Holiday rentals in Middleburg

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Top-rated holiday rentals in Middleburg

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Top guest favourite
Two goats are visible inside their stall, with one wearing a pink collar. The wooden walls of the stall are complemented by a soft light from a lantern overhead. Straw covers the floor, creating a cozy environment for the animals.
Farm stay in Berea
4.96 out of 5 average rating, 239 reviews

Stable Suite on Farm, with view of Goats’ Stall.

Are you dreaming of the perfect farm stay? Nicura Ranch is a private farm located only 1.5 miles from I75. This stable suite, featured in the hit series 50 States in 50 Days, is 1 of 5 suites attached to our barn, and very unique. A bedroom window looks directly into our goat’s stall! The private barn suite features a bedroom, full kitchen and bathroom. There is a private entry and free parking. The suite comfortable sleeps 2 adults. Breakfast and a glass of Bourbon included. Pet friendly/no fee

Top guest favourite
A spacious living area features a modern sofa with decorative pillows. Large opening doors showcase views of the covered porch and surrounding greenery, allowing natural light to fill the space. A wall-mounted television and fireplace are also present, enhancing the inviting atmosphere.
Home in Somerset
4.94 out of 5 average rating, 157 reviews

Garage Door to the Wilderness!

Welcome to this stylish and sleek tiny home that's perfect for modern living! With ample space to sleep 4, features a bathroom complete with a beautifully tiled custom shower. The kitchen is a chef’s delight, black cabinetry and elegant granite counters.Enjoy the seamless flow of heated tile flooring throughout, leading you to the covered back porch where you can sip your morning coffee! The back garage door offers easy access to nature’s beauty. Located 5 minutes from either town or the lake!

Top guest favourite
A charming house is set back from a peaceful country road, with a spacious porch that wraps around one side. A sign reading 'Country Charm' stands prominently in the front yard. The property is surrounded by green lawns and gentle landscaping.
Home in Stanford
4.96 out of 5 average rating, 252 reviews

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.

Guest favourite
A charming country house is depicted, featuring a red metal roof and a welcoming porch. Two chairs are placed on the porch, overlooking a grassy yard. The backdrop reveals gentle hills under a clear blue sky, creating a serene outdoor setting.
Home in Knifley
4.96 out of 5 average rating, 110 reviews

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.

Top guest favourite
The open-concept kitchen features white cabinetry with a marble countertop and a central island, seamlessly connecting to the cozy living area. A stone fireplace acts as a focal point, surrounded by comfortable seating and natural light flowing from nearby windows.
Farm stay in Hustonville
4.94 out of 5 average rating, 54 reviews

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.

Superhost
The historic farmhouse, set in a peaceful country setting, features a welcoming front porch with rocking chairs. Lush greenery and hydrangeas frame the entrance, while the steps lead to the door beneath a gabled roof. Sunlight highlights the well-maintained exterior.
Home in Russell Springs
4.77 out of 5 average rating, 154 reviews

The Little FarmHouse

Historic farmhouse in a peaceful country setting. Home was built by World war 2 veteran! Kitchen has all your basic needs ;Crock pot, Coffee maker and toaster , washer and dryer for your convenience! The bathroom and one bedroom is on main floor and upstairs are 2 more bedrooms plus a tiny sunroom with a daybed and a trundle bed that’s great for kids. Lovely front porch where wildlife can often be seen! Convenient location with driveway right off of HWY 80 and 5 miles from town

Guest favourite
The exterior of a spacious property is showcased at night, illuminated by soft outdoor lights. The architectural design features a steeply pitched roof and large wooden beams. A well-maintained lawn lies in front, with a welcoming entry that leads to multiple porches.
Home in Kings Mountain
4.86 out of 5 average rating, 51 reviews

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.

Top guest favourite
A spacious entryway features a striking artwork installation on the black wall, complemented by a spiral staircase leading to the upper level. Comfortable seating includes a tufted leather chair and a plush sofa, with a round wooden coffee table at the center on a decorative area rug.
Guest house in Somerset
4.99 out of 5 average rating, 205 reviews

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.

Top guest favourite
A spacious living area features wood flooring and natural light from multiple windows. A comfortable sofa and a chair are arranged for relaxation. A television is positioned on a dark wood console, complemented by an organized bookshelf displaying various storage bins.
Home in Somerset
4.97 out of 5 average rating, 275 reviews

Alle’s place near downtown

The whole group will enjoy easy access to everything from this centrally located home. Convenient to just about anything. This home is located downtown in a quiet neighborhood. Within 8 minutes Walking to the town square. And a 10 minute drive to lees ford marina and under 15 minutes to Burnside marina. It is also less than 3 miles to the rural development center.

Top guest favourite
The cottage exterior features a covered porch with a dark bench and decorative mum plants. Large windows allow natural light into the space, while the metal roof provides durability. A spacious lawn extends, revealing open pasture land in the background.
Home in Knifley
5 out of 5 average rating, 21 reviews

Haney’s Hideaway close to Green River Lake

Country cottage just minutes from Green River Lake boat ramp. Quiet peaceful setting to relax and unwind with lots of free parking. WiFi included and smart TVs in each bedroom and living room. Family friendly with large yard. Eat-in kitchen fully stocked with all the dishes and pots/pans you will need! Full-size washer and dryer onsite

Top guest favourite
The charming chalet is framed by lush greenery, featuring a wraparound porch with wooden railings. A welcoming front door is centered beneath a triangular roof. Flowering bushes border the stairs, leading to the outdoor seating area, which includes two chairs positioned beside the entrance.
Chalet in Liberty
4.92 out of 5 average rating, 147 reviews

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

Top guest favourite
A modern farmhouse presents a striking black exterior under a clear sky. The building features a sloped roof and large steps leading to an inviting entry. Surrounding green grass and mature trees enhance the rural setting, contributing to a serene atmosphere.
Farm stay in Danville
5 out of 5 average rating, 31 reviews

Your Home at Nossa Farms

Relax and unwind on a charming farm, where wide open pastures and delightful company await you. Watch curious chickens, playful ducks and cattle graze as you unplug and immerse yourself in the tranquility of nature. Enjoy the perfect balance of peaceful rural charm while staying conveniently close to local attractions.

Popular amenities for Middleburg holiday rentals

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  2. United States
  3. Kentucky
  4. Casey County
  5. Middleburg