Discover Your Perfect Old Bend Vacation Homes

Why Choose Rent By Owner for your Old Bend 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.

Popular Areas for Old Bend Vacation Rentals

Where are the best neighborhoods to stay in Old Bend?

When choosing where to stay in Old Bend, you'll find that neighborhoods near downtown offer convenient access to the city's charming shops, galleries, and restaurants. For a more relaxed atmosphere, consider options slightly outside the bustling core, where you'll enjoy tranquil surroundings and scenic views. Each neighborhood provides unique attractions, making it easy to tailor your stay to your preferences. Whether you prefer to be in the heart of the action or nestled in a quieter area, Old Bend offers a variety of appealing locations for your ideal getaway.

Orchard District

Located within walking distance of downtown, the Orchard District offers a charming atmosphere for your stay, combining historic charm with convenient access to local shops and dining options. Here, you can enjoy a peaceful retreat while remaining close to the vibrant heart of the region.

View 105+ Rentals in Orchard District

Southern Crossing

This neighborhood provides easy access to outdoor adventures and scenic trails, making it an ideal choice for nature enthusiasts visiting the area. Stay here to experience the blend of natural beauty and comfortable amenities that define this part of the region.

View 144+ Rentals in Southern Crossing

Larkspur

Set in a quiet residential area, Larkspur offers a relaxing environment perfect for those seeking tranquility during their visit. Its proximity to local parks and recreational areas makes it a great base for exploring the region’s outdoor activities.

View 84+ Rentals in Larkspur

Best Times to Visit Old Bend

When should you plan your Vacation Rentals stay?

Choosing the right time to vacation here ensures you experience the region's natural beauty and local charm at its best, making your stay in this destination truly memorable.

Peak Season Highlights

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Summer (June to August)

During the summer months, this destination experiences its peak season as outdoor activities and warm weather attract many visitors seeking adventure and relaxation in the region.

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

The fall season brings vibrant foliage and pleasant temperatures, making it a popular time for visitors looking to enjoy the scenic beauty and outdoor pursuits in the area.

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)

In winter, fewer travelers visit due to colder weather, offering a quieter experience for those who prefer a peaceful retreat in the region's cozy accommodations.

Average Temperature Daytime: 35°F to 45°F - Nighttime: 20°F to 30°F
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Spring (March to May)

Spring sees lower visitor numbers before the full bloom of warmer months, providing an excellent opportunity for budget-conscious travelers to explore the area's natural beauty.

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

Weekly Weather Forecast for Old Bend

How to Book Your Old Bend 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 Old Bend

More Top-Rated Vacation Rentals in Old Bend 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 outdoor dining areas or picnic tables to savor meals amid the scenic surroundings.
  • Take advantage of private or shared patios and decks for relaxation and socializing outdoors.
  • Make use of outdoor fire pits or fireplaces to cozy up during cool evenings in this destination.
  • Benefit from landscaped gardens or yards that enhance your outdoor experience here.
  • Explore properties with access to hiking trails or nature paths nearby to immerse yourself in the region’s natural beauty.
  • Avail outdoor parking spaces or garages conveniently located close to your rental.
  • Find rentals that feature outdoor hot tubs or spas for a soothing soak after a day of adventure in this area.

Top Attractions Around Old Bend

What attractions are nearby?

While staying here, you'll find plenty of outdoor activities nearby, including scenic hiking trails, cycling routes, and river adventures that showcase the natural beauty of the region.

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Family Activities

  • Deschutes River Trail:** Explore the scenic trail along the Deschutes River, perfect for family hikes and enjoying the natural beauty of the area.
  • High Desert Museum:** Discover local history and wildlife through engaging exhibits designed to captivate children and adults alike in this educational attraction.
  • Old Mill District:** Experience shopping, dining, and outdoor entertainment options that provide fun for the whole family within a vibrant part of the region.
  • Bend Rock Gym:** Try indoor climbing at this family-friendly gym that offers beginner to advanced routes, making it an exciting activity regardless of skill level.
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Adult Activities

  • Explore the Deschutes Brewery Tour: Discover the rich brewing history of this region while sampling locally crafted beers at one of the area's renowned breweries.
  • Hike along the Bend Ale Trail: Enjoy scenic outdoor adventures through various trails that highlight the natural beauty and vibrant craft beer scene of the destination.
  • Visit the Old Mill District: Experience shopping, dining, and entertainment in a revitalized area that combines historic charm with modern amenities.
  • Experience the High Desert Museum: Engage with the region's cultural and natural history through interactive exhibits and engaging programs designed for adult visitors.

Other Places to Stay in Old Bend, OR

Des Chutes Historical Museum
Des Chutes Historical Museum Vacation Rentals
Drake Park
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More Places to Stay Near Old Bend

Old Bend Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Outdoor Activities: Take advantage of the region’s renowned outdoor recreation by planning activities like hiking or biking in the nearby trails to fully experience this destination's natural beauty.
  • Book Early for Peak Seasons: Secure your preferred vacation rentals ahead of time during busy seasons to ensure a comfortable stay in this popular area.
  • Discover Hidden Gems: Ask your host or do local research to find lesser-known spots that showcase the authentic charm of the destination.
  • Utilize Local Amenities: Make the most of on-site amenities and nearby services offered at your vacation rentals to enhance your stay in this vibrant part of the region.

Transportation Options

  • Rental Car Services: You can easily explore the region by renting a vehicle, with several major providers offering convenient options for your stay.
  • Public Transit: The local bus system provides an affordable and eco-friendly way to get around this destination and access nearby attractions.
  • Bicycle Rentals: For a scenic and active experience, consider renting a bike to navigate the area at your own pace while enjoying the natural beauty.
  • Taxi and Ride-Sharing: Taxis and ride-sharing services are readily available here, offering quick and reliable transportation for your travel needs.

Local Customs Options

  • Respect for Outdoor Recreation: Locals highly value outdoor activities, and you’ll find that respecting trail etiquette and Leave No Trace principles is a vital part of visiting this destination.
  • Community Events and Festivals: Participating in local events or festivals shows appreciation for the region's culture and helps you connect with the community here.
  • Environmental Conservation: The area places great importance on preserving its natural beauty, so engaging in eco-friendly practices during your stay is warmly encouraged.
  • Local Art and Craftsmanship: Appreciating and supporting regional artisans by exploring local galleries and markets is a cherished custom here, enriching your authentic experience.

Frequently Asked Questions About Old Bend?

1. What are the top vacation rentals in Old Bend?

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

2. Which vacation homes in Old Bend are best for families?

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

3. How many Rentbyowner vacation rentals are available in Old Bend?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 142 in the Old Bend 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 Old Bend. 

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

Cancellation policies vary by listing, so it's important to review the specific rental's terms on the listing page. Contact the property owner if you have questions or need clarification about cancellations.

5. How do I find available dates and book a vacation rental here?

You can easily check the availability calendar on the listing page and proceed with your booking through the designated booking system. For assistance, reach out to the property owner directly.

6. Are there any house rules or restrictions I should be aware of before booking?

Yes, each vacation rental has its own set of house rules outlined in the listing description. Be sure to read these carefully and contact the owner if you need further details or clarification.

7. What amenities are typically included in vacation rentals around this area?

Most rentals offer amenities such as Wi-Fi, parking, kitchens, and outdoor spaces. Exact features vary by property, so review the listing details to confirm what’s included during your stay.

8. How do I communicate with the property owner if I have special requests or questions?

You can contact the owner directly through the messaging system provided on the rental listing. This allows you to discuss any specific needs or inquiries prior to booking.