Vacation rentals in Ravenna

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Top-rated vacation rentals in Ravenna

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Top guest favorite
A scenic view of a poolside deck captures the early morning sun rising over the mountains. A pair of Adirondack chairs are positioned nearby, beside a firepit. The serene landscape is featured with rolling hills and a layer of mist hovering in the valley.
Guesthouse in Stanton
4.98 out of 5 average rating, 377 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

Guest favorite
A rustic cabin made of logs is set against a backdrop of rolling hills and dense trees. A vibrant red roof contrasts with the natural surroundings. Morning mist hovers over the landscape, creating a serene atmosphere in the valley.
Cabin in McKee
4.9 out of 5 average rating, 267 reviews

Lakes Creek Log Cabin

The two door "saddlebag" cabin is surrounded by the Daniel Boone National Forest and near McKee, a Kentucky Trailtown. Nestled in a small valley, our quaint cabin is the perfect mountain getaway. Built in 1894, by the Lakes family, it has a romantic, rustic and nostalgic feel. If you are a history buff, interested in Appalachian culture, or just want a charming, outdoorsy and secluded getaway, this cabin is for you. After making your reservation, be sure to check out the "House Manual".

Top guest favorite
The cabin features a charming wooden exterior with a red metal roof. A welcoming front porch is equipped with a swing and outdoor seating, surrounded by greenery. The entrance is visible, along with a 'Welcome' sign, all set amongst a natural landscape of trees.
Cabin in Ravenna
4.93 out of 5 average rating, 302 reviews

Kentucky Retreat | Fire Pit, Wildlife & Stargazing

Escape to The Willow, your private Kentucky hilltop retreat with no neighboring cabins or shared spaces. Wake to birdsong and morning light through the trees, sip coffee from the hammock and enjoy peaceful woods, rolling countryside and wide-open skies. Spend the day exploring Red River Gorge, then return to relax by the fire pit beneath a star-filled sky. With a king bed, queen bed and full kitchen, The Willow is perfect for romantic getaways, outdoor adventures or quiet weekends away.

Guest favorite
The historic log home showcases a warm wood exterior, surrounded by lush green grass and colorful flower beds. Tall pine trees provide a serene backdrop, and a wide driveway leads to the entrance, highlighting the inviting and rustic charm of the property.
Farm stay in Richmond
4.95 out of 5 average rating, 237 reviews

Martin Manor: Authentic, historic log cabin

Surround yourself with beauty, art, and treasures of days-gone-by in this lovingly restored historic log home. Clear ponds, majestic pines, picnic tables and horses on the property. Near by attractions: Historic craft center Berea, Red River Gorge, horse racing at Keenland, and Kentucky Proud dining and activities in Lexington. Hot tub, washer/dryer, 2 fireplaces, 2 TVs, WiFi, porch swings, hammocks, grill, fire pit, paddle boats, dishwasher, filtered water, trash compactor and more.

Guest favorite
Cabin in Clay City
4.92 out of 5 average rating, 137 reviews

Hemlock Hideaway Red River Gorge Recent Refreshed

Hemlock Hideaway at Red River Gorge is a 3 bedroom, 2 bath cabin that can sleep up to 10. The cabin features a pool, hot tub, game room, and electric vehicle charger on a private 2.5 acre setting. The home has two king sized beds, three full sized beds, a twin trundle bed, twin sleeper chair and queen sleeper sofa. There is a fully stocked kitchen and free onsite laundry. All of this and so much more and only a 20 minute drive to the Red River Gorge, Natural Bridge State Park area.

Top guest favorite
Home in Ravenna
5.0 out of 5 average rating, 21 reviews

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!

Top guest favorite
A custom-built cabin is depicted, featuring a rustic wooden exterior and a covered front porch. Stairs lead up to the entrance, surrounded by green grass and mature trees. The sloped roof and large windows create an inviting presence in the serene outdoor setting.
Cabin in Irvine
4.97 out of 5 average rating, 79 reviews

Sadie’s Springs

Come home to the hills of Estill County, Kentucky in our custom-built cabin which offers a cozy interior & relaxing outdoor spaces. The sounds of nature and the serene views offer the opportunity to rest & reset. Your peaceful getaway is also centrally-located to nearby attractions. We are 10 minutes away from ‘town’ - the sister cities of Irvine & Ravenna & just 5 minutes from the nearest Dollar General. Come to Sadie’s Springs & make lasting memories in this home away from home.

Top guest favorite
Home in Irvine
4.99 out of 5 average rating, 142 reviews

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.

Top guest favorite
A modern living area features a spacious gray sectional sofa facing a sleek electric fireplace set against a black wall. A smart TV is mounted above the fireplace. Light wood flooring complements the room, with a small plant and decorative items on a coffee table.
Home in Stanton
4.95 out of 5 average rating, 241 reviews

*NEW HOT TUB*The Retreat. 30 min from RRG

Modern 3 Bd 2 Ba on 11.5 acres roughly 20 miles from Red River Gorge. Entire house has been renovated. Starlink Internet, Electric fireplace, Smart TVs in all rooms/living room, Pinball Machine, & Ceiling fans in all bedrooms/living room. Fire-pit area with porch swing, chairs, bench for food, picnic table, and string lights for entertaining. New HOT TUB added spring 2026. Guests are welcome to walk the paths on property. Large wrap around driveway for easy arrival/departure.

Top guest favorite
A cabin with a red log exterior is displayed, featuring a green metal roof and two front windows. A covered porch extends across the front, adorned with an American flag and potted flowers. The surrounding landscape includes wooded hills and a gravel pathway.
Farm stay in Irvine
4.96 out of 5 average rating, 201 reviews

Beautiful cabin, creek, woods, horse farm.

Bella Vista sits on 175 acres of pasture, woods, trails and a beautiful creek in the Red Lick Valley. Once a large-scale horse farm we currently have only four pasture puffs who you will see grazing around the cabin. Enjoy beautiful sunsets, walk the creek looking for Kentucky agates, geodes, explore the trails, or just take solace in the peace and quiet of the cabin. We bought the farm in 2020 and are in the process of bringing it back to its glory days.

Guest favorite
A spacious living area features a couch, a recliner, and a fold-out sofa bed for additional sleeping options. Large windows allow for natural light, and minimalist decor includes a wall clock and framed artwork. A television is mounted on the wall opposite the seating.
Home in McKee
4.93 out of 5 average rating, 157 reviews

Big Ridge Retreat, LLC

Big Ridge Retreat Come stay for a peaceful getaway in the mountains of Kentucky. This property is Located in Jackson County and nestled in the Daniel Boone National Forest. Located in the Sandsprings Community (approximately 10 miles from McKee and 10 miles from SandGap) -located 15 miles from S-Tree Recreational Area -located 17 miles from Flatlick Falls -located 22 miles from Irvine -lots of nearby hiking trails & ATV/four wheeling areas.

Top guest favorite
Home in Irvine
4.99 out of 5 average rating, 134 reviews

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. Designed for families, couples and friends seeking nature, privacy and unforgettable memories.

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