Discover Your Ideal Old Bend, Bend Rental by Owner for a Comfortable Stay in Oregon
Discover Your Perfect Old Bend Rentals by Owner
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Old Bend Rentals by Owner
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- Fireplace/Heating
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Why Choose Rent By Owner for your Old Bend vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Old Bend Rentals by Owner
Where are the best neighborhoods to stay in Old Bend?
When considering neighborhoods to stay in Old Bend, Bend, Oregon, you’ll find a variety of charming areas that offer both convenience and local flavor. Whether you prefer the vibrant atmosphere close to downtown or a quieter retreat near outdoor attractions, each neighborhood provides a unique experience tailored to your interests. Booking a rental by owner in Old Bend allows you to enjoy authentic local accommodations while exploring the diverse surroundings of this picturesque Oregon city. Trust Rent By Owner to help you find a dependable and seamless lodging option in the perfect neighborhood for your visit.
Orchard District
Located within a short drive from the core of Old Bend, the Orchard District offers a peaceful neighborhood setting with easy access to local parks and scenic views, making it ideal for those seeking a relaxed yet convenient stay in the region.
View 105+ Rentals in Orchard DistrictSouthern Crossing
This area provides a quiet residential atmosphere close to outdoor recreation opportunities, perfect for visitors who want to enjoy the natural beauty of Bend while staying in a comfortable rental near key attractions.
View 144+ Rentals in Southern CrossingLarkspur
Nestled in the southern part of town, Larkspur features charming streets and easy access to local amenities, offering a welcoming environment for travelers looking for a cozy, owner-occupied rental experience nearby the heart of Bend.
View 84+ Rentals in LarkspurBest Times to Visit Old Bend
When should you plan your Rentals by Owner stay?
Choosing the right time to vacation here allows you to experience the area's unique climate and local events, making your stay in Bend even more memorable when booking a rental by owner through Rent By Owner.
Peak Season Highlights
Summer (June to August)
During the summer months, you can experience warm days and vibrant outdoor activities in this popular destination, making it ideal for outdoor enthusiasts.
Fall (September to November)
Early fall offers crisp air and colorful foliage, attracting visitors seeking a scenic retreat while enjoying the region’s outdoor adventures.
Off-Season Highlights
Winter (December to February)
The winter season brings cooler temperatures perfect for those interested in quieter accommodations and seasonal pursuits in this area.
Spring (March to May)
Spring offers mild weather and fewer crowds, providing a peaceful setting for exploring the region’s natural beauty and booking your rental by owner.
Weekly Weather Forecast for Old Bend
How to Book Your Old Bend vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Old Bend
Common Rentals by Owner Amenities
What amenities can you expect?
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 with tables and seating for relaxing meals amidst scenic surroundings.
- Take advantage of private patios or decks perfect for morning coffees or evening gatherings.
- Benefit from spacious yards or gardens to explore local flora and create outdoor activities.
- Make use of fire pits or outdoor fireplaces for cozy evenings under the stars.
- Access outdoor grills or barbecues to prepare delicious meals while enjoying the area's fresh air.
- Utilize nearby walking trails, biking paths, or nature access to explore here’s natural beauty.
- Relax in outdoor hot tubs or spas designed to take in views of the surrounding landscape.
Top Attractions Around Old Bend
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities such as hiking, biking, and exploring scenic parks just moments from your vacation rental, making it easy to embrace the natural beauty and adventure that define this destination.

Family Activities
- Bend Metropolitan Park: Enjoy a family picnic or leisurely walk along the scenic trails nestled within the area’s lush greenery.
- The High Desert Museum: Discover engaging exhibits and interactive displays that highlight the region’s natural history and local wildlife, perfect for young explorers.
- Deschutes River Trail: Take a family hike or bike ride along this picturesque trail that runs alongside the river, offering stunning views of the surrounding landscape.
- Old Mill District: Explore shopping, dining, and entertainment options in the region’s vibrant shopping district, ideal for a fun family outing.
Adult Activities
- Guided Brewery Tours: Explore the thriving craft beer scene in the area with expert-led tours that showcase local breweries and their unique offerings.
- Hiking and Nature Walks: Discover scenic trails nearby, perfect for enjoying the natural beauty of this destination's lush landscapes and mountain vistas.
- River Rafting Adventures: Experience exhilarating whitewater trips on the region’s rivers, providing a thrilling way to appreciate the area's outdoor allure.
- Wine Tasting Experiences: Visit local wineries for tastings and tours, immersing yourself in the region’s acclaimed viticulture and boutique wine scene.
Other Places to Stay in Old Bend, OR
Old Bend Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Outdoor Activities: Take advantage of the region's renowned natural beauty by engaging in outdoor pursuits like hiking, biking, or fishing to truly immerse yourself in the area's scenic landscape.
- Visit Unique Neighborhoods: Discover the charm of nearby neighborhoods by scheduling walks or local tours to experience the authentic atmosphere and hidden gems of the area.
- Plan Your Itinerary Around Seasonal Events: Check the regional event calendar to align your stay with festivals or seasonal activities that highlight the local culture and community spirit.
- Utilize Local Resources for Dining and Shopping: Seek out recommendations from rental hosts or locals to enjoy authentic regional cuisine and boutique shopping experiences during your visit here.
Transportation Options
- Personal Vehicle Rentals: Renting a car gives you the flexibility to explore the area and surrounding attractions at your own pace.
- Local Public Transit: The regional bus system offers an affordable and eco-friendly way to get around this destination and its nearby spots.
- Bike Rentals: Biking is a popular option here, providing both a scenic experience and convenient transportation through the region's bike-friendly routes.
- Taxi and Rideshare Services: Taxis and rideshare options are readily available for quick, hassle-free travel within the local area and beyond.
Local Customs Options
- Respect for Outdoor Etiquette: When enjoying the natural beauty around here, it’s important to follow leave-no-trace principles to preserve the area's scenic landscapes.
- Local Art Appreciation: Supporting regional artists by exploring galleries and installations is a valued custom in this vibrant arts community.
- Environmental Conservation: Participating in sustainable practices, such as recycling and conserving water, reflects the community’s dedication to preserving the region’s pristine environment.
- Community Events Participation: Engaging in local gatherings and festivals helps you connect with residents and embrace the area's welcoming spirit.
Frequently Asked Questions About Old Bend Rentals by Owner
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:
- Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo
- Great Downtown Location And House
- Historic Craftsman Bungalow, Just Steps to Downtown ~HOT TUB!~
- RIVERFRONT COTTAGE EPIC WALKABLE LOCATION ON RIVER
- Downtown Bungalow, Gourmet Kitchen, 2BR/1.5BA
- LOCATION! WALK TO DOWNTOWN AND OLD MILL - ONE BEDROOM ONE BLOCK FROM THE RIVER
- WALK TO DOWNTOWN & OLD MILL-1 BLOCK TO THE RIVER-MODERN/ATTRACTIVE 1 BDR SUITE
- Location! Walk To Downtown And Old Mill - One Bedroom One Block From The River
- Georgia Cottage Lindy | Old Bend pet (dog) friendly walk everywhere!
- Bernhard Justice- Salt Hot Tub, 100+ Wifi, Gas Firepl, EV plug, Walkable!
2. 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 119 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.
3. How do I confirm the cancellation policy for a rental by owner in Bend, Oregon?
4. What amenities are typically included in vacation rentals by owner here?
5. Is there a minimum stay requirement when booking a vacation rental in this area?
6. How can I ensure my payment process is secure when booking through Rent By Owner?
7. What should I do if I need to modify or cancel my reservation in Bend, Oregon?
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