Pleasant Valley Wine Company Rentals by Owner

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9.3 (17 Reviews)
House
  • Wheelchair Accessible
  • Balcony/Terrace
  • Accessibility
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9.3 (6 Reviews)
Apartment
  • Parking
  • Security/Safety
  • Guest Services
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9.0 (3 Reviews)
House
  • Parking
  • Security/Safety
  • Guest Services

Why Choose Rent By Owner for your Pleasant Valley Wine Company 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 Pleasant Valley Wine Company

When should you plan your Rentals by Owner stay?

To make the most of your stay, consider visiting during the optimal seasons when this destination's scenic beauty and local charm are at their peak, ensuring a memorable experience in the area with your carefully selected rental by owner.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, the area experiences warm and inviting weather, making it ideal for enjoying outdoor activities and vineyard tours. This is the busiest season, so expect vibrant atmospheres and lively events.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
autumn
Autumn (September to November)

Fall offers stunning foliage and harvest festivities, attracting visitors who want to experience the region’s renowned wine culture in a picturesque setting. Peak season brings an energetic vibe with numerous local celebrations.

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

Off-Season Highlights

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Winter (December to February)

The winter months bring quieter scenery and fewer crowds, creating a peaceful environment for those seeking a relaxing retreat. It’s an excellent time for cozy accommodations and exploring local wineries without the busy crowds.

Average Temperature Daytime: 30-40°F - Nighttime: 15-25°F
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Spring (March to May)

As nature begins to bloom, this season offers a more tranquil experience with mild weather and fewer visitors. It’s perfect for discovering the region’s charming landscapes and enjoying early vineyard activities.

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

Weekly Weather Forecast for Pleasant Valley Wine Company

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 outdoor seating or dining areas to relax and take in the scenic views of the region.
  • Take advantage of private gardens or landscaped yards for outdoor leisure activities.
  • Make use of spacious decks or patios perfect for entertaining or unwinding after exploring here.
  • Benefit from outdoor fire pits, ideal for cozy evenings under the stars in this destination.
  • Utilize designated barbecue grills for enjoying grilled meals with family or friends in the region.
  • Discover access to walking trails or nature paths surrounding your rental for outdoor adventures.
  • Seek out outdoor recreational amenities such as kayaks or paddleboards if available nearby, enhancing your stay here.
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Family Activities

  • Wine Tasting Tours: Enjoy family-friendly wine tasting experiences that highlight the region's renowned vineyards, providing a relaxing way to explore local flavors.
  • Scenic Lake Activities: Engage in boating, kayaking, or paddleboarding on nearby Keuka Lake, offering family fun amidst stunning waterfront views.
  • Historic Main Street Walks: Stroll through Hammondsport's charming downtown, discovering unique shops, museums, and local eateries that appeal to all ages.
  • Family Picnics in Local Parks: Relax with a picnic in one of the area's scenic parks, where kids can play and families can enjoy the serene natural surroundings.
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Adult Activities

  • Wine Tasting Tours: Immerse yourself in the local viticulture by taking guided wine tasting tours that highlight the region’s renowned vineyards.
  • Historic Winery Visits: Explore the storied history of this destination through visits to historic wineries that showcase the area's rich winemaking heritage.
  • Participate in Wine-Making Experiences: Engage in hands-on wine-making activities offered here, allowing you to create your own unique blend during your stay.
  • Attend Wine and Food Events: Enjoy specialized wine and food pairing events that celebrate the region’s culinary scene and elevate your visit.

Pleasant Valley Wine Company Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Wine Tours: Schedule your visits to nearby wineries early to enjoy exclusive tastings and avoid missing out on the region’s renowned wine experiences.
  • Explore the Area’s Scenic Routes: Take advantage of the region’s picturesque roads for a leisurely drive that highlights the natural beauty surrounding your rental stay.
  • Visit During Peak Seasons: Book your accommodations well in advance during local events and harvest seasons to ensure the best availability and vibrant regional atmosphere.
  • Utilize Local Recommendations: Tap into trusted sources or your host’s advice to discover hidden gems and authentic dining options in this winery destination.

Transportation Options

  • Car Rental Services: Conveniently rent a vehicle in the area to explore at your own pace and enjoy the scenic vineyards and local attractions around Hammondsport.
  • Local Shuttle Services: Use regional shuttle options that connect you to key destinations, making it easy to visit wineries without worrying about parking or driving.
  • Taxi and Ride-Sharing: Reliable taxi and ride-sharing options are available nearby, providing quick transportation for trips between your rental and the charming town center or other local spots.
  • Bicycle Rentals: Embrace the picturesque surroundings by renting a bicycle, offering an eco-friendly way to experience the region’s beauty and vineyard trails firsthand.

Local Customs Options

  • Wine Tasting Etiquette: When visiting local wineries, you'll find that participating in guided tastings and respecting the staff's recommendations is highly appreciated here.
  • Farmers' Market Traditions: Engaging with vendors courteously and supporting local producers by purchasing fresh, regional products exemplifies the area's farming customs.
  • Local Hospitality Practices: Visitors often experience warm welcomes and friendly interactions as residents take pride in sharing their region’s hospitality traditions.
  • Seasonal Festivals: Attending seasonal events and embracing the region's celebration customs provides a richer understanding of the area's cultural heritage.

Frequently Asked Questions About Pleasant Valley Wine Company Rentals by Owner

1. What are the top vacation rentals in Pleasant Valley Wine Company?

2. How many Rentbyowner vacation rentals are available in Pleasant Valley Wine Company?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 97 in the Pleasant Valley Wine Company 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 Pleasant Valley Wine Company. 

3. What is the cancellation policy for a rental by owner in this area?

The cancellation policy varies depending on the individual listing. To view specific details, please refer to the rental listing or contact the owner directly through Rent By Owner.

4. How do I confirm my booking with an owner in this region?

Bookings are confirmed once you complete the reservation process on Rent By Owner and receive a confirmation from the property owner. For additional assurance, communicate directly with the owner via the platform.

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

Additional fees such as cleaning, service charges, or taxes may apply depending on the listing. Please review the detailed fee breakdown on the property’s page before completing your reservation.

6. What amenities can I expect when staying at a rental by owner in this destination?

Amenities vary by property but typically include essentials like Wi-Fi, parking, and kitchen facilities. Check the specific listing for a comprehensive list of the amenities offered.

7. How do I get in touch with the property owner if I have questions during my stay?

You can contact the owner directly through the messaging system provided on Rent By Owner. Most listings offer a way to reach out prior to booking or during your stay for any assistance needed.

More Rentals You May Like Near Pleasant Valley Wine Company

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9.0 (1 Review)
House
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