
Holiday rentals in Middleburg
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Top-rated holiday rentals in Middleburg
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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.

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.

The ranch house. Relax and unwind
Quiet, peaceful, country setting. There are country roads for walking and bike riding. For the boaters and fishermen, we are just minutes away from Arnold’s landing boat ramp and also Holmes Bend marina on beautiful Green River lake. For the hunting enthusiast, there are 20,000 plus acres of public land available for spring and fall hunting, with an abundance of turkey and deer. Close to Campbellsville University and Lindsey Wilson in Columbia. Lake Cumberland is also a short drive away.

Romantic Hot Tub Retreat | Bourbon Trl | Walk2Dine
Downtown walk to dinner. Hot tub, Fire pit , Bourbon Trail, 10 Miles from Maker’s Mark, many more distilleries. Best boutique style. Complimentary Itinerary, Huge privacy fence pet friendly yard. The Ky Barrel House a unique retreat on the Trail. Equipped kitchen, walk to downtown shops. Minutes to: Maker’s Mark, Willett, Bardstown Bourbon, Heaven Hill, Jim Beam, Lux Row. a couple miles to Cornerstone Acres, The Grove At Silverton Hill, My Old KY Home. Fast WIFI, Fireplace (elec) desk

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.

Cozy Cabin on the Bourbon Trail
Our place is close to the Bourbon Trail. You’ll love our cabin because of the warm interior and amazing outdoor space. Our place is good for couples, solo adventurers, business travelers, and families. This cabin located in the country on our 100 acre farm, but you are 3 miles from restaurants, groceries, pharmacies and shops. The location is also central to the distilleries: 15mi to Maker's Mark, 35mi to Jim Beam, 50mi to Woodford Reserve, Lexington, and Louisville

Wishing Well Guesthouse On The Lake
A peaceful, waterfront guesthouse in a serene quiet neighborhood. On 2 acres of rolling hills, this choice location will be a peaceful getaway. Updated furnishings and appliances in this beautiful, open concept living space with a gas fireplace inside or a rustic fire pit outside. Close to lake marina rentals. #Center College #Pioneer Playhouse #Brass Band Festival #Pasture at Marksbury Farm #KY BBQ Festival #Bourbon Trail #Norton Center For The Arts #127 yard sale

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

Home in Liberty
Enjoy easy access to everything from this 2 bedroom 1 bath home centrally located in the middle of Liberty. This non-smoking house has central heat/air. 1 mile to Ag Expo center, 5 miles to bread of life, 27 miles to lake Cumberland, 30 mins to Danville and only 1/4 mile for liberty’s Apple festival and court house.
Popular amenities for Middleburg holiday rentals
Other great holiday rentals in Middleburg

New custom built treehouse

Curve Cottage

Haney’s Hideaway close to Green River Lake

The Lake Nest Off Jamestown Square - Hot Tub!

Ruckel's Rustic Retreat Cabin B

Rose of Sharon Cottage

Renfro Valley less than 2 min WALK! 3 min to I-75

Historical Haven
Destinations to explore
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- University of Kentucky
- SomerSplash Waterpark
- Four Roses Distillery Llc
- Bardstown Bourbon Company
- The Arboretum, State Botanical Garden of Kentucky
- Raven Run Nature Sanctuary
- My Old Kentucky Home State Park
- Cumberland Falls State Resort Park
- Shaker Village of Pleasant Hill
- Heaven Hill Bourbon Experience
- Old Fort Harrod State Park
- Talon Winery & Vineyards
- Pulaski County Park
- Levi Jackson Wilderness Road State Park
- Kroger Field
- Big South Fork Scenic Railway
- Harland Sanders Cafe And Museum
- Fort Boonesborough State Park





