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, 502 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.

Guest favorite
A charming cottage exterior showcases a green facade with textured wood siding, complemented by a welcoming porch. Outdoor seating is provided by rustic chairs around a fire pit on the lawn. A table nearby offers an inviting spot for dining, set against a backdrop of distant mountains.
Cottage in Crozet
4.9 out of 5 average rating, 245 reviews

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.

Top guest favorite
A spacious living area is highlighted by a large stone fireplace, with exposed wooden beams enhancing the vaulted ceiling. Comfortable seating is arranged around a unique wooden coffee table. Panoramic windows provide sweeping views of the surrounding landscape.
Home in Afton
4.99 out of 5 average rating, 102 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
Cabin in Dayton
4.97 out of 5 average rating, 151 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
Cabin in West Augusta
4.91 out of 5 average rating, 113 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 private hot tub is situated on a wooden deck, surrounded by a scenic view of distant mountains and trees. The bubbling water invites relaxation under a clear blue sky, creating a serene outdoor space.
Cabin in Sugar Grove
4.97 out of 5 average rating, 309 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, 542 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 rustic cabin is set against a backdrop of lush greenery, featuring a red metal roof that complements the wooden exterior. A covered porch with seating invites relaxation, while flower boxes add a touch of charm to the landscape.
Cabin in Millboro
5 out of 5 average rating, 100 reviews

Cloverdale Cabin, a mtn gateway to your getaway

Come step into serenity in this beautifully antique furnished cabin. The warm welcoming environment allows you to be fully WiFi connected and a smart TV… Hike in the National Forest using the National Forest Access road. Bring a book & games. The patio is a great place to relax & enjoy nature. The closest grocery stores are in Churchville, Staunton or Lexington for our fully furnished kitchen. Day trip to the nearby historical towns nearby. No pets. No drones

Guest favorite
Farm stay in Raphine
4.98 out of 5 average rating, 490 reviews

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!

Top guest favorite
A cozy living area features a comfortable couch paired with a chair. Light wood accents create a warm atmosphere. A wooden staircase leads to the loft, while a decorative fireplace adds charm. Large windows allow natural light to fill the space.
Farm stay in Weyers Cave
4.99 out of 5 average rating, 442 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 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, 154 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