Vacation rentals in Grayson County

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Top-rated vacation rentals in Grayson County

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Top guest favorite

A spacious hot tub is positioned on a wooden deck, illuminated by soft lighting. The water is clear with a gentle blue hue, creating a relaxing ambiance. Wooden slats provide privacy while enhancing the cozy setting.

Cottage in Fries

4.99 out of 5 average rating, 166 reviews

Renovated cottage near the New River with hot tub

Enjoy this updated 1900 cottage in the small mountain town of Fries, Virginia. The cottage is one of the mill houses in Fries and sleeps 4 with a king bed and 2 twins. Fries is adjacent to the New River and New River Trail. The river and trail are a few blocks from the cottage- within walking distance. The river is a popular place for tubing, kayaking, and fishing! The New River Trail has 57 miles of great hiking and biking. The outdoor hot tub awaits when you return from a day of outdoor fun!

Top guest favorite

The exterior of Cozy Bear Cabin is showcased, featuring a rustic wooden sign indicating the cabin's name and address. The cabin's bright orange structure stands against a clear blue sky, with visible windows and a welcoming porch that invites relaxation.

Cabin in Galax

4.98 out of 5 average rating, 218 reviews

Cozy Bear Cabin - Saddle Mtn View - SUPER CLEAN!

Book your fall getaway today! Cozy Bear is the perfect getaway for you. Enjoy this two bed, one bath cozy cabin. Enjoy the stunning view of Saddle Mtn, cuddle up by the cozy fire & explore the beautiful Blue Ridge! Ideal for a romantic couple's retreat or a fun small family getaway! Enjoy convenience to the Blue Ridge Parkway & Music Center, downtown Galax, the New River Trail, or Stone Mtn, & Mayberry - home of Andy Griffith. Book your cozy mountain getaway now! * No pets/animals permitted

Top 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, 218 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 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.

Top guest favorite

A serene waterfall cascades down rocky terrain, surrounded by vibrant green moss and lush foliage. Water flows gently over the stones, creating a peaceful atmosphere. Various ferns grow nearby, enhancing the natural beauty of the wooded setting.

Cottage in Independence

4.98 out of 5 average rating, 265 reviews

Healing Water Falls

Disconnect and awaken your senses in this artisan home on 13 acres. Need WIFI & TV this rental is NOT FOR YOU. Looking for healing, inspiration, or reconnection this IS your place. Watch the falls from the comfort of your bed, or as you soak in the tub. Its sound infuses the entire house filling it with peace and tranquility. It's flow changes rapidly with rainfall. Come experience the restorative magic and stay in a place one guest swears was built "by garden gnomes and woodland fairies."

Guest favorite

A striking red silo structure is illuminated under a starry night sky. The tall building features a circular shape with multiple windows and a wooden staircase leading to the entrance. Surrounding greenery adds a natural touch to the inviting exterior.

Barn in Independence

4.99 out of 5 average rating, 286 reviews

Dream Rock Silo - Independence, Virginia

You have traveled, you have explored. You have stayed in many places! Now its time to stay in one of the coolest locations you never knew existed. Stay in the top of a Silo! The Silo was finished in Nov 2018. We’ve been renovating this old 1950’s dairy barn/silo since 2013. The Silo has 4 floors and the top 2 are yours! There’s a sitting area on the third floor (and bath). The bedroom is at the very top with windows all around and 360°view ! Also your own private deck off the bedroom.

Top guest favorite

A covered porch offers a view of rolling hills and pasture fields. The landscape is dotted with trees exhibiting autumn colors. A rocking chair is positioned on the gravel surface, inviting relaxation and enjoyment of the serene surroundings.

Barn in Woodlawn

4.98 out of 5 average rating, 408 reviews

Barn House

Ready for a rustic getaway? Our unique rental is located in a working horse barn and wedding venue in the peace and quiet of the country, and less than 5 minutes from I-77! Enjoy your morning coffee on our porch overlooking the rolling hills and pasture fields. Horses do not live in the barn anymore, but in our pasture surrounding the barn. You can enjoy morning or evening walks around the hay field or with a short drive get to the river or new river trail for some outdoor activities!

Guest favorite

A cozy log cabin with a red metal roof is surrounded by lush green hills. The porch features ample seating, enhancing outdoor relaxation. A sign for Highland Hideaways is prominently displayed, while the arcade area is visible in an inset image, showcasing a fun entertainment space.

Cabin in Mouth of Wilson

4.95 out of 5 average rating, 171 reviews

Rumple's Retreat Cabin - Arcade & Drive-in Theater

Rumple's Retreat is a cozy 2-story log cabin with an open loft with 2 queen beds. The property is minutes from Grayson Highlands State Park and all its attractions, 2 mi. to the entrance. Bring your quarters for the arcade full of retro classics! Outdoor private drive-in theater with a new movie every night! Relax by the campfire or fish the stocked Wilson Creek on the property. -Free to use kayaks, and canoes -High Speed WiFi across property -Pets allowed -3 vehicle limit

Guest favorite

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, 548 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 favorite

A modern cottage exterior features a covered patio with four green and white chairs arranged around a table. A grill sits nearby on a stone surface, and a grassy area extends towards a gentle slope in the background, accompanied by the peaceful scenery of pastures.

Home in Troutdale

4.99 out of 5 average rating, 135 reviews

The Bluebird and Finch Cottage

Kick back and relax in this calm, stylish space looking out into the pasture and woodlands at deer passing through, cows looking in and other wildlife. And there really is quite a lot of bluebirds and finch to see in the spring and summer! Expect the coziness of the fireplace to wrap around you in the cool of the fall and snow of the winter. New construction. 20 minutes to Grayson Highlands, kayaking and Virginia Creeper bike trail also nearby!

Superhost

A rustic cabin is framed by lush greenery, with a warm wood exterior and a striking red roof. A large covered porch extends across the front, supported by wooden posts, and a set of steps leads up to the entrance.

Cabin in Mouth of Wilson

4.9 out of 5 average rating, 343 reviews

Briar Run Cabin near Grayson Highlands Park

Explore the creek, relax in the sauna, and enjoy the privacy of a secluded, two-acre tract adjoining the Jefferson National Forest, near Grayson Highlands’ wild ponies and White Top’s famed Creeper Trail. Bring your slingshots, sit on boulders, and warm yourself by one of two natural-stone fire pits. Help yourself to Starlink Wi-Fi and Roku to stream your favorite shows. This is one of the most untouched areas in America.

Guest favorite

The image displays a panoramic view of a vibrant autumn landscape characterized by rolling mountains adorned with colorful foliage. Large boulders are positioned in the foreground, while a clear blue sky and soft clouds provide a serene backdrop.

Cabin in Fries

4.97 out of 5 average rating, 309 reviews

Secluded Blue Ridge Mountaintop Getaway

Enjoy a relaxing vacation in our secluded mountaintop cabin getaway. Tucked away in the Blue Ridge Mountains bordering Jefferson National Forest, this cabin is a cozy retreat with dynamite panoramic views. Spend your time sitting on the porch swing overlooking the Appalachian Mountain countryside. Glimpse the four highest peaks in Virginia, watch the hawks and eagles soar at eye level, and enjoy nature at its best.

Guest favorite

A country-style house is depicted, featuring a wraparound porch with hanging planters. The house is surrounded by lush green trees, offering a natural setting. A gravel path leads to the entrance, enhancing the outdoor appeal of the property.

Home in Mouth of Wilson

4.95 out of 5 average rating, 216 reviews

A Handy Place to Stay

Come have a true country experience at A Handy Place to Stay. Convenient to Southwest VA best outdoor experiences, it’s a perfect base camp for your adventures. Close to Grayson Highlands Park, Big Wilson Creek, New River & Oak Hill Academy. Adjoins Jefferson national forest. 40 min from Hungry Mother State Park. 40 mins from Ashe Co NC & Galax Va. A landline is available & WiFi.