Holiday rentals in Glencairn

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Top-rated holiday rentals in Glencairn

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Cabin in Rogers
4.94 out of 5 average rating, 180 reviews

Moody A Frame | Hot Tub | Red River Gorge

Welcome to The Raven! A luxurious all black A-frame cabin in Red River Gorge Kentucky, just 10 minutes from Natural Bridge State Park, Miguel's Pizza, and Muir Valley. We built this cabin to be so cozy you'll never want to leave. Spend the day exploring the world famous hiking trails and rock climbing, and your evening soaking up the forrest in the hot tub. Perfect for romantic getaways or adventure seekers. For weddings at The Greenhouse / Appalachian Rose Farm this is the place to stay!

Guest favourite
A treehouse nestled among tall trees features multiple levels, wooden stairs, and a sturdy deck. Surrounding foliage and a forest floor covered in leaves add to the serene atmosphere. Comfortable seating areas are located at the base, inviting relaxation in the natural setting.
Treehouse in Stanton
4.87 out of 5 average rating, 432 reviews

Serene Ravine Private RRG Treehouse

Stay in a custom-built treehouse nestled in the heart of the Red River Gorge forest on private land—perfect for family getaways, romantic escapes, or friend trips! Explore great views, built along a peaceful stream, and the calming sounds of nature. Step outside to a nearby trailhead leading to Gray’s Arch and more. Just 15 mins from local favorites like Miguel’s Pizza, coffee shops, and mini golf! Availability is limited - so be sure to lock in your summer vacation before it's gone!

Top guest favourite
The exterior of the home features a two-story structure with a light-colored facade and a stone chimney. The property is surrounded by lush green grass and trees. A gravel area is set up with outdoor seating around a fire pit, providing a welcoming outdoor space.
Cabin in Rogers
5 out of 5 average rating, 130 reviews

Magnolia Falls - Tranquil Getaway

Magnolia Falls is named after the big leaf magnolia trees and the nearby waterfalls on the Peddlers Fork stream. The peaceful and relaxing sounds can be enjoyed year round from the front porch as the stream flows over the rocks and gushes toward the deep gorge below. This tranquil setting sits on 60 acres surrounded by woods with walking trails. You have access to the entire 2nd floor, porches and outdoor area. The first floor isn't rented or occupied; you have the property to yourself.

Guest favourite
The exterior of the cabin features a striking wooden facade with a sloped roof. Multiple windows allow ample natural light, providing views of the surrounding trees. A spacious deck is visible, furnished with outdoor seating options, enhancing the cabin's connection to nature.
Cabin in Campton
4.95 out of 5 average rating, 132 reviews

Luxury Couples Escape w/ Hot Tub

Simply Irresistible is a luxurious couples’ cabin in Red River Gorge, perfect for a romantic getaway. Enjoy stunning views through surround windows, relax in the spacious tile shower built for two, or unwind in the private hot tub. The cabin features a fully stocked kitchen with modern appliances, a plush leather couch that converts to a queen sofa bed, and a king-size bed guests rave about for its incredible comfort. Experience the perfect blend of romance, comfort, and natural beauty.

Top guest favourite
Cabin in Rogers
4.96 out of 5 average rating, 135 reviews

The Turtle • Pet friendly • Hot Tub • Romantic

The Turtle is a modern A-frame cabin with a private hot tub near Red River Gorge and Natural Bridge. Decorated with original folk art by Wolfe County artists, it offers forest views, an outdoor TV, fast Wi-Fi, and cozy comfort. Peaceful, pet-friendly, and close to hiking, climbing, and scenic trails, this secluded yet convenient getaway is perfect for couples or friends seeking a romantic or adventurous escape. The Turtle blends art, music, and nature into a relaxing Kentucky retreat.

Top guest favourite
Home in Pine Ridge
4.96 out of 5 average rating, 162 reviews

Sleep Over At The Gorge

Family-friendly, pet-friendly home in the heart of Red River Gorge! Sky Bridge (5 min), Natural Bridge (10 min), Tunnel Ridge (3 min), and Koomer Ridge (½ mile). King bed, 2 twin beds, baby bed, queen sleeper sofa, TVs in every room, fully stocked kitchen, fire pit, and a spacious wraparound porch with an outdoor dining area and bbq grill. Enjoy peace, quiet, safety, and beautiful sunsets on our family farm while sitting around the fire pit after a day of hiking and rock climbing.

Top guest favourite
A spacious outdoor deck features a hot tub and a fire table surrounded by comfortable chairs. Large windows frame serene views of the surrounding forested hills, inviting relaxation in a tranquil setting.
Cabin in Pine Ridge
4.99 out of 5 average rating, 343 reviews

Cliffside Romantic Retreat LOVE

Fall in love at the unique and serene "Tis So Sweet Cliffside Cabin". The space is designed for a lovers retreat with luxuries of a spa bathroom, massage chair, fire table, recliner seat hot tub, and much more! This newly built cabin is peacefully secluded, yet still only a few miles away from the Natural Bridge State Park, Red River Gorge, Daniel Boone National Forest, underground kayaking, zip lines, rock climbing, swimming, delicious food and many other local attractions.

Guest favourite
Tiny home in Wolfe County
4.95 out of 5 average rating, 111 reviews

Modern Mirror Home| Creek| Hot-tub | Glass House3

Welcome to Nature Rooms! Enjoy a unique creekside stay in Red River Gorge at our glass house, a perfect choice for a luxurious glamping escape. Combining modern style with natural touches, this newly-built space creates a cozy retreat with an amazing mirrored exterior and full window glass interior view. Set on 26 acres of woodlands, and just 15 minutes from Natural Bridge State Park. Come enjoy a one-of-a-kind getaway! *4WD VEHICLES RECOMMENDED*

Top guest favourite
The cabin is nestled amongst lush trees, featuring a wooden deck that extends from the front. Large glass windows allow natural light to fill the interior while showcasing the surrounding nature. The driveway slopes gently upward towards the entrance.
Cabin in Slade
4.97 out of 5 average rating, 155 reviews

Maple Point - Dream Cabin in RRG

Welcome to Maple Point, an immaculate 1 bedroom + 1 bath cabin located in the heart of Red River Gorge. Completed in 2024, this property was thoughtfully created by a builder and designer to provide guests with a comfortable and memorable space to enjoy this region of Kentucky. Whether you are looking for a central base from which to explore, a quiet getaway where you can relax, or an inspiring space to work, we would love to have you come stay.

Top guest favourite
A wooden cabin is surrounded by trees, featuring a welcoming porch with seating. A gravel area leads to a stone fire pit and a picnic table, providing an outdoor space for relaxation. The cabin's metal roof complements the natural setting.
Cabin in Wolfe County
5 out of 5 average rating, 117 reviews

New Backwoods Cabin RRG

$100 Visa Card with stays of 5 nights or more Hot tub!!!! Welcome to our brand new cabin at RRG!! We are only minutes away from all attractions and hiking of the Gorge yet very secluded when you are ready to just get away from everything. We have a very spacious outdoor space to include a covered hot tub, fire pit, charcoal grill and wrap around porch. You can also enjoy our private nature trails around the property.

Top guest favourite
The entrance to The Mail House features a covered porch adorned with hanging ferns and lights. A cozy seating area consists of a wicker sofa and chair, complemented by a welcome sign and a green door. Solar panels are visible above, facilitating sustainable energy.
Home in Pine Ridge
4.97 out of 5 average rating, 314 reviews

MailHouse@RedRiverGorge |Historic Post Office|DBNF

The Mail House is a charming tiny home that once served as The Pine Ridge Post Office From 1950-2005. Located in the heart of the Red River Gorge and minutes to the areas most popular attractions. Guests will appreciate waking up in close proximity to trail heads in the Red River Gorge and Natural Bridge State Park, as well as world class climbing destinations.

Top guest favourite
A spacious porch features natural wood flooring and sturdy railings, offering views of the lush greenery. Two comfortable wicker chairs are set against the railing, providing an inviting space to relax while enjoying the serene surroundings of the pond and trees.
Cabin in Rogers
5 out of 5 average rating, 109 reviews

Modern Cozy Cabin Near RRG, Muir

Welcome to Red Tail Rest, a peaceful, modern retreat in the heart of Red River Gorge. This newly built, bright, and secluded getaway offers a perfect blend of comfort and nature. Nestled among the trees and overlooking a serene pond, this cabin is half a mile from Muir Valley, making it an unbeatable location for rock climbers, hikers, and nature lovers.

Popular amenities for Glencairn holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Wolfe County
  5. Glencairn