Holiday rentals in Montgomery County

Endless View Cabin Rental

Endless View Cabin is conveniently located in the Red River Gorge/Natural Bridge area. It is a new construction (970 sq. feet of open floor plan). Bedroom 1 includes 1 queen size bed, dresser, hi-chest, nightstand and 55"TV. Bedroom 2 boosts a huge 4 adult queen size, Minnesota pine bunk bed with dresser. This cabin is dog friendly, loaded with board games for the family, has an outdoor fire pit, amazing views, quiet and secluded which allows for a great getaway for you and your friends/family.

Modern Barndo, Hot Tub|Fire Pit|Rec Room|20min RRG

Luxury Barndominium | Ultimate Game Room | 20 Mins to Red River Gorge This newly designed luxury Barndominium is packed with every amenity and game you can dream of, making it perfect for families, groups, and adventure seekers exploring the Red River Gorge, stargazing by the fire pit, lounging, or soaking in the hot tub. Games for all ages include pool, foosball, ping pong, darts, arcade games, multiplayer video game table, a dedicated small child play area, basketball, volleyball, and more!

Barn at Red River Gorge & Lexington

Location! Location! Location! Located only 15 minutes from Red River Gorge and Natural Bridge and 45 minutes from Lexington, this BRAND NEW 2 bedroom 1 bath barn cabin is the perfect place to relax and unwind. Relax and converse on the screened in back deck. Tell scary ghost stories around the fire pit. Cook those delicious hamburgers and hot dogs on the grill. Enjoy the amazing views of the Bluegrass and breathtaking stargazing from the overlook. Take a stroll throughout the woods.

THE DOLLY - Cozy, Bright Home in Historic Downtown

Hello, Dolly! This bright and cozy home in the heart of downtown Mt. Sterling provides comfort and convenience. With hundreds of unique artifacts and rare photos to discover, you will find peace, relaxation, and tons of Dolly-themed photo ops! In addition to WiFi and Roku TV, guests will enjoy a massive collection of Dolly Parton films, records, and books. A fully-themed kitchen, bedroom, dining room, and bathroom offer many fun Dolly touches. A place so cute, even Jolene wants to stay!

High Street Hideaway home atmosphere for relaxing

High Street Hideaway, relax away from the city in a spacious well appointed home atmosphere. Large back deck for relaxing and dining. No need to park on the street and walk a flight of stairs! Private parking with 4-5 steps up to deck and back door! *Access to Lexington 30-45 minutes away via Interstate 64. * 45 minute drive to the natural beauty of Red River Gorge for hiking/ climbing *30 min to Cave Run Lake * Three blocks to local shops, eateries, and town festivals!

One Bedroom apartment with full kitchen

This a spacious and peaceful apartment located in historic Mt. Sterling, Kentucky just off of I-64. In 30 minutes you can be at Cave Run Lake, Red River Gorge or Lexington, Kentucky. It is also the perfect location for the popular 4 day “Court Days” which happens every third weekend in October! This apartment is 2 blocks walking distance to downtown Mt. Sterling, KY where you will find fun shopping and dining! This apartment is deep cleaned between bookings. Reserve today.

Montgomery Manor #11

Enjoy a stylish experience at this centrally located 1/2 mile from I-64 , only 40 miles from Cave Run Lake & Red River Gorge. A beautifully designed interior room with a queen size bed that sleeps two comfortably, 55 inch screen tv with a beautiful wall inserted fireplace. Gorgeous kitchenette with mini refrigerator lots of cabinet space, two burner stove top with plenty of counter space for cooking and a sink for dishes and a newly remodeled walk-in shower

Welcome to the Bunkhouse!

The bunkhouse boasts 3 large bedrooms, two offer queen beds, while the master has a king. Two full baths and an additional sectional couch in the living room guarantee you plenty of room to spread out and enjoy your stay! Enjoy a peaceful stay on a working rare breed horse farm surrounded by large herds of both young and old horses as well as other farm animals. Gorgeous sunsets are as common as the gorgeous equines spotting the 70 acre farm.

The Honey Hut, Think of “ On Golden Pond"

The perfect honeymoon or family-friendly quality getaway spot, nestled in the quiet countryside of Mt. Sterling, KY - with a beautiful lake just steps from your back porch. Take your family or friends canoeing, paddle-boating, fishing. End your stay with a campfire in the fire pit to make this an unforgettable getaway.