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, 472 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
A welcoming exterior view of the property showcases a brick building surrounded by neatly trimmed bushes and a well-maintained lawn. Trees are situated in the background, and a gently sloping grassy area leads up to the entrance, indicating accessibility and inviting outdoor space.
Guest suite in Mount Crawford
4.97 out of 5 average rating, 223 reviews

"Country Star"- Suite at Cross Keys

Welcome to our private, cozy suite, Country Star. A sunny walkout basement apartment with patio and easy parking next to entrance makes coming and going a breeze. Country Star features a kitchenette, with table and chairs, one bedroom with queen bed and closet, and a full bath/shower. It provides comfortable space for two, with extra space for a pack-n-play or fold out lounge chair/bed for a third person. (See note in 'other'). Our space offers convenience and comfort, with self check-in.

Guest favorite
The exterior of a tiny guest house is displayed, featuring a covered porch with string lights illuminating the entrance. Two windows with shutters are visible on either side of the door, set against a natural backdrop of trees. A gravel path leads to the entrance.
Guesthouse in Hinton
4.92 out of 5 average rating, 456 reviews

Adorable Tiny House in Rawley Springs

Enjoy a stay at our efficient 10’x14’ tiny guest house on our “hobby farm” in Rawley Springs. If you’re looking to experience tiny living and for a nice place to rest after a day of hiking or exploring the beautiful Shenandoah Valley, we welcome you to our tiny house. It’s fully equipped with a comfortable and stylish pull out trundle bed, A/C, refrigerator with freezer, keurig, microwave, hot plate, and outdoor grill. WiFi and streaming services complimentary. Farm fresh eggs provided.

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, 254 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
The outdoor firepit area is surrounded by wooden seating and log stump tables. Two wooden structures flank the space, providing a unique aesthetic. The treehouse sits elevated in the background, with trees displaying autumn foliage creating a vibrant backdrop.
Treehouse in Verona
4.99 out of 5 average rating, 226 reviews

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.

Top guest favorite
A rustic log cabin is nestled among trees, showcasing a green roof and a welcoming porch. The natural wood exterior is complemented by a stone pathway, and logs are stacked near the entrance, emphasizing the cabin's connection with the surrounding woodland.
Cabin in Williamsville
4.97 out of 5 average rating, 286 reviews

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.

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, 523 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 exterior of the house features a modern design with slanted roofs and large windows. A screened-in porch is visible on the left, surrounded by trees. A charcoal grill is positioned on the deck. The natural wood tones and muted colors blend with the forested landscape.
Cabin in West Augusta
4.98 out of 5 average rating, 233 reviews

Stony Brook Nordic Cabin

A bright open space with large windows and high ceilings that compliment the view of surrounding foliage. A large screened-in porch at the front of the house is perfect for intimate gatherings. A hot tub is available alongside the house in addition to a two-person outdoor shower, and corn hole boards and a fire pit offer additional options for family fun. You won’t have cell phone signal out here -and the WiFi isn’t strong enough to run too many devices at one time.

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, 402 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
A spacious studio features a quilted bed topped with a decorative pillow. A light-colored armchair is positioned nearby. Soft natural light filters through a window adorned with sheer curtains, while a wooden dresser and wall art add to the inviting decor.
Guesthouse in Weyers Cave
4.94 out of 5 average rating, 424 reviews

Little Cottage

Located in the Beautiful and historical Shenandoah Valley. If you enjoy outdoor activities, the Valley is the place to be. This 450 sq ft Studio is minutes from Jame Madison University, Bridgewater College, and Mary Baldwin University. Less than 2 miles from Blue Ridge Community College. 5 mins from Shenandoah Valley Regional Airport. Massanutten Resort is a short drive from this location. Located less than 1 mile from Interstate 81 exit 235.

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, 277 reviews

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

Disconnect, reset & recharge in this countryside cabin escape with hot tub & mountain views. ★ "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 → Skidmore Lake

Top guest favorite
A charming outdoor space features a small round blue table and two matching folding chairs. A green potted plant sits at the center of the table. Light filters through the large windows, which are framed by red brick walls.
Apartment in Staunton
4.96 out of 5 average rating, 404 reviews

Travelers Nook - close to downtown

The TRAVELERS NOOK is a cute, cozy, one bedroom apartment close to downtown Staunton! It’s located on the second floor, with a private entrance. It has all the charm that you would expect to find in a cute studio apartment! Built by a local architect Tj Collins in the 1920’s. This quaint space has everything you need to enjoy your stay here in Staunton! We do accept small pets on approval with a pet cleaning charge.

Popular amenities for Head Waters vacation rentals

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