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
A hot tub is positioned on a private deck, overlooking a panoramic view of rolling green mountains under a partly cloudy sky. The serene water surface reflects the surrounding nature, inviting relaxation and enjoyment of the outdoor ambiance.
Guest suite in Stanton
4.98 out of 5 average rating, 207 reviews

Harriet’s Hideaway: Amazing Mountaintop Sunrises

A rustic guest suite in the lower level of a log home. This open floor design features live edge tables, a large 75” screen tv with internet based channels, great wifi & an amazing view of the mountains & sunrises right outside your door! Your private deck has comfortable seating & a hot tub provided for your comfort. A Blackstone gas griddle is yours to use. A firepit with wood is provided! *Hosts do live upstairs, but the suite is sound insulated and noise from below has never been heard.

Guest favourite
A treehouse nestled among tall trees features multiple levels, wooden stairs, and a sturdy deck. Surrounding foliage and a forest floor covered in leaves add to the serene atmosphere. Comfortable seating areas are located at the base, inviting relaxation in the natural setting.
Treehouse in Stanton
4.87 out of 5 average rating, 429 reviews

Serene Ravine Private RRG Treehouse

Stay in a custom-built treehouse nestled in the heart of the Red River Gorge forest on private land—perfect for family getaways, romantic escapes, or friend trips! Explore great views, built along a peaceful stream, and the calming sounds of nature. Step outside to a nearby trailhead leading to Gray’s Arch and more. Just 15 mins from local favorites like Miguel’s Pizza, coffee shops, and mini golf! Availability is limited - so be sure to lock in your summer vacation before it's gone!

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, 118 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. 24 yrs. or older to rent. 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
4.97 out of 5 average rating, 115 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.

Guest favourite
Cabin in Jeffersonville
4.91 out of 5 average rating, 32 reviews

Fireflies & Fables, our cozy Red River Gorge cabin

Located on 2 acres, escape with your family or friends to our secluded, pet friendly Red River Gorge cabin where you’ll wake up every morning to the sounds of nature. You can start your day with coffee or a book on the peaceful screened in porch. Take a walk up the hill for views of the valley. Find an afternoon hike to see the natural arches in the area, and wind down with a board game or s’mores by the fire. Whatever your adventure, we hope you'll make lasting memories in our cabin!

Superhost
Flat in Mount Sterling
4.94 out of 5 average rating, 16 reviews

Pawplex

✨ Modern Pet-Friendly Retreat – Right Next Door to the Dog Park! ✨ This stylish, fully renovated 1-bedroom studio is designed for comfort, accessibility, and furry friends. You’ll love falling asleep to the soft hum of downtown while knowing your pup has their own cozy crate and the best dog park in town just outside the door. Come experience downtown living that’s stylish, accessible, and truly dog-approved! We can’t wait to host you and your four-legged best friend! 🐾

Top guest favourite
Cabin in Stanton
5 out of 5 average rating, 49 reviews

Private | Hot Tub | Stargazing | Mountain View

Escape the everyday and settle into this beautiful 2-bedroom, 1-bath cabin nestled in the woods of Red River Gorge (Stanton, KY). This *BRAND NEW* cabin built in 2025 is the perfect home base for adventurers, couples, small families, or friends looking to relax, explore, and reconnect with nature. Why You'll Love It: -Coffee Bar -Hot Tub -Grill -Electric Fireplace -Hammock Swings -Telescope -Cornhole Located just ~10 minutes from Exit 33 of the Mountain Parkway!

Top guest favourite
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, 118 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 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, 33 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, 394 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.

Superhost
The charming English-styled cottage is situated among lush greenery, framed by tall trees. A winding gravel driveway leads to the home, which features a welcoming porch area. The property offers a tranquil and secluded setting, emphasizing its natural surroundings.
Cabin in Stanton
4.91 out of 5 average rating, 596 reviews

Larkspur Cabin with Hot Tub near Red River Gorge

Located on the edge of Red River Gorge Geological Area in 20 acres of peaceful woodland and rolling hills, our property has the perfect blend of accessibility and seclusion. Enjoy birds at the porch feeders, and all the flowers blooming in the garden in the summer . Enjoy the hot tub! It's just 15 minutes from the Red River Gorge and Natural Bridge State Park and 5 minutes from Stanton for shops and restaurants.

Guest favourite
The cabin is nestled among vibrant autumn trees, with a large wooden deck extending from its front. A pathway leads to the entrance, which is framed by fallen leaves. The warm hues of the surroundings provide a serene and cozy retreat atmosphere.
Cabin in Frenchburg
4.92 out of 5 average rating, 120 reviews

Hygge Nock at Lush Hollow

Nestled perfectly on a ridge of our 40-acre property, minutes from Cave Run Lake and 25 miles from Red River Gorge, this Scandinavian-themed cabin is the perfect ridge-top retreat. Enjoy nearby hiking, boating, and golfing. Relax with a hot tub, pellet grill, and cozy fire pits. Explore quaint towns, state forests, and local markets. Your ideal super cozy, secluded getaway awaits!

Popular amenities for Jeffersonville holiday rentals