Holiday rentals in Grayson County

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Top-rated holiday rentals in Grayson County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

Home in Elk Creek

4.89 out of 5 average rating, 225 reviews

Morningside Farmhouse and Meadows, No Pet Fees

Beautiful 1900 family farmhouse with lots of breathing room! This amazing no pet fee dog friendly piece of heaven is 14 secluded acres on the eastern edge of our farm, founded in 1760. Beautiful meadows, forest, springs, creek and pond. Pet friendly. We love doggy visitors! Hike all over the farm, nearly 200 acres, and surrounding area. Enjoy the fire pit. Have a really large group? Add Sunrise Cottage and Meadows, also on the farm. Or Middleside Farmhouse, likewise on the farm.

Top guest favourite

Cabin in Galax

4.98 out of 5 average rating, 221 reviews

Cozy Bear Cabin - Saddle Mtn View - VERY 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 favourite

Guest house 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 favourite

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 favourite

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 favourite

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 favourite

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 favourite

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!

Guest favourite

Cabin in Mouth of Wilson

4.9 out of 5 average rating, 344 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 favourite

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.

Top guest favourite

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.

Top guest favourite

Cottage in Elk Creek

4.96 out of 5 average rating, 238 reviews

Granny's - no extra cleaning fees

Small cottage secluded on 31 private acres. 3 bedrooms (2 full beds; 2 twin beds). One bath with claw tub/shower. House built in 1929 by owner's grandfather. Comfortably furnished. Linens provided. Front porch and back deck. Playhouse for children. The surrounding acreage is rented to a hunter. There are many lovely hiking trails nearby.