
Vacation rentals in Grayson County
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Top-rated vacation rentals in Grayson County
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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!

Secluded Retreat in the Blue Ridge Mountains
In the Jefferson National Forest’s 'Mount Rogers National Recreation Area', and with expansive scenic views of Whitetop Mountain and Mount Rogers, Dongola Cabin is a cozy and secluded retreat -- perfect for writers and creatives seeking inspiration and solitude, couples wanting romantic getaways, solo travellers, digital nomads, astronomy enthusiasts, etc. About 30 minutes from the bustling towns of Damascus and Abingdon, the Cabin offers a restive getaway w/ many opportunities for activities.

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.

Cozy Bear Cabin - Mtn View - Clean is Priority!
Book your holiday getaway now!! Cozy Bear - the perfect getaway for you. Enjoy this two bed, one bath cozy cabin. Enjoy a 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

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."

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.

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

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.

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!

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.

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.

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.
Popular amenities for Grayson County vacation rentals
Other great vacation rentals in Grayson County

Cozy Cabin in the Woods

Cottage overlooking the New River

The Cabin at Independence Meadows

Mulligan's Retreat on The New River

Blue Ridge Kalkoen Cabin

Private Riverfront Cabin- 5 Minutes to Galax, VA

Johnson's Cabin at Winters Haven

Windfall Farm Aut Cottage
Destinations to explore
- Beech Mountain Ski Resort
- Grayson Highlands State Park
- Tweetsie Railroad
- Hungry Mother State Park
- Appalachian Ski Mtn
- Pilot Mountain State Park
- New River Trail State Park
- High Meadows Golf & Country Club
- Claytor Lake State Park
- Stone Mountain State Park
- Banner Elk Winery
- Boone Golf Club
- Moses H. Cone Memorial Park
- Sunrise Mountain Mini Golf
- Roaring Gap Club
- Fun 'n' Wheels
- The Virginian Golf Club
- Raffaldini Vineyards & Winery
- Grandfather Vineyard & Winery
- Shelton Vineyards
- Iron Heart Winery