Southwest Bend holiday lettings

We found 289 holiday rentals — enter your dates for availability

Discover a selection of 33 homes and other holiday rentals in Southwest Bend that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll find the amenities that you need and want, which might include air conditioning and a pool. What you'll find is a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Southwest Bend

Showing deals for:16 Jan - 23 Jan

Image gallery for 5 Minute Drive to Downtown Bend, Dog Friendly

Living area
9.8 out of 10, Exceptional, (82 reviews)
Exceptional
(82 reviews)

5 Minute Drive to Downtown Bend, Dog Friendly

Bend, OR

8% off
Price is £2,882
for 7 nights, 1 home
£412 per night
includes taxes & fees
5 Minute Drive to Downtown Bend, Dog Friendly

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental in Southwest Bend?
In Southwest Bend, holiday houses are the most popular type of rental, with about 29 available throughout the area. These homes typically offer spacious living areas, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups looking to unwind in a comfortable setting. Many of these properties also feature outdoor spaces, such as patios or gardens, superb for enjoying the beautiful Oregon scenery.
How much does it cost to rent a holiday home in Southwest Bend?
Prices for holiday rentals in Southwest 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 Southwest 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 Southwest Bend holiday house rentals?
You can find great discounts on house rentals in Southwest 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 Southwest Bend holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Southwest 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 Southwest Bend?
A long-stay holiday rental in Southwest 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 Southwest Bend for a holiday rental?
The best time to visit Southwest Bend for a holiday rental is during the peak season from May to July, when the area comes alive with outdoor adventures and stunning natural beauty. This period is ideal for those seeking to engage in activities such as hiking, kayaking, and mountain biking, with the Deschutes River and nearby Cascade Mountains offering a number of trails and waterways to explore.

July stands out as the most popular month, boasting warm temperatures averaging in the low 20s Celsius. This makes it great for sun-soaked days spent at local parks or enjoying riverside picnics. The vibrant atmosphere draws both families and adventure enthusiasts, creating a sense of community and excitement throughout the region.

For travellers looking for a more budget-friendly option, October presents a wonderful opportunity to experience the picturesque autumn landscape. This quieter month allows for serene hikes amidst the changing colours of the foliage, and the cooler temperatures (around 10–15 degrees Celsius) provide a comfortable setting for exploring the local attractions without the crowds.
Are there any remote work holiday rentals in Southwest Bend?
In Southwest Bend, Oregon, there are numerous holiday rentals suitable for remote work, with around 33 options available. This area is known for its stunning natural beauty, providing a serene environment for productivity. Many of the properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated office spaces, desks, and comfortable chairs, ensuring that you have a conducive workspace during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Southwest Bend holiday rental?
Book your Southwest 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 Southwest Bend?
In Southwest Bend, visitors can enjoy a range of attractions that highlight the area's natural beauty and outdoor activities. The Deschutes River runs through the region, offering opportunities for kayaking, paddleboarding, and scenic walking trails along the riverbanks. Nearby, the scenic landscapes of the Cascade Mountains provide excellent hiking and biking trails, with access to stunning viewpoints and waterfalls.

For those interested in local culture, the Old Mill District is a vibrant area featuring shops, restaurants, and art galleries, all set against the backdrop of the river and historic buildings. The district often hosts events and festivals, making it a lively spot to explore.
Can I change or cancel my Southwest Bend home rental booking on Vrbo?
To find Southwest 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Southwest 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.

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