Holiday houses in Ashland

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Top-rated holiday rentals in Ashland

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Top Guest favourite
The Greystone Cabin is depicted from an angle that showcases its rustic charm and modern design. A stone chimney rises from the side, while a covered porch provides outdoor seating. The surrounding greenery and hillside add a natural backdrop, enhancing the serene mountain setting.
Cabin in Vilas
4.99 out of 5 average rating, 145 reviews

Upscale creekside cabin 15 min to Boone

Greystone Cabin on Cove Creek is an all-new luxury mountain cabin featuring a babbling creek and 6 person hot tub with stunning views of the surrounding mountains! 15 min from the shops & dining of downtown Boone, this rustic-chic Cabin offers 5 star comfort and relaxation inside & out! Ski in the winter, fish 3 types of trout, tubing & soak in our creek, swing over the creek and relax by the fire pit. Enjoy all the peaceful bliss watching the cows and horses graze our “Mini Ireland” property!

Guest favourite
A rustic wooden cabin is situated on a grassy slope, featuring a covered porch with railings. Two windows are framed with wooden shutters, and an American flag is visible in the background. The structure showcases a simple, natural design, harmonizing with the surrounding landscape.
Cabin in Shady Valley
4.96 out of 5 average rating, 506 reviews

Scott Hill Cabin #3

You’ll love Scott Hill Cabin because of the view, ambience, and location. There are brochures in the cabin to see what options our area has for you. The actual address of the cabin is 1166 Orchard Road. We allow pets, but just ask for prior knowledge. We are just minutes from 2 separate trailheads to the Appalachian Trail. Despite the listing saying 2 beds, it is in fact, 1 double bed. Sorry for the listing mistake. We want to extend a military discount to our past and present service members.

Top Guest favourite
A spacious living area features wooden flooring and a ceiling with natural wood panels. A comfortable seating arrangement includes a dark couch and an accent chair beside large windows. A coffee table sits atop a patterned rug, complemented by shelves and artwork on the walls.
Cabin in Boone
4.97 out of 5 average rating, 176 reviews

The Wood Shop @ Boone Retreat

Converted wood working shop, spent time as cabinet shop, picture frame shop and most recently artist’s loft. Think New York Loft Meets Mountain Cabin, complete with glass door wood stove!! Now, makes for very unique space. Enter through spacious 2 car garage to original shop, lay out updated for unique mountain LOFT getaway. Think..rustic, raw, real, back to basic, with a Modern Twist! 2 zone mini-split heat/ac! Heat good down to around 30 degrees, wall heater in Bath/Gas heater in Living Room

Top Guest favourite
Dome in West Jefferson
4.98 out of 5 average rating, 126 reviews

Luxury Geodesic Dome • Full Bath & Kitchen & Heat

A private & eclectic Appalachian Mountain experience awaits you at 4Creeks. Well off the main road and nested in the trees, “On the Rocks” geodome is a luxury “glamping” experience! This geodesic dome has it all— full kitchen, full bath, supplemental heat & air conditioning, babbling creek and forest views. Want to go out? We're only 10 minutes from downtown. Like staying in? Our full kitchen and grill bring you comforts of home. Larger party than 4? Book our Skoolie “High Rollin” for 2 more!

Top Guest favourite
A rustic cabin is nestled among vibrant autumn foliage, with a mix of yellow, orange, and green leaves surrounding it. The structure features a sloped metal roof and open porch, blending harmoniously into the natural landscape. Tall trees provide a serene backdrop against a clear blue sky.
Barn in Laurel Bloomery
4.97 out of 5 average rating, 214 reviews

Near Damascus CABIN overlooking lovely Horse Farm

Let your heart rejuvenate while listening to the creek and soaking in the beauty of the horse farm. This newly finished upstairs loft/cabin is part of an old historic barn built in the 1800s and used as one of the first Pony Express! Uniquely decorated with large windows and a great view of the pastures and distant mountains, your sanctuary is only 6 miles to Damascus, VA, 45 min. to Boone, NC, and 25 min. to Abingdon, VA. Enjoy the Cherokee National Forest trail leading to a double waterfall!

Top Guest favourite
A spacious guest suite features a large bed with white linens, framed by two windows dressed in dark curtains. A wooden dresser and a seating area with a chair are included. A coffee station is visible for convenience, enhancing a relaxing atmosphere.
Home in West Jefferson
4.99 out of 5 average rating, 157 reviews

Private Guest Suite w/ Separate Entrance

Welcome to your private suite at Soul Fire Camp + Cabins! Your suite has its own entrance and is a fully private space, but attached to our home (shares one wall). Enjoy a large updated bathroom + covered porch. The suite offers a unique and cost effective alternative to a hotel stay, with all the amenities. The price is for 2 guests and to add a 3rd, we charge +$15. This is so you don’t pay extra if not needed. Check out all of our listings at: www.airbnb.com/p/soulfirecampandcabinsse w

Top Guest favourite
A rustic log cabin with a green metal roof is nestled among trees, showcasing a front porch with a star decoration above the door. A gravel pathway leads to the cabin, bordered by lush greenery and ornamental plants.
Cabin in Creston
5 out of 5 average rating, 155 reviews

A DREAM BY THE STREAM* private 10 ac-Dog Friendly!

A Dream by the Stream is a very private and rustic 2 Br/2Ba log cabin overlooking a bold stream on 10 beautiful and remote acres with walking trails, a pond with dock, campfire pit, and amazing garden stonescapes. Our 750 sq ft. Cabin offers WiFi, streaming TV, central AC and heat, fully stocked kitchen, coffee provided, towels, comfortable bed and quality linens. We are 1/2 mile from the North Fork of New River. It's a perfect spot to relax, unwind, and enjoy the mountains. Dogs welcome.

Top Guest favourite
A cozy bedroom features a spacious bed with a neutral quilt and decorative pillows. A bedside table with a lamp provides soft lighting. Natural light enters through two windows, partially covered by light curtains, creating a bright and calming atmosphere.
Guesthouse in West Jefferson
4.98 out of 5 average rating, 237 reviews

Mountain escape great views!

Leave the world behind in your private guest house. Fully stocked kitchen, living room, bedroom with two beds and bathroom with walk in shower. Enjoy great mountain views on private deck. Downtown West Jefferson, a short 4.5 mile drive, is a vibrant small town with shops, breweries, restaurants and much more. Kayak the new river, hike Mount Jefferson, drive the Blue Ridge Parkway. Enjoy cool mountain breezes in summer, beautiful fall foliage and winter sports close by. Adventure awaits!

Top Guest favourite
Tiny home in Warrensville
4.96 out of 5 average rating, 272 reviews

The Hobbit House

The Hobbit House is a tiny house (15x11'); Full size bed, futon/couch, outdoor tub, shower, electric fireplace, patio, picnic table, fire ring, and outhouse with composting toilet. The patio overlooks a pond and is part of a 53 acre forested property in the Blue Ridge. WiFi is now included. Glamp in style! The main lodge is just up the driveway if you need to contact the host. The outdoor shower/tub is NOT fully enclosed or private, and may be turned off in a freeze. Nature lovers only!

Guest favourite
A comfortable living area features a spacious leather sofa adorned with decorative pillows. A wooden coffee table sits in front, and a wall-mounted television offers entertainment options. Natural light filters through the window, while a gas fireplace adds warmth to the space.
Condo in West Jefferson
4.95 out of 5 average rating, 216 reviews

Cozy 2BR, Pet-OK, Mountain Views, close to DT

Entirely renovated, this darling duplex overlooks the meadow with stunning mountain views. Located 5 min to charming downtown West Jefferson. This vacation spot has so much to offer! With its location, you can enjoy outdoor activities such as hiking, canoeing, kayaking, and fishing along the New River, nature walks and biking along the Blue Ridge PKWY. This unit is stocked with many convenient amenities and also offers an area for outdoor dining with a charcoal grill and an open fire pit.

Top Guest favourite
A tiny house stands on a grassy hill under a starry night sky, illuminated by soft light from the porch. The rustic exterior features a combination of wood and metal, while the deck offers access to the serene landscape surrounding the property.
Tiny home in Fleetwood
4.94 out of 5 average rating, 444 reviews

Tiny House with GREAT VIEWS!

Our space, a custom build from HGTV-featured tiny house builder Randy Jones, is on a ridge with unparalleled, 270-degree views of Grandfather Mountain, all three area ski resorts, on into Tennessee and Virginia's Mount Rogers. We're located 20 minutes from Boone and 15 to West Jefferson, and even closer to the Blue Ridge Parkway and New River activities like fishing and tubing. If you've considered downsizing, or you just want to give living tiny a try for a getaway, this is the place!

Top Guest favourite
A charming guest house is depicted, set against a backdrop of trees showcasing autumn foliage. The exterior features a green metal roof and white siding, with large windows allowing natural light. A picnic table is positioned on the grassy area, enhancing the outdoor space.
Guesthouse in Creston
4.96 out of 5 average rating, 142 reviews

Boaz Brook Farm Guest House

If 24/7 entertainment is what you are looking for, continue your search. If serenity, peace, and enjoyment of mountain beauty is your wish, you have hit the jackpot! Don't worry, we have electricity, running water, and fiber optic WiFi. We feature a two-story, separate guest house in beautiful surroundings with a master suite upstairs including a queen bed, reading corner, TV area, and full bath. Downstairs you will find a kitchen, small bedroom, and a half-bath.

Popular amenities for Ashland holiday rentals

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  3. North Carolina
  4. Ashe County
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