
Vacation rentals in Middleburg
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Top-rated vacation rentals in Middleburg
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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
4.93 out of 5 average rating, 195 reviews
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.
4.98 out of 5 average rating, 117 reviews
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!
4.98 out of 5 average rating, 66 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.
4.96 out of 5 average rating, 265 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.
4.96 out of 5 average rating, 68 reviews
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).
5.0 out of 5 average rating, 17 reviews
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.
4.93 out of 5 average rating, 96 reviews
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.
5.0 out of 5 average rating, 44 reviews
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
4.91 out of 5 average rating, 197 reviews
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.
4.98 out of 5 average rating, 124 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
4.92 out of 5 average rating, 157 reviews
The Bunkhouse/Sleeps 15/7BR/5BA
Welcome to The Bunkhouse, a spacious 7-bedroom, 5-bath retret on 4 private acres in the rolling hills of Kentucky. With room for up to 15 guests, The Bunkhouse is ideal for family reunions, wedding groups, church retreats, hunting trips, lake vacations, business retreats, and weekend getaways.
4.89 out of 5 average rating, 63 reviewsPopular amenities for Middleburg vacation rentals
Other great vacation rentals in Middleburg

New custom built treehouse
5.0 out of 5 average rating, 79 reviews
Haney’s Hideaway close to Green River Lake
5.0 out of 5 average rating, 33 reviews
The Cuttawa Lake House
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The Lodge A-Frame Getaway
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Lake House | By Marina | Farm View | HotTub | Pond
5.0 out of 5 average rating, 30 reviews
*NEW* Secluded Cabin On Private Lake
5.0 out of 5 average rating, 70 reviews
Cosy Effeciency Studio Apartment
5.0 out of 5 average rating, 7 reviews
Steps from Centre, miles from stress!
5.0 out of 5 average rating, 87 reviewsDestinations to explore
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- University of Kentucky
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- Kroger Field
- Pulaski County Park
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- Talon Winery & Vineyards
- Harland Sanders Cafe And Museum
- Old Fort Harrod State Park
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