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Nestled in the breathtaking Blue Ridge Mountains, Wintergreen Resort is a year-round paradise for outdoor enthusiasts and families alike. With stunning vistas from Roost Overlook and thrilling adventures such as skiing, hiking, and chairlift rides, there’s something for everyone. Explore charming cabins and spacious condos that provide the perfect home base for your group, ensuring comfort and convenience as you create unforgettable memories in this picturesque destination.
Holiday rentals with weekly discounts - Wintergreen Resort
Showing deals for:Jan 29 - Feb 5
Image gallery for Three Ridges Haven- Devils Backbone Brewing Company
9.69.6 out of 10, Exceptional, (84 reviews)
Exceptional
(84 reviews)
Three Ridges Haven- Devils Backbone Brewing Company
"We only stayed here for a night but it was both relaxing and quiet. The room was very clean and it was spacious for the two of us. It reminded me of a larger hotel room or a studio apartment. You could tell they had put some work into it to make it nice which I appreciated. You have to go to the front desk to check in but it’s not even a 2-minute drive from there. It took us a few minutes to locate it in the dark but that’s just because it’s so dark up there. Great place to stay on a couple...
"We only stayed here for a night but it was both relaxing and quiet. The room was very clean and it was spacious for the two of us. It reminded me of a larger hotel room or a studio apartment. You could tell they had put some work into it to make it nice which I appreciated. You have to go to the front desk to check in but it’s not even a 2-minute drive from there. It took us a few minutes to locate it in the dark but that’s just because it’s so dark up there. Great place to stay on a couple...
"We will take a rain check for enjoying the sunset views but we so loved hanging out by the fire. The host made it super easy …. Fire building for Dummies. Thanks for that. And also for the extras that speak to my taste ….like the diffuser with a selection of essential oils. The lemon hand soap which I happen to ❤️ lots of coffee creamer, coffee and tea. The jar of mints! Little things mean a lot. Great place! Hope to come back!!!"
"We will take a rain check for enjoying the sunset views but we so loved hanging out by the fire. The host made it super easy …. Fire building for Dummies. Thanks for that. And also for the extras that speak to my taste ….like the diffuser with a selection of essential oils. The lemon hand soap which I happen to ❤️ lots of coffee creamer, coffee and tea. The jar of mints! Little things mean a lot. Great place! Hope to come back!!!"
"What a wonderful place to relax! The views were gorgeous, and the comfy swing chair on the porch was made favorite spot. We were lucky enough to book the same weekend as the July 4 celebration and were able to see the fireworks from our balcony! We loved this condo and will definitely return."
"What a wonderful place to relax! The views were gorgeous, and the comfy swing chair on the porch was made favorite spot. We were lucky enough to book the same weekend as the July 4 celebration and were able to see the fireworks from our balcony! We loved this condo and will definitely return."
Scenic mountain views: Enjoy breathtaking vistas from the mountaintop, perfect for relaxation and photography.
Outdoor activities: Engage in hiking, skiing, and exploring nearby national and state parks.
Charming accommodations: Choose from a variety of vacation rentals, including cozy cabins and stylish condos.
Family-friendly fun: Experience a range of activities suitable for all ages, ensuring a memorable family vacation.
Nearby attractions: Explore quaint towns and vibrant local culture just a short drive away.
Popular types of accommodation around Wintergreen Resort
If you're looking for the perfect getaway, Wintergreen Resort offers a variety of vacation rental options to suit your needs. Our most popular accommodations include houses, cozy condos, and charming cabins. Whether you prefer spacious guest rooms or a home away from home, you'll find the ideal rental at Wintergreen Resort. Experience the beauty and comfort of our vacation rentals, designed to make your stay both relaxing and memorable.
Houses: The top choice for visitors, offering spacious and comfortable accommodations perfect for families or groups of friends.
Condos: A popular option that provides modern amenities and easy access to resort facilities, ideal for couples or small families.
Cabins: Perfect for those seeking a cozy, rustic atmosphere surrounded by nature, providing a unique retreat experience.
Apartments: A convenient option for travelers looking for a home-like setting while enjoying all that Wintergreen has to offer.
Cottages: Charming and quaint, these rentals offer a delightful escape, perfect for a romantic getaway or peaceful retreat.**
Top attractions near Wintergreen Resort
Wintergreen Resort offers a variety of attractions for tourists, including visitor centers, national and state parks, and stunning waterfalls. These points of interest cater to travelers seeking cultural experiences and outdoor adventures, making it an ideal destination for those looking to explore nature and enjoy exhilarating activities. Whether you're hiking or relaxing at a scenic spot, Wintergreen Resort promises memorable experiences for every adventurer.
Raven's Roost Overlook: A stunning lookout point only 1 mile from Wintergreen Resort, Raven's Roost offers breathtaking views that are perfect for outdoor adventures and romantic moments. Enjoy the expansive vistas of the Blue Ridge Mountains while soaking in the natural beauty around you.
Blue Ridge Parkway North Entrance: Located 9 miles away, this visitor center serves as a gateway to the scenic Blue Ridge Parkway. It’s an ideal spot for families to explore and enjoy outdoor activities amidst the vibrant landscapes and rich wildlife.
Rockfish Gap Entrance Shenandoah: Also 9 miles from Wintergreen, this national park entrance invites adventure seekers to discover stunning scenery and outdoor activities. Experience hiking trails and panoramic views that showcase the beauty of the Shenandoah Valley.
Families visiting Wintergreen Resort can unwind at Sherando Lake Recreation Area, located 4 miles away. This serene spot offers wellness and relaxation vibes, perfect for a family day out enjoying nature and outdoor activities together.
Things to do recommended for groups
Experience local flavors at Bold Rock Hard Cider, just 3 miles from Wintergreen Resort, and enjoy a fun atmosphere. For outdoor enthusiasts, hit the Stoney Creek Golf Course, 4 miles away, or hike the scenic Reids Gap Trailhead, 3 miles from your stay.
*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 Wintergreen Resort
If you're traveling with a group, with family, bringing along pets, or planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.
Traveling to Wintergreen Resort with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group get-togethers. Luckily, you can easily filter for all these options and more on Vrbo.
Traveling to Wintergreen Resort with young kids: Traveling with little ones can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you are to family-friendly attractions.
Taking your pets with you to Wintergreen Resort: For many families, a vacation wouldn’t feel complete without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties offer amenities like feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
Planning for a long term stay visiting Wintergreen Resort: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.
Where to stay near Wintergreen Resort
Wintergreen Resort offers a perfect blend of relaxation and adventure, with stunning mountaintop views and stylish vacation rentals. Explore the scenic surroundings, where family-friendly activities and outdoor excursions await. Nearby towns provide a charming atmosphere, making it easy to enjoy a vibrant urban vibe or unwind in nature. Whether you’re seeking recreation or a peaceful escape, Wintergreen and its neighboring areas promise an unforgettable experience for every traveler.
Waynesboro: Waynesboro is a vibrant city located 11 miles from Wintergreen Resort, known for its stunning outdoor adventures and picturesque scenery. The city is surrounded by the natural beauty of the Blue Ridge Mountains, making it a prime destination for hiking, biking, and exploring recreational areas. Visitors can enjoy activities like skiing in the winter months and take advantage of the nearby national parks and lakes for hiking and fishing. With its charming downtown area, Waynesboro also offers quaint shops and local dining experiences, making it a perfect stop for a day of exploration.
Wintergreen: Just 3 miles away from Wintergreen Resort, the village of Wintergreen is a haven for ski and adventure enthusiasts. Nestled in the heart of the Blue Ridge Mountains, this destination boasts world-class ski facilities and a winter sports paradise. Beyond skiing, visitors can explore the scenic beauty of the nearby national and state parks, offering hiking trails and breathtaking views year-round. With a cozy atmosphere and an array of outdoor activities, Wintergreen is ideal for those looking to immerse themselves in sports and nature.
Nellysford: Nellysford is where Wintergreen Resort is situated, making it a perfect base for your vacation. This charming city offers an array of outdoor sports and adventure opportunities, particularly for skiing enthusiasts. The area is surrounded by beautiful lakes and national parks, providing ample chances for hiking, fishing, and enjoying the natural landscape. As a central hub for accessing Wintergreen’s ski resort and other local attractions, Nellysford combines convenience with the beauty of the Virginia countryside, ensuring an unforgettable getaway.
Best time to go to Wintergreen Resort
If you're planning a trip to Wintergreen Resort, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in July to August and October, while off-peak times, like March to April and September tend to have fewer bookings and better deals.
Calendar Month
Temperature
Precipitation
Cloudiness
Occupancy
Pricing
January
33.4°F (0.8°C)
Light Rain
Mostly Sunny
Average
Slightly High
February
37.2°F (2.9°C)
Light Rain
Mostly Sunny
Average
Slightly High
March
44.6°F (7.0°C)
Light Rain
Mostly Sunny
Slightly Low
Slightly Low
April
54.9°F (12.7°C)
Light Rain
Mostly Sunny
Slightly Low
Slightly Low
May
64.0°F (17.8°C)
Light Rain
Mostly Sunny
Average
Average
June
72.1°F (22.3°C)
Light Rain
Mostly Sunny
Average
Average
July
76.6°F (24.8°C)
Light Rain
Mostly Sunny
Slightly High
Slightly Low
August
74.3°F (23.5°C)
Light Rain
Mostly Sunny
Slightly High
Average
September
68.0°F (20.0°C)
Light Rain
Mostly Sunny
Slightly Low
Average
October
56.8°F (13.8°C)
Light Rain
Mostly Sunny
Slightly High
Average
November
44.8°F (7.1°C)
Light Rain
Mostly Sunny
Average
Average
December
38.5°F (3.6°C)
Light Rain
Mostly Sunny
Average
Slightly High
Booking with Vrbo is simple
Are you hoping to save money on your next adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that meets your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.
Vrbo Trips: Planning made easy
Vrbo's Trip Board is designed to help you plan your travels seamlessly. You can create new trips, manage your existing plans, and keep track of your reservations all in one place. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips for easy access. To start exploring Trip Boards, simply visit: https://www.vrbo.com/trips.
**Based on Vrbo properties bookings.
Frequently Asked Questions
What are the best vacation rentals near Wintergreen Resort?
The best vacation rentals near Wintergreen Resort are primarily located within the Pedlars Edge neighborhood in Nellysford, Virginia. You will find a great selection of properties, including numerous condos great for smaller groups or couples, and private vacation homes offering more space and privacy. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties that still offer easy access to the resort. The best vacation rentals near Wintergreen Resort provide a comfortable stay for any guest.
Many homes offer amenities such as a fireplace for cozy evenings, a deck or patio for enjoying the mountain views, and laundry facilities for extended stays. These properties are ideal for families or groups looking for a relaxing getaway with convenient access to outdoor activities.
Are there any cheap vacation rentals near Wintergreen Resort?
There are several affordable vacation rentals near Wintergreen Resort, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around $280 per night. Some stays even offer good deals in April and May, making it a great option for guests looking to experience the area without overspending. These rentals often include amenities such as WiFi, toiletries, and self-parking, and can range from cozy studio properties to modest family homes, providing a clean, comfortable base for adventure.
To get the best value, consider staying slightly outside major hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a comfortable stay near Wintergreen Resort while keeping costs down.
What are the best pet-friendly vacation rentals near Wintergreen Resort?
There are over 200 pet-friendly vacation rentals near Wintergreen Resort, primarily consisting of private homes and condos. These properties are located in and around the Wintergreen area, offering guests amenities such as kitchens, Wi-Fi, and comfortable living spaces. Many of these rentals specifically cater to guests with pets, often featuring private decks or easy outdoor access for convenience.
When searching for the best pet-friendly vacation rentals near Wintergreen Resort, remember to review individual property policies regarding pet size, breed restrictions, and any additional fees. Wintergreen Resort itself is welcoming to pets, with designated pet-friendly accommodations and outdoor areas.
What are the top vacation rentals with pools near Wintergreen Resort?
There are over 400 vacation rentals near Wintergreen Resort that include access to swimming pools, with options for both shared community pools and private pools. These properties are concentrated in areas like Pedlars Edge and surrounding neighborhoods, offering a variety of stays. Many of these rentals, including condos and private homes, come fully equipped with amenities such as full kitchens, multiple bedrooms, Wi-Fi, and decks, making them ideal for families or groups looking for comfort during their stay.
When selecting your ideal property, consider whether a private pool for seclusion or a shared pool with potential access to additional facilities like hot tubs or fitness centers best suits your needs. For cooler months, look for heated or indoor pool options to ensure year-round enjoyment. Checking availability for peak summer dates is recommended to secure your preferred property.
What are the best family vacation rentals near Wintergreen Resort?
There are over 320 family-friendly vacation homes in the broader region surrounding Wintergreen Resort, offering ample space and comfort for groups of all sizes. These rentals often boast multiple bedrooms and bathrooms, full kitchens, and generous living areas, all designed with families in mind. With such a wide selection, you can find stays with outdoor play areas or yards where kids can play, and washer/dryers to handle laundry during the trip.
When choosing the best fit for your family, focus on properties where adults and kids each have space to unwind, and look for homes with practical amenities like well-equipped kitchens to save on dining out. Staying nearby means less travel time each day and more time enjoying the surroundings.
Are there any luxury vacation rentals near Wintergreen Resort?
Near Wintergreen Resort, guests can find several luxury vacation rentals that combine mountain scenery with modern comforts. These properties often feature amenities such as private pools, heated pools, mountain views, lake views, and designer toiletries. Many homes also include premium bedding, bathrobes, and private chefs to enhance the stay.
These homes are ideal for families or larger groups, offering conveniences like high-end furnishings and spacious living areas. Many of these top-tier stays are managed by highly rated Vrbo hosts, ensuring a professional and premium experience.
How much is a vacation rental near Wintergreen Resort?
Vacation rentals near Wintergreen Resort offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties typically start around $280 per night, providing an affordable option. Mid-range rentals, including private homes, are generally around $605 per night. Upscale options can cost $770 or more per night, offering additional space and amenities.
Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.
Where should I stay when visiting Wintergreen Resort?
When planning your stay near Wintergreen Resort, several areas offer excellent vacation rental options. Many properties are available directly on the mountain at Wintergreen Resort, providing convenient access to skiing, snowboarding, and summer activities. These rentals often feature stunning mountain views and are great for guests who want to be right in the heart of the action.
For those seeking a slightly different experience, the surrounding area near Nellysford offers a variety of charming vacation homes. These properties are a short drive from Wintergreen Resort, offering convenient access to local attractions such as breweries, wineries, and orchards. This area provides a more secluded feel while still being close to the resort's amenities.
Another excellent option is staying in properties along the scenic Blue Ridge Parkway. These rentals offer beautiful natural surroundings and are ideal for guests who enjoy hiking, exploring nature, and appreciating the region's picturesque landscapes. Access to Wintergreen Resort from these locations is straightforward, typically involving a pleasant drive through the mountains.
What is the cheapest month to stay near Wintergreen Resort?
The cheapest time to find vacation rentals near Wintergreen Resort is typically during the late Spring (April to May) and early Fall (September to October), excluding any major local festivals or event weekends. April and May frequently offer the best deals on vacation rentals, often providing lower rates compared to peak ski season or summer months. Guests can often find various savings during these months, along with greater availability for cabins, condos, and homes.
Are there any lakefront vacation rentals near Wintergreen Resort
Lakefront vacation rentals near Wintergreen Resort offer a great mix of comfort, scenery, and outdoor adventure. Many are located along quiet lakes in the surrounding area. These properties are a short drive from Wintergreen Resort, offering convenient access to water activities such as kayaking, fishing, paddleboating, swimming, and motorboating.
These homes often feature spacious decks, fire pits, hot tubs, and full kitchens, making them ideal for families and larger groups. Guests can enjoy lake views and unwind in peaceful surroundings after exploring local trails.
Are there any monthly vacation rentals near Wintergreen Resort?
Vrbo offers excellent options for monthly vacation rentals near Wintergreen Resort, making it a great choice for those who want to combine work and adventure. Monthly rentals often feel like a true home away from home, with fully furnished properties equipped with essential amenities like high-speed Wi-Fi, full kitchens, and comfortable workspaces, perfect for remote work or a summer vacation with the family. With flexible monthly rental options, Vrbo is a convenient and comfortable choice for extended stays near Wintergreen Resort.
Are there any last-minute vacation rentals near Wintergreen Resort?
Vrbo makes it simple to find last-minute vacation rentals near Wintergreen Resort that blend comfort, style, and great value. Vrbo offers plenty of options for guests ready to pack up and go. Families and groups will find these deals especially appealing. Many spacious homes, complete with full kitchens, private pools, and multiple bedrooms, often become available when hosts want to fill open dates on their calendars.
Finding these stays is easy. Just enter your destination and travel dates, then use Vrbo’s “Last Minute” or “Discounts” filter to uncover the best offers. You’ll see reduced rates in the listings. Vrbo’s last-minute rentals are a smart way to save while you explore. Whether you’re planning a quick trip or a weekend getaway with friends, your last-minute escape is waiting, you just have to decide where to go next.
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.