
Holiday houses in Ashland
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Top-rated holiday rentals in Ashland
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Skycrest Lodge | Ridgetop View, Game Room, Hot Tub
Wake up to mountain views, gather on the screened porch, soak in the hot tub, and spend evenings around the fire pit. Skycrest Lodge sits in scenic Sugar Grove, minutes from downtown Boone, shops, dining, and everyday essentials. Great For: Families, friend groups, mountain getaways Sleeps: 8 guests Bedrooms: 3 Beds: 1 King, 1 Queen, 1 Queen-over-Queen Bunk Bathrooms: 3 Full Work Friendly: Dedicated workspace + Wi-Fi Family Features: Hot tub, Game room, Fire pit, Spacious gathering areas
ValueFamilyHot tub

Creekside Cottage on Pine Orchard Creek, Todd, NC
Beautiful cottage overlooking Pine Orchard Creek! Enjoy the picture perfect setting of Todd, NC. Our cottage is part of a 17 acre historic farm dating back to 1881. Play in our huge yard, take a dip in the creek, or a hike up our mountain to our private lookout! 1/2 mile from New River with tubing, kayaking and fishing! 15 min to Boone, 15 min to West Jefferson. Perfect for a weekend getaway or for ASU parents! Stocked with goodies including local coffee, our farm fresh eggs, and homemade bread.
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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!
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"Hidden Gem," Long range views, near W Jefferson
"Hidden Gem" is a cedar tiny home with "Amazing " Mountain views. The views are mesmerizing! The cabin is well appointed to make your stay comfortable & memorable. The Cabin consists of a lounge area, kitchen, bathroom, queen bedroom, loft (bed), screened porch, & deck- 12 x 32; both of which the perfect place to watch a sunrise or sunset while sipping coffee or a glass of wine. The cabin is best suited for a couple- 1 dog allowed with a $75 fee added. All new kitchen appliances! 8/2025
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Glass House Of Cross Creek Farms
Kick back and relax in this Luxurious mountain contemporary home located in the poplar subdivision of Cross Creek Farms, Blowing Rock NC. This home sits on a 2 acre lot with plenty of privacy and has an abundance of windows allowing the sunlight shine through and for you to enjoy the beauty of the forest that surrounds you. This home features an open concept with vaulted living area, large kitchen, expansive bedroom with spa like bathroom. A short drive miles to either Boone or Blowing Rock.
ValueFamilyOutdoor spaces

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 stonescape. 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!
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Acorn Acre Tiny Cabin - A Couples Relaxing Retreat
Relaxing tiny home retreat in the NC mountains, just minutes from downtown Boone. Enjoy peaceful seclusion, mountain views, and high-end amenities in a cozy, thoughtfully designed space, perfect for couples, anniversaries, remote work, or a relaxing getaway. Unwind on the lush mountainside and feel refreshed from the moment you arrive! *Dog-friendly for well-behaved pups (no cats). *2 guests max. *4WD required in winter months. *No third-party bookings. *Property is not childproofed.
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This is where you exhale. Peaceful Tiny Near Boone
Welcome to Wildflower Mountain, where you can truly reconnect with nature and rejuvenate your spirit, finding solace away from the chaos of daily life. Mountain High Aster is the perfect place for your escape. As you stroll along the path to the door, the breathtaking mountain view instantly envelops you in a sense of peace and calm. It’s spacious enough for the family, yet just cozy enough to wrap you in warmth and comfort. Located 10miles from Mnt City, TN & 18miles from Boone
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Cozy Cabin Near Grayson Highlands State Park
Book your summer getaway! Enjoy a modern rustic cabin that backs up to Grayson Highlands State Park and the Jefferson National Forest. Prepare for stargazing and cool, refreshing nights. The cabin is just minutes from Grayson Highlands State Park, the Appalachian Trail, and the Creeper Trail. Damascus, Lansing, and West Jefferson are all within a 30-minute drive. Experience all the modern conveniences, including Starlink high-speed internet, in a tranquil rural setting.
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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.
ValueFamilyKitchen

Glass Treehouse: waterfalls, boulders, hot tub
Most Wish-listed Airbnb in the US • Summer 2022 Looking for a modern luxe romantic getaway for two? A peaceful mountain retreat to reconnect with nature and each other? Slow down and relax at the Glass Treehouse. Enjoy a waterfall-laced woodland escape with giant boulders. Minutes from dining, wine tasting, breweries, shopping, art galleries, hiking, skiing, rafting and more. Centrally located between Boone, Blowing Rock, Banner Elk, Grandfather Mt, Sugar Mt.
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Tiny Treepod - Hot Tub, Views, Romantic Oasis
The newest of the Tiny Escapes properties, the Tiny Treepod offers a unique and upscale experience for the nature loving adventurer. Have it both ways with a retreat in nature AND a 10 minute drive to historic downtown West Jefferson or quaint Todd or 25 minutes to Boone. Enjoy the well appointed custom dome with hot tub, fire tables, grill, hanging chairs, dining nook, and comfy outdoor furniture. Relax and refresh while experiencing the joy of tiny living!
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Popular amenities for Ashland holiday rentals
Other great holiday rentals in Ashland

3 Acres w Theater, Hot Tub+Fire Pit- Near App St!
LocationFamilyCleanliness

LUX mountain-top hot tub, firepit & sunrise VIEWS
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Mountain Meadow Cabin
LocationFamilyQuiet

Storybook A-Frame Cabin 5 mins. to Downtown Boone
LocationFamilyAmenities

Cozy Dome on the Creek | Dog Friendly +AC +King BR
LocationFamilyOutdoor spaces

Wild Side : Romantic-Secluded-Luxury Blowing Rock
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Secluded Luxury Escape | Hot Tub • Sauna • Views
LocationIndoor spacesGetting around

Catch & Release - Trout Stream, Wi-Fi, Pool Table
LocationFamilyAccuracy
Destinations to explore
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- Grayson Highlands State Park
- Tweetsie Railroad
- Beech Mountain Ski Resort
- Hawksnest Snow Tubing and Zipline
- Grandfather Mountain
- Hungry Mother State Park
- Lake James State Park
- Land of Oz
- Banner Elk Winery
- Appalachian Ski Mtn
- Grandfather Mountain State Park
- Bristol Motor Speedway
- East Tennessee State University
- Stone Mountain State Park
- Virginia Creeper Trail
- Sugar Mountain Resort, Inc
- Grandfather Vineyard & Winery
- Moses H. Cone Memorial Park
- Sugar Ski & Country Club
- Roan Mountain State Park
- Bristol Caverns
- Shelton Vineyards
- New River State Park
- Julian Price Memorial Park





