Head Waters vacation rentals

We found 22 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Head Waters that are perfect for your trip. Whether you're staying in a vacation rental with your kids and pets or just with friends, you'll find the amenities you need and want, which might include parking and a pool. What you'll find is a rental that has what everyone needs, including places that are non-smoking or accessible.
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Find out more about Head Waters

Why visit Head Waters

  • Outdoor Adventures: Head Waters is a paradise for outdoor enthusiasts, offering hiking, fishing, and explorations in beautiful state parks.
  • Stunning Scenery: Experience breathtaking landscapes and wild streams that provide a serene backdrop for relaxation and adventure.
  • Rich History: Discover the area's historical significance through local cultural sites and attractions, perfect for learning and exploration.
  • Family-Friendly Atmosphere: Head Waters caters to visitors of all ages, making it an ideal destination for family vacations.
  • Diverse Accommodation: Enjoy a variety of lodging options, from cozy cabins to inviting apartments, ensuring a comfortable stay.

Popular types of accommodation in Head Waters

Discover the charm of Head Waters with our diverse selection of vacation rentals. From cozy cabins and houses to inviting apartments, there's something for everyone. Popular amenities like fully-equipped kitchens and outdoor spaces make your stay even more enjoyable. Whether you're looking for hotels, house rentals, or holiday cottages, Head Waters has it all. Explore the Ivy Inn and find the perfect spot for your getaway.

  • Cabins: Experience the great outdoors by staying in one of the charming cabins, our most sought-after option for a rustic getaway in Head Waters.
  • Houses: Enjoy the comfort of a private vacation home, the second favorite choice for families and groups looking for spacious accommodations.
  • Apartments: For a convenient city-style stay, consider renting an apartment, which ranks third among our visitors.
  • Cottages: Delight in the cozy atmosphere of a cottage, our fourth most popular selection for a quaint and relaxing escape.**

Top attractions near Head Waters

Head Waters, Virginia, is perfect for outdoor enthusiasts and adventure seekers. With stunning scenery and a variety of attractions, visitors can explore national parks, local libraries, and cultural sites. This destination offers a range of activities for families and solo travelers alike, ensuring a memorable experience filled with natural beauty and cultural enrichment. Whether you're hiking through the parks or discovering local attractions, Head Waters has something for everyone.

  • George Washington National Forest: A stunning expanse of nature providing endless outdoor adventures, from hiking to camping. With diverse wildlife and scenic vistas, it's perfect for nature lovers seeking tranquility and exploration.
  • Reddish Knob: The highest point in the area, offering breathtaking panoramic views. A popular spot for outdoor enthusiasts, Reddish Knob is ideal for hiking and photography, especially during sunrise and sunset.
  • Maple Museum: A charming museum dedicated to the art and history of maple syrup production. Visitors can explore exhibits and learn about the cultural significance of maple sugaring in a fun and engaging way.

Things to do recommended for couples

For a romantic getaway in Head Waters, Virginia, explore the serene beauty of the George Washington National Forest. Enjoy a picnic by the river or hike scenic trails hand-in-hand. Don't miss a cozy evening at a local winery, savoring exquisite wines and stunning sunset views.

Things to do recommended for families

Families can explore the stunning Natural Chimneys, a recreational area located 18 miles from Head Waters. With its wellness and relaxation vibes, it's perfect for outdoor activities and enjoying nature together.

Things to do recommended for groups

Visit the charming Sugar Tree Country Store, located 4 miles from Head Waters, where your group can enjoy unique local products and snacks. It's a perfect spot to gather and experience the friendly atmosphere of Virginia's countryside.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Head Waters

When planning your trip—whether you're with a group, traveling as a family, bringing your pets along, or seeking extended stays—be sure to prioritize your preferences in your search. Here are some helpful booking tips for using Vrbo.

  • Traveling to Head Waters with a group: Think about how many bedrooms you'll require, as well as any additional features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Head Waters with young kids: Traveling with little ones can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to attractions that cater to families.
  • Taking your pets with you to Head Waters: For many families, a trip wouldn’t feel complete without their furry companion by their side. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Head Waters: If you're searching for vacation rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Head Waters

Head Waters, Virginia, is a hidden gem for outdoor enthusiasts and adventure seekers. Nestled in Highland County, this charming city offers breathtaking scenery, wild streams, and serene state parks. Nearby areas provide a family-friendly atmosphere with a rich historical backdrop, perfect for relaxation and exploration. Whether you're hiking through lush landscapes or enjoying the tranquility of secluded spots, Head Waters promises an unforgettable vacation experience.

  • McDowell: Located just 4 miles from Head Waters, McDowell is a charming city known for its stunning outdoor adventures and scenic beauty. Visitors flock here for exhilarating activities such as skiing at local ski fields and exploring recreational areas that showcase the area's natural landscape. Nearby landmarks include the expansive national state park and pristine lakes, making it a perfect spot for hiking, fishing, and picnicking. McDowell offers a unique combination of adventure and tranquility, ensuring an unforgettable experience for nature lovers.
  • West Augusta: West Augusta, situated 7 miles from Head Waters, is another gem for outdoor enthusiasts. This city is celebrated for its breathtaking scenery and numerous recreational opportunities, including skiing and exploring various ski fields. With its close proximity to national parks and serene lakes, West Augusta provides ample chances for wildlife observation and photography. Whether you're looking to hit the slopes or simply enjoy the picturesque views, West Augusta promises a memorable adventure in the heart of Virginia's countryside.
  • Doe Hill: Also located 7 miles from Head Waters, Doe Hill is a delightful city that captivates visitors with its outdoor offerings and scenic landscapes. Known for its recreational areas and ski resorts, this destination is perfect for thrill-seekers and families alike. With national parks and tranquil lakes nearby, Doe Hill invites you to explore nature through hiking, skiing, and fishing. The area's stunning views and welcoming atmosphere make Doe Hill an ideal spot for a relaxing getaway or an action-packed vacation.

Best time to go to Head Waters

If you're planning a trip to Head Waters, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in May, July and October, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.5°F (-0.3°C)Light RainMostly SunnyModerately LowAverage
February35.2°F (1.8°C)Light RainMostly SunnyModerately LowSlightly Low
March42.4°F (5.8°C)Light RainMostly SunnyAverageAverage
April52.5°F (11.4°C)Light RainMostly SunnyAverageSlightly Low
May61.5°F (16.4°C)Light RainMostly SunnyModerately HighAverage
June69.3°F (20.7°C)Light RainMostly SunnyAverageAverage
July73.8°F (23.2°C)Light RainMostly SunnyModerately HighSlightly High
August71.6°F (22.0°C)Light RainMostly SunnyAverageSlightly High
September65.5°F (18.6°C)Light RainMostly SunnyAverageAverage
October54.7°F (12.6°C)Light RainMostly SunnyModerately HighSlightly Low
November42.8°F (6.0°C)Light RainMostly SunnyAverageAverage
December36.7°F (2.6°C)Light RainMostly SunnyModerately LowSlightly High

Booking with Vrbo is simple

Are you hoping to save on your next adventure? Being flexible with your travel dates can really help, as prices can vary quite a bit. Additionally, if you opt for a longer stay, you often unlock significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. Happy planning.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your entire booking. It's truly rewarding to take on the role of planner. When you join our travel rewards program, One Key, you'll gain access to exclusive discounts and earn OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly platform to help you plan your trips, resume your previous work, or manage your itinerary with ease. You can easily access your saved or booked properties, organized into categories like Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Head Waters getaway

Experience the unique character of Head Waters with a stay in a vacation home rental. There's no shortage of things to see and do in the area.If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Head Waters

Do you want to find things to do in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Head Waters a one-of-a-kind vacation spot. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Pendleton Computers (22.6 mi / 36.4 km)
  • Sugar Tree Country Store (4.3 mi / 6.9 km)

Exploring the natural features in Head Waters

Whether you're an adventurous traveler or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Head Waters. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • George Washington National Forest (8.7 mi / 14 km)
  • Natural Chimneys (17.9 mi / 28.8 km)
  • Reddish Knob (13.2 mi / 21.2 km)

Transportation options to and around Head Waters

The nearest airport is in Weyers Cave, VA (SHD-Shenandoah Valley Regional), located 28.2 mi (45.3 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Hot Springs, VA (HSP-Ingalls Field), which is 34.4 mi (55.4 km) away.

Frequently asked questions

What is the best area to stay in Head Waters, Virginia, United States of America when booking a vacation rental?
When looking for the best area to stay in Head Waters, Virginia, consider the charming neighborhoods surrounding the picturesque landscape. One particularly appealing option is the area near the George Washington National Forest, which offers a serene escape into nature. This location is great for outdoor enthusiasts, as it provides access to hiking, fishing, and breathtaking views.

Another great choice is the vicinity of the historic town of Warm Springs, known for its natural mineral springs and charming atmosphere. Here, you can explore the area's rich history and visit the nearby Homestead Resort, a stunning destination that offers a variety of recreational activities and a luxurious spa experience.

In terms of vacation rentals, you can find a range of properties in these neighborhoods, suiting different preferences and group sizes.
How much does it cost to rent a vacation home in Head Waters?
Prices for vacation rentals in Head Waters vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Head Waters to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Head Waters vacation house rentals?
You can find great discounts on house rentals in Head Waters on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Head Waters?
In Head Waters, cabins are the most popular type of vacation rental, with several available in this scenic area. These cabins typically feature rustic charm, offering cozy interiors with wood accents, fully equipped kitchens, and comfortable living spaces. Many also come with outdoor decks or porches, providing a great spot to enjoy the serene surroundings and fresh mountain air.

In addition to cabins, there are also several vacation houses suited for larger groups or families. These houses generally offer multiple bedrooms, spacious living areas, and outdoor spaces for gatherings, making them ideal for those looking to enjoy a more communal experience.
Are there any family house rentals in Head Waters?
In Head Waters, Virginia, there are several family-friendly house rentals available, making it an excellent choice for those traveling with children. The area is located in the beautiful Shenandoah Valley, providing a serene backdrop for family gatherings. Many of these homes feature spacious living areas, full kitchens for preparing meals together, and outdoor spaces where kids can safely play and explore.

Visitors can enjoy nearby attractions such as the George Washington National Forest, which offers hiking trails and picnic spots great for a day out. Additionally, the charming local town provides access to quaint shops and dining options that reflect the region's culture.
Can I find long-stay vacation rentals in Head Waters?
A long-stay vacation rental in Head Waters is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Head Waters?
In Head Waters, Virginia, there are several pet-friendly house rentals available, making it a great destination for travelers who wish to bring their furry companions along. Many of these vacation homes offer cozy amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can roam freely.

The area is surrounded by scenic beauty, with opportunities for outdoor activities like hiking and exploring nearby nature trails, which are superb for pet walks. Travelers can expect a peaceful retreat in this rural setting, where the charm of the countryside complements their stay.
Are there any remote work vacation rentals in Head Waters?
In Head Waters, Virginia, there are several remote work vacation rentals available, making it a suitable destination for those looking to blend work and leisure. Many of these properties come equipped with essential amenities like high-speed internet and Wi-Fi, ensuring that travelers can stay connected while enjoying the serene surroundings. The accommodations often feature comfortable workspaces, allowing for productive remote work sessions in a peaceful environment.

Surrounding the area, visitors can appreciate the natural beauty of the George Washington National Forest, great for outdoor activities during breaks from work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Head Waters vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Head Waters with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Head Waters?
In Head Waters, popular vacation rental amenities include a full kitchen, allowing guests to prepare their own meals, and a cozy fireplace, superb for warming up after a day of exploring the beautiful surroundings. Many rentals are also pet-friendly, accommodating travelers who wish to bring their furry companions. Families will appreciate the availability of children's books, making it easy to entertain younger guests. Additionally, some rentals might come equipped with a blender for those looking to whip up smoothies or other blended treats.
How early should I book a Head Waters vacation rental?
Book your Head Waters vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Head Waters, Virginia, United States of America?
In Head Waters, Virginia, visitors can experience firsthand the natural beauty of the area, with attractions that highlight the stunning landscape. The George Washington National Forest is nearby, offering countless trails for hiking, picturesque views, and opportunities for wildlife observation. This expansive forest features serene streams and varied terrain, making it superb for outdoor enthusiasts.

The nearby town of Warm Springs is home to the historic Homestead resort, known for its mineral springs and luxurious spa services. This area is rich in history and provides a charming atmosphere for visitors looking to relax.

Additionally, the Cowpasture River runs through the region, providing opportunities for fishing, kayaking, and enjoying peaceful riverside picnics.
Can I change or cancel my Head Waters home rental booking on Vrbo?
To find Head Waters vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Head Waters vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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