Vacation rentals in Jeffersonville

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Top-rated vacation rentals in Jeffersonville

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Guest favorite
A charming entrance to a mobile home is seen, featuring a wooden staircase that leads up to the door. Lush greenery surrounds the property, including a prominent bush. An American flag flutters gently, adding a welcoming touch to the outdoor space.
Home in Stanton
4.94 out of 5 average rating, 200 reviews

The Towner

Conveniently located to some of the best spots Eastern Ky has to offer, and yet, The Towner still has the small town country charm that has come to be expected of the Red River Gorge area. Guaranteed clean and comfortable!! Perfect for extended stays or short “getaways”. Located within city limits, The Towner is perfect for those who like adventure with the convenience of the city. High Speed WiFi, within walking distance of groceries and Restaurants, yet only 8 miles to Slade Welcome Center.

Top guest favorite
A wooden cabin is perched on a bluff, surrounded by vibrant autumn foliage. The structure features a welcoming porch with multiple windows, showcasing the natural beauty of the Appalachian Mountains during fall.
Cabin in Stanton
4.91 out of 5 average rating, 115 reviews

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+. 17 min to RRG & Natural Bridge. Must b 24 yrs or older to rent. Msg with questions!

Guest favorite
The exterior of a spacious two-story home is depicted, featuring a white brick façade and wooden accents. A covered porch with steps leads to the entrance. Surrounding greenery includes trees and a well-maintained lawn, creating an inviting outdoor space.
Home in Stanton
4.97 out of 5 average rating, 109 reviews

Maple Grove at Red River Gorge/Hot tub/Arcade!

Escape to our 8+ acre retreat featuring a remodeled 3000 sq ft home with 5 bedrooms and 3 baths, accommodating up to 10 guests. Indulge in a gourmet kitchen, leather furniture, private hot tub, and arcade room. Stay connected with 300mb internet and Roku streaming. Outdoor amenities include EV charging, firewood, basketball, cornhole, and kids’ bikes. Relax in the ‘hammock hideaway’ or on the covered porches. Where we ensure your stay is unforgettable, prioritizing comfort and relaxation.

Top guest favorite
A spacious deck overlooks a lush green valley with rolling hills blanketed in morning fog. A circular hot tub is positioned on the deck, providing a tranquil view of the mountains in the distance. The scene is illuminated by soft sunlight.
Guesthouse in Stanton
4.98 out of 5 average rating, 351 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
A newly constructed A-Frame cabin is set against a backdrop of bare trees and a clear blue sky. Steps lead up to a spacious deck, emphasizing the cabin's inviting entrance. The exterior features a combination of neutral tones and crisp lines, reflecting modern design.
Cabin in Stanton
4.96 out of 5 average rating, 127 reviews

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

Top guest favorite
A charming cabin with a blue metal roof is surrounded by trees, showcasing a spacious front porch. Rocking chairs are arranged for relaxation, and the entrance is framed by a gravel path and neatly landscaped greenery.
Cabin in Stanton
5 out of 5 average rating, 361 reviews

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.

Top guest favorite
The kitchen features a large central island with a dark finish, complemented by light granite countertops. Bright, white cabinetry surrounds the space, enhanced by overhead pendant lighting. Stainless steel appliances, including a refrigerator and microwave, provide modern convenience amid an open layout.
Home in Mount Sterling
5 out of 5 average rating, 105 reviews

High Street Hideaway home atmosphere for relaxing

High Street Hideaway, relax away from the city in a spacious well appointed home atmosphere. Large back deck for relaxing and dining. No need to park on the street and walk a flight of stairs! Private parking with 4-5 steps up to deck and back door! *Access to Lexington 30-45 minutes away via Interstate 64. * 45 minute drive to the natural beauty of Red River Gorge for hiking/ climbing *30 min to Cave Run Lake * Three blocks to local shops, eateries, and town festivals!

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
4.94 out of 5 average rating, 217 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.

Guest favorite
A modern kitchen features stainless steel appliances, including a spacious refrigerator and a gas range. Light-colored cabinetry contrasts with the decorative tiled backsplash. The wood ceiling enhances the inviting atmosphere, while track lighting illuminates the workspace.
Cabin in Stanton
4.91 out of 5 average rating, 235 reviews

The Cabin/Fully Fenced for Pets/15 miles to RRG

Slightly off the beaten path our cabin is nestled on 2 acres of land with a fully fenced in yard making it perfect for all your furbabies. Start your day with coffee on the front porch in our rocking chairs. After a long day on the hiking trails come relax in our hot tub or sit by the fire pit out front. We are about 15 miles from Red River Gorge, less than 10 miles to Stanton and about 50 miles to Lexington. Need to escape from the world? This property is perfect for you!

Guest favorite
A charming cabin is illuminated at night beside a stocked fishing pond. Water gently cascades from a fountain, creating a serene atmosphere. The surrounding landscape features trees and an open area, enhancing the sense of tranquility under the starry sky.
Tiny home in Stanton
4.99 out of 5 average rating, 170 reviews

Tiny Cabin At The Pond

Welcome to peace and quiet! If seclusion is what you're searching for, then you have found the place! Located on a hobby farm beside of a stocked fishing pond, it's as much of a destination as it is an accommodation. The closest neighbors are 3 friendly donkeys that love to greet guests at the fence for attention and ear rubs. Fishing poles and donkey treats are provided to round out your stay. We're 20 scenic minutes to Slade or Stanton and 25 to Mount Sterling.

Top guest favorite
A cozy living area features a comfortable gray sofa paired with a rustic wooden side table. A small potted plant adds a touch of greenery, while a stylish lamp provides warm lighting. Nature-themed artwork adorns the walls, enhancing the space's welcoming ambiance.
Cabin in Stanton
5 out of 5 average rating, 112 reviews

Climbers Red River Gorge Getaway-Starlink

We'll have you feeling like a local in two days minimum and in a town so friendly you might just become one. One of a kind tiny home perfect for a weekend Red River Gorge getaway. Minutes drive from the best Red River Gorge hiking trails, climbing, Miguel's, Natural Bridge State Park, Hollerwood, Daniel Boone Backcountry Byway, The Gorge Underground, Callie's Lake, La Cabana & Kroger. Ample parking for multiple vehicles, or truck with trailer/sxs or crawlers.

Top 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, 389 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.

Popular amenities for Jeffersonville vacation rentals