Vacation 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

Bourbon Trail | Walk to Dine | Hot Tub * Fire Pit

Couples love the Kentucky Barrel House located on the Bourbon Trail. Walk Downtown for a steak dinner or shop. Hot tub, Fire pit. 10 Miles from Maker’s Mark, 3.2 Miles from Potter Jane Distilling, Limestone Branch Yellowstone Distillery 8 miles + many more including; Willett, Bardstown Bourbon, Heaven Hill, Jim Beam, James B. Beam, Lux Row. A few miles to Cornerstone Acres wedding venue, Lincoln Legacy Museum + golf. Free Itinerary, huge yard, privacy fence, pet friendly, equipped kitchen.

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).

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.

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

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.

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

8-Acre Escape: Fishing Pond, Waterfalls, Disc Golf

Escape to our peaceful Kentucky lake house on an 8-acre private retreat on Lake Cumberland. Perfect for families and nature lovers, this pet-friendly home offers stunning views, a private pond, waterfalls, and a cozy fireplace. Enjoy modern amenities like Starlink internet and a fully equipped kitchen. A year-round destination for relaxation and adventure.

Luxury Retreat w/ Hottub & Sauna

A steel framed industrial warehouse converted into an upscale suite with a modern luxury 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 King bedroom Suites, Infrared Sauna, Hot-tub and Fire-pit built for the perfect retreat.

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.