Vacation rentals in Glencairn

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Top-rated vacation rentals in Glencairn

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

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Top guest favorite
Dome in Rogers
4.96 out of 5 average rating, 220 reviews

Cozy dome w/ hot tub minutes from Red River Gorge

The Humble Hippie was made for the nature lovers who prefer their adventures with a side of comfort. Centrally located with a ten minute drive from Natural Bridge State Park and less than fifteen minutes from Red River Gorge, this dreamy dome invites you to unplug—without totally disconnecting. Soak in the private hot tub, stream your favorite tunes with WiFi , and watch the sun rise over the mountains through a 10-foot panoramic window. The perfect place to decompress and reconnect with nature.

Guest favorite
Cabin in Rogers
4.95 out of 5 average rating, 171 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. Enjoy the views and peacefulness for a romantic getaway. For weddings at The Greenhouse / Appalachian Rose Farm this is the place to stay!

Top guest favorite
Cabin in Winston
4.94 out of 5 average rating, 125 reviews

Romper Ridge

Enjoy one of the best veiws in the Red River Gorge from our beautiful cliffside cabin! • Loft style bedroom with a king-size bed, and a private bedroom with a queen-size bed on the first floor. • Starlink internet/wifi • Well appointed kitchen • Shower with a veiw in our newly installed outdoor shower. (Seasonal) • The cabin is located 20 minutes from the Slade exit off the Bert T Combs Mountain Parkway. • Right at the center of all the hiking, climbing, and exploring the Gorge has to offer!

Guest favorite
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, 420 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 favorite
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, 126 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.

Top guest favorite
The deck stretches outward, showcasing a hot tub surrounded by wooden railings. A soft orange and pink hue fills the sky as the sun rises over the horizon, illuminating the mist-covered landscape below. Trees frame the view, enhancing the serene atmosphere.
Guesthouse in Stanton
4.98 out of 5 average rating, 354 reviews

Robbie’s Rest: Amazing Mountaintop Sunrises

2020 new unit with nice deck, wonderful mountain scape with amazing sunrises from your deck or the deck of the main house where host lives. 8 acres that sit where the rolling hills meet the mountains overlooking the Daniel Boone Forest. 35 miles from Lexington, you will enjoy the peace & quiet of the beautiful mountains. Minutes away from the trails, waterfalls & attractions of Natural Bridge State Park & the Red River Gorge! We hope you will visit us soon! *Sunrise is not always visible

Top guest favorite
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, 129 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 favorite
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, 335 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.

Top guest favorite
Cabin in Rogers
4.94 out of 5 average rating, 236 reviews

Hot Tub! 2 Master BR - Sleeps 6 Adults

Welcome to your cabin in the woods! Newly built with split log siding and tin roof. Front and back covered porches to relax on and enjoy nature! Back porch has dining table, propane grill and jacuzzi hot tub with a view into the woods. Vaulted ceilings and huge windows to let in natural light! Nature trails and cliffs just minutes away. This cabin has the magic of nature you want but still right in the middle of Red River Gorge and Natural Bridge!

Guest favorite
Tiny home in Wolfe County
4.95 out of 5 average rating, 105 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 favorite
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
4.98 out of 5 average rating, 147 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 favorite
Cabin in Wolfe County
4.99 out of 5 average rating, 195 reviews

Poplar Cove-Near Red River Gorge

Location!!!! Location!!!! Come stay in our “Little Slice of Heaven”, titled “Poplar Cove” nestled right in the heart of the Red River Gorge and Natural Bridge! Poplar Cove is an oasis for those looking to get away from the hustle and bustle of everyday life and just want to slow down! If you enjoy gorgeous views, sightings of Kentucky wildlife, and the serene, peaceful sounds of the countryside, then this is the perfect vacation spot for you!

Popular amenities for Glencairn vacation rentals

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