Vacation rentals in Head Waters

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Top-rated vacation rentals in Head Waters

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

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Top guest favourite
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, 512 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 favourite
The exterior of the guest cottage is shown, featuring a charming façade with a sloped roof and a welcoming front door. The gravel pathway leads to the entrance, while planters at the door add a touch of greenery. Soft lighting hints at a cozy atmosphere.
Farm stay in Franklin
5 out of 5 average rating, 213 reviews

Carter's Workshop| mtn guest cottage w/ hot tub

Once a backyard workshop, this newly renovated guest cottage has been reimagined with all the best comforts! You'll enjoy the modern kitchen, the luxurious bath with glass shower and soaking tub, and the relaxing backyard patio area with woodland view, hot tub, and firepit. You'll have surprising privacy from main house, proximity to small-town amenities like grocery, pharmacy, and restaurants, and short drive to favorites such as Seneca Rocks and Spruce Knob in Pendleton County, West Virginia.

Top guest favourite
The unique octagonal house is framed by lush greenery, showcasing its distinctive architecture. A spacious deck offers a vantage point for enjoying unobstructed views of the surrounding landscape. Panoramic windows reflect the natural beauty of the Blue Ridge Mountains, inviting light into the living space.
Home in Afton
4.99 out of 5 average rating, 106 reviews

Mountain Overlook House - Blue Ridge Parkway

Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.

Top guest favourite
Cabin in West Augusta
4.91 out of 5 average rating, 117 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 favourite
An outdoor tub is positioned on a stone patio, surrounded by wooden fencing. Glass doors reveal a cozy bedroom with warm textiles. Soft lighting enhances the space, while a small table nearby holds two glasses and a bucket, inviting relaxation.
Cottage in Faber
4.99 out of 5 average rating, 160 reviews

Luxury Cottage | Outdoor Tub + Mountain Views

Soak in a private outdoor bathtub beneath the stars, wake to mountain views from your king bed, and open an entire wall of glass to bring the Blue Ridge Mountains inside. Welcome to The Cottage at Perkins Hollow Retreat! Located in Nelson County, just minutes from the Nelson 151 Brew Trail, award-winning wineries, breweries, hiking, and only 25 minutes from Charlottesville, The Cottage is the perfect destination for a romantic getaway, anniversary, honeymoon, or peaceful retreat.

Top guest favourite
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, 551 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 favourite
Cabin in Vesuvius
4.99 out of 5 average rating, 374 reviews

The Sanctuary

Nature lovers paradise! Named "The Sanctuary" for the place you can UNPLUG, unwind & find your peace! Perched up high on nearly 60 acres- you are sure to get fresh air & the rest you are searching for! Only 4 miles to Wintergreen, 6 miles to Sherando lake and backs up to the Blue Ridge Parkway there are plenty of things to do OR just relax and enjoy the crickets & stars! With crazy careers, growing kids & constant hustle- everyone needs a hide out like this every now and then!

Top guest favourite
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
4.98 out of 5 average rating, 320 reviews

Ebenezer Cabin - Hot Tub - Private - BBQ - Views

Disconnect, reset & recharge in this countryside cabin escape with hot tub & bird watching. ★ "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 20 mins → DT Franklin (cafes, dining, shopping) 48 mins → Nelson Rocks 30 mins → Reddish Knob (360 view)

Top guest favourite
Treehouse in Verona
4.99 out of 5 average rating, 273 reviews

The Laurel Hill Treehouse

Tucked away in the woods, this Scandinavian-inspired treehouse is a quiet, peaceful spot designed for a relaxed couples getaway. Surrounded by trees and overlooking beautiful woodland views, it’s an easy place to slow down and unwind. Spend your time on the wraparound porch, soak in the hot tub, cool off in the creek, or settle in by the fire at night. This is a serene, comfortable retreat where you can reset, enjoy all that nature has to offer, and simply be present.

Top guest favourite
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, 437 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 favourite
The cottage is framed by tall trees and lush greenery. It features a welcoming front porch with wooden posts, surrounded by well-maintained grass. A glimpse of a rustic barn is visible in the background, adding to the serene farm setting.
Farm stay in Weyers Cave
4.99 out of 5 average rating, 448 reviews

FarmCottage: Hot Tub Sauna Massage ShenandoahViews

Welcome to the Cottage at Dices Spring Farm. This gem is nestled in the beautiful Shenandoah Valley. You will love the weather-sheltered hot tub building, relaxing greenhouse garden massage space and personal finely crafted sauna with a Sweden built cold shower dump bucket A custom bathroom double-headed shower, and reading nook in the loft are favorites to unwind and disconnect. Minutes away from JMU, Buc-ee's, Valley Pike Market & Vineyards.

Top guest favourite
An exterior view of the cottage is presented, showcasing its warm, light-colored facade. The structure is partially surrounded by trees and features a small deck leading to a lawn. In the background, rolling hills and a field with grazing cattle are visible.
Farm stay in Bridgewater
4.99 out of 5 average rating, 141 reviews

On farm cottage with mountain views.

Cedar Nook is a charming farm cottage with panoramic mountain views. Observe cattle on pasture, watch crop harvest in season, or just relax inside or on the porch. The cottage is 6 miles from Interstate 81, and 5 miles from a college town featuring many services and supplies plus fine parks.

Popular amenities for Head Waters vacation rentals

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