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
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, 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.
Guest house in Damascus
4.96 out of 5 average rating, 1,455 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
4.96 out of 5 average rating, 217 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
Home in Damascus
4.97 out of 5 average rating, 108 reviews

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

Cozy comfortable spacious farmhouse home built in 1900 with all the modern amenities. 4 bedrooms 3 bathrooms 5 beds. Explore Damascus , Abingdon & the surrounding area. Hike Appalachian Trail & ride Creeper trail from Abingdon to Damascus park open with Bike rentals and shuttle available Creeper trail from Damascus to Whitetop closed. Fish, bike, hike, play billiards, play Pac-Man, Galaxia, play darts, enjoy a movie on 75 in tv w surround sound. Sit around the outdoor fire pit making memories

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
The exterior of a cabin is shown, nestled among lush greenery with a spacious lawn. A large deck can be seen, equipped with wooden railings, and a well-maintained pathway leads to the entrance. A vehicle is parked nearby, highlighting the easy accessibility of the cabin.
Cabin in Damascus
4.97 out of 5 average rating, 174 reviews

Alvarado Cabin on the river and Creeper Trail

**THIS CABIN IS NOT LOCATED ON THE MAIN PROPERTY**Our Big Rock Cabin, is tucked along the riverside near Alvarado Station, with a huge yard.Please make sure you count ALL GUESTS-including children in your reservation.Easy access to the Creeper Trail, which runs right alongside the river.A 2 bedroom cabin that boasts a well-stocked kitchen,oven, dishwasher, AC/heat, Smart TV and Wi-Fi.A large, partially covered porch with a gas grill, has gates on both entrances to help keep children/pets safe.

Top guest favourite
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.
Home in Damascus
4.99 out of 5 average rating, 170 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.

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, 163 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 exterior of a vintage Greyhound bus showcases a polished aluminum surface, reflecting its unique character. The bus is positioned on a gravel area, surrounded by lush greenery and open fields. Natural light highlights the bus's distinctive shape and retro design.
Bus in Abingdon
5 out of 5 average rating, 229 reviews

Retro Bus/Tiny House on Creeper Trail+Donkey Farm

Please read ENTIRE listing before booking. BAB (Big-Ass Bus) is a 1957 Greyhound bus on a donkey farm in SW Virginia. She's ON the Creeper Trail with all the amenities of a full-size home, but in a smaller package: hot+cold water; electricity; full kitchen with compact fridge; HEAT; A/C; HS WiFi; smart TV; +a cute little bathroom with toilet+shower. Perfect for 2 people (over 12 years old+under 6 feet tall). *No pets, please. One parking space.. NO CLEANING FEE.

Top guest favourite
A two-story red house is set on a lush green lawn, surrounded by trees. A wide porch wraps around the front, providing a welcoming entrance. Bright green grass stretches towards the house, creating an inviting outdoor space.
Home in Damascus
4.99 out of 5 average rating, 158 reviews

Riversong Retreat on the Virginia Creeper Trail

NO CLEANING FEE. Riversong Retreat (owned and operated by the former owners of Riversong Farm) is directly on the Virginia Creeper Trail and the South Holston River. Walk out the back door for a bike ride or walk on the one of the most beautiful rail to trail routes in the entire country. Sit by the river and relax or enjoy a campfire. Visit Damascus or Abingdon and see all the wonderful things offered in these unique towns in the Virginia Highlands.

Top guest favourite
A modern two-story structure is surrounded by autumn foliage, showcasing a blend of white siding and black window frames. A welcoming porch is visible at the front, bordered by neatly arranged hedges, contributing to the inviting exterior.
Home in Damascus
4.99 out of 5 average rating, 187 reviews

Modern Mountain Retreat - Steps from Creeper Trail

Begin your next adventure at Findley House, our brand-new 2-bedroom escape in the heart of Trail Town USA. You'll be greeted by mountain views and sunlight streaming through sixteen windows. We carefully designed and built Findley House from the ground up to offer a modern twist on the quintessential mountain getaway, perfectly located near the many adventures that Damascus and the Appalachian Mountains have to offer.

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.

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

    Experience the best of Damascus with our hotel rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do hotel rentals in Damascus have air conditioning?

    Absolutely! We offer over 10 hotel rentals with air conditioning in Damascus. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Damascus have wifi?

    Absolutely! We offer over 10 hotel 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 Hotel Rentals in Damascus?

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, 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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