Holiday rentals 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.

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.

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!

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!

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!

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.

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.

Chicken Coop Cabin

New Wood Cabin located off hwy 58 , 8 min from Abingdon Va , 8 min from Damascus Va . It is one mile to Abingdon Vineyard , and 1.2 miles to the Alvarado Station on the Virginia Creeper Trail , and 10 mins to the Barter theater . Enjoy the Blueridge Mountains where you can hike bike and fish . And unwind to great view from covered porch . There are 7 step to enter with plenty of free parking. We are dog friendly limit 2 bowls and bed provided .

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.