The Dog and Oyster Vineyard Rentals by Owner

8.7 (30 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
New
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Why Choose Rent By Owner for your The Dog and Oyster Vineyard 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.

Best Times to Visit The Dog and Oyster Vineyard

When should you plan your Rentals by Owner stay?

Choosing the ideal time to vacation here ensures you experience the region’s unique charm at its best, making your stay in this destination truly memorable and enjoyable.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, the region experiences warm weather ideal for outdoor activities and rural exploration. It’s a popular time to visit for those seeking pleasant temperatures and vibrant scenery.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Early Fall (September to October)

This season offers mild temperatures and beautiful fall foliage, making it an attractive time to enjoy the scenic views and local attractions while avoiding the summer crowds.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Winter (December to February)

The colder months bring quieter surroundings and fewer visitors, providing a peaceful retreat with cozy accommodations in the area.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F
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Late Fall to Early Winter (November)

As the region transitions into the winter season, the landscape quiets down, offering a more relaxed experience with fewer tourists and off-peak rental prices.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for The Dog and Oyster Vineyard

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.

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 seating areas perfect for relaxing and socializing amid scenic views.
  • Take advantage of private patios or decks that offer a great spot to enjoy the fresh air and beautiful surroundings.
  • Utilize well-maintained grilling stations or BBQ facilities for outdoor dining experiences.
  • Make the most of lush gardens or landscaped yards that provide a peaceful environment for outdoor activities.
  • Benefit from access to scenic walking paths or nature trails nearby for leisurely strolls in the region.
  • Relax in inviting outdoor fire pits, ideal for evening gatherings under the stars.
  • Capitalize on available outdoor recreation amenities such as kayaks, paddleboards, or fishing spots, depending on the property’s location within this charming area.
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Family Activities

  • Bay Trail Walks: Explore scenic walking trails along the waterfront where your family can enjoy panoramic views and observe local wildlife in a setting that highlights the region's natural beauty.
  • Local Oyster Farm Tours: Participate in educational tours at nearby oyster farms to discover sustainable aquaculture practices and enjoy tasting fresh oysters right from the region’s waters.
  • Fishing Expeditions: Join guided fishing trips on the area's calm waters, offering an opportunity for the entire family to experience the region's thriving aquatic environment.
  • Historic Property Visits: Visit historic sites and estates in the vicinity that offer engaging insights into the area's rich history suitable for all ages in your family.
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Adult Activities

  • Wine Tasting Tours: Experience the region’s renowned vineyards firsthand with guided wine tastings that showcase local flavors and craftsmanship.
  • Boat Cruises on the Chesapeake Bay: Enjoy a relaxing cruise along the bay, offering scenic views and a tranquil escape for adults seeking leisure in the area.
  • Gourmet Dining Experiences: Indulge in exquisite cuisine at highly-rated restaurants where you can savor regional specialties in an elegant setting.
  • Art Galleries and Cultural Centers: Explore vibrant art galleries and cultural venues that highlight the area's creative spirit and rich history.

The Dog and Oyster Vineyard Travel Tips

How Can You Make the Most of Your Stay?

  • Plan your arrival early: Arriving during off-peak hours can help you settle in more comfortably and enjoy a stress-free start to your stay.
  • Explore local dining options: Take advantage of the region’s renowned eateries to savor authentic flavors and experience the area's culinary culture.
  • Make use of on-site amenities: Utilize the unique features available here to enhance your relaxation and create memorable moments during your visit.
  • Connect with the local community: Engage with nearby residents or join local events to gain insider tips and enrich your experience in this welcoming region.

Transportation Options

  • Private Car Rental Services: Conveniently explore the region with private car rentals that offer flexibility and comfort for traveling from your rental accommodation near The Dog and Oyster Vineyard.
  • Taxi and Rideshare Options: Easily access taxis or rideshare services within this area to reach local attractions and amenities without hassle.
  • Public Transportation: Limited but available bus services connect visitors to nearby towns, providing an economical way to get around the region.
  • Bicycle Rentals: For an eco-friendly and scenic experience, consider renting a bicycle to enjoy the quiet countryside surrounding the vineyard and here in Irvington’s locale.

Local Customs Options

  • Respect for Local Maritime Traditions: You will find that honoring the region’s maritime heritage is important when engaging with local customs here, especially related to oyster harvesting and boating etiquette.
  • Emphasis on Community Events: Participating in community gatherings and festivals reflects the area's close-knit atmosphere, offering an authentic experience during your stay.
  • Preservation of Historic Practices: The region values its historical roots, so observing traditional crafts and storytelling can enrich your connection with this destination.
  • Environmental Respect: Sustainable practices are highly regarded, encouraging visitors like you to be mindful of conservation efforts, especially around the waterways and natural landscapes.

Frequently Asked Questions About The Dog and Oyster Vineyard Rentals by Owner

1. What are the top vacation rentals in The Dog and Oyster Vineyard?

2. How many Rentbyowner vacation rentals are available in The Dog and Oyster Vineyard?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 45 in the The Dog and Oyster Vineyard 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 The Dog and Oyster Vineyard. 

3. What is the cancellation policy for a rental by owner at The Dog and Oyster Vineyard in Irvington?

Cancellation policies vary by host, so you should review the specific listing details or contact the owner directly to understand the terms regarding cancellations and potential refunds.

4. How do I confirm my booking at this vacation rental in Virginia?

Booking confirmations are typically sent once your reservation is successfully completed through Rent By Owner. Be sure to check your email or account messages for confirmation details and contact the owner if needed.

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

Additional fees, such as cleaning, service charges, or security deposits, are outlined in the listing description. For precise fee details, review the listing carefully or reach out to the owner directly.

6. What amenities are included in a rental by owner on the estate in Irvington?

Amenities vary by property, but common features include fully equipped kitchens, Wi-Fi, and outdoor spaces. To confirm specific amenities offered, consult the listing or contact the owner before booking.

7. What should I do if I encounter issues during my stay at this destination?

If you experience any problems, you should contact the owner immediately through the messaging platform provided or from the contact details listed. Rent By Owner also offers support if needed to ensure a smooth stay.

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