Vacation rentals in Head Waters

Idyllic Cottage Retreat

⭐️ Condé Nast Traveler Approved ⭐️ Cozy cottage nestled on a historic 400-acre Blue Ridge Mountain farm abutting Shenandoah National Park. Every space inside this cozy cottage is creatively styled, with tons of perfectly imperfect charm. Outside, a hammock beneath the elm trees, fire pit and grill, all allow for enjoying the splendor of this peaceful enclave. Excellent day-tripping to many of central Virginia's celebrated wineries and breweries, as well as scenic drives and hiking trails.

JP's Waterfront Yurt with Heating, Cooling & Wifi

Leave behind the noise and embrace the calming rhythm of the river at JP's Yurt at Rawley Retreats—a serene, riverside sanctuary for the soul. Nestled steps away from Black Creek and Dry River, the yurt is the perfect escape to rejuvenate your soul and reconnect with the healing beauty of nature. Relax, unplug, explore, and immerse yourself in the serenity of this modern yurt, where every detail has been thoughtfully curated to offer the perfect balance of rustic charm and modern comfort.

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.

The Laurel Hill Treehouse

Fully immerse yourself in nature in this serene Scandinavian-inspired woodland retreat, perfect for a couple's getaway. The treehouse is perfectly nestled amongst the trees, offering a chance to unwind while enjoying the beautiful views of nature. Just imagine yourself relaxing on the wrap around porch, soaking in the hot tub, cooling off in the creek, & cozying up to a crackling fire. We invite you to unwind, reconnect with nature & create cherished memories in this tranquil hideaway.

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.

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.

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.

Little Cabin in the Woods is quiet and secluded!

Enjoy our rustic, cozy, historic log cabin in the woods on 21 acres with two streams and a little meadow. The logs, from the 1800's, were reconfigured 17 years ago combining a rich history with high speed internet and modern amenities. Sink into the luscious bed with totally organic sheets, mattress topper, and pillows. Take a walk on the original wagon train road down to a stream or bath your senses in the majestic view of Jump Mountain from the meadow.

The Bread Barn

Welcome to Seasons' Yield Farm! Your retreat sits atop a working bakery amidst a family farm in the beautiful Shenandoah Valley. Minutes off highway 81, within 20 minutes of Lexington and Staunton. This getaway is perfect for the guest passing through or a family looking for a rural getaway. Enjoy the solitude of the country and the yield of a bakery! Custom made coffees delivered to your doorstep every morning! Check us out at Seasons' Yield Farm. Welcome!