Vacation rentals in Damascus

4.96 out of 5 average rating, 217 reviews

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

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, 1,403 reviews

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

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.

4.97 out of 5 average rating, 200 reviews

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

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!

4.98 out of 5 average rating, 298 reviews

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

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.

The front of The Inn on Creeper Way is showcased with a welcoming porch featuring two seating arrangements, adorned with blue cushions, surrounded by landscaped greenery. An American flag is displayed, while string lights enhance the inviting appearance of the entrance.

4.99 out of 5 average rating, 168 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, 278 reviews

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

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

4.99 out of 5 average rating, 351 reviews

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

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, 416 reviews

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

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.

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.

4.97 out of 5 average rating, 145 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.

5 out of 5 average rating, 198 reviews

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

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.

4.85 out of 5 average rating, 465 reviews

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

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.

A spacious living area showcases a neutral palette with a comfortable sofa and a soft rug underfoot. A large ceiling fan circulates air, while a flatscreen TV is mounted above a decorative fireplace. A staircase leads to the upper rooms, adding to the room's charm.

4.92 out of 5 average rating, 119 reviews

Charmer on Creeper & Creek! Walk downtown

This historic, yet modern & updated, 1900's farmhouse is located on Beaver Dam Avenue, directly across from the Virginia National Creeper Trail and Laurel Creek, and just a five minute walk to the heart of downtown Damascus. Enjoy exceptional convenience with no direct neighbors! The cozy home and GIANT fully fenced yard are family friendly and dog friendly - see our pet policy in 'House Rules'. Professionally cleaned between every stay.

Vacation rentals for every style

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Houses

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Cabins

Kick off your hiking boots at these rustic lodgings

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Stylish accommodations with great services and amenities

Popular amenities for Damascus vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Damascus

5 out of 5 average rating, 47 reviews

A charming barn-style structure is situated on a gently sloping hillside, surrounded by lush greenery. A spacious wooden deck features lounge seating and small tables, providing an inviting outdoor space for guests to enjoy the tranquil surroundings.

Barn in Lansing

Restored Appalachian Barn @ Long Branch Farm

4.89 out of 5 average rating, 89 reviews

A fire pit made of stones sits in a grassy area, with remnants of previous fires visible. A white farmhouse with a metal roof is positioned in the background, surrounded by trees. A wooden porch extends from the house, offering shaded seating.

Home in Laurel Bloomery

19th C. Farmhouse 7 min. to Damascus & Creeper Tr.

5 out of 5 average rating, 60 reviews

A wooden pathway with a railing leads to a two-story treehouse, surrounded by colorful autumn foliage. A chiminea sits nearby in the yard, and leaves cover the ground, creating a natural setting. The warm tones of the trees enhance the serene atmosphere.

Treehouse in Bristol

Cozy Secluded Treehouse

A charming white cottage features a green metal roof and a welcoming porch adorned with white railings. Yellow flowers bloom in the foreground, while a stone pathway leads to a fence, enhancing the outdoor space nestled among trees.

4.86 out of 5 average rating, 22 reviews

Cottage On The Creeper Trail - Grandma's Cottage

4.93 out of 5 average rating, 90 reviews

A wooden tray is placed on a neatly made bed, featuring a blue textured coverlet. A notepad and pen rest on the tray, with a soft lamp illuminating the cozy sleeping area in the background.

Guest suite in Damascus

Jewel's Rest-2 bedroom suite downtown Damascus, VA

4.99 out of 5 average rating, 71 reviews

Riverfront Hot Tub in Damascus

Superhost

A charming cottage is nestled among lush greenery, with a wooden fence enclosing the yard. The structure features a gabled roof, a front porch, and an American flag displayed outside. Dense woods provide a backdrop of vibrant leaves, enhancing the serene setting.

Cottage in Damascus

4.96 out of 5 average rating, 99 reviews

Green Cove Getaway with private pool and hot tub