Holiday rentals in Ravenna

Nan's Cottage on Songbird Hill

Does a treehouse vacation sound inviting but cramped? Then you'll love our quaint cottage with a spacious deck overlooking the forest! This older home has been reclaimed from the wild and is decorated with antique and vintage finds, lending a "cottage-core" or "grandma-core" feel. We think you will find it enchanting as you are serenaded daily by a variety of wild birds. Although you'll be hidden away in the trees, you may hear traffic and farm activity. 4WD or AWD required year round!

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

New! Mountain Top A-Frame Cabin, The Triangles

Escape to your mountain top sanctuary where breathtaking views leave you in awe . This newly constructed A-Frame cabin invites you to immerse yourself in the tranquility of nature while indulging in modern comforts. Relax in the hot tub while enjoying stunning sunsets and gorgeous nature views all around. With meticulous attention to detail, each corner of this retreat exudes a personal touch, ensuring a truly unforgettable getaway amidst the wilderness. 20 mins to RRG! The Triangles

Cabin -40 acres, Hot Tub, 3-Sided Porch, Rec Room

Near the Natural Bridge, Hollerwood ATVs, & RRG! Get away from the hustle & bustle of life & reconnect w/ nature! Deep in the forest, u will discover a beautiful cabin overlooking a bluff in the magical Appalachian Mtns. Add a rec room, 3-sided porch w/ a pair of 6’ porch swings, 2 electric grills, hot tub, fire pit, small target range (+ much more) & you may never want to leave! 4 bedrooms but can sleep 16+. 10 miles to Natural Bridge. 24 yrs. or older to rent. Msg us with questions!!

The River House

Come stay and enjoy our lovely "River House". This house not only offers a comfortable home feeling stay, but also convenience to tons of entertainment and exploration. Located just outside of Ravenna in Estill County on the banks of the Kentucky River. It is a two-story, two bed, one bath house with existential views of the Kentucky River, river bottoms, and Appalachian Mountains. Porches with hammock chairs and patio furniture and windows upstairs to constantly take in the views!

Pauline's Paradise

Welcome to Pauline's Paradise! You can enjoy a quiet and relaxing stay in our 2 bedroom home, with an adjustable King bed in one and twin beds in the other. You'll find a full kitchen, washer/dryer, wifi and Roku TV. We welcome well behaved pets. Handicapped entrance ramp. We're 25 min. away from Natural Bridge, Sky Bridge, Red River Gorge, hiking, underground kayaking and more. We're less than an hour from Lexington. We ask that you refrain from smoking inside during your stay.

Gateway to the Red River Gorge

Get off the beaten path at this unique and tranquil getaway. Situated atop a small hill on a ridge traversed by a dead-end road, the 510 sq ft cabin is on a wooded lot. Ideal for couples, it is a one bedroom with walk-out deck, large front porch, and a tv room with futon. It has a well-appointed kitchen area with new appliances, cherry and tongue and groove pine paneling throughout, vaulted ceiling, solid oak flooring, large picture windows, and a tv/work area.

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

Escape to nature in this cozy cabin retreat in the heart of Red River Gorge, perfect for couples or small groups (sleeps 4). Enjoy a private hot tub, grill, fire pit, and peaceful forest views. Inside features a full kitchen, smart TV, and comfortable living space. Just minutes from hiking trails, rock climbing, and natural arches. Whether you're exploring the Gorge or relaxing under the stars, this cabin is the ideal escape for adventure and serenity.

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.

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.

Premium A-Frame • Hot Tub • Sauna • Pond & Animals

Private 58-acre A-Frame retreat in the Kentucky Appalachians with mountain views, a stocked fishing pond, hot tub, infrared sauna, fire pit, games, and rare farm animals. Meet Suffolk Punch draft horses, a Highland cow and calf, and Thoroughbreds by request. No TV by design, just nature, stillness, connection, and a true farm-stay experience. Sleeps 7.

Cottage on the Hill at Harmony Hollow

Cottage on the Hill at Harmony Hollow is surrounded by nature and quiet in beautiful Red Lick Valley. Hike 250 acres of deep woods in pure solitude, go rock hunting in the creek or mushroom hunting in the hills, watch horses on the property peacefully grazing, enjoy the view from the fish pond, or just take solace in the peace and quiet of the cottage.