Vacation rentals in Jeffersonville

4.93 out of 5 average rating, 190 reviews

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

The Towner ~ Near Red River Gorge, Ky

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.

4.9 out of 5 average rating, 166 reviews

The cabin features a rustic wooden exterior and a spacious front porch, surrounded by trees. The sloped roof and gabled design create a cozy silhouette, while windows allow natural light to enter. Snow is visible on the ground, enhancing the peaceful forest setting.

Place to stay in Stanton

Sally’s Point of View-secluded & peaceful cabin

Thank you for choosing Sally’s Point of View! We hope you’ll enjoy the peace of this place as much as we do.Our quaint and cozy cabin is nestled in the midst of ten acres with hiking on property.A welcoming front porch, back deck that looks into the forest and up to our cliffs,balcony off the master bedroom.There is a large fire pit a short walk from the cabin.Minutes from beautiful Red River Gorge hiking,climbing,natural bridge,Miguel’s,zip-lining, & canoeing. Arcade & games on rain days

Superhost

A cozy bedroom features blue walls adorned with butterfly decor and soft lighting. A queen bed is dressed with a floral comforter and surrounded by an inviting area rug. A small couch and side table add to the room's charm, with doors leading to additional living spaces.

Home in Mount Sterling

4.83 out of 5 average rating, 212 reviews

THE DOLLY - Cozy, Bright Home in Historic Downtown

Hello, Dolly! This bright and cozy home in the heart of downtown Mt. Sterling provides comfort and convenience. With hundreds of unique artifacts and rare photos to discover, you will find peace, relaxation, and tons of Dolly-themed photo ops! In addition to WiFi and Roku TV, guests will enjoy a massive collection of Dolly Parton films, records, and books. A fully-themed kitchen, bedroom, dining room, and bathroom offer many fun Dolly touches. A place so cute, even Jolene wants to stay!

4.97 out of 5 average rating, 392 reviews

A rustic cabin is nestled among vibrant autumn trees, positioned above a serene pond. A small dock with two chairs is visible near the water's edge, inviting relaxation. The surrounding landscape features lush greenery and colorful foliage, enhancing the cabin's secluded feel.

Cabin in McKee

Mountain Dream Cabin -Fish Pond+Fenced Yard+Stalls

Escape to a peaceful cabin with a wraparound porch perfect for soaking in the beauty of nature. This pet-friendly retreat features a fenced yard and space for trailer parking, plus four horse stalls available upon request. Enjoy catch-and-release fishing in the stocked pond, or explore nearby attractions: 25 minutes to Berea’s historic downtown and Pinnacle Trails, and 30 minutes to Flat Lick Falls and Sheltowee Trace. Unwind, explore, and experience the charm of our small-town getaway!

4.95 out of 5 average rating, 104 reviews

A spacious living area is shown with hardwood flooring and comfortable seating options, including a large sofa and an upholstered armchair. A ceiling fan is visible, and natural light enters through a window. A dining table is positioned nearby, contributing to the communal space.

Home in Stanton

Perfect Getaway Near RRG with Screened Patio

Bring the whole family to this 3 bedroom home located only 10 minutes from Slade/Red River Gorge, 22 miles from Hollerwood Off-road Park, a short 40 minute drive from Lexington, and just over an hour drive from The Ark Encounter. This home features: -fire pit -deck with gas grill -screened-in patio -cornhole -full 1 acre yard, perfect for kids -fully stocked kitchen -200v plug in garage for EV charging -high speed internet -washer and dryer -walk in shower -ramp to enter the home

4.91 out of 5 average rating, 834 reviews

The entrance of the cottage features a wooden door framed by two windows, offering natural light. A decorative wreath adorns the door, and wall sconces provide additional illumination. The exterior showcases white siding with teal accents, complemented by a brick pathway leading to the door.

Home in Winchester

Cozy Cottage

Sweet little cottage within walking distance of historic downtown Winchester. Open floor plan, 500 square feet of coziness! Queen size bed, kitchen, living room, dining all in one place. We’re a working farm on the edge of the city limits in an older non-gentrified neighborhood. Surrounded by the Kentucky Horse Park, Keeneland, Rupp Arena, Fort Boonesboro, Red River Gorge and the Kentucky Bourbon Trail. Easy access to I-64, I-75, and Mountain Parkway - gateway to Appalachia.

4.99 out of 5 average rating, 140 reviews

The farmhouse features a classic white exterior with a metal roof. Two rocking chairs are positioned on the porch, framed by hanging plants. A well-maintained lawn surrounds the house, which is set against a backdrop of lush greenery.

Farm stay in Stanton

Hawk Holler Farmhouse Pets Welcome No cleaning fee

Farmhouse was built late 1940's. It has been updated. We are about 20 minutes from Red River Gorge, and 10 minutes from Hollerwood Atv Park and 10 minutes from Slade Ky. We have lots of room for parking trucks and trailers and if needed we have barn with horse stalls. We have a firepit for roasting or just relaxing. A large yard to play in. Please clean up after your pets in the yard. Have room to pitch a tent or camper. 3 Bedrooms 2 full beds, one queen and a twin bed.

Superhost

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.

4.92 out of 5 average rating, 203 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!

4.91 out of 5 average rating, 104 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+. Must b 24 yrs or older to rent. Msg with questions!

Superhost

Farm stay in Winchester

4.81 out of 5 average rating, 130 reviews

The Winchester Retreat

Welcome to the Winchester Retreat! We are located right off of I-64 in Winchester, just 30 minutes from both Lexington and the Red River Gorge. We're right down the street from Winchester's downtown, boasting restaurants, breweries, and shops. Pet friendly!! Come spend an evening by the fire pit and whip up a great dinner using our fully equipped kitchen or charcoal grill. We're also close to Legacy Grove Park, complete with a walking trail and dog park.

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.

4.94 out of 5 average rating, 356 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.

A rustic cabin is set against a backdrop of a colorful sunset, showcasing its wooden exterior and a red metal roof. Surrounding the cabin, a fire pit is framed by seating made of tree stumps, creating an inviting outdoor space for gatherings.