
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.

School Bus Tiny Home 30min from RRG/Natural Bridge
School bus converted into tiny home. Secluded 11.5 acres tucked into the trees. Well thought out floor plan equipped with kitchen, bathroom, and shower. Sleeps 4 guests. 1 queen and 1 bunk bed. Flat screen TV/DVD player located in both living room and main bedroom. Stainless steel sink, butcher block countertops, refrigerator/freezer, pullout pantry shelves, storage for clothing and luggage under each bed. TV dinner trays, over 200DVD's to choose from. Composting Toilet. Outdoor Fire-pit & Grill

Enjoy your stay at The Western sky
Welcome to our cabin. We are located just minutes away from the many attractions of this beautiful area including Natural Bridge State Park, The Red River Gorge, Muir Valley, Red River Underground, Zipline, just to name a few. We offer you a stay at our peaceful one bedroom one bathroom log cabin. Inside we have wifi, one King size bed. Microwave,refrigerator, coffee maker, full bathroom, Cold A/C. We live on the same property don't hesitate to reach out. We want this to be your best stay yet.

Cozy Cabin for 2 in the Heart of RRG!
Experience the perfect getaway at our rustic couples cabin, nestled within the breathtaking beauty of Cliffview Resort. With an array of outdoor adventures right at your doorstep, this cabin promises an unforgettable vacation. Discover a world of excitement with ziplines, Via Ferrata, serene lakes, hiking trails, fishing spots, and a refreshing swimming spot. But that's not all, prepare to fall in love with the awe-inspiring views that surround you at the nearby Natural Bridge State park.

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

NEW! | Hot Tub | Secluded Tiny House in the Woods
Escape to this Scandinavian-inspired tiny house nestled in the serene Daniel Boone forest. This cozy retreat is a new build and features minimalist design, a comfy queen bed, & large windows for nature views. Unwind in the hot tub under the stars or enjoy the quiet woods from the deck. Perfect for a romantic getaway or solo retreat, this charming cabin offers modern comforts & a unique woodsy experience. Recharge in a private, foresty haven. DO NOT BOOK UNLESS YOU HAVE 4WD OR AWD!

Rocky Flatts Cabin Pets Welcome No cleaning fee
Adorable two bedroom with new mattress on sleeper sofa and cot capable of sleeping 6, one bath, located on a farm. Lots of wildlife. Beautiful country scenery. Located ten minutes from Natural Bridge State Park and the Red river gorge and Hollerwood ATV Park. Lot of room to park vehicles and atv's. Just sit on porch or in hot tub and relax. No 4x4 vehicle needed for access to cabin. Please clean up after your pets in the yard. We have supplies for pet clean up on porch.

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.

A-Frame in the Trees | Hot Tub + Stars
Ever wondered what it feels like to wake up in the treetops? “The views are insane — we felt like we were sleeping in the trees.” ★★★★★ ~ Sarah, Sept ’25 At The Frame Cabin, a 20’ glass wall puts the forest right at your bedside — sunrise, stars, and every quiet moment in between. Here to hike, climb, or unplug? This modern A-Frame is designed to reconnect you with nature. Adventure outside. Calm inside. Perfect for couples, creatives, or anyone needing space to breathe.

Comfy Woodsy Stay| Near Hiking in RRG| Firepit
Lumber Lodge is in the heart of Red River Gorge! This 3-bed cabin backs directly up to Daniel Boone State Park and has so much to offer. This is the place where memories are to be made and s'mores to be devoured (especially around the fire-pit area). Staying in this neck of the woods will have you located within minutes from Skybridge Road, Tunnel Road, and Natural Bridge State Park. Your family will be conveniently nestled next to the RRG's top hikes, eats, and adventures.

Inverness Cabin - romantic, luxury, hot tub, sauna
Welcome to Inverness Cabin, the couple's getaway in the Red River Gorge! Every detail of this private cabin has been thought out to provide a truly perfect experience. Lux king mattress, work station, two fireplaces, soaking tub, quartz countertops, 2 person shower with 3 shower heads, 2 person sauna, even a pot faucet on the stove! 2 GB Wifi, Chromecasts, games, outdoor firepit, just to name a few more amenities. Brand new build! Covered hot tub on the back patio!

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.

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 holiday rentals
Other great holiday rentals in Glencairn

Hot Tub, Fire Pit, Fast WiFi & VERY Close to RRG!

Blue Cube at Hot Pink Homestead

Winter Retreat! *King Beds*Hot Tub*Sauna*Firepit*

Tiny Cabin with WiFi and Private Trails in RRG

Exclusively on Airbnb, The Lonesome Dove Cabin

Climbers Red River Gorge Getaway-Starlink

Cozy Point Hideaway

Close to everything! Cozy, cute, RRG getaway! WiFi
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