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 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, 527 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
Cabin in Dayton
4.99 out of 5 average rating, 230 reviews

Luxurious Cabin By the Creek! Inground pool! Spa!

Rest&Relax with the whole family at this peaceful place to stay while sitting beside the stream. Recently Renovated! Close to many hiking and mountain biking trails. If you love nature, or enjoy time by the water there are many lakes near by. 25 minutes from Harrisonburg and JMU. Close to natural chimney campground. 20 minutes from the West Virginia line. Also has a covered deck with a outdoor bar and a TV. Hot tub conveniently located right off from the bar and deck. Pool open Mar.13-Sep.30!

Top guest favorite
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
5.0 out of 5 average rating, 222 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 favorite
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, 108 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 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
4.96 out of 5 average rating, 162 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, 259 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.

Top guest favorite
Cabin in West Augusta
4.92 out of 5 average rating, 124 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
Home in Verona
4.99 out of 5 average rating, 173 reviews

Mountain Views, Hot Tub, Treehouse & Game Room

Escape to Serenity Ridge, your secluded Shenandoah Valley oasis in the country. With ample outdoor spaces for relaxation, reflection, and unwinding. Surrounded by mountain veiws and abundant wildlife, enjoy hot tub relaxation," "treehouse adventures," and "game room fun. Whether you're a couple seeking a private getaway or multiple families looking for a perfect meeting place, Serenity Ridge has everything you need. Top Attractions: Shenandoah National Park Staunton JMU Buc-ee's

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, 557 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
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, 329 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 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, 448 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.

Guest favorite
The exterior of The Storefront is displayed, showcasing a two-story, blue-painted building flanked by red brick structures. A striped awning is positioned over the entrance, and large windows provide a glimpse into the welcoming ambiance inside.
Apartment in Staunton
4.95 out of 5 average rating, 281 reviews

The Storefront: Downtown Staunton + Unique Stay

Welcome to The Storefront: A Very Small Hotel. The Storefront is located right in the heart of downtown Staunton. The Storefront was built in the early 1900's and was previously a tea shop before becoming a vacation destination. It's like having your own little townhouse in the heart of Staunton's historic district! Keep your car parked and walk everywhere you need to go.

Popular amenities for Head Waters vacation rentals