Highlands vacation rentals

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Find out more about Highlands

Why visit Highlands

  • Outdoor Adventures: Highlands offers numerous outdoor activities, including hiking, skiing, and exploring scenic trails, perfect for nature lovers.
  • Charming Downtown: Discover delightful shops and local eateries in downtown Highlands, showcasing the area’s unique culture and cuisine.
  • Family-Friendly Accommodations: Enjoy a range of vacation rentals, from cozy cabins to spacious homes, catering to families, friends, and couples alike.
  • Rich History: Visit historic houses and local visitor centers to learn about the area's fascinating past.
  • Stunning Mountain Views: Experience breathtaking mountain scenery that enhances the tranquil atmosphere of your vacation.

Popular types of accommodation around Highlands

If you're planning a getaway to Highlands, you're in for a treat. Our most popular types of vacation rentals include Houses, Condos, and charming Cabins. Whether you’re searching for house rentals or specifically Highlands house rentals, we have the ideal accommodations to suit your needs. Enjoy your stay with transparency and savings, all while experiencing the best Highlands has to offer.

  • Houses: The top choice for visitors to Highlands, these spacious homes offer the comforts of home, perfect for families or groups.
  • Condos: A popular option for guests seeking convenience and amenities, condos provide a blend of comfort and community.
  • Cabins: Ideal for nature enthusiasts, these rustic retreats offer a serene escape in the beautiful surroundings.
  • Apartments: A great choice for solo travelers or couples, apartments offer a cozy and convenient stay.
  • Cottages: These charming accommodations provide an intimate and quaint atmosphere for a delightful getaway.**

Top attractions near Highlands

Highlands, Nellysford, Virginia, offers a wealth of attractions for tourists seeking outdoor adventure, cultural experiences, and a taste of history. Popular points of interest include ski resorts, visitor centers, and historic houses, providing a diverse range of activities. Don’t miss exploring downtown Highlands for charming shops and local eateries that enhance your visit. Whether you're with family, friends, or on a romantic getaway, there's something for everyone in this picturesque destination.

  • Wintergreen Resort: Located only 0.4 miles from Highlands, this ski resort offers thrilling skiing and snowboarding in winter, alongside hiking and mountain biking in warmer months, making it a year-round adventure destination.
  • Raven's Roost Overlook: Situated 0.9 miles away, this scenic overlook provides breathtaking views perfect for romantic sunsets and outdoor exploration, ideal for couples and adventurers alike.
  • Blue Ridge Parkway North Entrance: About 9 miles from Highlands, this visitor center serves as a gateway to stunning landscapes and family-friendly activities, including hiking trails and picnicking spots.

Things to do recommended for couples

For a romantic getaway in Highlands, indulge in skiing at Wintergreen Resort, only 0.4 miles away. Savor fine wines at Afton Mountain Vineyards, 8 miles distant, and unwind together with a soothing treatment at All's Well Massage Studio, 17 miles away. A perfect blend of adventure and relaxation awaits you.

Things to do recommended for families

Families will love exploring Sherando Lake Recreation Area, located 4 miles from Highlands. This scenic spot offers opportunities for hiking, picnicking, and enjoying nature, perfect for a day of wellness and relaxation in the great outdoors.

Things to do recommended for groups

Groups visiting Highlands can enjoy a refreshing experience at Bold Rock Hard Cider Nellysford Cidery, play a round at Stoney Creek Golf Course, or embark on an adventure along the Reids Gap Trailhead, all surrounded by beautiful Virginia scenery.

*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 around Highlands

When traveling with a group, family, or pets, or if you're seeking longer stays, it's important to prioritize your preferences while filtering options. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Highlands with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily refine your search for all of these options and more on Vrbo.
  • Traveling to Highlands with young kids: Traveling with little ones can be quite a task. It's important to prioritize their comfort and safety, along with amenities that cater to their age, like a private pool. Additionally, it's wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Highlands: For many, a family vacation isn't truly satisfying without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer amenities like feeding bowls and beds, ensuring that your whole family feels comfortable and at home.
  • Planning for a long term stay visiting Highlands: If you're seeking vacation rentals that offer special deals for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Highlands

Highlands, Nellysford, Virginia, offers a stunning backdrop for your vacation, combining family-friendly neighborhoods with breathtaking mountain scenery. Explore outdoor living options, from cozy condos to spacious homes, all nestled in a tranquil setting. Enjoy excursions in the surrounding area, where relaxation and adventure blend seamlessly. Whether you're hiking trails or savoring local cuisine, the Highland experience promises unforgettable memories for every traveler.

  • Waynesboro: Located 11 miles from Highlands, Waynesboro is a vibrant city that offers a perfect blend of outdoor adventure and stunning scenery. Nature enthusiasts will revel in the nearby recreational areas, where hiking and exploring the great outdoors are the main attractions. For those seeking winter fun, the local ski fields provide excellent opportunities for skiing and snowboarding. The nearby national and state parks are must-visit landmarks, offering breathtaking views and abundant wildlife, making Waynesboro an ideal destination for those looking to immerse themselves in nature.
  • Wintergreen: Just 4 miles from Highlands, Wintergreen is a charming village renowned for its ski resorts and adventure sports. The area is a haven for winter sports enthusiasts, with numerous ski fields and a well-equipped ski resort catering to all skill levels. Beyond skiing, visitors can enjoy various outdoor activities in the stunning natural landscapes, including hiking and mountain biking during the warmer months. With its proximity to national and state parks, Wintergreen is an attractive destination for those seeking both thrills and relaxation in a picturesque setting.
  • Nellysford: Nestled within the beautiful landscape of Nellysford, this city is where Highlands is located. Nellysford offers a delightful blend of ski, adventure, and sports experiences, making it a popular choice for active travelers. The area is home to exceptional ski fields and resorts, perfect for both beginners and seasoned skiers. Additionally, visitors can explore the nearby lakes and national parks, providing ample opportunities for hiking, fishing, and enjoying the serene beauty of nature. Nellysford serves as a fantastic base for those looking to enjoy both relaxation and adventure.

Booking with Vrbo is a breeze

Are you hoping to cut costs on your next getaway? Being flexible with your travel dates can help, as prices can change frequently. Additionally, opting for a longer stay often leads to 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. We're here to help you find the best options for your needs.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and enjoy OneKeyCash on your entire booking. Being the planner has its perks. When you join our travel rewards program, One Key, you'll gain access to exclusive discounts for members and earn OneKeyCash on eligible bookings. Sign up today and begin saving.

Vrbo Trips: Planning made easy

Vrbo's user-friendly Trip Board offers you a convenient way to plan your travels. You can start new trips, pick up right where you left off, or easily view and organize your travel plans. Any properties you've saved or booked in the past are now categorized under Potential, Upcoming, or Current Trips for your convenience. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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