Holiday rentals 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 spacious living area features dark leather sofas arranged around a light area rug. Warm light is provided by two lamps on side tables, illuminating the natural wood floor. Light streams in through large windows, enhancing the openness of the space.
Home in Damascus
4.92 out of 5 average rating, 107 reviews

Barn House on the Creeper Trail, open after Helene

*UPDATE after Helene: This home had flooding around it, but was not damaged and is open for rental! Creeper Trail is open towards Abingdon! Beautiful and unique barn that has been converted into a lovely and spacious tri-plex ! This listing is for the largest, main part of the home! Huge deck and fire pit by the river. Located directly on the Virginia Creeper Trail. Ride your bike to downtown Damascus! The grocery store, brewery, park and bike shuttles are all a reasonable ride from the house!

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, 499 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, 223 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.

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, 1,433 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, 210 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
4.77 out of 5 average rating, 289 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, 384 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, 428 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 two-story farmhouse features a wrap-around porch, complemented by a metal roof and black shutters. Lush greenery surrounds the property, with a barn structure visible on the left. The expansive lawn invites relaxation and outdoor activities.
Home in Damascus
4.99 out of 5 average rating, 166 reviews

River House

The River House is a quiet two story farm house that sits on the South Fork of the Holston River. It is halfway between the trail town of Damascus and historic Abingdon. Enjoy the relaxing wrap around porch where you can hear and see the sights of the river. A short walk from the driveway is the Virginia Creeper Trail, the perfect place to hike, bike, or just walk with family. Fish along the bank of the river or take a short trip to the town of Abingdon to visit the Barter Theatre.

Top guest favourite
A newly constructed cabin sits among tall trees, featuring a spacious front porch with rocking chairs. The exterior is a muted green, with large windows inviting natural light. A gravel pathway leads to the entrance, bordered by fresh straw cover.
Cabin in Elizabethton
4.99 out of 5 average rating, 165 reviews

Hot Tub, Fire Pit, Ping-pong, Mt. View , & Privacy

Welcome to Stoney Creek Cabin! Enjoy a peaceful, private, and relaxing stay in our newly (2024) built cabin. We cut and milled the trees and built this cabin on our 50 acre farm and want you to enjoy it. It features a hot tub, ping-pong, foosball, porch swing, and firepit. Whether it is a family vacation or a romantic getaway this cabin will provide the opportunity to reconnect with the ones you love. 8mi to Elizabethton, 16mi to Johnson City and Bristol. Book your stay today!

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, 480 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.

Popular amenities for Damascus holiday rentals

When is the best time to visit Damascus?

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Avg. price$194 SGD$207 SGD$197 SGD$197 SGD$218 SGD$214 SGD$214 SGD$214 SGD$214 SGD$194 SGD$191 SGD$194 SGD
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Frequently Asked Questions

  • 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.

  • 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.

  • Do hotel rentals in Damascus have air conditioning?

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

  • Do cabin rentals in Damascus have a bbq area?

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

  • 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.

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

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 10 homes with a bbq area, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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

    Experience the best of Damascus with our house rentals, starting at about $90 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.

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 $65 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    70 of Damascus holiday rentals include wifi 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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