Vacation rentals in Whitetop

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Top-rated vacation rentals in Whitetop

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Top 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, 499 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.
Guesthouse in Damascus
4.95 out of 5 average rating, 223 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, 1,431 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, 208 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
The glamping cabin is constructed with textured wooden siding, featuring large windows that allow for natural light. A set of stairs leads to a covered porch area, surrounded by greenery and a bamboo fence, enhancing the cabin's rustic charm.
Tiny homes in West Jefferson
4.93 out of 5 average rating, 436 reviews

Mayapple loft - Glamping on The Parkway

Enjoy an authentic mountain adventure in comfort at our private tiny glamping cabin. Complete with sleeping loft, outdoor shower, covered patio with grill, outhouse and fire pit.Located on 40 acres in the middle of the National Park with driveway directly off the BRP. Nearby you can enjoy waterfalls, rafting, hiking, fishing, mt biking, frescoes, skiing …Additional camping and other tiny cabins are also available on the property. Conventional full bath available nearby at the main cabin 24/7

Guest favourite
Tiny homes in Warrensville
4.96 out of 5 average rating, 266 reviews

The Hobbit House

The Hobbit House is a tiny house (15x11'); Full size bed, futon/couch, outdoor tub, shower, electric fireplace, patio, picnic table, fire ring, and outhouse with composting toilet. The patio overlooks a pond and is part of a 53 acre forested property in the Blue Ridge. WiFi is now included. Glamp in style! The main lodge is just up the driveway if you need to contact the host. The outdoor shower/tub is NOT fully enclosed or private, and may be turned off in a freeze. Nature lovers only!

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, 242 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!

Top guest favourite
The interior of the tiny home features warm wooden walls and a spacious kitchen area with natural light streaming through large windows. A set of steps leads to the sleeping area, which is flanked by cozy bench couches, creating a welcoming and functional environment.
Tiny homes in Mouth of Wilson
4.93 out of 5 average rating, 220 reviews

Pondside TinyHome near Grayson Highlands

Experience Tiny Home living Pondside! Enjoy amazing nature sounds, star gazing and pastoral horse farm views! Only a few miles from Grayson Highlands State Park known for its vistas and wild ponies. Explore Mt Rogers National Wilderness are, The Appalachian Trail, The Virginia Creeper Trail, the New River etc. close to wonderful restaurants and breweries, quaint towns and sight seeing. Step away and take a breath of fresh mountain air! *now pet friendly* NO cleaning or pet fees!

Top guest favourite
A rustic cabin features a peaked roof and a front porch framed by large windows. Surrounding trees display autumn colors, enhancing the natural setting. A gravel path leads to the cabin, which is set on a grassy area.
Cabin in Whitetop
4.96 out of 5 average rating, 566 reviews

Cozy Cabin Near Grayson Highlands State Park

Book your fall getaway! Enjoy a modern rustic cabin that backs up to Grayson Highlands State Park and the Jefferson National Forest. Prepare for stargazing and cool, refreshing nights. The cabin is just minutes from Grayson Highlands State Park, the Appalachian Trail, and the Creeper Trail. Damascus, Lansing, and West Jefferson are all within a 30-minute drive. Experience all the modern conveniences, including Starlink high-speed internet, in a tranquil rural setting.

Top guest favourite
A charming guest house is depicted, set against a backdrop of trees showcasing autumn foliage. The exterior features a green metal roof and white siding, with large windows allowing natural light. A picnic table is positioned on the grassy area, enhancing the outdoor space.
Guesthouse in Creston
4.95 out of 5 average rating, 133 reviews

Boaz Brook Farm Guest House

If 24/7 entertainment is what you are looking for, continue your search. If serenity, peace, and enjoyment of mountain beauty is your wish, you have hit the jackpot! Don't worry, we have electricity, running water, and fiber optic WiFi. We feature a two-story, separate guest house in beautiful surroundings with a master suite upstairs including a queen bed, reading corner, TV area, and full bath. Downstairs you will find a kitchen, small bedroom, and a half-bath.

Top guest favourite
A Gothic arched building is situated on a grassy expanse, framed by surrounding lush greenery. A small porch is located at the entrance, and a picnic table is positioned nearby, offering a space to enjoy the outdoor environment.
Tiny homes in Mountain City
5 out of 5 average rating, 138 reviews

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.

Guest favourite
A charming farmhouse is presented with a covered front porch featuring wooden railings. The exterior showcases a gabled roof and light-colored siding, surrounded by lush greenery and a well-maintained lawn. A gravel pathway leads to the entrance, enhancing accessibility.
Home in Damascus
4.88 out of 5 average rating, 120 reviews

Ashley's Abode-Damascus 3Br, 2 Ba Cozy Farmhouse

A cozy 3 bedroom, 2-bath farmhouse that was completely renovated in 2009. Located just minutes from the Virginia Creeper Trail, Appalachian Trail, White Top Mountain and Mount Rogers National Recreation Area. There are many native and stocked trout streams nearby as well as great hiking, biking and horseback riding trails. The area is also known for great hunting and fly-fishing. The hillsides are plentiful with acres of Frazier Fir Christmas trees.

Popular amenities for Whitetop vacation rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Grayson County
  5. Whitetop