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 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, 506 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, 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.
Guest house in Damascus
4.96 out of 5 average rating, 1,443 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, 212 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, 311 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.

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, 394 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
Flat in Abingdon
4.96 out of 5 average rating, 202 reviews

Greenway Suite Downtown Abingdon

Our Greenway Suite is a beautifully renovated apartment overlooking Main St. Centrally located in a very old building and within walking distance to everything you would want to see in Downtown Abingdon. Stocked with the best amenities and all the comfort you would need to just stay in and enjoy the experience of this classic old building if you'd prefer! With a new and modern flair this large suite gives you comfort and charm while providing a clean, spacious, private and comfortable stay.

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, 431 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
4.98 out of 5 average rating, 161 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.

Top guest favourite
The cottage exterior showcases a charming design, featuring white vertical siding and a covered porch. A stone path leads to the entrance, framed by green foliage and small shrubs. The setting reflects an open landscape, enhancing the welcoming country atmosphere.
Cottage in Glade Spring
5 out of 5 average rating, 210 reviews

The Cottage Around the Corner

Right around the corner or right on the way, the Cottage Around the Corner is convenient for travelers. Whether visiting the beautiful mountains to bike or hike the Creeper Trail, sightseeing in the historical Abingdon or Bristol area, attending a game at E&H or just passing through to another destination, our goal is to provide a warm and welcoming home for your getaway. Resting on an acre of land and right off I 81 enjoy your stay in our cozy, country cottage.

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, 139 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.

Top guest favourite
The exterior of the white house features a green metal roof and is surrounded by a lush grassy area. Windows are visible, some adorned with screens. A covered porch with a railing provides access to the front entrance, while trees in the background enhance the natural setting.
Cottage in Mountain City
4.93 out of 5 average rating, 130 reviews

3 bedroom mountain retreat!

New Starlink internet installed October 2025!Our little peaceful home is located in the Kettlefoot black bear reserve. Bears can sometimes be seen crossing the road or strolling thru the fields Damascus and Mountain City are only minutes away! Our place offers a big yard to enjoy along with a fire pit with firewood furnished. Cornhole and board games are also available. A nice sitting area on the covered back porch to relax and enjoy the peace and quiet.

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 house rentals in Damascus have wifi?

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

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

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 20 homes with air conditioning, over 20 homes with wifi, 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 $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,880 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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