Vacation rentals in Highland County

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Top-rated vacation rentals in Highland County

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Guest favourite

Home in Monterey

5 out of 5 average rating, 12 reviews

Blue View Lodge

Terrific mountain view with a short walk to the middle of town. Relax, refresh, explore the mountains, or, if you must, work in this town and country cottage with good fiber internet, WiFi, cell service. 3 bedrooms-- 1 w queen bed, 1 w double, and 1 w bunk bed w 2 doubles. Updated kitchen, 2 full baths one new with tub, one updated with large walk in shower. Bonus sunroom Roku TV; BluRay DVD Nearby hiking, fishing, hunting. 10 minute walk or 1 minute drive to shops and restaurants.

Guest favourite

Cottage in Monterey

5 out of 5 average rating, 72 reviews

Cozy A-Frame in Highland County, Rose Tree Cottage

Escape to the cozy Rose Tree Cottage nestled in the hills of Highland County. Our unique 3-bed A-frame offers a perfect getaway for people looking for an adventure! The cottage is pet-friendly and close to outdoor activities. Explore the quaint town of Monterey, with local dining and award-winning Big Fish Cider. Our fully equipped kitchen is perfect for preparing meals together, and our modern projection system is perfect for movie nights. Come experience Highland County at Rose Tree Cottage!

Guest favourite

Home in Durbin

4.88 out of 5 average rating, 153 reviews

River House: A Cozy Mountain Getaway

On the banks of The Greenbrier River at the base of Cheat Mountain in the old rail town of Durbin, is River House. A rustic, riverfront getaway just downstream from a WVDNR Trout Stock Point, beside the Mountain Rail WV Durbin Station, & 30 miles from Snowshoe. Nestled between WV's highest peaks & within minutes of our country’s best fishing, hiking, horseback riding, kayaking, biking, skiing, hunting, Civil War Sites, & historic trains, River House is a perfect base for all WV has to offer.

Guest favourite

Cabin in Head Waters

5 out of 5 average rating, 18 reviews

Healing Waters Cabin

Welcome to Healing Waters, our cozy mountain cabin on a sprawling 194-acre estate, once the home of renowned psychiatrist Elisabeth Kübler-Ross. This beautiful retreat offers 4 bed/4 full baths surrounded by serene nature. Healing Waters invites you to enjoy the tranquility of the countryside, where mountains meet starlit skies. Explore scenic hiking trails and breathtaking views. Whether seeking adventure or relaxation, our cabin promises an unforgettable experience and lasting memories.

Guest favourite

Cabin in West Augusta

4.99 out of 5 average rating, 149 reviews

"Between the Creeks"

Welcome to "Between the Creeks", The 700sqft cabin is located between 2 Drafts (Creeks as we like to call them) You will drive over top Jonas Draft which flows into Ramsey's Draft located to the right about 500 ft. Ramsey's Draft is located behind the cabin which flows on the property! Enjoy the mountain views, listening to the frogs at the pond, and the water at the creek! Enjoy the piece and quiet! Just minutes from George Washington Natural Forest! Only about 30 minutes from Staunton.

Superhost

Farm stay in Doe Hill

4.95 out of 5 average rating, 238 reviews

Doe Hill Escape

Read this entire listing as Doe Hill is a very remote location. Please note this is an old farm house: No A/C, No Wifi, No Cell Service! Our home is one of 4 current family houses on an active working farm that has been in operation since the late 18th century. The home is rich in history but recent renovations make it quite comfortable. The large patio is perfect for watching the sunset over Jack Mountain or the moon rise over the Bullpasture. Clear nights are great for stargazing.

Guest favourite

Cabin in Williamsville

4.97 out of 5 average rating, 261 reviews

Brent's Cabin

Enjoy our cozy and comfortable cabin situated on 20 private wooded acres near several trout streams, George Washington National Forest, Virginia Game Commission, hiking trails, and caves. Brent's Cabin sleeps four, including a double bed and two twin beds in the loft. For skiing we are 1 hour and 30 minutes from snowshoe and 30 minutes from The Homestead. For fishing we are 5 minutes away from the Bullpasture, 10 minutes from the Cowpasture, and 25 minutes from the Jackson River.

Guest favourite

Farm stay in Monterey

4.99 out of 5 average rating, 455 reviews

Best views in Highland County !

Located in the pristine Mill Gap Valley. At night you can reach out and touch the stars. National Forrest is close by too. Enjoy the peace and tranquility that can only be offered in Highland county. The farm along with our Maple Syrup is certified Organic. From our apple trees to our hay and pastures. We are Organic! If you would like a tour of our farm or maple operation, let us know! By September 2020, there will be a new outdoor living area with a hot tub and dining.

Guest favourite

Cabin in Blue Grass

4.96 out of 5 average rating, 95 reviews

A private, peaceful cabin in Highland Co. VA

If you’re looking for privacy, our Blue Grass Cabin in Highland County, Virginia, is for you. Centrally located in the picturesque Blue Grass Valley on 16 acres of mature hardwoods, the cabin is close to hiking, cycling, amazing birding, motorcycle trails, an award winning cidery, local foods, stocked trout streams, skiing, festivals, and events. The cabin has fiber optic wifi so you can work remotely. The owners live off site. NO PETS, SMOKING or PARTIES are allowed.

Guest favourite

Cabin in West Augusta

4.98 out of 5 average rating, 216 reviews

Stony Brook Nordic Cabin

A bright open space with large windows and high ceilings that compliment the view of surrounding foliage. A large screened-in porch at the front of the house is perfect for intimate gatherings. A hot tub is available alongside the house in addition to a two-person outdoor shower, and corn hole boards and a fire pit offer additional options for family fun. You won’t have cell phone signal out here -and the WiFi isn’t strong enough to run too many devices at one time.

Guest favourite

Cabin in Sugar Grove

4.96 out of 5 average rating, 192 reviews

Ebenezer Cabin-Private Hot Tub, cozy Cabin w/ Loft

This rustic, countryside getaway has good views of the surrounding WV mountains with easy access to the quiet country road. It was constructed from timber grown, harvested and milled on the farm's antique sawmill. Wildlife is frequently sighted- from different species of birds to deer, squirrels and chipmunks. The road, though paved, is lightly traveled and great for walking, running and biking. Get lost from the distractions of technology; this cabin has noTV.

Guest favourite

Farm stay in Williamsville

4.91 out of 5 average rating, 139 reviews

Big Spring Bed & Breakfast

Ranch style house on 300 acre farm where the Cowpasture river runs through it. Nestled beside a Big Spring. Farm is bordered on the east by the George Washington National Forest. Short walking distance to the Shaw's Ridge Trail.Short driving distance to Shenandoah mountain and the Confederate breastworks. A few miles from historical McDowell and Monterey,Highland County,Virginia. Enjoy outdoor activities such as fishing hunting hiking biking kayaking in the area.