Holiday rentals in Jeffersonville

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Top-rated holiday rentals in Jeffersonville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The spacious living area features a wooden interior with large windows allowing natural light. A comfortable dark leather sofa is arranged around a central coffee table. An entertainment area includes a TV and a circular mirror, while a door leads to one of the bedrooms.
Cabin in Jeffersonville
5.0 out of 5 average rating, 30 reviews

Endless View Cabin Rental

Endless View Cabin is conveniently located in the Red River Gorge/Natural Bridge area. It is a new construction (970 sq. feet of open floor plan). Bedroom 1 includes 1 queen size bed, dresser, hi-chest, nightstand and 55"TV. Bedroom 2 boosts a huge 4 adult queen size, Minnesota pine bunk bed with dresser. This cabin is dog friendly, loaded with board games for the family, has an outdoor fire pit, amazing views, quiet and secluded which allows for a great getaway for you and your friends/family.

Top guest favourite
Home in Stanton
4.95 out of 5 average rating, 111 reviews

Short drive to RRGorge, walk to food & shopping!

Cozy home just 10 minutes to Red River Gorge, one minute from Mountain Parkway, with the convenience of restaurants and shopping just steps from the front porch! Updated and spotless! Private and cozy back yard with fire pit, Adirondack chairs, charcoal grill, and picnic table for making fun evenings at home! Chinese food across the street and Kroger steps away from porch! Just a 3 minute walk to several restaurants! Relax and enjoy family night with games and cards after your hike!

Top guest favourite
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
4.92 out of 5 average rating, 122 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+. 10 miles to Natural Bridge. 24 yrs. or older to rent. Please msg us with questions!

Guest favourite
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
4.96 out of 5 average rating, 120 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 favourite
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
4.94 out of 5 average rating, 127 reviews

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

Top guest favourite
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 favourite
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
5.0 out of 5 average rating, 114 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 favourite
Villa in Stanton
4.96 out of 5 average rating, 136 reviews

Red River Gorge. Indoor Pool. Game room. Pets.

Nestled in the quiet town of Stanton, Kentucky; 10-15 minutes away from all that Red River Gorge has to offer. 45 min to Lexington. Our house is whimsical and spacious. Perfect for families! We have a huge kitchen to cook a meal and relax by the fire pit in our private courtyard that overlooks the mountains. Also our Private pool is available March-Nov. Pet friendly (3 pet max) with a fully fenced in back yard. Please add pets to the reservation and pay the pet fee.

Superhost
A charming cabin nestled among lush greenery features a front porch with steps leading up from a gravel path. Large windows framed in blue shutters provide natural light, while the exterior showcases a wooden facade adorned with a sun decoration.
Cabin in Powell County
4.84 out of 5 average rating, 171 reviews

Cozy Woodland Cabin -20 Min to Red River Gorge

Tucked away in the rolling Bluegrass hills, Elk Track Trail Cabin is a peaceful, secluded escape into nature — just a scenic 20–25 minute drive to world-class hiking at Red River Gorge and Natural Bridge State Resort Park. Follow a picturesque country drive to our cabin, where you’ll feel immersed in the woods while still enjoying the comforts of home. It’s the perfect balance of cabin comfort and that nostalgic “camping under the stars” feeling.

Top guest favourite
A modest bunkhouse is positioned on a sprawling green lawn, surrounded by gentle hills. A covered front porch invites relaxation, while a gravel driveway provides access. The landscape features a mix of trees and bushes, enhancing the rural charm of the setting.
Home in Jeffersonville
4.97 out of 5 average rating, 37 reviews

Welcome to the Bunkhouse!

The bunkhouse boasts 3 large bedrooms, two offer queen beds, while the master has a king. Two full baths and an additional sectional couch in the living room guarantee you plenty of room to spread out and enjoy your stay! Enjoy a peaceful stay on a working rare breed horse farm surrounded by large herds of both young and old horses as well as other farm animals. Gorgeous sunsets are as common as the gorgeous equines spotting the 70 acre farm.

Guest favourite
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, 404 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.

Top guest favourite
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.
Cabin in Stanton
4.98 out of 5 average rating, 177 reviews

Briar Patch Cabin-RRG | Fire Pit | Sunset | Wi-Fi

Located along the outskirts of the Red River Gorge Scenic Byway, The Briar Patch is perfectly situated to host travelers who are seeking both privacy and convenience. This cabin was thoughtfully designed to host anywhere from 1 to 6 people without making guests feel too cramped or in a space that’s too large to feel comfortable. Its rustic interior creates the perfect mood for this dreamy mountaintop vacation home.

Popular amenities for Jeffersonville holiday rentals