Bed and breakfast holiday rentals in Kentucky

5-Star Master Bed & Bath for Business or Pleasure

So convenient and close to Downtown Cincinnati, CVG & work. In a modest, safe neighborhood, our clean, comfortable, quiet home allows you to relax and refresh after a busy day. Self check-in, breakfast/coffee, private bathroom, comfy queen bed, dedicated workspace, fast/free wifi, 40" TV, Netflix, laundry service, cook-in/dine-in kitchen, many amenities, nice shared space, weekly/monthly discounts are popular with work guests. You'll feel welcome, safe, at home. Hospitality is our middle name.

Three rooms: bedroom, bath & library Quiet street

Easy access suburban home. Private bedroom, bath & library/TV room. Elegant linens, quality mattress, USB charger, fast wifi, HEPA air filter/white noise, solar panels, work desk. BB fans,horse-lovers,visiting workers-17 min to Rupp Arena, Keeneland & airport. 30 min to KY. Horse Park. 3-7 min to shopping/restaurants. Coffee selection:biscotti, full breakfast $20/person. Microwave & fridge in library. Easy access from I-75 and I-64. Washer and dryer upon request. Pets welcome, small pet fee.

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.

Enlightening KY Lake Paradise

For KY nature lovers, it just doesn’t get better than this. We have curated the most majestic setup possible on a private lake with horses running, blue herons flying, and fish swimming ready for an amazing adventure. The farm hosts 140 acres of bluegrass with stunning views of the lake and spectacular sunrises and sunsets. We offer a bed and breakfast, kayaking, fishing, biking, and an abundance of experiences that await. Reach out and we’ll help customize your retreat to our oasis!

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 Adventuresb

SHORT TERM RENTAL SPECIAL LICENSE # 15085659. Private downstairs suite: bedroom and den, plus a bath w/ small shower, in a quiet, safe neighborhood. (Hosts upstairs). Entry via garage side door w/ key. Roku TV, stereo, fridge, microwave, sofa which folds out 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.

America Room at Main Street Bed & Breakfast

The America Room is named after America Dickinson, the sister of Thomas Childs Dickinson who first bought the house. A cozy retreat, we've decorated the America Room in patriotic red, white, and blue, along with some period antiques. The handmade heirloom quilt graces a queen-size bed. You have your own en suite private bathroom with a walk-in shower.   The full country breakfast is a different experience every day, from sausage gravy and biscuits, to Huevos Rancheros.

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.

Paradise Inn B&B - Lover's Suite

The only B&B in Kentucky with an ‘Eiffel Tower’ view! Paradise Inn B&B is a unique penthouse suite atop "The World's Tallest Three Story Building" (from Ripley's Believe It or Not!) with exquisite oriental decor from the far East. The unbeatable hospitality is provided by your host and the owner, Lee Nguyen. This stay includes a $25 gift certificate for Paradise Cafe - Asian fusion and Pho restaurant located on the first floor.

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.

Ken’s Bed and Breakfast

Unique 1880’s unique Queen Ann Victorian Mansion located in a secluded quiet location near the airport and mall. This home has an exquisite architecture and atmosphere with genuine era specific craftsmanship and decor. A stay in this home will leave a lifetime of memories. Stays may be arranged by the day, week or month. Ideal for group gatherings or weddings. $100/night per bedroom.