Holiday rentals in Middleburg

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

Sandy Acres Cabins (Big Cabin) - by Galilean Home

PRICE IS FOR 2 GUESTS ONLY each additional guest is $30.00 per night. Pets are welcome with the $20 Pet Fee. Sandy Acres, 3 Bedroom, 2 Full Bathroom with Loft VIA Stairs with 4 Beds. Can sleep up to 16 if 2 per bed and have one toddler log bed. Nestled in the majestic hills of Kentucky, is family owned and run. Our non-smoking log cabin has central heat and air. Cable TV-DVD player and High Speed WI-FI. All 5 Log Beds are Queen Size. 2 lower level bedrooms with 2 Full/Twin Beds. 9 Beds total.

Sleeps 10+HotTub+Dock+Heated Pool/Pets w/Fee

• Stunningly renovated 4-bedroom, 3.5-bath lake house on Lake Linville • Ample outdoor seating • Enjoy a heated (fee applies) saltwater pool (16 ft x 24ft with a max depth 6.5 feet) with scenic views of Lake Linville • Accommodates up to 10 guests: sleeps 8 in bedrooms, plus 2 on rollaway beds • Pet-friendly (fee applies) with fenced-in backyard • 6 -7 person hot tub overlooking the pool and lake • Additional upgraded amenities to enhance your experience and to build everlasting memories!

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.

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.

Welcome to Proctor’s Porch

Welcome to Proctors Porch, located in beautiful Copper Creek, Ky. It is situated along the countryside of a working farm. The house has scenic valleys and mountain views. Proctor’s Porch is a ranch style brick home which offers 1500 sq. ft on one level. It is fully furnished with all amenities to feel right at home. The house has 3 bedrooms (3 full and 1 twin bed), large kitchen and dining room combo with large table that seats six, living room and utility room (washer & dryer).

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.

New custom built treehouse

Reconnect with nature at this unforgettable escape. Green River Breeze is a new custom built 4 season treehouse. This space allows you to immerse yourself in nature while enjoying all modern amenities of home. Suspended among the trees you will fall asleep in the loft on a king size bed. You will find a fully equipped kitchen, private bathroom and small living area BUT the real beauty is the expansive deck and outdoor firepit.

Ruckel's Rustic Retreat Cabin A SMOKE FREE

Ruckel's Rustic Retreat SMOKE FREE CABINS 192 W Highway 70, Eubank, KY 42567-7536, United States Located in beautiful Pulaski County 192 W Hwy 70 Eubank KY Lodging includes..... 2 fishing passes A $20 meal voucher Free admission to the Frog Symphony Unlimited Eagle Watching Serious relaxation on the porch swing. VIP status for the Goose Don't forget your fishing poles! Playground- Park within walking distance.

Rose of Sharon Cottage

Welcome to Rose of Sharon Cottage, a cozy cedar log cabin in Kentucky! This 3000 sq ft haven has four bedrooms and a warm loft area with a king size bed plus twin and toddler beds. It boasts two full kitchens, comfy living areas, and a large deck amidst natural splendor in Amish country. Perfect for families or couples seeking a serene getaway. Experience the unique charm of Kentucky in our rustic, inviting retreat.

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