Vacation rentals in Whitetop

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Top-rated vacation rentals in Whitetop

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Top guest favorite
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 favorite
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 favorite
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 favorite
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!

Top guest favorite
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, 307 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 favorite
The Green Cove Schoolhouse is visible from a gravel driveway, showcasing a classic white exterior with a red roof. The home is set amidst lush green grass and surrounded by trees, creating a serene atmosphere. A wide front porch stretches across the facade, enhancing the welcoming appearance.
Home in Damascus
4.97 out of 5 average rating, 157 reviews

The Green Cove Schoolhouse

A beautiful mountain retreat with stunning views of White Top! Bike or walk the Virginia Creeper Trail, a rail-to-trail with laurels, creeks, waterfalls, old barns, farmhouses, and pastures! Less than one mile from AT crossing RT58 in Green Cove! Surrounded by national forests, wildlife, and Christmas tree farms! Great for trout fishing, bird-watching, photography, hiking, biking, and stargazing! Near award-winning outdoor adventure, food, and art destinations of Abingdon and Damascus!

Guest favorite
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, 426 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.

Top guest favorite
Tiny home in Warrensville
4.96 out of 5 average rating, 267 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!

Top guest favorite
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 home 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 favorite
Cabin in Whitetop
4.96 out of 5 average rating, 568 reviews

Cozy Cabin Near Grayson Highlands State Park

Book your winter 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 favorite
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
4.96 out of 5 average rating, 134 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.

Guest favorite
An aerial view showcases a cabin nestled among tall trees and grassy areas. The structure features a porch and is surrounded by open space, with a neighboring tiny home visible in the background. A circular fire pit is positioned in the foreground.
Cabin in Damascus
4.85 out of 5 average rating, 479 reviews

Cabin with tiny home

Cabin with tiny home ready for relaxing. A hikers/bikers, nature lovers, fishers dream. Privacy and seclusion within 15 minutes to downtown Damascus. Want peace and quiet turn the wifi off and disconnect from technology and reconnect with life! Bear tree lake is just up the road and makes for a great walk around the lake! . Within minutes from the Creeper trail, Grayson Highlands park, Appalachian trail and Whitetop mountain. Pets considered for additional fee.

Popular amenities for Whitetop vacation rentals

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