Photo by Hannah Martini

Old Bend holiday lettings

We found 357 holiday rentals — enter your dates for availability
Discover a selection of 65 homes, 10 apartments and other holiday rentals in Old Bend that are perfect for your trip. Holiday rentals offer the best amenities for your family, friends or furry companion, such as air conditioning and a pool. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Old Bend

Showing deals for:16 Oct - 23 Oct

Image gallery for Historic 1917 cottage by the river, walkable to all of downtown Bend!

Morning coffee on the porch of this original 110-year-old Bend classic.
9.8 out of 10, Exceptional, (94 reviews)
Exceptional
(94 reviews)

Historic 1917 cottage by the river, walkable to all of downtown Bend!

Bend

7% off
Price is £1,450
for 7 nights, 1 home
£207 per night
includes taxes & fees
Historic 1917 cottage by the river, walkable to all of downtown Bend!

Find spaces that suit your style

Frequently asked questions

How much does it cost to rent a holiday home in Old Bend?
Prices for holiday rentals in Old Bend vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Old Bend to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Old Bend holiday house rentals?
You can find great discounts on house rentals in Old Bend on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Old Bend holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Old Bend with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Old Bend?
A long-stay holiday rental in Old Bend is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Old Bend for a holiday rental?
The most popular time to visit Old Bend is during the peak season from May to July, when the region comes alive with outdoor enthusiasts eager to experience its stunning natural beauty. With average temperatures ranging from 10 to 30 degrees Celsius, this period is superb for enjoying a variety of activities such as hiking, river rafting, and exploring the local craft beer scene.

July, in particular, is the highlight of the summer, attracting both adventure seekers and families looking to make the most of the warm weather. Visitors can participate in numerous outdoor festivals and events that showcase the vibrant community spirit of Old Bend, all while soaking in the gorgeous landscapes of the Deschutes River and the surrounding mountains.

For those seeking a more budget-friendly option, October offers an excellent chance to enjoy the peaceful beauty of Old Bend. During this month, you can witness the stunning autumn colours as the leaves change, creating a picturesque backdrop for leisurely walks and scenic drives. Additionally, the tourist crowds have thinned, providing a more relaxed atmosphere to explore local shops and enjoy the culinary delights without the hustle and bustle.

Ultimately, the best time for your holiday rental in Old Bend will depend on whether you prefer the lively summer buzz filled with activities or the tranquil charm of autumn's embrace.
How early should I book a Old Bend holiday rental?
Book your Old Bend holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Old Bend, Oregon, United States of America?
In Old Bend, Oregon, visitors can experience firsthand a variety of attractions that showcase the area's natural beauty and local culture. The Deschutes River runs through the heart of the town, offering picturesque views and opportunities for activities such as kayaking and fishing. The riverfront area is great for leisurely strolls and enjoying the scenic surroundings.

The Old Mill District is another highlight, featuring charming shops, restaurants, and art galleries set against a stunning backdrop of the Cascade Mountains. This area hosts various events and festivals throughout the year, making it a lively spot for both locals and visitors.

For those interested in outdoor adventures, the nearby Pilot Butte State Scenic Viewpoint provides a fantastic vantage point for panoramic views of the surrounding landscape and is a popular hiking destination.
Can I change or cancel my Old Bend home rental booking on Vrbo?
To find Old Bend holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Old Bend holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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