Vacation rentals in Head Waters

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Top-rated vacation rentals in Head Waters

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Top guest favorite
A wooden chair sits beside a flowing stream, surrounded by lush green trees and foliage. The cabin is visible in the background, partially obscured by the wooded area. Leaves are scattered on the chair and ground, highlighting the natural setting.
Cabin in Dayton
4.99 out of 5 average rating, 485 reviews

Serenity by the Stream

Cabin in the Shenandoah Mountain surrounded by National Forest on 3 sides. Inside cozy atmosphere with warm lighting and local landscape art throughout. Bright and cheery in the bedrooms best suited for 2-4 adults or family with children. Wonderful sound of the river throughout the property. Step outside to hundreds of miles of biking and hiking trails, and stocked lakes and streams. Well maintained paved state road to cabin driveway. The house is 20 minutes West of Harrisonburg VA and JMU.

Top guest favorite
The dark wooden cabin, framed by lush greenery, sits at a hillside location with panoramic mountain views. A deck extends from the cabin, featuring a hanging basket chair. A warm sunset casts a golden hue across the sky, enhancing the serene atmosphere.
Cabin in Free Union
4.99 out of 5 average rating, 202 reviews

Shenandoah Stargazer with Sauna

Stargazer is the perfect place to get away from it all! The stillness and serenity of being nestled in a bird and wildlife sanctuary is so good for your soul. Watch the sunrise from a hanging basket chair at 2700 feet of elevation, or wait for moonrise and toast spectacular star views! Relax in the sauna after a day filled with hiking and an al fresco meal on the deck. Roast s’mores at the deck fire table or over the side yard fire pit. There's magic in the air at this mountaintop retreat!

Top guest favorite
A quaint cottage is nestled among tall trees on a hillside, showcasing a screened-in porch. Steps lead down from the home to the forest floor covered in autumn leaves. The exterior features a red door and a charming tin roof, blending harmoniously with the woodland surroundings.
Cabin in Dayton
4.97 out of 5 average rating, 138 reviews

Wandering Creek Cottage ~no cleaning fee~

Get away to a fairytale like cottage in the woods. This adorable little home is built on a hillside next to a mountain creek. You will be able to enjoy relaxing on the screened in back porch that is high up in the trees. Listen to the sounds of the babbling brook, bird calls, and breath in the fresh air of the forest. The tin roof creates a cozy sound on rainy days while you can cuddle up on a comfy couch and nap or watch a favorite movie. Not to mention wonderful hiking trails all around!

Guest favorite
The exterior of a classic early 20th-century farmhouse is presented, showcasing a white facade with a covered front porch. Lush green grass surrounds the house, and mature bushes frame the steps leading to the entrance. In the background, rolling hills are visible under a clear blue sky.
Farm stay in Doe Hill
4.95 out of 5 average rating, 257 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 favorite
A rustic cabin is set amidst lush greenery, featuring a spacious front porch with a flag and a fire pit on a wooden deck. White chairs are arranged near the fire pit, while landscaping includes small plants and a gravel walkway leading to the cabin.
Cabin in West Augusta
4.91 out of 5 average rating, 104 reviews

Olin’s Ridge

Quaint and charming Olin’s Ridge in nestled quietly in the foothills of Augusta County. This cabin is perfectly suited for a couple or small family seeking a quiet escape. A simplistic experience, with an Alexa, Wi-Fi and personally controlled heating/air throughout. Outdoors you can sit under string lights by the fire pit, enjoy a peaceful dip in the hot tub, or a swing on the front porch. With a short walk, you will find two ponds with spectacular views of the blue ridge mountains.

Top guest favorite
A rustic cabin is nestled among greenery, featuring a wooden deck with rockers. A metal roof and timber exterior give it a charming country feel. The landscape showcases gentle rolling hills and is framed by trees, with a gravel area in the foreground.
Cabin in Sugar Grove
4.97 out of 5 average rating, 293 reviews

Ebenezer Cabin - Hot Tub - Fire Pit - BBQ - Views

Bird Watching ✔ Wildlife ✔ Stargazing ✔ Hot Tub ✔ ★ "Clean, stylish, private, and authentic cabin experience." ☞ Backyard w/ fire pit + wood ☞ Front porch w/ rocking chairs ☞ Patio w/ BBQ + outdoor dining ☞ Fully equipped + stocked kitchen ☞ Parking → driveway (4 cars) ☞ Books + board games ☞ La-Z-Boy loveseat ☞ 250 Mbps wifi 5 mins → Sweetwater Farm Trail Center 20 mins → DT Franklin (cafes, dining, shopping) 30mins → Reddish Knob (360 view, off-roading) 45 mins → Spruce Knob

Top guest favorite
A serene night sky filled with countless stars is captured above a cozy cottage. The Milky Way is visible, accompanied by bright planets and streaks of light from passing satellites. The silhouette of the cottage and chimney adds a touch of warmth to the expansive, starry backdrop.
Farm stay in Monterey
4.99 out of 5 average rating, 530 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.

Top guest favorite
The living area features rugged timber beams that create a warm ambiance. Large windows provide a view of the surrounding landscape, while a stone fireplace adds a focal point. Comfortable seating arrangements include a pair of chairs and a sofa, complemented by a decorative rug.
Cottage in Rockbridge Baths
5 out of 5 average rating, 417 reviews

The Maury River Treehouse

Welcome to The Maury River Treehouse. This luxury timber frame cabin sits on the banks of the Maury River. The Treehouse was built almost entirely by local craftsmen making it a true showstopper! Located 9 miles from Lexington, Washington & Lee and Virginia Military Institute. It's a fisherman's dream, paddlers paradise or just a relaxing retreat! The true timber frame construction, stone fireplace, gourmet kitchen and park like setting will take your breath away!!

Top guest favorite
A rustic log cabin is nestled among lush trees, showcasing its stone chimney and a welcoming porch. The natural setting offers a serene atmosphere, with dappled light filtering through the leaves, highlighting the cabin's historic log structure.
Cabin in Rockbridge Baths
4.98 out of 5 average rating, 411 reviews

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.

Top guest favorite
The home's exterior is complemented by vibrant purple irises and lush greenery, enhancing the natural setting. A spacious deck is visible, supported by wooden pillars beneath. Gravel surrounds the area, and additional seating is situated among the landscaping, creating a serene outdoor environment.
Home in Pendleton County
5 out of 5 average rating, 277 reviews

The Woodland House| WV Allegheny Mtn Get Away

The Woodland House is our 2-bedroom, 1.5 bath home located in the Mon Forest town of Franklin, WV. Enjoy the comforts and luxuries of home while enjoying the fresh air and forests of a trip to the mountains. You'll also have easy access to our small-town amenities while being a short drive from some of West Virginia's favorite destinations like Spruce Knob and Seneca Rocks. You can also stay in and enjoy the mountain view without ever leaving the back porch.

Top guest favorite
The exterior of the guest house features a beige siding facade with a pitched roof. Flower beds are planted in front, and a stone pathway leads to the entrance. The nearby mountains create a scenic backdrop, with greenery surrounding the property.
Cottage in Millboro
4.96 out of 5 average rating, 170 reviews

Cowpasture River front cottage on a 350 acre farm.

Charming 2 bedroom 1 bath guest house sleeps four looking over the Cowpasture River on a 350 acre working farm. Guest may use of our concrete tennis court and explore miles of hiking trails that lead to the national forest. Farm is surrounded by over 2.5 miles of the Cowpasture River. There is a gravel beach right beside the bridge entering the farm where one can enjoy wading and swimming. River here is 3-4 feet deep depending on the season and stream flow.

Top guest favorite
A serene view of the retreat is captured amidst rolling green hills. The one-level home features a sloping green roof and is surrounded by tall trees. Soft clouds drift across a bright blue sky, enhancing the peaceful country landscape.
Home in Monterey
4.95 out of 5 average rating, 153 reviews

Welcome to Haven. "Where lodging is home."

Home is where the heart is and there’s a lot of heart at Haven. Located in the scenic hills of Highland County Virginia and connected to hundreds of acres, this quiet one level retreat sleeps 8 with 3 bedrooms and two full baths. Our neighboring farm is home to a nice variety of animals. Enjoy beautiful views from the deck and take in the sunrise with your morning coffee or be captivated by thousands of stars at night.

Popular amenities for Head Waters vacation rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Highland County
  5. Head Waters