Holiday houses 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
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
4.95 out of 5 average rating, 225 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.
Guesthouse in Damascus
4.96 out of 5 average rating, 1,447 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, 216 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!

Guest favourite
Home in Damascus
4.88 out of 5 average rating, 108 reviews

The 510. Vacation home in the heart of Damascus

Bring everyone along to The 510 for your next adventure in Damascus! With every amenity you may need during your stay, this farmhouse provides ample room for everyone. Located 1 block away from The Virginia Creeper Trail and 3 blocks away from Main St. downtown Damascus. Ride your bikes directly to the trail, or walk to one of Damascus' many bike shuttle services. Enjoy the town park located beside the river right across the street from your home, or enjoy our grill and fire ring each evening.

Top Guest favourite
A single-story entrance is framed by a neatly manicured lawn. A light green exterior wall features a white door and window, adorned with decorative shutters. Potted plants line the pathway, adding a touch of greenery, while a colorful welcome mat invites visitors.
Guesthouse in Abingdon
5 out of 5 average rating, 272 reviews

Cozy & Private "The Little Green Pig" Abingdon

Cozy space for a getaway!. Located a block off Main Street and walking distance of Historic Downtown Abingdon. We strive to make your stay special. The apartment has upgraded wifi, work space for your tablet, or device. Roku tv, full-size kitchen, and private bedroom with queen bed . Sofa bed suitable for two children, or, one adult. The backyard patio includes a play house for children with swings, slide, and zip line. Creeper Trail access from stay via the Abingdon Urban Pathway.

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, 404 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 modern kitchen featuring light cabinets and a round dining table with four wooden chairs. Appliances include a stove, microwave, and coffeemaker, all surrounded by decorative accents and utensils. The space is bright and functional, with a clean layout for cooking and dining.
Loft in Glade Spring
4.94 out of 5 average rating, 337 reviews

LOFT🌿 Peaceful & charming 1.4 mi from I-81 Exit29

Fiddlehead Loft is a newly renovated, thoughtful space stocked with guests in mind at every turn. Each hammered nail, design detail, and pillow purchase was executed with great hopes to serve you well and provide a beautiful, cozy environment for you to relax and enjoy your stay in. If we don’t have what you need, let us know! Recent guest commentary: “We thoroughly enjoyed staying in your loft. So peaceful and quiet, with all the comforts of home… It’s a little diamond!” – June 7, 2021

Guest favourite
A modern, single-story structure features a blend of metal siding and wooden accents. Large windows allow natural light to fill the interior. A gravel driveway leads up to the entrance, framed by open green space and tall trees in the background under a partly cloudy sky.
Place to stay in Damascus
4.92 out of 5 average rating, 246 reviews

Garage on the Creeper, unique and newly renovated

DAMASCUS IS OPEN FOR BUSINESS! Please support our precious Trail Town as it recovers from the hurricane. E-bikes available from the heart to the start of the Creeper! Once a garage used to restore old cars, now lovingly restored as an open-concept Airbnb! Enjoy all that Southwest Virginia has to offer from this convenient location, only a short 1,000 foot bike ride to the Virginia Creeper Trail and minutes from Downtown Damascus and Abingdon. A foodie’s delight and a hiker’s paradise!

Guest favourite
A spacious studio area is shown, featuring a king-sized bed with a decorative headboard prominently placed. Two lamps flank the bed, and a large area rug decorates the wooden floor. A television mounted on the wall and folding chairs are visible, enhancing the comfort of the space.
Guest suite in Damascus
4.84 out of 5 average rating, 104 reviews

King suite on the Creeper Trail and river!

The Barn House property is located directly on the Virginia Creeper Trail and right on the river! This unit is the downstairs to the main house. It is a spacious studio area with microwave and mini fridge, no kitchen. The unit has a separate entrance and is located on a side road with low traffic. There is a large yard across the street where kids can play! Directly bordering the yard is the Virginia Creeper Trail. Easily ride your bike to downtown Damascus or the Damascus brewery!

Guest favourite
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.
Home in Damascus
4.92 out of 5 average rating, 130 reviews

Charmer on Creeper & Creek! Walk downtown

**Remodel underway! New pics coming soon** 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.

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, 162 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, 213 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.

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 vacation rentals in Damascus?

    Damascus has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Damascus with our cabin rentals, starting at about $140 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 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 wifi?

    Absolutely! We offer over 20 house rentals with wifi 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.

  • 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.

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 $70 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Damascus holiday rentals include Wi-Fi 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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