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

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.

Midcentury farm house.
Midcentury farm house located on the Danville/Stanford city line. Easy commute to Danville. Spacious farm house with great outdoor space and large living areas. The property overlooks several farms including Spring HIll 1850 Farm. On the Bourbon Trail; ithe house is ten minutes from Center College, five minutes from the Danville, KY private airport, 50 minutes from the Kentucky Horse Park and Keeneland. House is 20 minutes from Cedar Creek Lake and 20 minutes from Harrington Lake.

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.

ReJoyce Farmhouse--1920's farmhouse
Enjoy your stay at our beautiful newly renovated 1920s farm house. Situated in the gorgeous rolling central Kentucky countryside. Surrounded by working farms on the banks of beautiful unspoiled Gilberts Creek. Sit in the front porch swing listen to the sounds of a nature and a running stream. Your family and pets will enjoy the large yard and peaceful secluded setting. Close to golf, bourbon trail distilleries, Cedar Creek lake, horseback and hiking trails at Logan Hubble Park.

The Bunkhouse
The whole group will enjoy easy access to everything from this centrally located property. It’s 8 miles from Highway 27, and 8 miles from Liberty & Tarter Industries on 127. This 4 acre property is perfect for multiple family get-togethers, Business Meetings, and Parties. Inquire about the fees for those uses. Meals can be provided at extra cost. See Menu. Lake Cumberland & Herrington Lake are about 30 minutes away and Lake Liberty is approximately 9 miles away.

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

TT’s Treehouse
Cozy studio guesthouse with beautiful oak vaulted ceiling overlooking scenic woods and creek just 10-15 minutes from boat ramp on Lake Cumberland. Covered porch around guesthouse with gas grill access. Kitchen fully stocked. Full size sofa couch, and 2 full size floor mattresses in loft. Free wifi available. Onsite boat parking available. Fire pit and fire table available-both outside. No smoking.

Cosy Effeciency Studio Apartment
An efficient studio apartment. Queen size bed, Full size kitchen with French door refridgerator (Filtered water dispenser and ice maker). Cosy and convenient for a short stay or even long term stay. Dedicated parking spot. Within 10 minutes from downtown liberty, right on highway 49. Property sits on a 7 acre mini farm. You are allowed to fish from the pond.

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
Popular amenities for Middleburg holiday rentals
Other great holiday rentals in Middleburg

Sandy Acres Hobbit - Near Galilean Home - Liberty

The Sugar Tree Hollow Cabin

Lake House "Dar Bida" Monticello

Romantic Retreat | Fireplaces, Fire Pits & Views

Kentucky Bourbon Cabin

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

Historical Haven

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





