Old Bend vacation rentals

We found 352 vacation rentals — enter your dates for availability

Discover a selection of 65 homes, 10 apartments, and other vacation rentals in Old Bend that are perfect for your trip. Vacation rentals provide the best amenities for your stay with friends, family, or just your pet, such as parking and a washer and dryer. You're sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Old Bend

Showing deals for:Apr 3 - Apr 10

Image gallery for Award winning Downtown Cottage Retreat-Bachelor is open-EV charger

Secluded, quiet, and peaceful luxury in a retreat like setting
10 out of 10, Exceptional, (208 reviews)
Exceptional
(208 reviews)

Award winning Downtown Cottage Retreat-Bachelor is open-EV charger

Bend

9% off
Price is $221
$1,550 for 7 nights
All fees included
Award winning Downtown Cottage Retreat-Bachelor is open-EV charger

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Find out more about Old Bend

Why visit Old Bend

  • Outdoor Adventures: Old Bend is a haven for outdoor enthusiasts, offering access to scenic rivers and nearby parks for hiking, biking, and exploration.
  • Family-Friendly Activities: With various attractions suited for families, Old Bend is perfect for creating lasting memories with loved ones.
  • Charming Neighborhood: The quaint atmosphere, beautiful homes, and rich history make Old Bend a delightful place to explore.
  • Welcoming Visitor Center: The visitor center provides helpful information for navigating the area and enhancing your stay.
  • Diverse Accommodations: Choose from cozy condos, rustic cabins, or spacious homes to suit your vacation needs.

Popular types of accommodation around Old Bend

If you're looking for the perfect getaway in Old Bend, you're in the right place. Our most popular vacation rental options include charming private homes, cozy condos, and rustic cabins. Whether you need a spacious multi-bedroom home or a pet-friendly retreat, we have the latest residential properties to suit your needs. Enjoy your stay with transparency and reassurance, knowing you can find the ideal accommodation for your American adventure.

  • Houses: The top choice for visitors to Old Bend, offering spacious and comfortable accommodations perfect for families or groups.
  • Condos: A popular option, providing modern amenities and often located near attractions for easy access.
  • Cabins: Ideal for those seeking a cozy and rustic experience, surrounded by nature.
  • Cottages: A charming and quaint option, perfect for a romantic getaway or a peaceful retreat.
  • Apartments: Convenient and often centrally located, making them a practical choice for solo travelers or couples.**

Top attractions near Old Bend

Old Bend, Oregon, is perfect for family getaways and outdoor enthusiasts alike. Visitors can enjoy a variety of attractions including an arena for entertainment, scenic rivers, and a welcoming visitor center. Whether you're seeking adventure or a city-themed experience, Old Bend offers something for everyone, making it an ideal vacation spot for travelers looking to explore the great outdoors and enjoy family-friendly activities.

  • Hayden Homes Amphitheater: This lively arena offers a fantastic atmosphere for family entertainment, hosting concerts and events in a picturesque setting just 0.6 miles from Old Bend.
  • Deschutes River: A stunning river located 0.3 miles away, perfect for outdoor activities like kayaking, fishing, and scenic walks along its beautiful banks.
  • Downtown Bend Business Association: Also 0.3 miles away, this vibrant visitor center promotes outdoor adventures and family-friendly experiences in the heart of Downtown Bend.

Things to do recommended for couples

For a romantic getaway in Old Bend, explore the thrilling slopes of Mt. Bachelor Ski Resort, only 19 miles away, perfect for skiing together. Alternatively, take an adventurous ride on the Pine Marten Lift, offering breathtaking views and an unforgettable experience for couples.

Things to do recommended for families

Families visiting Old Bend can have a blast at Sun Mountain Fun Center, just 2 miles away, featuring exciting arcade games. For a more relaxed experience, head to Bend Rock Gym, also 2 miles away, where wellness and fun come together in a welcoming environment.

Things to do recommended for groups

Groups visiting Old Bend can enjoy shopping and entertainment at the Old Mill District, savor craft brews at Deschutes Brewery, and catch a family-friendly film at the Tower Theater, all within a short distance of each other for a fun-filled day.

*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 Old Bend

When you're traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your needs in the search process. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Old Bend with a group: Think about how many bedrooms you'll require, as well as any additional features like a complete kitchen or outdoor areas for group gatherings. The good news is that you can easily filter for all of these options and more on Vrbo.
  • Traveling to Old Bend with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, as well as look for family-friendly amenities like a private pool. Additionally, it’s wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Old Bend: For many families, a vacation just isn’t the same without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that your whole family feels comfortable and at home.
  • Planning for a long term stay visiting Old 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 rental options. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Old Bend

Old Bend offers a charming blend of family-friendly activities and outdoor adventures. This quaint neighborhood, with its beautiful homes and inviting atmosphere, is perfect for those looking to explore nearby parks and local attractions. Discover the latest homes for sale and enjoy the unique character of the area, all while soaking in the rich history and vibrant community spirit that makes Old Bend a delightful destination for travelers.

  • Bend: Nestled in the high desert of central Oregon, Bend is known for its stunning outdoor landscapes and adventurous spirit. From the breathtaking views of the Cascade Mountains to the serene waters of nearby lakes, this city is a haven for outdoor enthusiasts. Popular activities include skiing at local resorts in the winter and hiking or mountain biking in the warmer months. Travelers can explore the nearby national parks and state parks, offering endless opportunities for recreation and relaxation.
  • Southern Crossing: Located just 0.9 miles from Old Bend, Southern Crossing is a vibrant neighborhood perfect for families and entertainment seekers. This area boasts a variety of shopping centers and malls, making it an ideal destination for those looking to indulge in retail therapy. In addition to shopping, visitors can enjoy the local theaters, offering a mix of films and performances that cater to all tastes. Southern Crossing is also close to beautiful lakes and national parks, ensuring a mix of urban fun and natural beauty.
  • River West: A mere 0.8 miles away from Old Bend, River West is a charming neighborhood that combines family-friendly activities with outdoor adventures. This area is popular for its easy access to shopping centers and ski fields, making it a great spot for those looking to combine leisure and excitement. River West is also near national state parks and visitor centers, providing opportunities for hiking, wildlife viewing, and enjoying the scenic beauty of the region. Families will appreciate the parks and recreational options available, ensuring a memorable visit.

Best time to go to Old Bend

If you're planning a trip to Old Bend, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January and October to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.8°F (-0.1°C)Light RainMostly SunnyLowAverage
February32.0°F (0.0°C)Light RainMostly SunnyAverageAverage
March36.0°F (2.2°C)Light RainMostly SunnyAverageSlightly Low
April41.9°F (5.5°C)Light RainMostly SunnyAverageSlightly Low
May50.5°F (10.3°C)No Rain (Dry)Mostly SunnyAverageAverage
June58.3°F (14.6°C)No Rain (Dry)SunnyHighAverage
July67.6°F (19.8°C)No Rain (Dry)SunnyHighSlightly High
August66.7°F (19.3°C)No Rain (Dry)SunnyHighSlightly High
September58.8°F (14.9°C)No Rain (Dry)SunnyAverageAverage
October47.3°F (8.5°C)No Rain (Dry)Mostly SunnyLowSlightly Low
November36.5°F (2.5°C)Light RainMostly SunnyLowAverage
December30.2°F (-1.0°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Are you hoping to save on your next adventure? One effective strategy is to remain flexible with your travel dates, as prices can vary significantly. Additionally, booking a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the best deal.

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll earn OneKeyCash on the total booking amount. Being the organizer has its perks. Become a member of our One Key rewards program to enjoy exclusive savings and earn OneKeyCash on eligible stays. Sign up today and begin reaping the benefits.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly area to plan new trips, resume your previous arrangements, or manage your travel plans. You can easily find the properties you’ve saved or booked sorted into categories like Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply go to: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Old Bend?
In Old Bend, vacation houses are the most popular type of vacation rental, with around 54 available throughout the area. These properties often feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups looking for a cozy feel. Many vacation houses also come with outdoor spaces like decks or patios, great for enjoying the scenic surroundings. Additionally, there are about 10 apartments, which provide a more compact living option, often located closer to local attractions and amenities. Several cottages and condos are also available, suiting those seeking a quaint or community-oriented experience.
Are there any beach house rentals in Old Bend?
In Old Bend, Oregon, there are approximately 47 beach house vacation rentals available. These homes are typically situated near the Deschutes River and provide easy access to outdoor activities like hiking, fishing, and kayaking. Travelers can expect a range of amenities, including fully equipped kitchens, spacious living areas, and outdoor decks or patios, great for enjoying the natural beauty of the area. Many properties also feature cozy fireplaces and BBQ grills, making them ideal for family gatherings or group retreats.
How much does it cost to rent a vacation home in Old Bend?
Prices for vacation 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 vacation 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.
What are popular rental amenities in Old Bend?
In Old Bend, popular vacation rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals, and patios that provide outdoor space for relaxation. Many rentals also come with coffee and tea makers, superb for enjoying a warm beverage while taking in the scenic surroundings. Additionally, some properties highlight nearby opportunities for rock climbing, appealing to outdoor enthusiasts. Blenders are commonly available as well, suiting guests who enjoy making smoothies or cocktails during their stay.
Are there any family house rentals in Old Bend?
In Old Bend, Oregon, there are numerous family-friendly house rentals available, with around 56 options to choose from. This charming area offers a variety of accommodations that cater to families, featuring spacious living areas and full kitchens, making it easy to prepare meals together. Many properties also include outdoor spaces, great for kids to play and for families to enjoy barbecues or simply relax in the fresh air.

Visitors will appreciate the proximity of these homes to local attractions. Old Bend is close to the Deschutes River, where families can enjoy activities like biking, kayaking, or picnicking along the scenic pathways. See all family-friendly rentals in Old Bend.
Can I rent a vacation home with a pool or hot tub in Old Bend?
In Old Bend, Oregon, travelers have several options for renting vacation homes that feature pools and hot tubs, making it an attractive destination for relaxation and leisure. The area boasts a variety of properties, particularly in neighborhoods that offer easy access to the scenic beauty of Central Oregon. Many of these rentals are well-equipped with private pools, hot tubs, and spacious outdoor areas, superb for unwinding after a day of exploring the local attractions.

Amenities you can expect include fully equipped kitchens, cozy living spaces, and often features such as fire pits and barbecue grills, which enhance outdoor gatherings. Additionally, being close to the Deschutes River and numerous parks provides opportunities for outdoor activities like hiking and biking, making Old Bend a great choice for those looking to combine relaxation with adventure.
Are there any Old Bend vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Old 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 Old Bend?
In Old Bend, travelers will find a wide selection of pet-friendly vacation rentals, with around 44 options available. Many of these properties offer modern amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air. The charming neighborhood allows easy access to the beautiful Deschutes River, where you and your pets can explore scenic trails and enjoy the picturesque views.

Additionally, nearby parks such as Drake Park and the Old Mill District provide ample opportunities for walks and outdoor activities, ensuring that both you and your furry companions have a wonderful experience. See all pet-friendly rentals in Old Bend.
Can I find long-stay vacation rentals in Old Bend?
A long-stay vacation rental in Old 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 Old Bend for a vacation rental?
July is the most popular month to visit Old Bend, drawing travelers eager to experience the vibrant summer activities and stunning natural beauty of the region. The peak season spans from May to July, when visitors can partake in a variety of outdoor adventures, including hiking along scenic trails, kayaking on the Deschutes River, and enjoying the lively atmosphere of local festivals.

During this time, the weather is typically warm, with temperatures ranging from the mid-50s to the high 80s Fahrenheit, providing ideal conditions for outdoor exploration. The longer days and sunny skies enhance the experience, making it superb for sightseeing, dining al fresco, or relaxing by the river.

For those seeking a more budget-friendly option, consider visiting in October. This month offers a quieter experience, with fewer crowds and the opportunity to enjoy the beautiful fall colors that envelop the landscape. It's a lovely time for scenic drives, peaceful hikes, and cozy evenings at a vacation rental.

Ultimately, the best time to visit Old Bend hinges on whether you prefer the lively summer atmosphere filled with adventure or the tranquil charm of the fall season.
Are there any remote work vacation rentals in Old Bend?
In Old Bend, Oregon, there are plenty of remote work vacation rentals available, with around 70 options to choose from. This charming area offers a blend of outdoor beauty and modern amenities, making it an ideal spot for those looking to work remotely. Many of these rentals come equipped with essential features such as high-speed Wi-Fi, dedicated workspaces with desks and chairs, and in some cases, even computer monitors to enhance productivity.

Travelers can expect comfortable living spaces that allow for a seamless transition between work and relaxation. The picturesque landscapes surrounding Old Bend, including access to the Deschutes River and the nearby Cascade Mountains, offer ample opportunities for outdoor activities during breaks from work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Old Bend vacation rental?
Book your Old 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 Old Bend?
In Old Bend, Oregon, visitors can explore a variety of attractions that highlight the area's natural and historical charm. The historic downtown area features quaint shops, local breweries, and restaurants that reflect the vibrant culture of the region. Close by, the Deschutes River offers scenic walking and biking trails, where travelers can enjoy views of the river and the surrounding landscape.

The Old Mill District is another popular area, known for its beautiful parks and access to the river, as well as shopping and dining options in repurposed historic buildings. For those interested in outdoor activities, nearby Drake Park is a lovely spot for picnics and leisurely strolls, with its picturesque views of the Cascade Mountains.

Additionally, visitors can take advantage of the proximity to the High Desert Museum, which provides insights into the local ecology and history, making it a great educational stop for families.
Can I change or cancel my Old Bend home rental booking on Vrbo?
To find Old 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 Old 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.

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