your next getaway to Kentucky. Conveniently situated only a 1/4 mile from Castle and Key Distillery and 2 miles from Woodford Reserve. 1/2 mile from the highly rated restaurant and bourbon bar, The Stave. Indulge in the ultimate bourbon tasting experience, knowing that comfort awaits you at your cozy haven.

4.86 out of 5 average rating, 160 reviews

A spacious deck features two wooden lounge chairs and a small charcoal grill, inviting relaxation while overlooking a serene lake. The vibrant outdoor rug adds color, and the distant landscape includes lush greenery and trees, enhancing the peaceful setting.

Townhouse in Frankfort

Bourbon Trail Lakehouse - Pet Friendly!

Lake house? ✔️ 🛶 Bourbon Trail? ✔️ 🥃 Horse country? ✔️ 🐎 You’re sure to fall in 💗 with lake views, cozy bedding, modern decor & a well-stocked kitchen. Located in the capital on the Ky Bourbon Trail, this peaceful Lakehouse is sure to be the perfect getaway for couples, friends & families alike! Minutes to several distilleries, 10 mins to the Capitol, 30 mins to Lexington. Pets are allowed for $150 per stay.

4.92 out of 5 average rating, 113 reviews

An outdoor deck is featured, overlooking a lush green yard and the Kentucky river. A round table is surrounded by six wicker chairs, inviting relaxation in a tranquil setting with dappled sunlight filtering through the trees.

Cottage in Frankfort

2 BR Cottage on the River

Nestled in the woods on the edge of the KY River, this peaceful two BR, 1½ BA home has been newly renovated & resides right in the heart of the KY Bourbon Trail & Horse Country. Willy’s Whiskey River Retreat is a cozy cottage that sits on a half acre of land. Blending modern conveniences with southern charm, character & history, this cottage is only a 10 minute drive from Castle & Key Distillery & Woodford Reserve.

A charming two-story house features a blue exterior with stone accents and a welcoming front porch. Green grass and well-maintained landscaping frame the walkway, while blooming flowers add a touch of color. The home is situated in a peaceful neighborhood.