Bed and breakfast holiday rentals in Kentucky

The Getaway in Bourbon Country with Breakfast

Located in the heart of the Bourbon Trail. Come and enjoy the peace and quiet of country living, but still close enough to cities. When you first arrive, you will find the entrance on a large, covered patio. There is a gas grill there for your use. We also have a fire pit, so bring wood. Feel free to take a walk down to the river at the bottom of our property. There you will find a park like setting where you can relax and listen to nature if you like. Eggs, bacon and biscuits provided.

Sky Blue Ensuite has a King bed & balcony.

Elegant 3 story mansion located on 8 acres off a quiet paved farm road. We offer 3 unique and beautifully decorated bedrooms. Please click on each separate listing for their descriptions and pictures. Colorfully landscaped, surrounded by mature trees with a 1/2 acre stocked pond. Ample parking with easy highway access to Churchill Downs, bluegrass horse country, the Outlet Mall of the Bluegrass, the Bourbon Trail, convention centers, Kentucky State Fairgrounds, and downtown attractions.

Lexington Home for Bluegrass Adventures

SHORT TERM RENTAL SPECIAL LICENSE # 15085659. Private suite with 2 rooms: a bedroom and den, plus a bath w/ small shower, in a quiet, safe neighborhood. Separate entry via garage side door w/ key for privacy. Roku TV, stereo, fridge, microwave, and sofa-bed in den, for up to 4 guests total (if 2 guests need sofa, specify 3 guests to add $10 fee). Five miles to airport & horse track, 3 mi. to shops/restaurants, minutes from scenic horse country drives. Tesla EV charging $10 overnight.

Private Pool 1901 Cottage, Keeneland Bourbon Trail

Minutes from Keeneland racetrack and in the heart of the Bourbon Trail our 1901 cottage has a fenced backyard, patio, grill, private pool open seasonally April to October (unheated) kitchen, laundry, dining room, living room, tv in lr, tv in bedroom and WIFI. A short walk to Main Street restaurants and shops. Minutes from Keeneland Race Track, the Kentucky Horse Park and our world famous Bourbon distilleries, it is surrounded by the most beautiful horse farms in the Bluegrass.

Private Lower Level King Bed/Patio

Guests access to the private finished walkout basement, fully fenced back yard. Near Bluegrass Outlet Mall & Louisville. An hour to Cincinnati & 45 to Lexington. King in the first bedroom, queen in second, sectional w/ reclining seats. Private patio/entry. Farm view, shopping, restaurants. Smoke-free! Homeowners live upstairs. Must be able to use stairs or walk a slight incline on the side yard. Cable offered on Smart TVs. Apps accessible. Fire pits.

Historic - Ward House 5br 5.5bth

Historically recognized both locally and Nationally. Experience history in the horse country! Built in 1843 one of the oldest standing homes in Lexington. Built as a bed and breakfast history suggests Abraham Lincoln stayed in the home once upon a time. The underground railroad stopped here, marked by the now 200 year old towering Oak tree. The floor plan allows for large scale entertaining and separates public from private spaces.

Not your Mother’s Log Cabin!

This spacious log cabin will make you feel like you're in Gatlinburg for the weekend! Decked out with log furniture, chainsaw carvings and a huge stone fireplace. Feel like you're in the middle of nowhere, when in reality you will be about 1 -2 miles from downtown Shelbyville antique malls & Horse shows, and only 15 minutes from Metro Louisville city limits. Also we are about 1 mile off I-64, just past a Cracker Barrel.

Hilltop Retreat at Wendt’s Wildlife Adventure

Take it easy at this unique and tranquil getaway. Newly remodeled home on a 125 acre farm that is home to Kentucky’s newest wildlife park & Daniel Boone’s last home in Kentucky. Expansive views, and a visit to Wendt’s Wildlife Adventure (open seasonally), which is owned & operated by your hosts, are sure to give you just the right amount of rest & adventure that you are seeking.

Johnson Hills Farm Bed and Breakfast

We are 1 hour from the Ark Encounter and 75 minutes from the Creation Museum! Our Carriage House is your home for sight seeing in lovely northern Kentucky. We are nestled in the foot hills of the Appalachian Mountains. From your balcony you will enjoy the lovely, peaceful views of the hills smoking in the early morning, the cows and horses grazing on the hillside during the day,