Holiday rentals in Damascus

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Top-rated holiday rentals in Damascus

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Top 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, 488 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.

Guest favourite
The guesthouse features a modern exterior with dark gray siding and a metal roof. A large window with a planter box is displayed prominently, while a well-maintained grassy area surrounds the building. Outdoor steps lead to a deck area on one side.
Guest house in Damascus
4.95 out of 5 average rating, 221 reviews

The Haven on The Virginia Creeper Trail

Located on the Virginia Creeper bike trail, we are only a 20 min. drive from the summit of beautiful Whitetop Mtn. If hiking and biking are your thing, this is the place to stay, as we are 3 miles from the Appalachian Trail, and a 20 min. drive to Grayson Highlands state park. Downtown Damascus is a 25 min. drive, and Abingdon is 40 minutes. Both towns have cute shops, restaurants, coffee, parks, and antique stores. Bristol is located approx. 50 min. from our home, and Boone, NC about an hour.

Top guest favourite
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.
Guest house in Damascus
4.96 out of 5 average rating, 1,416 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 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, 202 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
The historic Abingdon Donkey Lodge features a two-story white exterior with a covered porch. A set of red double doors is framed by colorful rainbow banners. Stone steps lead to the entrance, surrounded by a landscaped yard with greenery.
Farm stay in Abingdon
4.98 out of 5 average rating, 302 reviews

Historic Farmhouse with Donkeys on Creeper Trail

Welcome to the historic Abingdon Donkey Lodge, a farm stay on the Creeper Trail. We're waterfront too, and have sweet, fuzzy donkeys to pet. Your stay includes the upstairs of our beautiful home: 2 huge bedrooms, 2 bathrooms, a dining area, and a balcony. (Your hosts live downstairs, so we share an entrance.) No kitchen or laundry access. We host up to 2 guests ages 12 and over. No pets, please. Two parking spaces. Please read all details before booking. Cats may visit you. NO CLEANING FEE.

Guest favourite
The bungalow features a vibrant red roof and a welcoming front porch. A white picket fence surrounds the yard, which includes stone accents. Lush greenery and shaded areas create a serene outdoor environment. Two benches are positioned near the entrance, enhancing the inviting appearance.
Bungalow in Damascus
4.78 out of 5 average rating, 281 reviews

Oak Leaf Bungalow in Damascus

Hurricane Helene caused damage to many trails including the Creeper, which is closed from White Top thru Damascus, altho the section near Abingdon is open. Most roads open. Our Bungalow is intact. Electricity & water are restored. Please email with any questions. The bungalow is walking distance to the center of town. We're just 15 minutes from Abingdon. The house is cozy and we have a great yard for kids and dogs. Our landline phone has unlimited long distance and we have Wifi and Roku TV

Top guest favourite
A friendly brown cow stands behind a wooden fence, accompanied by lush green fields in the background. A bright orange feeding container is mounted on the fence, contrasting with the earthy tones of the wooden posts. The scene is serene and agricultural, surrounded by trees.
Tiny home in Abingdon
4.99 out of 5 average rating, 365 reviews

Hoss’s Tiny House

The tiny house is located behind a big garage with a large gravel parking lot. It is very secluded and quaint away from the main road. The parking area is behind at the back porch on the tiny house were you can sit and enjoy peace and quiet. We are 1 mi from South Holston Lake. 2 mi from Creeper Trail, 6 mi Main Street Abingdon, 8 mi downtown Bristol, 10 mi Bristol Speedway. We have farm animals in the fields beside the tiny house that are very friendly. All the farm animals enjoy visitors.

Guest favourite
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
4.94 out of 5 average rating, 163 reviews

The North Star Dome

Unplug & reconnect with nature. The Dome is nestled on our farm's off-grid hilltop. Tremendous mountain views, peace, and animals to visit! 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.

Guest favourite
A rustic barn loft is viewed from the side, showcasing its wooden facade with a colorful star decoration. Surrounding trees are bare, indicating early spring, and a spacious grassy area is positioned in front, with a gravel driveway leading up to the structure.
Barn in Damascus
4.96 out of 5 average rating, 421 reviews

Barn on the Creeper-SWVA Damascus Trail Getaway

DAMASCUS IS OPEN FOR BUSINESS! Please support our precious Trail Town as it recovers from the hurricane. E-bike available! This newly renovated loft atop a genuine barn on 4 acres gives visitors to #SWVA a most unique travel experience only 1000 feet from the Va Creeper Trail. One of the top 10 barns in which to stay in VA! Only minutes from downtown Damascus dining and shopping and a bike ride away from the Virginia Creeper Trail, this beautiful space is a getaway you don’t want to miss.

Top guest favourite
A spacious bungalow is framed by lush greenery, featuring a metal roof and inviting porch. Plantings line the entrance, complementing the wooden fence that surrounds the yard. The lawn is well-maintained, contributing to the tranquil setting of the home.
Home in Damascus
4.97 out of 5 average rating, 151 reviews

Beaver Dam Bungalow, Heart of Damascus Tranquility

Beaver Dam Bungalow is our place of tranquility & activity. Secluded, yet very short walk to town shops & restaurants, Appalachian Trail, town park, bikes shops/shuttles and Virginia Creeper Trail. Our Bungalow is actually over 2,000 square feet. With 4 bedrooms, 2 bathrooms, two living areas, fenced yard on all 4 sides, front porch, two decks & the soothing sound of Beaver Dam Creek, you'll have plenty of indoor and outdoor space for making memories with your family and friends.

Guest favourite
An aerial view showcases a cabin nestled among tall trees and grassy areas. The structure features a porch and is surrounded by open space, with a neighboring tiny home visible in the background. A circular fire pit is positioned in the foreground.
Cabin in Damascus
4.85 out of 5 average rating, 469 reviews

Cabin with tiny home

Cabin with tiny home ready for relaxing. A hikers/bikers, nature lovers, fishers dream. Privacy and seclusion within 15 minutes to downtown Damascus. Want peace and quiet turn the wifi off and disconnect from technology and reconnect with life! Bear tree lake is just up the road and makes for a great walk around the lake! . Within minutes from the Creeper trail, Grayson Highlands park, Appalachian trail and Whitetop mountain. Pets considered for additional fee.

Top guest favourite
A Gothic arched building is situated on a grassy expanse, framed by surrounding lush greenery. A small porch is located at the entrance, and a picnic table is positioned nearby, offering a space to enjoy the outdoor environment.
Tiny home in Mountain City
5 out of 5 average rating, 134 reviews

The Bungalow at Grandpa's Mountain

The Bungalow is a cozy not-so-tiny home at 420 sq ft. A 16x20 Gothic Arched building designed and built by the owner. Besides a fully equipped kitchen, lovely bathroom, and comfortable sleeping quarters, you will find wonderful amenities outside! Views of mountains, pasture, and woods. Relax in a hammock or tell your secrets to Drifter the horse. Often Mr Groundhog or the Deer family will visit, too. The Bungalow at Grandpa's Mountain is a quiet getaway.

Popular amenities for Damascus holiday rentals

Quick stats about holiday rentals in Damascus

  • Total rentals

    70 properties

  • Nightly prices starting at

    $65 SGD before taxes and fees

  • Total number of reviews

    4.3K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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