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
A charming outdoor scene features a geodesic dome nestled among trees. A decorated plant pot, with colorful whimsical figures and metal mushrooms, adds character to the landscape. A wooden pathway leading to the dome invites exploration, surrounded by natural greenery.
Dome in Rogers
4.96 out of 5 average rating, 211 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.

Top guest favorite
Cabin in Rogers
4.95 out of 5 average rating, 165 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!

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, 409 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
Cabin in Pine Ridge
4.99 out of 5 average rating, 111 reviews

Cabin in the Red River Gorge (prime location)

Our renovated cabin is the perfect space for two. Located in the Red River Gorge, just steps away from Daniel Boone National Forest & the Clifty Wilderness Area. Experience breathtaking views from trails just minutes away! Enjoy hiking, waterfalls, arches, bird watching, climbing, fishing, flora, fauna, creeks, ponds & more. Breathe in nature in a gorgeous space. - 0.1 miles to Rock Bridge Road - 1.8 miles to Chimney Top Road - 0.3 miles to delicious sit down dining, Sky Bridge Station

Top guest favorite
A modern black house is set on a rocky landscape, surrounded by lush greenery. A wooden post carved with bear figures adds natural charm. Large windows invite light into the home, enhancing the connection between indoor and outdoor spaces.
Cabin in Wellington
4.99 out of 5 average rating, 153 reviews

Luxury Cliffside Hammock House

Escape to a modern luxury hammock oasis: with cozy indoor & outdoor loft-net hammocks, memory foam beds with MyPillow pillows for supreme comfort, and MyPillow towels enhancing the spa-like bathrooms featuring rainfall showers and body jets. Adventure awaits with a private trail into Daniel Boone National Forest, a hot tub, and a pool table. This space isn't just a stay but an experience, designed for those seeking luxury, comfort, and a touch of adventure. Not Suitable for children.

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
4.98 out of 5 average rating, 323 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, 231 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!

Top guest favorite
A rustic cabin is located beside a small pond, surrounded by lush greenery. The structure features a covered porch and large windows, blending harmoniously with the natural landscape. Sunlight filters through trees, creating dappled shadows on the ground.
Cabin in Wolfe County
4.99 out of 5 average rating, 185 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!

Top guest favorite
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, 102 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.

Guest favorite
The cabin exterior showcases a wooden structure with large glass windows, allowing natural light to illuminate the interior. Surrounding foliage enhances the secluded feel, while a wooden deck extends from the entrance, leading to an outdoor space with a hot tub visible nearby.
Cabin in Stanton
4.95 out of 5 average rating, 385 reviews

Seclusion Cabin - Tower, Treehouse, Koi Pond

Seclusion is a completely custom, hand-crafted cabin complete with a treehouse room, koi pond, rocky landscape, observatory tower and more in an unbeatable location. This cabin is located just a mile or two off the Slade, KY exit on top of a ridge in Red River Gorge. Built by Paul Rhodes in his spare time, this passion project took over six years to complete and boasts a uniqueness unrivaled by other accommodations.

Guest favorite
A charming kitchen space features wooden ceilings and cabinetry, with a blend of dark and light tones. Shelves display kitchenware and plants. A compact dining area with a round table is surrounded by four black chairs, while appliances like a microwave and refrigerator are visible.
Cabin in Pine Ridge
4.9 out of 5 average rating, 181 reviews

Humble & Cozy | Hiking Near| Firepit| Boones Bluff

Boones Bluff: A perfectly located space in the heart of Red River Gorge- this newly renovated quaint cabin offers you a slice of RRG paradise! Boone's Bluff cabin backs up directly up to Daniel Boone State Park. Centrally located within minutes from Skybridge Road, Tunnel Road, and Natural Bridge State Park. Your family will be conveniently settled next to the RRG's top hikes, eats, and adventures!

Top guest favorite
The exterior of the home is showcased, featuring a light-colored façade and a welcoming front porch. Seasonal decorations, including a floral wreath and pumpkins, are visible near the entrance. A pathway leads to the door, with a grassy area and trees in the background.
Home in Pine Ridge
4.96 out of 5 average rating, 142 reviews

Sleep Over At The Gorge

Have fun with the whole family at Sleep OverAt The Gorge! Hiking, Kayaking and Ziplining. We are located in the middle of the gorge. Sky Bridge is five minutes away, Natural Bridge is 10 minutes, Tunnel Ridge is 3 min. away. Also Koomer Ridge is one half mile away. We are pet friendly and also have a couch that lets out into a queen size bed. Kitchen is fully stocked. Spacious wrap around porch.

Popular amenities for Glencairn vacation rentals

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