Discover Your Perfect Costa Ventosa Vineyard and Winery Vacation Homes

Best Vacation Homes in Costa Ventosa Vineyard and Winery

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10.0 (1 Review)
House
5 Whitecap
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
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Why Choose Rent By Owner for your Costa Ventosa Vineyard 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.

Popular Areas for Costa Ventosa Vineyard and Winery Vacation Rentals

Where are the best neighborhoods to stay in Costa Ventosa Vineyard and Winery?

Discover the charming neighborhoods surrounding Costa Ventosa Vineyard and Winery in Maryland, USA, that offer a tranquil backdrop for your stay. Whether you prefer a scenic countryside retreat or a lively community with local amenities, these areas provide a variety of options for an authentic experience. When booking your vacation rentals, consider exploring nearby districts known for their welcoming atmosphere and picturesque landscapes, making your visit to Maryland both relaxing and memorable.

Midtown Ocean City

Located near the vibrant heart of the area, Midtown Ocean City offers convenient access to local amenities and beaches, making it an ideal spot for exploring nearby vineyards and enjoying the coastal atmosphere.

View 3213+ Rentals in Midtown Ocean City

West Ocean City

This neighborhood provides a quieter setting while remaining close to popular attractions, offering a perfect base for visitors seeking proximity to scenic vineyards and regional wineries.

View 158+ Rentals in West Ocean City

Ocean Pines

Nestled within lush surroundings, Ocean Pines presents a peaceful environment where you can unwind after visiting local vineyards and immersing yourself in the area's natural beauty.

View 386+ Rentals in Ocean Pines

Bayside

Set along the waterfront, Bayside offers picturesque views and easy access to nearby vineyards, making it a desirable location for wine enthusiasts exploring the region.

View 42+ Rentals in Bayside

Assateague Pointe

Famous for its scenic landscapes, Assateague Pointe is perfect for those wanting a blend of outdoor adventure and close proximity to local wineries in the region.

View 45+ Rentals in Assateague Pointe

Sunset Island

This exclusive island community offers a serene retreat with easy access to the area's vineyards and wineries, ideal for a relaxing getaway near scenic wine country.

View 240+ Rentals in Sunset Island

Little Salisbury

A charming neighborhood offering convenient access to regional vineyards, making it a practical choice for wine lovers exploring the broader area.

View 31+ Rentals in Little Salisbury

Montego Bay

Known for its tranquil bay views, Montego Bay provides a peaceful environment while keeping you within reach of the area's renowned vineyards and wineries.

View 111+ Rentals in Montego Bay

Best Times to Visit Costa Ventosa Vineyard and Winery

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider visiting during the region’s optimal seasons when the climate enhances your vineyard and winery experience here in Maryland, ensuring a memorable vacation in this scenic destination.

Peak Season Highlights

spring
May to June

During late spring and early summer, this area experiences warm weather ideal for enjoying the vineyard scenery and outdoor activities.

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

Early fall offers mild temperatures and vibrant foliage, making it a perfect time to explore the region's scenic beauty and wine tastings.

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

Off-Season Highlights

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January to February

Winter months bring cooler temperatures, providing a quieter and more intimate experience at local vineyards and wineries.

Average Temperature Daytime: 40°F - 50°F - Nighttime: 25°F - 35°F
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November to December

Late fall and early winter offer a peaceful atmosphere with fewer visitors, ideal for those seeking a relaxed vacation experience.

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

Weekly Weather Forecast for Costa Ventosa Vineyard and Winery

How to Book Your Costa Ventosa Vineyard 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 Costa Ventosa Vineyard and Winery

More Top-Rated Vacation Rentals in Costa Ventosa Vineyard 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 outdoor dining with a private patio or picnic area to savor the scenic views of the vineyard.
  • Relax on a spacious veranda or deck that offers panoramic vistas of the surrounding region.
  • Take advantage of landscaped gardens and walking trails ideal for leisurely strolls through the area’s natural beauty.
  • Make use of a swimming pool or hot tub to unwind after exploring the local vineyards and wineries.
  • Utilize outdoor grilling facilities for cookouts under the open sky, perfect for gatherings with friends or family.
  • Participate in outdoor activities such as tennis courts or sports fields available at some properties here.
  • Capture memorable moments with outdoor lounging areas designed for relaxing while enjoying the region's serene ambiance.

Top Attractions Around Costa Ventosa Vineyard and Winery

What attractions are nearby?

Here, you can explore local wineries and enjoy scenic vineyard tours that showcase the region’s rich wine heritage, providing a perfect backdrop for a relaxing getaway in Maryland.

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Family Activities

  • Wine Tasting Tours: Discover family-friendly wine tasting experiences that showcase the region’s renowned vineyards and allow you to learn about local winemaking traditions.
  • Vineyard Picnics: Enjoy a relaxing picnic amidst lush vineyard scenery, where your family can unwind and take in the beautiful views of the area.
  • Educational Vineyard Visits: Participate in guided tours designed for families, offering insights into the grape growing process and sustainable farming practices here.
  • Seasonal Festivals and Events: Join lively festivals hosted at the region’s wineries, featuring family-oriented activities, live entertainment, and local food vendors.
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Adult Activities

  • Wine Tastings: Indulge in guided wine tastings at the vineyard, where you can sample a variety of locally crafted wines showcasing the region’s unique flavors.
  • Vineyard Tours: Explore the sprawling vineyards with a guided tour that offers insights into the winemaking process and the area's rich agricultural heritage.
  • Wine and Food Pairing Events: Participate in exclusive events that combine regional wines with gourmet cuisine, providing an authentic taste of this destination’s culinary scene.
  • Grape Harvest Experiences: Join seasonal grape harvest activities to learn first-hand about the viticulture that makes this area a distinguished wine-producing region.

Costa Ventosa Vineyard and Winery Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local wine tours: Take advantage of guided tastings and vineyard tours to fully immerse yourself in the region's renowned winemaking heritage.
  • Visit during harvest season: Plan your stay during the grape harvest for a unique opportunity to see the winemaking process firsthand and enjoy special events.
  • Discover nearby culinary experiences: Pair your vineyard visits with local farm-to-table restaurants to enhance your regional tasting journey.
  • Make use of outdoor amenities: Relax in the scenic outdoor spaces offered at your vacation rental, perfect for enjoying the picturesque landscape of this destination.

Transportation Options

  • Rental Car Services: Renting a car in this region offers flexible transportation that allows you to explore the area at your own pace and visit nearby attractions comfortably.
  • Local Taxi and Rideshare Options: Taxis and rideshare services provide convenient, on-demand transportation for quick trips around the local area or to nearby service points.
  • Public Transit Systems: Buses serve the surrounding region, offering an economical way to travel if you prefer a budget-friendly option while exploring here.
  • Private Shuttle Services: Private shuttles can be arranged for direct, comfortable transfers between popular destinations in the area, ideal for group outings or special occasions.

Local Customs Options

  • Wine Tasting Etiquette: When visiting the vineyard here, it’s customary to sip and savor wines quietly, respecting the vintners' craft and the quiet ambiance of the region.
  • Local Harvest Celebrations: Participating in seasonal harvest festivals offers a glimpse into the area's rich agricultural traditions and community spirit.
  • Farm-to-Table Dining: Enjoying locally sourced meals at area eateries highlights the region's dedication to fresh, regional ingredients and culinary heritage.
  • Respect for Nature: Visitors are encouraged to preserve the scenic beauty by staying on designated paths and avoiding disruption to the natural environment of this destination.

Frequently Asked Questions About Costa Ventosa Vineyard and Winery?

1. What are the top vacation rentals in Costa Ventosa Vineyard and Winery?

There are a lot of options in Costa Ventosa Vineyard and Winery. If you plan on staying in the Costa Ventosa Vineyard 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 Costa Ventosa Vineyard and Winery:

2. How many Rentbyowner vacation rentals are available in Costa Ventosa Vineyard and Winery?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 220 in the Costa Ventosa Vineyard 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 Costa Ventosa Vineyard and Winery. 

3. What is the cancellation policy for vacation rentals here in Costa Ventosa Vineyard and Winery?

The cancellation policy varies depending on the host. To find specific details, please review the listing's terms or contact the property owner directly before booking.

4. Are there any additional fees I should be aware of when booking a vacation rental in this region?

Additional fees such as cleaning fees or service charges are typically outlined in the listing. We recommend reviewing the rental details carefully or reaching out to the owner for clarification.

5. How do I secure my reservation for a stay at this vineyard and winery area?

Reservations can be secured through the listing platform by following the booking procedure. Be sure to confirm availability and provide any required information promptly.

6. Is there a minimum stay requirement for vacation rentals near the vineyard and winery?

Minimum stay requirements vary among listings. Please check the specific property details or contact the host directly to confirm the stay duration.

7. What amenities are typically included with vacation rentals in this destination?

Amenities differ by property but often include essentials like Wi-Fi, parking, and kitchen facilities. Review each listing thoroughly or contact the owner if you have specific needs.

Best Vacation Homes in Costa Ventosa Vineyard and Winery