Holiday rentals in Rosslyn

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Top-rated holiday rentals in Rosslyn

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

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Top guest favourite
A serene outdoor area features four red Adirondack chairs arranged around a stone fire pit. Bare trees stand in the background, while soft hills create a peaceful landscape under the evening sky, reflecting muted hues as daylight fades.
Home in Stanton
5 out of 5 average rating, 224 reviews

RRG Creekside Modern Cozy Hottub 3 bedroom*2 baths

Creekside cottage is snuggled in a rural neighborhood surrounded by forested hills in the distance. Only 7 mins to grocery, 15 mins to RRG, Nada Tunnel, Natural Bridge State park & a short walk across the street to our 50 acres of private wooded mountainside to explore. Cozy private patio faces the creek with new powerful hot tub & seating area for morning coffee. Large deluxe kitchen, 2 full baths, new quality beds, reliable internet and a firepit. We'd love to have the pleasure of hosting you!

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
4.91 out of 5 average rating, 115 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. Must b 24 yrs or older to rent. Msg with questions!

Top guest favourite
Cabin in Stanton
4.93 out of 5 average rating, 105 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!

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, 203 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 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, 108 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 favourite
An aerial view captures the modern cabin structure, embraced by a wooded landscape. Large windows enhance the exterior, blending seamlessly with the surroundings. A spacious deck extends from the front, furnished with seating arrangements, inviting outdoor relaxation.
Cabin in Stanton
4.95 out of 5 average rating, 142 reviews

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

Enjoy 3 levels of comfort 10 minutes from Slade Relax on the 1st floor game room, play ping pong or foosball, & relive the past with 18,000 retro arcade games. The 2nd floor is the heart of the cabin, featuring 2 bdrm's, kitchen, living room, 2nd full bath & laundry. Enjoy the view while grilling dinner on the deck or climb the ship ladder to discover the charming treehouse bedroom. 4WD or AWD is highly recommended in good weather and mandatory in incliment weather with ice or snow.

Top guest favourite
A spacious outdoor deck features a hot tub and a fire table surrounded by comfortable chairs. Large windows frame serene views of the surrounding forested hills, inviting relaxation in a tranquil setting.
Cabin in Pine Ridge
4.98 out of 5 average rating, 333 reviews

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.

Guest favourite
The open living area features warm wooden walls and a vaulted ceiling. A modern electric fireplace is set into a light stone wall. Comfortable seating includes two black chairs, and a dining table with metallic chairs is positioned nearby. Large windows provide views of the surrounding landscape.
Cabin in Stanton
4.91 out of 5 average rating, 235 reviews

The Cabin/Fully Fenced for Pets/15 miles to RRG

Slightly off the beaten path our cabin is nestled on 2 acres of land with a fully fenced in yard making it perfect for all your furbabies. Start your day with coffee on the front porch in our rocking chairs. After a long day on the hiking trails come relax in our hot tub or sit by the fire pit out front. We are about 15 miles from Red River Gorge, less than 10 miles to Stanton and about 50 miles to Lexington. Need to escape from the world? This property is perfect for you!

Top guest favourite
A charming cabin is illuminated at night beside a stocked fishing pond. Water gently cascades from a fountain, creating a serene atmosphere. The surrounding landscape features trees and an open area, enhancing the sense of tranquility under the starry sky.
Tiny home in Stanton
4.99 out of 5 average rating, 173 reviews

Tiny Cabin At The Pond

Welcome to peace and quiet! If seclusion is what you're searching for, then you have found the place! Located on a hobby farm beside of a stocked fishing pond, it's as much of a destination as it is an accommodation. The closest neighbors are 3 friendly donkeys that love to greet guests at the fence for attention and ear rubs. Fishing poles and donkey treats are provided to round out your stay. We're 20 scenic minutes to Slade or Stanton and 25 to Mount Sterling.

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, 114 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 favourite
The cabin is nestled amongst lush trees, featuring a wooden deck that extends from the front. Large glass windows allow natural light to fill the interior while showcasing the surrounding nature. The driveway slopes gently upward towards the entrance.
Cabin in Slade
4.98 out of 5 average rating, 146 reviews

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.

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, 159 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 Rosslyn holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Powell County
  5. Rosslyn