1. USA
  2. Oregon
  3. Bend
  4. First On The Hill
  5. Rentals by Owner

Discover Your Perfect First On The Hill Rentals by Owner

First On The Hill Rentals by Owner

10.0 (284 Reviews)
House
Great Downtown Location And House
  • Air Conditioner
  • Parking
  • Pet Friendly
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10.0 (1 Review)
House
Huckleberry Cottage
  • Parking
  • Pet Friendly
  • Security/Safety
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10.0 (1 Review)
House
Mirror Pond
  • Parking
  • Security/Safety
  • Sports/Activities
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More Top-Rated Rentals by Owner in First On The Hill Area

Why Choose Rent By Owner for your First On The Hill 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.

Popular Areas for First On The Hill Rentals by Owner

Where are the best neighborhoods to stay in First On The Hill?

When considering where to stay in Bend, Oregon, First On The Hill offers a prime location that balances convenience with scenic beauty. This neighborhood provides easy access to local attractions and outdoor activities, making it ideal for travelers seeking both relaxation and adventure. By choosing a rental by owner in this area through Rent By Owner, you can enjoy a seamless booking process with reliable accommodations that cater to your comfort and preferences. Whether you're exploring the vibrant community or enjoying the picturesque surroundings, staying in First On The Hill ensures an authentic and memorable experience in Bend, Oregon.

Boyd Acres

Located within this welcoming area, you can enjoy convenient access to the region’s natural beauty while staying in a comfortable rental by owner. It’s an ideal choice for those seeking a relaxed atmosphere and easy transportation options in the heart of Bend.

View 39+ Rentals in Boyd Acres

Best Times to Visit First On The Hill

When should you plan your Rentals by Owner stay?

Choosing the optimal time to visit here ensures you experience the region's unique charm at its best, making your rental by owner stay in First On The Hill, Bend, Oregon, USA, truly memorable and well worth planning around.

Peak Season Highlights

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Summer (June to August)

During the peak summer months, the area experiences warm temperatures ideal for outdoor activities and exploring the local scenery. This is when you can enjoy the region's vibrant atmosphere and longer daylight hours.

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

The early fall offers mild weather and stunning foliage, making it a popular time for visitors seeking picturesque landscapes and outdoor adventures in this destination.

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

Off-Season Highlights

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Winter (December to February)

With cooler temperatures and quieter surroundings, winter provides a peaceful environment perfect for those looking to escape the crowds while enjoying cozy accommodations nearby.

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

As the region transitions into spring, fewer visitors arrive, offering a tranquil setting to explore the area's natural beauty with moderate temperatures and blooming landscapes.

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

Weekly Weather Forecast for First On The Hill

How to Book Your First On The Hill vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 First On The Hill

More Top-Rated Rentals by Owner in First On The Hill Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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 seating areas perfect for relaxing and taking in the scenic views of the surrounding landscape.
  • Benefit from dedicated BBQ grills to enhance your outdoor dining experiences during your stay.
  • Take advantage of spacious patios or decks ideal for entertaining or unwinding after a day exploring the region.
  • Explore nearby walking trails or access private pathways that connect you to the area's natural beauty.
  • Relax in beautifully landscaped outdoor gardens that add to the tranquility of your vacation experience.
  • Utilize outdoor fire pits to gather with friends or family under the stars in this welcoming destination.
  • Make use of parking facilities designed to accommodate outdoor gear, making your outdoor adventures more convenient.

Top Attractions Around First On The Hill

What attractions are nearby?

In this vibrant area, you'll find a variety of outdoor activities and local attractions to enjoy during your stay, making it an ideal destination for those seeking adventure and relaxation in First On The Hill, Bend, Oregon.

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Family Activities

  • High Desert Museum: Engage with interactive exhibits and wildlife encounters that bring the region's natural history to life for your family.
  • Deschutes River Activities: Enjoy fishing, tubing, or scenic walks along the river, offering fun-filled outdoor adventures suitable for all ages.
  • Pine Mountain Observatory: Discover starry skies through telescopes and educational programs ideal for budding astronomers in your family.
  • Downtown Bend Parks: Relax and play at local parks featuring playgrounds and open spaces where your family can unwind and connect amidst scenic surroundings.
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Adult Activities

  • Wine Tasting Tours: Explore local wineries in the region to enjoy tasting sessions and learn about Oregon’s vibrant wine scene.
  • Hiking Adventures: Discover scenic trails nearby that offer breathtaking views of the surrounding landscape, perfect for outdoor enthusiasts.
  • Art Gallery Visits: Immerse yourself in the area’s thriving arts community by visiting local galleries showcasing regional works.
  • Dining Experiences: Savor farm-to-table cuisine at renowned restaurants, enjoying the flavors that define this destination’s culinary reputation.

First On The Hill Travel Tips

How Can You Make the Most of Your Stay?

  • Embrace the Outdoors: Explore local parks and trails to experience the natural beauty that surrounds this region, making your stay more memorable and enriching.
  • Plan Ahead: Secure your rental early through Rent By Owner to ensure you find the perfect property in this sought-after area and enjoy a stress-free vacation.
  • Discover Local Flavors: Take advantage of culinary offerings nearby to immerse yourself in the regional cuisine and enhance your overall experience.
  • Optimize Your Stay: Make use of amenities and local tips provided by your rental host to maximize comfort and convenience during your visit here.

Transportation Options

  • Shuttle Services: Enjoy convenient shuttle options that provide easy transportation around the area, making it simple to explore Bend without the need for a rental car.
  • Public Transit: The local public transit system connects you to key destinations in this region, offering an economical and reliable way to get around during your stay.
  • Rental Car Agencies: Several rental car companies are available nearby, giving you the flexibility to explore Bend and its surroundings at your own pace.
  • Bike Rentals: Given the area's scenic bike paths, renting a bicycle can be an enjoyable and eco-friendly way to navigate the neighborhood and nearby attractions.

Local Customs Options

  • Respect for Nature: Locals value outdoor preservation, so engaging in eco-friendly practices is appreciated when exploring the area's natural beauty.
  • Appreciation for Art and Culture: The community often showcases local art, encouraging visitors to support regional artists and cultural initiatives.
  • Community Engagement: Participating in neighborhood events or supporting local businesses highlights your respect for the region's close-knit atmosphere.
  • Casual Hospitality: Visitors are welcomed with friendly, laid-back interactions that reflect the area's relaxed lifestyle and warm community spirit.

Frequently Asked Questions About First On The Hill Rentals by Owner

1. What are the top vacation rentals in First On The Hill?

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

2. How many Rentbyowner vacation rentals are available in First On The Hill?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 706 in the First On The Hill 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 First On The Hill. 

3. What is the cancellation policy for rental properties by owner in First On The Hill?

Cancellation policies vary depending on the individual listing. To understand the specific terms, please review the cancellation details provided on the listing or contact the owner directly before booking.

4. How do I confirm the availability of a rental by owner in this area?

Availability can change frequently; therefore, it’s best to check the real-time calendar on the listing or reach out to the owner for the most up-to-date information.

5. Are there any additional fees I should be aware of when booking a rental by owner in the region?

Additional fees such as cleaning fees, service charges, or local taxes are typically detailed in the listing. Confirm these details with the owner to ensure transparency before completing your reservation.

6. What amenities are generally included in rentals by owner in this destination?

Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. Review each listing carefully or contact the owner for specifics about the amenities available.

7. How can I contact the owner if I have questions before booking?

Most listings provide a direct messaging feature or contact details for owners. Use these options to ask any questions you may have before finalizing your reservation.

More Rentals You May Like Near First On The Hill

10.0 (1 Review)
House
Bluebird Day - Cascadia Craftsman
  • Parking
  • Security/Safety
  • Wellness Facilities
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More Top-Rated Rentals by Owner in First On The Hill Area