Discover Your Perfect Dry Hollow Vineyards Vacation Homes

Best Vacation Homes in Dry Hollow Vineyards

New
House
  • Parking
  • Security/Safety
  • Barbecue/Outdoor Cooking
8.8 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
10.0 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Why Choose Rent By Owner for your Dry Hollow Vineyards 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 Dry Hollow Vineyards

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience in the region, allowing you to enjoy the local climate and seasonal beauty while ensuring you find the perfect vacation rental for your stay.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, the region experiences warm weather, making it ideal for those seeking to enjoy the lush scenery and vineyard tours in this destination.

Average Temperature Daytime: Approximately 80-90°F - Nighttime: Around 55-60°F
autumn
Fall (September to November)

Autumn offers a vibrant landscape with changing leaves, perfect for outdoor exploration and wine tasting experiences at the local vineyards.

Average Temperature Daytime: 65-75°F - Nighttime: 45-50°F

Off-Season Highlights

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Winter (December to February)

The winter months bring cooler temperatures and quieter scenic views, providing a peaceful retreat away from the crowds in this region.

Average Temperature Daytime: 45-55°F - Nighttime: 30-40°F
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Spring (March to May)

Early spring is characterized by mild weather and blossoming vineyards, offering a tranquil setting for a relaxing stay here before the busy season begins.

Average Temperature Daytime: 55-68°F - Nighttime: 35-45°F

Weekly Weather Forecast for Dry Hollow Vineyards

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 patios or decks perfect for relaxing and taking in the scenic vineyard views.
  • Make the most of private gardens or lush yards that surround your rental, ideal for outdoor dining or leisure.
  • Benefit from access to swimming pools or hot tubs available at select properties for ultimate relaxation.
  • Take advantage of well-maintained outdoor grilling areas to host memorable barbecues with family and friends.
  • Explore the region's scenic walking paths or hiking trails right from your doorstep for outdoor adventures.
  • Utilize on-site parking facilities designed to accommodate your vehicle securely during your stay.
  • Revel in breathtaking sunset views over the vineyards from your outdoor living space, enhancing your experience here.
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Family Activities

  • Wine Tasting Tours: Experience family-friendly wine tasting sessions at the local vineyards nestled within the region's scenic landscape.
  • Lewis and Clark State Park: Explore outdoor adventures like hiking, picnicking, and nature walks in this beautiful park that offers stunning views along the Columbia River.
  • The Dalles Riverfront Trail: Enjoy a leisurely walk or bike ride along the riverfront, perfect for family outings and taking in the area's scenic beauty.
  • Columbia Gorge Discovery Center: Discover engaging exhibits and interactive displays about the region’s natural history and indigenous culture, ideal for family learning experiences.
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Adult Activities

  • Wine Tasting Tours: Explore local vineyards through guided wine tasting experiences that showcase the region's renowned wines.
  • Helicopter Tours: Take to the skies for breathtaking aerial views of the scenic landscapes surrounding this destination.
  • Historic Downtown Exploration: Discover charming shops, galleries, and cafes in the area's historic downtown district.
  • River Activities: Enjoy kayaking or paddleboarding on nearby waterways for a relaxing day immersed in nature.

Dry Hollow Vineyards Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local wineries: Take advantage of the region’s renowned vineyards by scheduling wine tastings during your stay to fully immerse yourself in the area's rich viticultural heritage.
  • Plan outdoor activities: Enjoy the natural beauty surrounding here by hiking or biking along scenic trails, which showcase the stunning landscape of this destination.
  • Visit nearby attractions: Make time for visits to regional landmarks and cultural sites that offer deeper insight into the history and character of this part of Oregon.
  • Book early for peak season: Secure your preferred vacation rentals well in advance, especially during busy times, to ensure a comfortable and stress-free experience in the area.

Transportation Options

  • Car Rentals: Renting a vehicle gives you the flexibility to explore the scenic region around Dry Hollow Vineyards at your own pace.
  • Ride-Sharing Services: Convenient ride-sharing options are available for easy transportation within The Dalles and nearby areas, ideal for short trips or evenings out.
  • Local Taxis: Professional taxi services offer reliable transportation services for comfortable travel to wineries, restaurants, or other attractions in this part of Oregon.
  • Public Transit: The region provides accessible bus services that connect you to key destinations, making it simple to get around without a car.

Local Customs Options

  • Wine Appreciation: Locals take pride in their wine culture, and you’ll find that sampling regional wines is a cherished tradition in this area.
  • Respect for Land and Nature: Community members demonstrate a deep respect for the local landscape, often participating in environmental preservation efforts.
  • Farm-to-Table Cuisine: Dining customs here emphasize locally sourced ingredients, reflecting a commitment to supporting regional agriculture.
  • Community Celebrations: Participating in seasonal festivals and harvest events offers a meaningful way to connect with the area's rich local traditions.

Frequently Asked Questions About Dry Hollow Vineyards?

1. What are the top vacation rentals in Dry Hollow Vineyards?

2. How many Rentbyowner vacation rentals are available in Dry Hollow Vineyards?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 21 in the Dry Hollow Vineyards 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 Dry Hollow Vineyards. 

3. What is the cancellation policy for vacation rentals in Dry Hollow Vineyards?

You should review the specific listing details or contact the property owner directly to understand the cancellation policy, as it can vary depending on the reservation terms.

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

Once you select your preferred dates and submit your reservation request, the owner typically reviews and confirms your booking. You will receive a confirmation email once accepted.

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

Additional fees, such as cleaning fees, security deposits, or service charges, are usually outlined in the listing. Be sure to read the full details before completing your reservation.

6. Can I modify or cancel my reservation after booking in the region?

Modifications and cancellations depend on the property's policies. It's recommended to contact the owner or review the listing's cancellation and modification terms before booking.

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

Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. For specific amenities, refer to the individual property listing or contact the owner directly.

Best Vacation Homes in Dry Hollow Vineyards