Vacation rentals in Damascus

4.96 out of 5 average rating, 477 reviews

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

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, 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, 1,401 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, 198 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!

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, 166 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, 277 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, 344 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.

4.97 out of 5 average rating, 415 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 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.

4.99 out of 5 average rating, 160 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.

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, 143 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.

Tiny home in Mountain City

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.

5 out of 5 average rating, 129 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.

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.

4.91 out of 5 average rating, 117 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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Cabins

Kick off your hiking boots at these rustic lodgings

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Popular amenities for Damascus vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Damascus

4.98 out of 5 average rating, 56 reviews

The exterior of the tiny house is shown, featuring a mix of dark siding and natural wood accents. A covered porch extends from the main structure, and large windows allow for ample natural light. Surrounding greenery enhances the rural setting.

Tiny home in Abingdon

Modern Tiny House right on the VA Creeper Trail

5 out of 5 average rating, 46 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

4.97 out of 5 average rating, 185 reviews

A charming small barn-style cottage with a white exterior and dark green trim is surrounded by lush greenery. A neatly maintained pathway leads to the front door, which is framed by a decorative wreath. The cottage features a pitched roof and a welcoming entrance.

Barn in Abingdon

The Cottage at Stillpoint

5 out of 5 average rating, 23 reviews

A serene view of rolling green hills is framed by a black wooden fence, with the sun setting in the background. Clouds scatter across the sky, reflecting warm hues of orange and yellow, while a tree offers shade in the foreground.

Cabin in Chilhowie

Johnson's Cabin at Winters Haven

4.98 out of 5 average rating, 59 reviews

The kitchen features a rustic wooden table surrounded by black chairs. Shelves hold various kitchen items, including glassware and copper pots. A large window allows natural light to fill the space, while a farmhouse sink is situated underneath, enhancing the cozy atmosphere.

Cottage in Damascus

Simply sweet creekside cottage with loft

A charming farmhouse is set against a backdrop of autumn foliage, featuring a vibrant red tree in the foreground. The white house includes multiple stories, a porch, and an outbuilding displaying a vintage Coca-Cola sign. Open green spaces surround the property.

4.97 out of 5 average rating, 99 reviews

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

4.96 out of 5 average rating, 97 reviews

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

Green Cove Getaway with private pool and hot tub