Discover Your Perfect Trail Vacation Homes

Trail Luxury Rentals

See More Trail Luxury Vacation Rentals
Find More Trail Villas, Resorts, & Rentals on BedroomVillas

Why Choose Rent By Owner for your Trail Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Trail

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination ensures you can fully enjoy the natural beauty and outdoor activities that make the area so inviting, making it an ideal time to secure your perfect vacation rental here.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours, perfect for exploring the scenic outdoors of this destination.

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

The fall season offers vibrant foliage and cooler temperatures, making it an ideal time to experience the region’s natural beauty at its peak.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 40°F to 50°F

Off-Season Highlights

image
Winter (December to February)

In winter, the area becomes quieter with a peaceful atmosphere, though temperatures can drop below freezing, so packing accordingly is recommended.

Average Temperature Daytime: 30°F to 45°F - Nighttime: 20°F to 30°F
image
Spring (March to May)

Springtime brings milder weather and blooming landscapes, offering a calm and less crowded experience here before the busy summer season begins.

Average Temperature Daytime: 50°F to 65°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Trail

How to Book Your Trail 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 Trail

More Top-Rated Vacation Rentals in Trail 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 to unwind after a day of exploring the region’s scenic trails.
  • Take advantage of communal picnic areas perfect for outdoor dining in the area’s fresh mountain air.
  • Benefit from access to lush gardens or landscaped yards that enhance your outdoor experience.
  • Relax in a cozy outdoor fire pit, ideal for gathering with friends and family under the starry sky.
  • Make the most of nearby hiking trails or nature paths directly accessible from your rental.
  • Utilize available outdoor BBQ grills for preparing delicious meals in the open air during your stay.
  • Enjoy panoramic views from large windows or outdoor balconies that showcase the natural beauty of this destination.

Top Attractions Around Trail

What attractions are nearby?

In this charming area, you can enjoy outdoor activities such as hiking, biking, and exploring scenic trails that showcase the natural beauty of the region, making it an ideal destination for nature enthusiasts staying in nearby vacation rentals.

image
image

Family Activities

  • Trail City Park: Enjoy a family picnic or outdoor play at this scenic park nestled in the heart of the region, offering a perfect spot to relax and unwind.
  • Riverside Nature Trails: Discover easy walking paths along the nearby river that are ideal for kids and adults alike, providing a chance to connect with nature.
  • Local Museums and Community Centers: Engage your family with educational exhibits and interactive activities that showcase the area's rich history and culture.
  • Adventure Putt Mini Golf: Have fun competing on a family-friendly mini golf course designed to entertain visitors of all ages here in this destination.
image

Adult Activities

  • Hiking the Pacific Crest Trail: Embark on scenic hikes along the renowned Pacific Crest Trail, offering breathtaking views and a true outdoor adventure here.
  • Exploring local museums and cultural sites: Discover the area's rich history and art through visits to nearby museums that showcase the region's unique heritage.
  • Enjoying craft breweries and local wineries: Sample regional flavors at some of the area's popular breweries and wineries, perfect for relaxing adult outings.
  • Fishing in nearby waterways: Experience tranquil moments by casting your line into the streams and lakes surrounding this destination, ideal for fishing enthusiasts.

Other Places to Stay in Trail, OR

Spirit of the Rogue Nature Center
Spirit of the Rogue Nature Center Vacation Rentals
Cole M. Rivers Hatchery
Cole M. Rivers Hatchery Vacation Rentals
Lost Creek Park
Lost Creek Park Vacation Rentals
Joseph H Stewart State Park
Joseph H Stewart State Park Vacation Rentals
More Places to Stay Near Trail

Trail Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Outdoor Activities: Take advantage of the region's natural beauty by planning outdoor adventures such as hiking or biking to fully enjoy what this destination has to offer.
  • Choose the Right Vacation Rentals: Select well-reviewed vacation rentals that provide comfort and privacy, ensuring a relaxing stay in the area.
  • Plan Your Visit Around Seasonal Events: Check for any local festivals or events happening during your stay to immerse yourself in the region’s vibrant community life.
  • Discover Hidden Gems: Venture beyond the typical tourist spots to find unique local eateries and scenic spots that showcase the area's authentic charm.

Transportation Options

  • Trail Transit System: This local transportation option offers convenient bus routes throughout the area, making it easy to explore your surroundings during your stay.
  • Rental Cars: Renting a car provides flexibility and comfort as you navigate this region’s scenic landscapes and attractions at your own pace.
  • Taxi and Rideshare Services: Accessible taxis and ride-sharing options such as Uber and Lyft are reliable choices for quick trips within the area or to nearby destinations.
  • Bike Rentals: For a more active experience, bike rentals are available, allowing you to enjoy the fresh air while exploring the natural beauty here.

Local Customs Options

  • Local Art and Craftsmanship: Embrace the region’s rich heritage by exploring local art galleries and craft fairs that showcase Trail's unique craftsmanship.
  • Traditional Food Practices: Respect the area's culinary customs by indulging in locally inspired dishes that highlight regional ingredients and cooking techniques.
  • Community Festivals: Participate in seasonal celebrations and festivals that reflect Trail’s vibrant community spirit and cultural traditions.
  • Environmental Respect: Practice eco-friendly habits and support conservation efforts to preserve the natural beauty that makes this destination special.

Frequently Asked Questions About Trail?

1. What are the top vacation rentals in Trail?

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

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 37 in the Trail 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 Trail. 

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

Cancellation policies vary by property, so it’s important to review the specific listing details. You can find this information on the property page or contact the owner directly for clarification.

5. How do I book a vacation rental in this area securely?

You can securely reserve your vacation rental in here through the booking platform, which uses trusted payment methods. Ensure you read the listing terms and confirm your reservation directly with the property owner if needed.

6. Are there any additional fees I should be aware of when booking in the region?

Additional fees such as cleaning, service charges, or taxes are typically detailed in the listing. It’s advisable to review these details before confirming your booking in order to avoid surprises.

7. What amenities are commonly included in vacation rentals here?

Most properties offer amenities like Wi-Fi, parking, and fully equipped kitchens. To view specific amenities, refer to the listing description or contact the owner directly for questions about particular features.

8. Is there a minimum stay requirement for vacation rentals in this destination?

Minimum stay requirements can differ depending on the property. Check the individual listing details to confirm the length of stay needed before making your reservation.

Trail Top Rated Vacation Rentals

See More Trail Vacation Rentals