Holiday rentals in Middleburg

Sandy Acres Hobbit - Near Galilean Home - Liberty

Sandy Acres Hobbit Cabin is a one bedroom 2 Log Beds with Loft via ladder... nestled in the majestic hills of Kentucky, on 30 Acres 5 miles south of Liberty. Family owned and run. Our non-smoking, pet friendly ($20), log cabin has central heat and air conditioning, Log Beds, with all the comforts of home. Cable TV-DVD player and High Speed WI-FI service. Quiet getaway. Perfect for the single, couple or small family looking for adventure. SandyAcresCabins Liberty, KY. Click on Picture for More.

Stella's Country R&R

Spacious, pet friendly home in a beautiful country setting just a few miles from charming downtown Stanford, KY. This is the place for rest and relaxation! Single level, no steps accessibility for people with mobility difficulties. Come "n' set a spell" on the covered back porch (with a fenced yard) or explore the forested trails on the property. Keep an eye out for wildlife! Fishing and boating are available on nearby Cedar Creek Lake. (BYOBoat) 20 min. to Danville and 60 min. to Lexington

Quaint cottage in the heart of Danville

Cute renovated cottage in the heart of historic Danville. Walking distance to downtown and all of Centre College. Enjoy local restaurants, the Saturday morning Farmers Market, and the amazing shops on Main Street. The Cottage is fully furnished and beautifully decorated to make your stay comfortable and relaxing. All beds are memory foam mattresses, and all linens are 100% cotton with hypoallergenic fiber filled pillows and comforters. The front porch & deck offer outdoor space to sit a while!

Country Charm

This house is on a peaceful country road and has three bedrooms, two full baths, and a double driveway for parking. The newer appliances include a refrigerator, cook stove, dishwasher, and coffee makers. For your convenience, we provide the coffee for you to prepare. You will find water and soda in the refrigerator. Nearby are the Cedar Creek Lake, Lincoln County Fairground, and the Boyle County Airport. It's very near Stanford, Kentucky, about ten miles from Danville, and ten from Lancaster.

Serene barn loft in the heart of the Bluegrass

Relax and unwind in this charming barn loft nestled amidst 13 rolling acres on Honey & Vine Farm. This loft is the ideal honeymoon and anniversary space! Enjoy coffee in the morning from Adirondack chairs overlooking the pond, spectacular sunsets from the deck, and absolute serenity in this peaceful setting. Queen bed, private entrance, and beautiful sunsets. The goats and two horses love meeting new friends! 20 minutes to Danville and near hiking, lake Herrington, and Shaker Village.

Farmhouse Escape at Smith Acres in Central KY

This beautifully renovated farmhouse offers a peaceful, romantic escape in the heart of Kentucky farm country. Tucked away on 65 acres at Smith Acres, it’s where rustic charm meets modern elegance. Whether you’re planning a family getaway, a weekend for two, or booking as part of a wedding celebration, you’ll find cozy spaces, sweeping views, and that sweet stillness that invites you to slow down and savor the moment. Perfect for reconnecting and making lasting memories together.

*NEW* Secluded Cabin On Private Lake

Woodland Acres is located in the Heart of Kentucky, with spectacular views all around, year-round! Come enjoy this piece of heaven right on the Bourbon Trail! This unique and spacious hideaway has breathtaking views and is situated just 7 minutes from downtown Lebanon, KY. Enjoy a private lake and fishing dock, take a hike through the vegetation that surrounds you, or enjoy a cup of coffee on the wraparound porch. Ideal for leisure seekers, nature lovers, and families alike!

Ruckel's Rustic Retreat Cabin B

Our Cabin B sleeps 6 with a queen bed, four twin beds. The outdoor porch features a swing, chairs, and a cozy place to listen to the Frog Symphony, go Eagle Watching, and relax. Located a short walk away is Ruckel's Paylake, and Eubank park with walking trails, disc golf course, and playground. SMOKE FREE! Your stay includes a $20 meal voucher and two fishing passes so don't forget your fishing poles! Located across the parking lot from Ruckel's Restaurant.

2 Bedroom Home in Junction City

This home belongs to my parents. They travel frequently and are not always on the property. They have separate living quarters in the rear of the home that is separated from the rental space. There is no shared spaces in the home with them. Upon retirement, they decided to open up part of their home to assist in their quest to travel more. We hope that you enjoy the quiet neighborhood and the simple home they have lived in for many years.

Elegant Modern Rustic Retreat w/ Hot Tub

A steel framed industrial warehouse converted into an upscale two bedroom rustic-chic living space located within 8 miles of beautiful Lake Cumberland and within 5 minutes of Downtown, Somerset. The city is yours to explore from your own private 2 bed, 1 bath modern rustic retreat. Picture comfy beds, full bathroom, a kitchen built for entertaining, all under a metal tin roof for those rainy days when you just want to curl up and relax.

Coffee with the Squirrels

New chalet only 5 minutes to city of Somerset and 5 minutes to Lake Cumberland! Cozy 1 king size bedroom with custom features throughout. Walk out on your master suite deck and have coffee with nature! Full size bathroom w custom tile. Back deck that overlooks woods and wildlife. Sometimes there is a neighbor who has a dog that barks a couple housss down, I’m sorry if it does, doesn’t happen often

Horse & Buggy Country Inn

Nestled on 3 acres in BEAUTIFUL Amish & Mennonite country...this ADORABLE chalet is the PERFECT getaway! Only minutes away from the local Amish & Mennonite stores! Only 6 miles from the Famous Bread of Life Cafe! Within 1 mile from The Galilean Children’s Home! Just minutes away from beautiful lake Cumberland and green river lake