
Holiday rentals in Jackson
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Top-rated holiday rentals in Jackson
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Enjoy your stay at The Western sky
Welcome to our cabin. We are located just minutes away from the many attractions of this beautiful area including Natural Bridge State Park, The Red River Gorge, Muir Valley, Red River Underground, Zipline, just to name a few. We offer you a stay at our peaceful one bedroom one bathroom log cabin. Inside we have wifi, one King size bed. Microwave,refrigerator, coffee maker, full bathroom, Cold A/C. We live on the same property don't hesitate to reach out. We want this to be your best stay yet.

Romance on the Rocks | Red River Gorge
Looking for seclusion? How about relaxing in a hot tub on a cliff?! Romance on the Rocks rests on and between HUGE BOULDERS providing an intimate and private setting. There are all kinds of places to relax here - the front porch, side porch, upper balcony outside the loft, the loft has a king size bed, a jacuzzi tub that can provide a spectacular view (see photo in listing) and, of course, the hot tub tucked under the rockface. There are few places like this cabin in the Red River Gorge area!

Farm Stay-Second Wind Cottage - Graham Estates LLC
Come get your second wind at our peaceful cottage designed for relaxation. Your family will love this quiet, serene home located up a scenic driveway. There is a large yard where you can feed the goats, enjoy the hot tub, or even end the day with a campfire. There is a walking trail around the property or you can drive approx. 35 minutes to Red River Gorge for an array of activities including kayaking, rock climbing, and hiking. So many memories are awaiting to be made at Second Wind Cottage.

Cozy Cabin for 2 in the Heart of RRG!
Experience the perfect getaway at our rustic couples cabin, nestled within the breathtaking beauty of Cliffview Resort. With an array of outdoor adventures right at your doorstep, this cabin promises an unforgettable vacation. Discover a world of excitement with ziplines, Via Ferrata, serene lakes, hiking trails, fishing spots, and a refreshing swimming spot. But that's not all, prepare to fall in love with the awe-inspiring views that surround you at the nearby Natural Bridge State park.

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!

Peaceful Cabin in the Forest | Hot Tub & Views RRG
Welcome to Hill Haven🌿 Escape to a quiet cabin getaway perfect for couples or small families seeking comfort, adventure, and relaxation. What our Guests Rave About: 🌲 Secluded yet central: Private forest retreat minutes from RRG trails, climbing, and local favorites 🛁🔥 Outdoor oasis: Hot tub, fire pit, string lights, and seating for relaxing evenings under the stars ✨ Spotless & cozy: Clean, comfortable interiors with thoughtful décor, modern amenities, and inviting atmosphere

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.

Cliffside Romantic Retreat LOVE
Fall in love at the unique and serene "Tis So Sweet Cliffside Cabin". The space is designed for a lovers retreat with luxuries of a spa bathroom, massage chair, fire table, recliner seat hot tub, and much more! This newly built cabin is peacefully secluded, yet still only a few miles away from the Natural Bridge State Park, Red River Gorge, Daniel Boone National Forest, underground kayaking, zip lines, rock climbing, swimming, delicious food and many other local attractions.

Tall Stüga at Lush Hollow
Welcome to Tall Stüga! Our incredibly modern, Scandinavian-themed cabin! You're located on the Sheltowee Trace, minutes from Cave Run Lake and only 25 country miles from Red River Gorge making it the perfect place to escape and wake up amongst trees or spend a weekend w/friends! There is public access to hiking trails, boat docks, horse camps, local golf course, parks & more. Plus, you'll be close to numerous quaint little towns, state forests, antique stores & local markets.

The Homestead at Hundred Acre Holler
Hundred Acre Holler is a beautiful stretch of land in the Appalachian Mountains near Campton, KY. With exceptional hiking, fishing, and hunting opportunities, incredible views, and just 15 miles from Red River Gorge State Park and the Kentucky Reptile Zoo, Hundred Acre Holler is the perfect place for a weekend getaway, or a home away from home. This listing is for Homestead, suitable for up to four guests. For other cabins, please see our listings.

Poplar Cove-Near Red River Gorge
Location!!!! Location!!!! Come stay in our “Little Slice of Heaven”, titled “Poplar Cove” nestled right in the heart of the Red River Gorge and Natural Bridge! Poplar Cove is an oasis for those looking to get away from the hustle and bustle of everyday life and just want to slow down! If you enjoy gorgeous views, sightings of Kentucky wildlife, and the serene, peaceful sounds of the countryside, then this is the perfect vacation spot for you!

Winter Special - Private Escape - Hot Tub, Firepit
12 acres of peace and quiet in Campton. You can wander the trails, kick back by the firepit, or just take in the forest views. Evenings are for porch sunsets, hot tub stargazing, and the sound of birds all around. Inside, there’s a vintage Ms. Pac-Man for a little throwback fun. We’re about 15 miles from Red River Gorge, but it feels like you’ve got the whole place to yourself—no close neighbors, no traffic, just dark skies and starry nights.
Popular amenities for Jackson holiday rentals
Other great holiday rentals in Jackson

Homespun Hideaway Tiny House Escape to Nature

Blue Cube at Hot Pink Homestead

Mamaw Jewell’s Cabin

Cozy Cabin on 50 Private Acres w/ Valley View, RRG

Tiny Cabin in RRG w/ Private Trails & WiFi

Slow Motion Hideaway Cave Run Lake/RRG - hot tub!

Creekside Luxury RV Suite Near Red River Gorge

2 BD 1 BA-Sleeps 5-6 Near RRG-Nice Sunrise-Quiet
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