Vacation rentals in Ashland

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Top-rated vacation rentals in Ashland

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Top guest favorite

A quaint cottage is surrounded by lush greenery, featuring a metal roof and an inviting garden with colorful flowers. A picnic table sits on a stone pathway leading to the front door, enhancing the outdoor space.

Guesthouse in Damascus

4.96 out of 5 average rating, 1,401 reviews

Ruby's Rest

NO CLEANING FEES. NO TO DO LISTS BEFORE CHECKING OUT. NO PET FEES. Cozy, private one room cottage (with bathroom), run by a loving, easy-going, non-judging family. Cottage measures 12' x 24' (total of 288sq. feet). Very relaxed environment. Flat rate of $50.00. UPDATE: Deck is now enclosed with old window panes. Super cozy. Has a sink with hot/old water, a hot plate, large toaster oven, and utensils. I am am still putting finishing touches on it, but available for use. Pictures soon.

Top guest favorite

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, 198 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 favorite

An A-frame cabin made of wood stands alongside a larger structure, framed by lush, colorful foliage. A barrel sauna is positioned on a wooden deck, inviting guests to enjoy the serene mountain surroundings. The sky transitions from warm hues to a soft evening glow.

Cabin in Lansing

4.99 out of 5 average rating, 124 reviews

Scandi Cabin: Sauna/Hot Tub/Views/EV on 105 acres

105 acres in the far NW edge of NC. Nestled between 2 mountain ridges of Ashe Co. and overlooking a 16-acre meadow, Wanderin Lands' Meadow House + separate work/yoga A-frame, is designed as a retreat suited for couples, small groups, or up to two families with kids. Enjoy hot tub stargazing, cedar sauna healing, our large deck and screened in porch with sounds of nearby creek, fire pit, private walking trail & EV charger. Close to Grayson Highlands (30m), W Jefferson (20m), DT Lansing (8m)

Top guest favorite

A geodesic dome is set amidst a forest backdrop, featuring a wooden deck with outdoor seating. The dome's exterior is covered in a dark material, offering a modern appearance. Sunlight filters through the trees, creating a serene outdoor atmosphere.

Dome in West Jefferson

4.99 out of 5 average rating, 102 reviews

Luxury Geodesic Dome • Mountain Getaway

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 NOT a “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 favorite

The living area features a cozy blue sofa adorned with various cushions. A rustic coffee table occupies the center, with a guitar displayed on the wall above. Light from the windows enhances the warm wood tones of the ceiling and walls.

Tiny home in Warrensville

5 out of 5 average rating, 123 reviews

stylish modern cabin with panoramic views

Relax & recharge at this newly renovated log cabin with gorgeous wraparound views. Dine on the covered deck, sip wine at the firepit, listen to smooth jazz on bluetooth and sleep like a baby in the luxurious bedding. Stunning in every season! Mountaintop location w private drive. Fully stocked kitchen. 55" TV w Netflix, Hulu & more. FWD recommended in winter. Explore nearby wineries, hiking trails and kayak the New River. 15 min to shops & restaurants in charming downtown West Jefferson.

Top guest favorite

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, 136 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 favorite

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, 207 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!

Guest favorite

The interior of the tiny house features wooden walls and a cozy layout. A full-size bed with a red coverlet is positioned next to a window. A kitchenette with dark countertops includes a sink, a toaster oven, and a kettle, while natural light filters through the nearby windows.

Tiny home in Warrensville

4.97 out of 5 average rating, 257 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 favorite

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

4.95 out of 5 average rating, 124 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.

Guest favorite

A heated dome structure is illuminated under a starry sky, with solar lights strung along a nearby post. Surrounding greenery and a fabric awning add a cozy touch to the elevated hillside setting.

Dome in Laurel Bloomery

4.95 out of 5 average rating, 153 reviews

The North Star Dome

Nature & animal lover's paradise! The Dome is nestled on our farm's off-grid hilltop. Tremendous mountain views! This is camping, elevated with comforts. We provide the climate controlled dome, comfy bed (BYO sheets), griddle, and basic supplies. You bring: Queen size bedding, drinking water, cooler, & firewood. Outdoor shower OPEN till October 1st. Laundry room, wifi bar, & camp store OPEN Enjoy trails, farm animals, & seasonal flowers & veggies to pick.

Top guest favorite

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, 131 reviews

Spacious suite, private entrance & bath, deck!

Welcome to your private suite at Soul Fire Camp + Cabins! Enjoy your spacious private suite with a large luxury bathroom, private entrance, and 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/soulfirecampandcabins

Top guest favorite

A farmhouse-style cottage is presented with a white exterior and a metal roof. A covered porch with white railings lines the front. Surrounding greenery and gravel pathways complement the serene setting, while the sun creates a bright backdrop, enhancing the peaceful atmosphere.

Cottage in Creston

4.99 out of 5 average rating, 182 reviews

The Cottage at Historic Sutherland Manor est. 1807

Helene update: the farm is undamaged and roads leading to it are passable. This farm cottage is located on a historic 40 acre farmstead behind a beautiful farmhouse (which is under renovation) with views of The Peak, Ashe County’s highest mountain. We are bordering Elk Knob State Park and a 10 minute drive to the park entrance. The farm is located in the historic Sutherland valley district and was built in 1807 by Thomas Sutherland.