House holiday rentals in Kentucky

Bourbon Trail + Events + Hot Tub +Walk 2 Dine

Charming, spotless, and historic yet modern, a few words from 5-star reviews! The Kentucky Barrel House a unique retreat on the Bourbon Trail. Take a dip in the hot tub- grab a towel from the warmer, chat by the firepit. Pet-friendly, fenced yard. Equipped kitchen, or walk to downtown restaurants. Minutes to: Maker’s Mark, Willett, Bardstown Bourbon, Heaven Hill, Beam and many more. Near Cornerstone Acres Events, The Grove At Silverton Hill, My Old Kentucky Home. Celebrate National Bourbon Week!

Bourbon Trail*River Views*Hot Tub*Sauna*EVSE*WiFi

Welcome to River Whisper. The remodeled riverfront house offers the perfect blend of organic modern decor and unparalleled comfort. Experience luxury with top-of-the-line features, a hot tub, and a barrel sauna, all overlooking the beautiful Kentucky River. Located in the heart of Bourbon Trail, with easy access to many renowned distilleries, including Buffalo Trace and Woodford Reserve. Explore historic downtown Frankfort, Cove Spring Park, river boat tours, kayaking, fishing, hiking and more.

StillHill: HotTub GameRoom Whiskey Lounge Acreage

Stylish 3 bedroom home located in the Bourbon Capital is a perfect getaway to be still or tour the best Kentucky bourbon from a local whiskey still. Centrally located within 25 miles of 10 distilleries! Close to the Old Kentucky dinner train, the Derby, and a short drive to Louisville & Lexington. Enjoy 5 private acres where you can soak in the hot tub, swing on the patio, sit by the fire and watch the birds and deer. Then relax in our indoor lounge or garage game room after a day of adventures

Cozy Hot Tub Escape, Walkable to Bars/Restaurants

A romantic getaway with vintage soul — complete with an exclusive, semi-private hot tub under the stars. This beautifully restored pre-1860 home pairs bold design and cozy comfort for the perfect couple’s escape. Sink into the plush king bed for a peaceful night’s sleep. The unique bathroom — with its luxurious finishes and historic charm — is a guest favorite. The shops, restaurants & bars of MainStrasse or Madison Ave are just a 10 min walk. Downtown Cincinnati is only a few mintues by car!

Premium A-Frame Retreat | Hot Tub, Sauna & Pond

Escape to a peaceful A-Frame retreat in Irvine, KY, where valley views, thoughtful comforts, and private outdoor spaces invite you to slow down and reconnect. ✓ Hot tub under the stars ✓ Infrared sauna + private gym ✓ Fire pit, pool table, and ping pong ✓ Private pond, pedal boat + catch-and-release fishing ✓ Day trips to Nada Tunnel, Red River Gorge & Berea Pinnacles ✓ Great for couples, families & small groups Sleeps 7; space for 8 upon approval. No TV by design—to slow down and reconnect.

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.

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.

Lakefront home with private 2 slip dock

This private vacation home on Lake Barkley have beautiful views of the lake and has lots of wildlife viewing opportunities. This property also includes use of a 2 slip private dock at the end of the Rockcastle bay. This beautiful home is located on 10 acres and is on a private drive. The dock is only 150 yards from the back door! ATTENTION!! The dock is only accessible from the water during the summer pool levels. Summer pool is usually April until Early August but dates vary.

The FunKY Bean

Take it easy at this unique and tranquil getaway on beautiful Lake Malone. Relax in a hammock, swim off the dock , kayak , stand up paddle board, fish, or enjoy a beautiful sunrise while drinking your specialty coffee or tea! With the bean theme: There are oversized bean bags to relax on and a coffee station with LOTS of coffee options ( including Esspresso maker)! Outside you will have a solo fire pit ( wood not included - so grab a bundle on the way in ) and a gas grill .

Traveler's Cottage

Beautiful Craftsman style Bungalow in the heart of Berea. This two bedroom, two bath cottage has off street parking and is a short walk to Artisan Village/Old Town, galleries, shoppes, and cafes. Step into a beautiful, comfortable, clean environment featuring original art, hardwood floors, tall ceilings, and queen-sized beds. Basic TV channels, Roku, and high-speed internet. Walk to Nightjar for dinner, Native Bagel for breakfast or an early lunch. Great neighborhood!

The Home Place Near Flat Lick Falls

Leave your worries behind and slip away to the beautiful Appalachian region. Our home is located in the heart of Jackson County, home to the Daniel Boone National Forest. Located just 5 minutes from Flat Lick Falls, one of Kentucky's greatest treasures, you are sure to enjoy the scenic beauty of the area. This home includes amenities to make you feel right at home such as hi-speed wifi, cable, a covered back porch overlooking a spacious backyard, and much more.

The Wildrock Cottage at Woodcreek Lake

The Wildrock Cottage is a custom luxury home completed in 2022. Tucked away on 3 acres in the hills surrounding Woodcreek Lake, this Cottage is unlike any other! Located 5 min from i75 and 7 min from city limits, this Cottage was designed with comfort and style in mind. Stay in the professionally decorated home and enjoy the quite and seclusion, watch the resident deer cross pass by, listen to the birds or the wind rattle through the leaves overhead.