Vacation rentals in Rosslyn

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Top-rated vacation rentals in Rosslyn

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Top guest favorite
A charming red garage structure is presented under a bright blue sky with fluffy clouds. The building features a distinct sloped roof and balconies above the entryway, flanked by trees that reflect the serenity of the surrounding forested area.
Guesthouse in Stanton
5 out of 5 average rating, 102 reviews

Forest Edge Retreat; Cozy Charm w Hottub Wi-Fi

Giving treehouse vibes, my cozy retreat sits at the base of a forested mountain w 50 acres of wooded mountainside to explore here or a short 15 min drive to RRG. This cozy private space is the upstairs level of my storage garage which is next door to my farmhouse rental. The farmhouse & Retreat each have their own separate private driveway. We're in a peaceful rural neighborhood only 5 mins to Stanton or 15 mins to Red River Gorge. Garage parking not included, but plenty of driveway space.

Top guest favorite
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, 121 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 favorite
Cabin in Rogers
4.93 out of 5 average rating, 185 reviews

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. Perfect for romantic getaways or adventure seekers. For weddings at The Greenhouse / Appalachian Rose Farm this is the place to stay!

Top guest favorite
An inviting cabin interior features wooden walls and a high ceiling. A comfortable sofa is paired with two accent chairs on a patterned rug. A flat-screen TV hangs on the wall, while the kitchen area is equipped with modern appliances and a dining table. Sliding barn doors lead to a bathroom.
Cabin in Stanton
4.94 out of 5 average rating, 113 reviews

Red Door Cabin Six

6 unique cozy and newly built cabins located in the beautiful and serene Red River Gorge area. Family owned and operated, Behind the Door Property Consulting. Less than 15 minutes for Miguels & Nada Tunnel, 45 minutes from Lexington, KY, and easy access to local Kroger. Each property has a dedicated outdoor grill and there are 3 shared fire pits on property. These are cabins in RRG and each cabin is equipped with internet, but cell service and internet can be spotty as is the whole area!

Guest favorite
A cozy cabin interior features warm wood paneling and an open layout. A sleek kitchen area is equipped with modern appliances, while a flat-screen television is mounted on the wall. A patterned area rug anchors the seating area, which is complemented by natural lighting from nearby windows.
Cabin in Stanton
4.92 out of 5 average rating, 114 reviews

Red Door Cabin Two

6 unique cozy and newly built cabins located in the beautiful and serene Red River Gorge area. Family owned and operated, Behind the Door Property Consulting. Less than 15 minutes for Miguels & Nada Tunnel, 45 minutes from Lexington, KY, and easy access to local Kroger. Each property has a dedicated outdoor grill and there are 3 shared fire pits on property. These are cabins in RRG and each cabin is equipped with internet, but cell service and internet can be spotty as is the whole area!

Guest favorite
The cabin, set in a wooded area, features a warm wooden exterior with inviting windows that glow softly. A gravel driveway leads to a well-defined entrance with steps, surrounded by lush greenery, enhancing the natural ambiance of the location.
Cabin in Slade
4.92 out of 5 average rating, 488 reviews

Fireside - Cozy Cabin for Two in Heart of RRG

Welcome to Fireside, a cozy 1 bedroom + 1.5 bath cabin located in the heart of Red River Gorge. Handcrafted by a professional carpenter in 2013 and redecorated by an interior designer in 2024, this property was thoughtfully created 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.

Top guest favorite
Guesthouse in Stanton
4.98 out of 5 average rating, 371 reviews

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

Top guest favorite
Villa in Stanton
4.96 out of 5 average rating, 134 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.

Top guest favorite
The cabin is set among trees, featuring a front porch with seating and hanging planters. A light gravel path leads to the entrance, showcasing a simple yet inviting facade with large windows and a sloped metal roof.
Cabin in Stanton
4.99 out of 5 average rating, 134 reviews

Gateway to the Red River Gorge

Get off the beaten path at this unique and tranquil getaway. Situated atop a small hill on a ridge traversed by a dead-end road, the 510 sq ft cabin is on a wooded lot. Ideal for couples, it is a one bedroom with walk-out deck, large front porch, and a tv room with futon. It has a well-appointed kitchen area with new appliances, cherry and tongue and groove pine paneling throughout, vaulted ceiling, solid oak flooring, large picture windows, and a tv/work area.

Top guest favorite
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, 126 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.

Guest favorite
Cabin in Stanton
4.95 out of 5 average rating, 150 reviews

SALE! RRG Cabin w/Hot Tub, Game Room & EV Charger

Welcome to our 4-bedroom, 2-bath cabin with room to spread out across three levels and a private hot tub deck. • Ping pong, foosball, and a multicade game room • 65" HDTV plus cozy main living spaces • Upper deck, fire pit, and grill for easy hangouts • About 10 min from Slade Make yourself at home and enjoy the games, deck time, and mountain setting. 4WD or AWD is highly recommended in good weather and mandatory in incliment weather with ice or snow.

Guest favorite
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, 402 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.

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