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Best Vacation Homes in Weston

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Weston Luxury Rentals

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Weston Pet Friendly Vacation Rentals

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7.4 (5 Reviews)
House
Scenic View Landing
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
View Availability
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Why Choose Rent By Owner for your Weston 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 Weston

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, as seasonal variations in weather and local events influence the best periods for enjoying the region's natural beauty and tranquility.

Peak Season Highlights

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Summer (June to August)

During summer, the area experiences warm weather that is perfect for outdoor activities and exploring the region's natural beauty.

Average Temperature Daytime: Highs around 75-85°F - Nighttime: Lows around 50-60°F
autumn
Fall (September to November)

This season offers pleasant temperatures and vibrant autumn foliage, making it an ideal time for enjoying scenic views and outdoor adventures.

Average Temperature Daytime: Highs around 65-75°F - Nighttime: Lows around 40-50°F

Off-Season Highlights

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Winter (December to February)

The winter months bring cooler temperatures and quieter surroundings, providing a peaceful retreat for those seeking solitude or winter sports.

Average Temperature Daytime: Highs around 40-50°F - Nighttime: Lows around 30-40°F
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Early Spring (March to May)

Before the busy summer season, early spring offers mild weather and fewer crowds, making it a great time to enjoy the area's tranquility.

Average Temperature Daytime: Highs around 55-65°F - Nighttime: Lows around 35-45°F

Weekly Weather Forecast for Weston

How to Book Your Weston 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 Weston

More Top-Rated Vacation Rentals in Weston 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 a private outdoor patio or deck for relaxing and dining al fresco amid natural surroundings.
  • Take advantage of spacious yards or gardens, perfect for outdoor games and family activities.
  • Make the most of scenic views from your rental's balcony or porch, immersing yourself in the area's beauty.
  • Utilize well-maintained barbecue grills for outdoor cooking experiences with friends and family.
  • Access to community or private outdoor pools for refreshing swims after exploring the local region.
  • Benefit from outdoor fire pits or fireplaces ideal for cozy evenings under the stars.
  • Discover nearby walking trails, paths, or nature preserves accessible directly from your rental stay.

Top Attractions Around Weston

What attractions are nearby?

Within this charming destination, you'll find a variety of outdoor activities and local attractions nearby to enhance your stay in the region.

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Family Activities

  • Weston Historic District Tour: Explore the charming streets and learn about the area's rich history through guided or self-guided walking tours that captivate both young and old.
  • Heritage Trail Hike: Embark on a family-friendly hike along this scenic trail to enjoy stunning views and discover local flora and fauna in the region.
  • Farmers Market Visits: Visit the local farmers market to taste fresh produce, handmade crafts, and experience the vibrant community atmosphere here.
  • Picnic in the Park: Spend quality time outdoors by having a relaxing picnic at one of the well-maintained parks nearby, perfect for families seeking leisure in this destination.
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Adult Activities

  • Wine Tasting Tours: Explore local vineyards and indulge in tasting sessions that highlight the region's renowned wine production, perfect for a relaxing adult activity.
  • Gourmet Dining Experiences: Savor exceptional cuisine at the area's top restaurants, where farm-to-table menus offer an authentic taste of the region's culinary excellence.
  • Historical Winery Visits: Discover the rich history of winemaking in the area with guided tours through historic wineries designed for wine enthusiasts.
  • Outdoor Recreation at State Parks: Enjoy scenic hikes or leisurely walks in nearby state parks that showcase the natural beauty and tranquility appreciated by visitors here.

Other Places to Stay in Weston, OR

Spout Springs Ski Area
Spout Springs Ski Area Vacation Rentals
Umatilla National Forest
Umatilla National Forest Vacation Rentals
Tollgate
Tollgate Vacation Rentals
More Places to Stay Near Weston

Weston Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Wineries: Take advantage of the region's renowned wineries to enjoy wine tastings and tours that enrich your stay in this picturesque destination.
  • Plan Outdoor Activities: Make the most of the area's beautiful scenery by scheduling outdoor activities such as hiking or cycling to experience the natural beauty firsthand.
  • Visit Seasonal Events: Check for local events or festivals happening during your visit to immerse yourself in the area's vibrant community spirit.
  • Choose a Strategic Location: Select vacation rentals situated near key attractions or scenic spots to maximize convenience and enhance your overall experience here.

Transportation Options

  • Car Rentals: Renting a car provides the most flexibility for exploring this destination and the surrounding region at your own pace.
  • Public Transit: Local bus services offer an affordable and convenient way to navigate here without the need for personal vehicle ownership.
  • Taxi Services and Rideshares: Taxis and rideshare options like Uber and Lyft are readily available, providing quick access to key locations within the area.
  • Airport Shuttles: Shuttle services from nearby airports make arrivals and departures seamless, especially when traveling with luggage or in groups.

Local Customs Options

  • Western Hospitality Etiquette: You’ll notice that welcoming gestures and politeness are highly valued in this region, reflecting the friendly spirit of the local community.
  • Farmers' Market Traditions: Embracing fresh, locally-sourced produce, you can expect a strong appreciation for sustainable farming practices during your visit here.
  • Community Events and Festivals: Participating in seasonal gatherings is common, offering a glimpse into the area's rich cultural heritage and communal values.
  • Respect for Nature: Environmental consciousness and outdoor preservation are integral to daily life, making it important for visitors to follow local conservation customs.

Frequently Asked Questions About Weston?

1. What are the top vacation rentals in Weston?

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

2. Which vacation homes in Weston are best for families?

If you are looking for a family-friendly vacation home in Weston, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Weston:

3. How many Rentbyowner vacation rentals are available in Weston?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 100 in the Weston 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 Weston. 

4. What is the cancellation policy for vacation rentals in Weston, Oregon?

Cancellation policies vary depending on the listing. You should review the specific rental's terms and conditions or contact the owner directly for detailed information regarding cancellations and any applicable fees.

5. How do I confirm the availability of a vacation rental in this region?

Availability can change quickly, so it's best to check the property's calendar directly on the listing. If you have questions, reaching out to the property owner will ensure you receive the most current information.

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

Additional fees such as cleaning fees, service charges, or deposits are typically outlined in the listing details. Reading these carefully or contacting the owner can provide clarity on any extra costs involved.

7. What amenities can I expect in vacation rentals across the area?

Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. To find accommodations with specific amenities, review the listing descriptions or ask the owner directly.

8. Is it possible to make special requests or modifications when booking a vacation rental in the region?

Special requests such as early check-in, late check-out, or additional services are usually handled directly with the owner. Contacting them beforehand ensures your needs are communicated and accommodated where possible.

Weston Top Rated Vacation Rentals

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