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Family-friendly holiday rentals in Damascus

Find and book unique family-friendly homes on Airbnb

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, 511 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, 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, 1,447 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.
Guest house 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, 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 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.

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 £74 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!