
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.

Moody A Frame | Hot Tub | Red River Gorge
Welcome to The Raven! A luxurious all black A-frame cabin in Red River Gorge Kentucky, just 10 minutes from Natural Bridge State Park, Miguel's Pizza, and Muir Valley. We built this cabin to be so cozy you'll never want to leave. Spend the day exploring the world famous hiking trails and rock climbing, and your evening soaking up the forrest in the hot tub. Enjoy the views and peacefulness for a romantic getaway. For weddings at The Greenhouse / Appalachian Rose Farm this is the place to stay!

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.

HotTub, Arcade | Red River Gorge
Discover The Little Red Cabin, your sleek haven in the heart of Red River Gorge. This elegant log cabin features a king bed, and hot tub with a private woodland backdrop. Ideal for couples or a family of four, enjoy a fully equipped kitchen, high-speed Wi-Fi, smart TV, and an iconic Pac-Man arcade. You're a stone's throw from exhilarating outdoor activities, including hiking, climbing, ziplining, and ATV trails. Delight in a refined escape close to nature’s best and every adventure you seek!

Magnolia Falls - Tranquil Getaway
Magnolia Falls is named after the big leaf magnolia trees and the nearby waterfalls on the Peddlers Fork stream. The peaceful and relaxing sounds can be enjoyed year round from the front porch as the stream flows over the rocks and gushes toward the deep gorge below. This tranquil setting sits on 60 acres surrounded by woods with walking trails. You have access to the entire 2nd floor, porches and outdoor area. The first floor isn't rented or occupied; you have the property to yourself.

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

Hill Haven: Secluded RRG Cabin w/ Hot Tub
Welcome to Hill Haven🌿 Escape to a secluded 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

Peaceful getaway for couples - Hemlock Haven LLC
*Please read entire listing and rules* Step away from fast paced life to experience true relaxation at our tiny cabin, situated in the one stop light town with some of the country's best internet! Located in the heart of the Daniel Boone National Forest, Hemlock Haven LLC has been customized to be a nature lovers paradise. Our cabin is in a fairly remote area, but we do have a few local convenience stores and restaurants where you'll find plenty of hospitality and country cooking!

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.

Modern Mirror Home| Creek| Hot-tub | Glass House1
Welcome to Nature Rooms! Enjoy a unique creekside stay in Red River Gorge at our glass house, a perfect choice for a luxurious glamping escape. Combining modern style with natural touches, this newly-built space creates a cozy retreat with an amazing mirrored exterior and full window glass interior view. Set on 26 acres of woodlands, and just 15 minutes from Natural Bridge State Park. Come enjoy a one-of-a-kind getaway! *4WD VEHICLES RECOMMENDED*

Maple Point - Dream Cabin in RRG
Welcome to Maple Point, an immaculate 1 bedroom + 1 bath cabin located in the heart of Red River Gorge. Completed in 2024, this property was thoughtfully created by a builder and designer to provide guests with a comfortable and memorable space to enjoy this region of Kentucky. Whether you are looking for a central base from which to explore, a quiet getaway where you can relax, or an inspiring space to work, we would love to have you come stay.
Popular amenities for Jackson holiday rentals
Other great holiday rentals in Jackson

Secluded Cabin/Firepit/Amazing Outdoor Space

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Full Moon Cabin, a cozy RRG Tiny Home stay!

Canvas & Creek: A Troublesome Retreat

Cozy Mountain Cabin Getaway

HillsideCabin@RRGw/Hot Tub

Hemlock Hideaway-Little Brown Cabin in the Woods
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