Southwest Bend vacation rentals

We found 280 vacation rentals — enter your dates for availability

Discover a selection of 32 homes and other vacation rentals in Southwest Bend that are perfect for your trip. Whether you're staying in a vacation rental with family or friends, you'll find the amenities you need and want, which might include parking and a hot tub. You'll be able to choose a rental that has what everyone needs, including options that are accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Southwest Bend

Why visit Southwest Bend

  • Outdoor Adventures: Southwest Bend is a paradise for hiking, biking, and skiing enthusiasts, offering breathtaking scenery.
  • Family-Friendly Atmosphere: The welcoming vibe and nearby attractions make it ideal for family vacations filled with fun.
  • Scenic Rivers: Enjoy the beauty of local rivers, perfect for leisurely activities and connecting with nature.
  • Variety of Accommodations: Choose from cozy vacation homes, charming cabins, or modern condos to suit your needs.
  • Community Charm: Experience the blend of urban and natural beauty that defines the Southwest Bend neighborhood.

Popular types of accommodation around Southwest Bend

If you’re exploring vacation rentals in Southwest Bend, you’ll find a variety of popular accommodations to suit your needs. From cozy houses and charming cabins to modern condos, there’s something for everyone. Whether you're searching for affordable rentals or spacious bedroom apartments, our selection includes options in both Old Bend and newer areas, ensuring you find the perfect spot for your getaway.

  • Houses: The top choice for visitors to Southwest Bend, offering spacious accommodations perfect for families or groups.
  • Condos: A popular option for those seeking modern amenities and convenient locations, ideal for couples or small families.
  • Cabins: A favored selection for nature enthusiasts, providing a cozy escape surrounded by the beautiful outdoors.
  • Cottages: These charming retreats offer a quaint atmosphere for guests looking for a peaceful getaway.
  • Apartments: A practical choice for travelers wanting a home-like experience with easy access to local attractions.**

Top attractions near Southwest Bend

Southwest Bend is perfect for adventure seekers and outdoor enthusiasts, offering thrilling ski vacations and various attractions. Local points of interest include an entertainment arena, scenic rivers, and a visitor center, catering to families and travelers looking for a mix of outdoor fun and urban experiences. Whether you're exploring with loved ones or on your own, Southwest Bend provides plenty of opportunities to enjoy the natural beauty and community vibe of the area.

  • Hayden Homes Amphitheater: This vibrant outdoor arena hosts a variety of concerts and events, perfect for family entertainment. With its scenic backdrop and lively atmosphere, it's a great spot to enjoy live music and local culture.
  • Deschutes River: This picturesque river offers stunning scenery and a range of outdoor activities such as kayaking, fishing, and hiking along its scenic banks, making it ideal for nature lovers.
  • Downtown Bend Business Association: A hub for outdoor adventures and family-friendly activities, this area features shops, restaurants, and local events, providing a taste of Bend's vibrant community spirit.

Things to do recommended for couples

Ready for a romantic getaway in Southwest Bend? Enjoy skiing together at Mt. Bachelor Ski Resort or take an adventurous ride on the Pine Marten Lift. Both spots, just 18 miles away, promise thrilling experiences amidst stunning winter landscapes, perfect for couples looking to bond.

Things to do recommended for families

Your family will have a blast at Bend Rock Gym, a recreation center just 2 miles from Southwest Bend, perfect for wellness and relaxation. For adventure, head to the Sun Mountain Fun Center, located 5 miles away, where exciting arcade games await.

Things to do recommended for groups

In Southwest Bend, groups can enjoy shopping and entertainment at the Old Mill District, savor craft beers at Deschutes Brewery, and play a round of golf at Tetherow Golf Club. Each venue offers a unique atmosphere, perfect for creating lasting memories together.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Southwest Bend

When traveling with a group, family, or pets, or if you're planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Southwest Bend with a group: Think about how many bedrooms you require, along with additional features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Southwest Bend with young kids: Traveling with young kids can be a bit tough. It's important to prioritize their comfort and safety, along with having suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Southwest Bend: For many, a family vacation isn’t truly a family vacation without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Southwest Bend: If you’re in search of vacation rentals with special offers for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Southwest Bend

Southwest Bend is a prime destination for adventure seekers and outdoor enthusiasts. Nestled in the heart of Central Oregon, this neighborhood offers easy access to breathtaking open spaces, perfect for hiking, biking, and skiing. Families will appreciate the welcoming atmosphere and nearby attractions, making it an ideal spot for a vacation filled with recreation and relaxation. Explore the charm of nearby areas while enjoying the stunning natural beauty that Southwest Bend has to offer.

  • Bend: Bend is a vibrant city known for its stunning outdoor scenery and adventure opportunities. Nestled in the high desert of Central Oregon, it offers a diverse range of activities, from skiing in the nearby mountains to hiking in the breathtaking national parks. Popular attractions include the expansive Deschutes National Forest and the picturesque Mirror Pond. With its lively downtown area featuring boutique shops, restaurants, and craft breweries, Bend is the perfect base for outdoor enthusiasts and city explorers alike.
  • Southern Crossing: Located just 2 miles from Southwest Bend, Southern Crossing is a family-friendly neighborhood that provides a blend of entertainment and urban charm. Visitors can enjoy shopping at local centers and catching a movie at a nearby theater. Its proximity to beautiful lakes and national parks makes it an ideal spot for families looking to combine leisure with nature. The welcoming atmosphere and community events make Southern Crossing a delightful area to explore during your vacation.
  • Century West: A mere mile from Southwest Bend, Century West is a neighborhood that attracts adventure seekers and outdoor lovers. Known for its ski fields and resorts, it's a winter sports enthusiast's dream come true. In the summer, the nearby mountains and lakes offer hiking, biking, and water sports opportunities. With its easy access to stunning natural landscapes and vibrant community activities, Century West is a must-visit for anyone looking to experience the thrill of the great outdoors.

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can change significantly. Also, extending your stay can lead to substantial savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Unlock savings with One Key

Plan your group getaway by booking an eligible Vrbo and enjoy the benefits of earning OneKeyCash on your entire reservation. Being the planner truly has its perks. When you enroll in our travel rewards program, One Key, you'll gain access to exclusive member discounts and accumulate OneKeyCash on qualifying bookings. Sign up today and begin maximizing your savings.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your ongoing arrangements, or review and organize your reservations. Your saved or booked properties are now categorized into Potential, Upcoming, or Current Trips for easy access. To dive into Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Southwest Bend?
In Southwest Bend, vacation houses are the most popular type of vacation rental, with around 29 available throughout the area. These homes are typically situated in serene neighborhoods, offering ample space and a friendly setting. Most vacation houses come equipped with fully stocked kitchens, spacious living areas, and outdoor decks or patios for enjoying the picturesque surroundings. Additionally, there are several cottages, mobile homes, villas, and condos, providing travelers with various options to suit their preferences.
Are there any beach house rentals in Southwest Bend?
In Southwest Bend, Oregon, there are several beach house rentals available, primarily situated along the Deschutes River and near popular outdoor attractions like the Cascade Lakes and the Newberry National Volcanic Monument. These rentals typically offer spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor decks or patios that provide stunning views of the surrounding nature. Many properties also come with amenities like hot tubs, fire pits, and access to nearby hiking and biking trails, making them ideal for families or groups looking to enjoy the area's natural beauty.
How much does it cost to rent a vacation home in Southwest Bend?
Prices for vacation 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 vacation 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.
What are popular rental amenities in Southwest Bend?
In Southwest Bend, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals, and inviting patios that provide outdoor spaces for relaxation. Many properties feature cozy fireplaces, superb for warming up after a day of exploring the area. Additionally, travelers can expect coffee and tea makers for their morning routines, along with decks or patios that offer scenic views of the surrounding natural beauty.
Are there any family house rentals in Southwest Bend?
In Southwest Bend, there is a solid selection of family-friendly house rentals, with approximately 23 options available for visitors. This area is known for its outdoor recreation, making it an excellent choice for families seeking adventure. Many homes come equipped with spacious living areas, full kitchens for preparing meals together, and outdoor spaces where children can play and explore.

Travelers can enjoy amenities such as game rooms, private patios, and sometimes even hot tubs, superb for relaxing after a day of hiking or biking. The neighborhood's proximity to the Deschutes River and the scenic trails of the surrounding nature areas provides endless opportunities for outdoor fun, including kayaking, biking, and fishing.
Can I rent a vacation home with a pool or hot tub in Southwest Bend?
In Southwest Bend, there are several vacation homes available for rent that feature both pools and hot tubs. This picturesque area is known for its stunning natural landscapes, including proximity to the Deschutes River and various outdoor recreational opportunities. Travelers can find properties that offer amenities such as private swimming pools, relaxing hot tubs, spacious outdoor decks, and fully equipped kitchens, great for enjoying family gatherings or relaxing after a day of exploring the outdoors.
Are there any Southwest Bend vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Southwest Bend with parking available—perfect for families or travelers 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.
Are there pet-friendly vacation rentals in Southwest Bend?
Yes, you can book pet-friendly vacation rentals in Southwest Bend, with a variety of options available for travelers. This area is known for its scenic beauty and outdoor recreational opportunities, making it an ideal destination for pet owners. Many of the vacation rentals in Southwest Bend come equipped with amenities such as spacious backyards, patios, and fully equipped kitchens, allowing you to enjoy a comfortable stay with your furry companions.

The neighborhood features close proximity to several parks and nature trails, such as the Deschutes River Trail and the scenic parks of the Bend area, which provide ample space for walking and exploring with pets. Additionally, the region offers pet-friendly dining options, allowing you to enjoy meals outside while your pets are welcome to join you.
Can I find long-stay vacation rentals in Southwest Bend?
A long-stay vacation rental in Southwest Bend is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Southwest Bend for a vacation rental?
The best time to visit Southwest Bend for a vacation rental is during the peak season from May to July. This period is particularly popular among adventure seekers and outdoor enthusiasts, as it offers ideal conditions for activities such as hiking, mountain biking, and kayaking in the picturesque Deschutes National Forest. With temperatures typically ranging from the mid-60s to mid-80s Fahrenheit, visitors can enjoy the warm sun while surrounded by stunning natural beauty.

July is the most popular month for travelers to Southwest Bend, drawing in those eager to experience the lively summer atmosphere. This is when you can immerse yourself in local events, explore the renowned Cascade Lakes, or simply relax by the Deschutes River, making it a fantastic time for families and groups looking for both adventure and relaxation.

For those looking to save a bit, October presents a wonderful opportunity to explore Southwest Bend while avoiding the peak crowds. During this month, the fall foliage transforms the landscape, providing a picturesque backdrop for scenic drives and hikes, all while enjoying the crisp, refreshing air.
Are there any remote work vacation rentals in Southwest Bend?
In Southwest Bend, Oregon, there are around 33 vacation rentals that cater specifically to remote work needs. This area is known for its beautiful landscapes, including the Deschutes River and the nearby Cascade Mountains, providing a serene backdrop for productive stays. Many of the rentals come equipped with essential amenities for remote work, such as high-speed Wi-Fi, dedicated office spaces, desks, and comfortable desk chairs.

Travelers can expect accommodations that offer spacious living areas and well-appointed kitchens, making it easy to balance work and leisure. Some properties even feature additional perks like computer monitors, allowing for a seamless work-from-home experience. With easy access to outdoor activities like hiking and biking, Southwest Bend combines the convenience of remote work with opportunities to recharge in nature. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Southwest Bend vacation rental?
Book your Southwest Bend vacation 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 vacation 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 variety of attractions that highlight the area's natural beauty and recreational opportunities. The Deschutes River runs through the region, offering scenic views and outdoor activities such as kayaking, fishing, and hiking along the river trails. The nearby Deschutes National Forest features numerous trails for hiking and mountain biking, making it a great spot for outdoor enthusiasts.

The Old Mill District is another highlight, where travelers can find charming shops, restaurants, and local breweries, all set against the backdrop of beautiful river views and historic buildings. For those interested in art and culture, the High Desert Museum offers fascinating exhibits on local wildlife and history, located just a short drive away from Southwest Bend.
Can I change or cancel my Southwest Bend home rental booking on Vrbo?
To find Southwest Bend vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 Southwest Bend vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, 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 organizing 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.

More Vacation Ideas