Discover Your Perfect Piedmont Vineyards and Winery Vacation Homes

Best Vacation Homes in Piedmont Vineyards and Winery

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9.8 (40 Reviews)
Resort
Salamander Resort and Spa
  • Air Conditioner
  • Parking
  • Pet Friendly
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9.6 (389 Reviews)
Hotel
The Red Fox Inn & Tavern
  • Air Conditioner
  • Parking
  • Balcony/Terrace
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Why Choose Rent By Owner for your Piedmont Vineyards and Winery Vacation Rental Homes?

What makes our Vacation Rentals 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.

Best Times to Visit Piedmont Vineyards and Winery

When should you plan your Vacation Rentals stay?

Choosing the right time to visit ensures you enjoy the region’s scenic vineyards and welcoming atmosphere at their best, making it essential to consider seasonal factors when planning your stay in this charming destination.

Peak Season Highlights

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Spring (March to May)

During the spring months, the region's vineyards come alive with blossoming vines and lush scenery, offering a picturesque setting for your vineyard tours and wine tastings.

Average Temperature Daytime: 60°F to 75°F - Nighttime: 40°F to 55°F
autumn
Fall (September to November)

Fall is the peak harvest season, creating a vibrant atmosphere as the area's vineyards showcase their most colorful landscapes and produce some of the finest wines.

Average Temperature Daytime: 65°F to 70°F - Nighttime: 45°F to 50°F

Off-Season Highlights

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Winter (December to February)

You can enjoy a quiet getaway during winter when the vineyards are dormant, providing a peaceful backdrop perfect for off-season relaxation.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
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Early Spring (March)

The early part of spring tends to be less crowded, offering a serene experience before the full bloom of the vineyard season begins.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Piedmont Vineyards and Winery

How to Book Your Piedmont Vineyards and Winery Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. 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 Piedmont Vineyards and Winery

More Top-Rated Vacation Rentals in Piedmont Vineyards and Winery Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals 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

  • Enjoy spacious outdoor dining areas perfect for savoring local wines amidst scenic vineyard views.
  • Relax in private patios or terraces that offer picturesque vistas of the surrounding countryside.
  • Take advantage of well-maintained gardens and landscaped yards to unwind in a peaceful setting.
  • Benefit from outdoor fireplaces or fire pits ideal for cozy evenings under the stars.
  • Explore private walking trails or pathways that meander through the vineyards and rolling hills.
  • Make use of outdoor swimming pools or hot tubs to enhance your relaxation during your stay.
  • Utilize designated picnic areas to enjoy casual meals amidst the region’s charming vineyard scenery.

Top Attractions Around Piedmont Vineyards and Winery

What attractions are nearby?

While staying at this destination, you can explore nearby vineyards and wineries, enjoy scenic mountain views, or indulge in local dining experiences, all conveniently located within the region.

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Family Activities

  • Wine Tasting Tours: Delight in family-friendly wine tasting experiences at local vineyards, where you can learn about the winemaking process amid stunning vineyard scenery.
  • Scenic Nature Walks: Explore picturesque trails and outdoor spaces throughout the area, offering enjoyable hikes suitable for all ages and opportunities for family photos.
  • Historic Horse Country Tours: Discover the region’s equestrian heritage with guided horseback riding adventures that are perfect for family outdoor activities.
  • Country Market Visits: Visit local markets to browse fresh produce, artisanal goods, and handmade crafts, providing a fun and authentic experience for the whole family.
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Adult Activities

  • Wine Tasting Tours: Indulge in guided tastings at local vineyards where you can savor the region’s renowned wines and learn about their unique production processes.
  • Visit Middleburg's Historic Wineries: Explore the area's historic wineries, appreciating the craftsmanship and tradition that define this destination’s vibrant wine culture.
  • Vineyard Walking Tours: Take a leisurely stroll through scenic vineyards to enjoy the picturesque landscapes and gain insights into grape cultivation.
  • Wine and Food Pairing Experiences: Enhance your visit by participating in expert-led tastings that combine regional wines with local culinary delights for a memorable experience.

Piedmont Vineyards and Winery Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Vineyard Tours in Advance: Book your wine tastings early to ensure availability during peak seasons at this renowned vineyard destination.
  • Explore Local Dining Options: Discover nearby farm-to-table restaurants to enhance your regional culinary experience after a day of vineyard visits.
  • Utilize Personalized Recommendations: Seek tailored suggestions from your accommodation hosts to uncover hidden gems and exclusive tasting experiences in the area.
  • Schedule Relaxing Days: Allow time for leisure by choosing a rental that offers serene settings, making it easy to unwind amidst the picturesque vineyard landscape.

Transportation Options

  • Private Car Services: You can easily arrange for private car services that offer convenient and comfortable transportation around the area’s vineyards and wineries.
  • Rental Cars: Renting a car gives you the freedom to explore the scenic region at your own pace, with numerous rental agencies accessible nearby.
  • Shuttle Services: Many local shuttle providers offer scheduled routes between popular wine estates and accommodations, ensuring hassle-free transfers for visitors.
  • Bicycle Rentals: For an eco-friendly and leisurely experience, exploring the region by bicycle lets you enjoy the picturesque vineyards up close and personal.

Local Customs Options

  • Respect for the Vineyard Heritage: Locals here value preservation of the region’s rich vineyard history, so expect traditions like greeting with warmth and sharing stories about winemaking.
  • Wine Tasting Etiquette: When participating in tastings, it’s customary to politely listen to guides and avoid rushing through the experience to fully enjoy the regional wines.
  • Farm-to-Table Dining Customs: Dining here often emphasizes locally sourced ingredients, so embracing a slow-paced meal and appreciating local culinary practices will enrich your stay.
  • Celebration of Local Festivals: Attending seasonal festivals and events rooted in the region’s agricultural calendar is a common way to connect with community traditions during your visit.

Frequently Asked Questions About Piedmont Vineyards and Winery?

1. What are the top vacation rentals in Piedmont Vineyards and Winery?

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

2. How many Rentbyowner vacation rentals are available in Piedmont Vineyards and Winery?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 31 in the Piedmont Vineyards and Winery 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 Piedmont Vineyards and Winery. 

3. What is the cancellation policy for vacation rentals in the Piedmont Vineyards and Winery area?

The cancellation policy varies depending on the individual property listing. To ensure your plans are flexible or firm, review the specific cancellation details provided on the listing or contact the property owner directly for clarification.

4. How do I find out about amenities available in vacation rentals near Middleburg, Virginia?

Details about amenities are included in each property listing. You can also reach out to the host for additional questions to confirm features such as Wi-Fi, kitchen facilities, or outdoor spaces that enhance your stay here.

5. Are there specific check-in and check-out times for vacation rentals in this region?

Check-in and check-out times are set by individual property owners. These details are listed online for your convenience, but it’s recommended to contact the host directly if you need flexibility or have special requests.

6. What should I know about the safety protocols for vacation rentals in this destination?

Safety measures and guidelines are typically outlined within each property’s description. If you have any concerns or require specific information, contacting the property owner prior to booking ensures your peace of mind during your stay.

7. How do I inquire about availability and book a vacation rental here?

Availability is updated regularly on the listing platform. You can request to book through the website or contact the property owner directly for personalized assistance and confirmation of your preferred dates.

Best Vacation Homes in Piedmont Vineyards and Winery

10.0 (6 Reviews)
Cottage
Littlefield Cottage
  • Air Conditioner
  • TV
  • Balcony/Terrace
View Availability