Southwest Bend holiday rentals

We found 276 holiday rentals — enter your dates for availability
Discover a selection of 30 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:27 Nov - 4 Dec

Dining
Exterior
Interior
Living area
Exceptional
(117 reviews)

Minutes to Deschutes River Trail with Hot Tub & Fire Pit!

Bend

8% off
AU$5,107
for 7 nights, 1 home
AU$730 per night
includes taxes & fees
Minutes to Deschutes River Trail with Hot Tub & Fire Pit!
Exterior
Exterior
Living area
Interior
Exceptional
(60 reviews)

Luxurious Estate among the Pines w/ Hot Tub, EV Charger & so much MORE!

Bend

8% off
AU$6,230
for 7 nights, 1 home
AU$890 per night
includes taxes & fees
Luxurious Estate among the Pines w/ Hot Tub, EV Charger & so much MORE!
Living area
Private kitchen
Dining
Living area
Exceptional
(14 reviews)

Home Centrally Located Near Old Mill Downtown

Bend

8% off
AU$2,411
for 7 nights, 1 home
AU$344 per night
includes taxes & fees
Home Centrally Located Near Old Mill Downtown
Exterior detail
Living area
Private kitchen
Terrace/patio
Exceptional
(7 reviews)

Dog friendly~Hot Tub~King Bed~Modern Construction

Bend

7% off
AU$3,195
for 7 nights, 1 home
AU$456 per night
includes taxes & fees
Dog friendly~Hot Tub~King Bed~Modern Construction
Living area
Private kitchen
Room
Interior
Exceptional
(11 reviews)

2 Bedrooms Home Retreat Old Mill Bend Near Downtown

Bend

7% off
AU$2,219
for 7 nights, 1 home
AU$317 per night
includes taxes & fees
2 Bedrooms Home Retreat Old Mill Bend Near Downtown
Fire for Winter Nights & Movies
Welcome to Wild River Getaway
Dining Room
Bend Nights
Exceptional
(55 reviews)

Bluebird Day - Wild River Getaway, Escape to this cozy 2-bedroom retreat in Bend, OR.

Bend

7% off
AU$2,271
for 7 nights, 1 home
AU$324 per night
includes taxes & fees
Bluebird Day - Wild River Getaway, Escape to this cozy 2-bedroom retreat in Bend, OR.
Cozy living room with door to patio/balcony
Dining
View downstairs from loft bedroom
View of living room from stairs to loft
Exceptional
(163 reviews)

Upgraded Mt.Bachelor Village Loft Condo + includes IKON pass holder offer

Bend

11% off
AU$2,116
for 7 nights, 1 apartment
AU$302 per night
includes taxes & fees
Upgraded Mt.Bachelor Village Loft Condo + includes IKON pass holder offer
Exterior
Lake
Pool
Interior
Exceptional
(63 reviews)

Executive suite in Mount Bachelor Village - great for a couple

Bend

8% off
AU$1,395
for 7 nights, 1 apartment
AU$199 per night
includes taxes & fees
Executive suite in Mount Bachelor Village - great for a couple

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

When is the best time to visit Southwest Bend for a holiday rental?
The peak season for visiting Southwest Bend runs from May to July, with July being the most popular month. During this vibrant time, outdoor enthusiasts flock to the area to savour the stunning landscapes, partake in various activities, and enjoy the warm sunshine. With temperatures typically ranging from 10 to 30 degrees Celsius, it's ideal for hiking, biking, and river adventures.In addition to the pleasant weather, this period also features numerous local events and festivals that create a lively option, making it an exciting time to explore the local culture and community. Visitors can embark on scenic excursions in the Deschutes National Forest, where the breathtaking views and diverse trails cater to all skill levels.If you're looking for a more budget-friendly option, consider visiting in October. This month offers a unique charm with the crisp autumn air and beautiful fall foliage, making it great for leisurely strolls and photography. The crowds are thinner, allowing for a more intimate experience while still enjoying the stunning natural beauty of the region.
What are the top attractions in Southwest Bend, Oregon, United States of America?
In Southwest Bend, visitors can enjoy a variety of attractions that highlight the area's natural beauty and outdoor activities. The Deschutes River runs through the region, offering excellent opportunities for kayaking, fishing, and walking along scenic trails. The Old Mill District is a vibrant area filled with shops, restaurants, and art galleries, making it a popular spot for both locals and tourists.For those interested in outdoor adventures, the nearby Cascade Mountains provide stunning hiking trails and breathtaking views, with destinations like Smith Rock State Park famous for its rock climbing and spectacular landscapes. Additionally, the High Desert Museum offers insights into the region's cultural and natural history, showcasing local wildlife and Native American heritage.
Are all fees included in the Southwest Bend holiday homes prices shown on Stayz?
Stayz 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.
Are there any Southwest Bend holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Southwest Bend holiday homes?
You can find great discounts on holiday homes in Southwest Bend on Stayz, 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.
Can I change or cancel my Southwest Bend holiday home booking on Stayz?
To find Southwest Bend holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Southwest Bend?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Southwest Bend holiday home?
Book your Southwest Bend holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Southwest Bend?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Southwest Bend to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas