Holiday houses in Damascus

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Top-rated holiday rentals in Damascus

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

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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, 504 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.
Guesthouse in Damascus
4.95 out of 5 average rating, 224 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.
Guesthouse in Damascus
4.96 out of 5 average rating, 1,438 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, 211 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, 310 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.

Superhost
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
4.76 out of 5 average rating, 291 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 single-story entrance is framed by a neatly manicured lawn. A light green exterior wall features a white door and window, adorned with decorative shutters. Potted plants line the pathway, adding a touch of greenery, while a colorful welcome mat invites visitors.
Guesthouse in Abingdon
5 out of 5 average rating, 265 reviews

Cozy & Private "The Little Green Pig" Abingdon

Cozy space for a getaway!. Located a block off Main Street and walking distance of Historic Downtown Abingdon. We strive to make your stay special. The apartment has upgraded wifi, work space for your tablet, or device. Roku tv, full-size kitchen, and private bedroom with queen bed . Sofa bed suitable for two children, or, one adult. The backyard patio includes a play house for children with swings, slide, and zip line. Creeper Trail access from stay via the Abingdon Urban Pathway.

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, 389 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 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, 430 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 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, 437 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
The interior of the tiny home features warm wooden walls and a spacious kitchen area with natural light streaming through large windows. A set of steps leads to the sleeping area, which is flanked by cozy bench couches, creating a welcoming and functional environment.
Tiny home in Mouth of Wilson
4.93 out of 5 average rating, 228 reviews

Pondside TinyHome near Grayson Highlands

Experience Tiny Home living Pondside! Enjoy amazing nature sounds, star gazing and pastoral horse farm views! Only a few miles from Grayson Highlands State Park known for its vistas and wild ponies. Explore Mt Rogers National Wilderness are, The Appalachian Trail, The Virginia Creeper Trail, the New River etc. close to wonderful restaurants and breweries, quaint towns and sight seeing. Step away and take a breath of fresh mountain air! *now pet friendly* NO cleaning or pet fees!

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, 139 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 Damascus holiday rentals

When is the best time to visit Damascus?

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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Damascus?

    Four-legged friends are welcome in Damascus. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Damascus?

    Yes! Work meets play with ease at over 20 vacation rentals in Damascus featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly house rentals in Damascus?

    Damascus has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Damascus have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Damascus. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Damascus have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Damascus. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in hotel rentals in Damascus?

    Experience the best of Damascus with our hotel rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do hotel rentals in Damascus have wifi?

    Absolutely! We offer over 10 hotel rentals with wifi in Damascus. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Hotel Rentals in Damascus?

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Damascus

  • Total holiday rentals

    Explore 70 holiday rentals in Damascus

  • Nightly prices starting at

    Damascus holiday rentals start at $86 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,270 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Damascus holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Damascus rentals

  • 4.9 Average rating

    Damascus stays are highly rated by guests—averaging 4.9 out of 5!

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