Family-friendly holiday rentals in Damascus

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Top-rated family-friendly rentals in Damascus

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
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
4.96 out of 5 average rating, 508 reviews

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.

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, 224 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, 1,443 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, 215 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
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
4.98 out of 5 average rating, 311 reviews

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.

Top guest favourite
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.
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

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.
Guest house in Abingdon
5 out of 5 average rating, 269 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, 398 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 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
4.96 out of 5 average rating, 433 reviews

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.

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, 211 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 family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Damascus

  • Total holiday rentals

    Explore 30 holiday rentals in Damascus

  • Nightly prices starting at

    Damascus holiday rentals start at $127 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,940 verified reviews to help you choose

  • Wifi availability

    30 of Damascus holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Damascus rentals

  • 4.9 Average rating

    Damascus stays are highly rated by guests – averaging 4.9 out of 5!