Discover Your Perfect Wintergreen Resort Rentals by Owner

Wintergreen Resort Rentals by Owner

More Top-Rated Rentals by Owner in Wintergreen Resort Area

Why Choose Rent By Owner for your Wintergreen Resort vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Wintergreen Resort Rentals by Owner

Where are the best neighborhoods to stay in Wintergreen Resort?

When choosing where to stay in Wintergreen Resort, Nellysford, Virginia, you'll find a variety of neighborhoods that offer convenient access to outdoor activities and scenic beauty. Each area provides a comfortable setting for your vacation, whether you seek tranquility or proximity to resort amenities. Exploring different neighborhoods around Wintergreen Resort allows you to select the ideal rental by owner through Rent By Owner, ensuring a trustworthy and seamless booking experience in this charming part of Virginia. From peaceful retreats to lively community spots, you'll discover options tailored to make your visit memorable and hassle-free.

Treeloft

Located in the scenic region surrounding Wintergreen Resort, Treeloft offers a peaceful retreat with easy access to outdoor activities and local amenities. This neighborhood provides a quiet setting ideal for visitors seeking a comfortable stay close to nature.

View 1034+ Rentals in Treeloft

Pedlars Edge

Situated near the heart of Nellysford, Pedlars Edge is perfect for those wanting convenient access to the area's charming shops and dining options, while still enjoying the tranquility of this inviting destination.

View 1040+ Rentals in Pedlars Edge

Deer Springs

This neighborhood offers a serene environment nestled among natural scenery, making it an excellent choice for visitors looking to unwind and explore the pristine outdoors of the region.

View 993+ Rentals in Deer Springs

Chestnut Springs

With its picturesque surroundings, Chestnut Springs provides a welcoming atmosphere where travelers can enjoy the scenic beauty and various recreational opportunities just moments from the main attractions here.

View 81+ Rentals in Chestnut Springs

Laurel Ridge

Perched amidst stunning landscapes, Laurel Ridge offers a perfect base for exploring the diverse natural wonders of this part of Virginia, appealing to those seeking both adventure and relaxation.

View 1022+ Rentals in Laurel Ridge

Best Times to Visit Wintergreen Resort

When should you plan your Rentals by Owner stay?

Choosing the ideal time to visit here ensures you experience the best of what this destination has to offer, whether you're seeking peaceful winter getaways or vibrant seasonal activities in the region.

Peak Season Highlights

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Winter (December to February)

During the winter months, you can enjoy the region's scenic snowy landscapes and cooler temperatures, making it an ideal time for winter sports and cozy getaways.

Average Temperature Daytime: 35°F to 45°F - Nighttime: 20°F to 30°F
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Summer (June to August)

The summer season offers warm weather and lush greenery, perfect for outdoor activities and exploring the area's natural beauty at its peak.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F

Off-Season Highlights

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Spring (March to May)

In spring, the area awakens with blooming flora and milder weather, providing a quieter and more relaxed ambiance for visitors seeking tranquility.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
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Fall (September to November)

Autumn brings colorful foliage and crisp air, offering a peaceful retreat before winter sets in, ideal for those looking to avoid crowds.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for Wintergreen Resort

How to Book Your Wintergreen Resort vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Wintergreen Resort

More Top-Rated Rentals by Owner in Wintergreen Resort Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Access to scenic hiking trails right outside your rental, perfect for exploring the area's natural beauty.
  • A private or shared outdoor pool for relaxing and cooling off during warmer months.
  • Outdoor seating areas such as decks, patios, or balconies to enjoy the picturesque surroundings.
  • Grill or barbeque facilities, ideal for preparing meals while taking in the fresh mountain air.
  • Well-maintained tennis courts or basketball courts for active outdoor fun.
  • Parking spaces equipped for easy access to your vacation rental in the region.
  • Play areas or outdoor games like bocce ball or cornhole for family-friendly entertainment.

Top Attractions Around Wintergreen Resort

What attractions are nearby?

From scenic hiking trails and outdoor adventures to relaxing moments amidst beautiful natural surroundings, the area surrounding Wintergreen Resort offers a variety of activities to enjoy during your stay in Nellysford, Virginia.

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Family Activities

  • Wintergreen Ski Resort: Enjoy a family-friendly day on the slopes with skiing and snowboarding lessons tailored for all skill levels.
  • Trails & Nature Walks: Explore scenic hiking and nature trails that wind through the area's beautiful mountain landscape, perfect for outdoor family adventures.
  • Wintergreen Outdoor Ice Skating: Experience the joy of ice skating on the outdoor rink, offering fun and entertainment for children and adults alike.
  • Mountain Adventure Parks: Participate in family-friendly activities such as zip-lining and canopy tours designed to showcase this destination's natural beauty.
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Adult Activities

  • Wintergreen Resort Nordic Trails: Explore the scenic cross-country skiing and snowshoeing trails that offer a peaceful retreat into the winter landscape.
  • Spa and Wellness Experiences: Indulge in rejuvenating treatments at local spas, perfect for unwinding after outdoor adventures in this mountain region.
  • Golfing at Wintergreen: Play a round of golf on the region’s renowned courses, which provide stunning views and challenging play even during the colder months.
  • Wine Tasting Tours: Discover local Virginia wines through guided tastings and vineyard visits that showcase the area's vibrant wine scene.

Other Places to Stay in Wintergreen Resort, VA

Pedlars Edge
Explore 1,040 Properties
Treeloft
Explore 1,034 Properties
More Places to Stay Near Wintergreen Resort

Wintergreen Resort Travel Tips

How Can You Make the Most of Your Stay?

  • Book Your Rental Early: Secure your ideal vacation rental in the region by booking well in advance to ensure availability and better rates during peak seasons.
  • Explore Local Dining and Activities: Take advantage of the area's unique culinary options and outdoor activities to make your stay memorable and fully immersive.
  • Utilize Owner-Provided Tips: Review the rental owner’s guide for insider recommendations on must-see spots and hidden gems around here that enhance your experience.
  • Plan Seasonal Adventures: Customize your trip based on the season, whether enjoying winter sports or summer hikes, to maximize your enjoyment in this destination.

Transportation Options

  • Private Car Rentals: Renting a car gives you the flexibility to explore the scenic region around Wintergreen Resort at your own pace.
  • Local Shuttle Services: Many resorts and hotels offer shuttle services that connect you conveniently to popular spots in the area.
  • Public Transit Options: Bus services operate in this destination, providing an affordable way to navigate the region without the need for a car.
  • Taxis and Rideshare Services: Taxis and rideshare options like Uber and Lyft are readily available to help you reach your accommodations with ease in the area.

Local Customs Options

  • Warm Hospitality: Locals in the area pride themselves on friendly and welcoming interactions, reflecting the region's warm community spirit.
  • Respect for Nature: It’s customary to show reverence for the scenic landscape, often by participating in conservation efforts and enjoying outdoor activities responsibly.
  • Local Cuisine Etiquette: When sampling regional dishes, a respectful appreciation for local ingredients and culinary traditions is highly regarded here.
  • Celebration of Seasonal Festivals: Participating in seasonal festivals and events is a common way to connect with the area's cultural heritage and community spirit.

Frequently Asked Questions About Wintergreen Resort Rentals by Owner

1. What are the top vacation rentals in Wintergreen Resort?

There are a lot of options in Wintergreen Resort. If you plan on staying in the Wintergreen Resort area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Wintergreen Resort:

2. How many Rentbyowner vacation rentals are available in Wintergreen Resort?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 47 in the Wintergreen Resort area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Wintergreen Resort. 

3. What is the cancellation policy for rental properties in Wintergreen Resort?

Cancellation policies vary by owner, so it's important to review the specific listing details on Rent By Owner. You can find this information in the reservation terms or contact the owner directly for clarification.

4. How do I verify the safety and cleanliness standards of a rental by owner in the area?

Most listings include details about cleanliness and safety measures. You may also read previous guest reviews or contact the owner directly to ask about their cleaning protocols and safety features to ensure a comfortable stay.

5. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as service charges, cleaning fees, or taxes are often outlined in the listing details. Always review the total cost before confirming your booking and reach out to the owner if you have questions about any extra charges.

6. Can I contact the owner directly before booking to ask specific questions about the property?

Yes, Rent By Owner allows you to communicate directly with the owner prior to booking. Use the messaging feature to inquire about amenities, accessibility, or any other concerns to ensure the property meets your needs.

7. What should I know about check-in and check-out procedures for rentals in this destination?

Check-in and check-out procedures are specified in each listing. Owners typically provide detailed instructions and may offer flexible options; it’s advisable to review these details carefully and contact the owner if you need any clarifications.

More Rentals You May Like Near Wintergreen Resort

More Top-Rated Rentals by Owner in Wintergreen Resort Area