Holiday rentals in Damascus

4.97 out of 5 average rating, 464 reviews

Cabin in Shady Valley

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.

4.96 out of 5 average rating, 213 reviews

Guest house in Damascus

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 30 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.

4.96 out of 5 average rating, 1,361 reviews

Guest house in Damascus

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.

4.99 out of 5 average rating, 290 reviews

Farm stay in Abingdon

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.

4.99 out of 5 average rating, 161 reviews

The Inn on Creeper Way ~ cozy & right on the trail

Welcome to The Inn on Creeper Way & Trail Town USA! With the Virginia Creeper Trail only a few steps from the house, the Appalachian Trail just around the corner, & 5 other nationally known trails passing through Damascus, the outdoor adventure options abound. Whether you want to bike the Creeper Trail, hike the AT, fish the many nearby rivers, stroll the streets of our quaint mountain town, or simply relax on "The Porch," you'll be able to do it all during your stay at The Inn on Creeper Way!

4.78 out of 5 average rating, 267 reviews

Bungalow in Damascus

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

4.98 out of 5 average rating, 324 reviews

Tiny home in Abingdon

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.

4.96 out of 5 average rating, 135 reviews

Dome in Laurel Bloomery

The North Star Dome

Camp on our pick-your-own flower farm & petting zoo! This is camping, elevated with style & comfort. We provide the climate controlled dome, comfy bed (bring your own sheets), griddle, and basic supplies. Bring your own queen size bedding/sleeping bags, water, cooler, & firewood. Rustic outdoor shower is OPEN till October 1st! The Dome is nestled on our farm's off-grid hilltop, with tremendous mountain views. There are trails, farm animals to visit, & seasonal flowers/veggies to pick!

4.97 out of 5 average rating, 405 reviews

Barn in Damascus

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.

4.84 out of 5 average rating, 453 reviews

Cabin in Damascus

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.

Tiny home in Mountain City

5 out of 5 average rating, 121 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.

4.89 out of 5 average rating, 369 reviews

Flat in Abingdon

Luxury Suite Downtown Abingdon VA

This is a large private suite in the heart of downtown Abingdon Virginia. Located within 2 blocks of the Creeper Trail and right on Courthouse hill. There is no better location for your visit to Abingdon! Enjoy this Luxury Suite with unique amenities such as walk in shower, king size bed, original brick walls, and stained glass windows. Wake up overlooking Main St. in this historic and beautiful town, while enjoying all the luxuries of modern amenities.

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Other great holiday rentals in Damascus

4.98 out of 5 average rating, 52 reviews

Tiny home in Abingdon

Modern Tiny House right on the VA Creeper Trail

MattRating, 5 stars2 weeks ago

This tiny home is so beautiful and well appointed. We had a great time enjoying coffee while looking over the meadow. We loved how close it is to the creeper trail as well. We’ll be back.

5 out of 5 average rating, 37 reviews

Barn in Lansing

Restored Appalachian Barn @ Long Branch Farm

MaryRating, 5 stars3 days ago

Hands down my favorite experience at an Air B&B. Everything was perfect. We loved the place - very clean, open, inviting and the beds were oh so comfortable! It was very easy to relax and also fairly close proximity to many great hikes -National Parks and local parks, kayaking, and shopping. I loved waking up to viewing 3 mother turkeys and their chicks in the mornings and the fireflies were out of this world in the evenings. We were able to cook with ease every day in the beautiful kitchen. I would highly recommend this beautiful “barn” house. Shelby has created a piece of Heaven on Earth on this beautiful property.

4.94 out of 5 average rating, 47 reviews

Home in Whitetop

Whitetop Bluff Cabin

KateRating, 5 stars3 days ago

Incredible value! We had rock climbers/boulderers with us and have never been so close to roadside boulder problems. The telescope and mountain vista made it the perfect place to unwind after a day of climbing.

4.92 out of 5 average rating, 25 reviews

Cabin in Damascus

Hot tub, Mountain View, Walk to town

SusiRating, 5 stars1 month ago

Even better than the photos! We spent most of our time on the patio with great seating, lovely view, hummingbirds visiting and in the fantastic hot tub! Our dogs LOVED the open grass to run in. The beds were comfy and cozy and the kitchen/bathroom were very well stocked.

4.97 out of 5 average rating, 119 reviews

Tangent House: quiet street in heart of Damascus

CarlaRating, 5 stars1 week ago

This was the absolute cutest house. It is super clean and so artfully decorated, close to town and the grocery stores and right on the Creeper Trail. Perfect house in a perfect location. Susan responds almost immediately to messages and I just can't say enough about our wonderful stay at The Tangent House and our experience in Damascus and Abingdon.

4.9 out of 5 average rating, 10 reviews

Cabin in Glade Spring

Modern Zen Cabin | MTN Escape

Nicole MarieRating, 5 stars2 days ago

Great find and even better than the pictures. Beautiful area. Quiet and never saw another person We wished we had booked one additional day to relax. Very responsive and friendly communication. Worth the stay!!

4.97 out of 5 average rating, 92 reviews

Ketron's Corner 4 beds, 3 bath and 12 guests

BrianRating, 5 stars2 weeks ago

If "cleanliness is next to godliness," then this place is almost heaven. For our two families meeting for a long weekend together, this had everything we needed and more for indoor and outdoor enjoyment. It's thoughtfully done. The gameroom and climbable trees kept our kids occupied a great deal, and there were plenty of beds. Upstairs the bathroom situation is a little funky as there is only one private bath and no "hall bath," but there are sinks in several other rooms and it's just part of being in an old house. Well cleaned and well kept, I highly recommend Curtis' place.