Photo by Hannah Martini

Old Bend vacation rentals

We found 357 vacation rentals — enter your dates for availability

Welcome to Bend, where the stunning backdrop of the Deschutes River meets the charm of a vibrant downtown, brimming with unique shops, cozy cafes, and local breweries. This outdoor paradise invites group travelers to embrace nature through hiking and river activities while enjoying family-friendly attractions spread throughout charming neighborhoods like River West and Southern Crossing. With diverse accommodations ranging from spacious homes to quaint cabins, your stay promises the comfort and amenities of a home away from home, perfect for making lasting memories together.

Holiday rentals with weekly discounts - Old Bend

Showing deals for:Nov 6 - Nov 13

New Chef's kitchen with quartz counters, high-end applicances,
Beautifully appointed living spaces
Breakfast bar and kitchen
Bedroom four kitchette with Keurig coffee maker, microwave, toaster oven, fridge
Excellent
(8 reviews)

Location! Historical District Downtown - Walk everywhere, new 4 Bedroom, 3 Bath

Bend

8% off
$702
$4,915 for 7 nights
All fees included
Location! Historical District Downtown - Walk everywhere, new 4 Bedroom, 3 Bath
Living area
Just outside these windows is a wrap around deck to play on.
Private kitchen
Living area
Exceptional
(104 reviews)

Fantastic view of Bend with pickleball and basketball court

Bend

8% off
$388
$2,719 for 7 nights
All fees included
Fantastic view of Bend with pickleball and basketball court
Tranquil setting - hidden gem in the heart of Bend
While relaxing on the cottage patio, guests are often enticed to see more
Complete kitchen with 4 burner stove, Microwave and Bosh dishwasher
Mini Split heats and cools the Great Room and bedroom. French Doors to patio
Exceptional
(217 reviews)

Immaculate Downtown Cottage Retreat- EV charger. Walk downtown in 4 minutes

Bend

7% off
$253
$1,770 for 7 nights
All fees included
Immaculate Downtown Cottage Retreat- EV charger. Walk downtown in 4 minutes
Morning coffee on the porch of this original 110-year-old Bend classic.
Property grounds
Laundry Room: Full in-unit laundry facilities to handle all your outdoor gear.
Terrace/patio
Exceptional
(94 reviews)

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

Bend

8% off
$212
$1,483 for 7 nights
All fees included
Historic 1917 cottage by the river, walkable to all of downtown Bend!
Exterior
Interior
Private kitchen
Living area
Exceptional
(5 reviews)

Modern Nordic Nest: Sauna & Stroll to Galveston Ave

Bend

9% off
$309
$2,161 for 7 nights
All fees included
Modern Nordic Nest: Sauna & Stroll to Galveston Ave
Exterior
Summer on the river
View of river from back deck
Living room
Exceptional
(192 reviews)

Riverfront Cottage -Near Drake Park, Walk to Town.

Bend

25% off
$175
$1,227 for 7 nights
All fees included
Riverfront Cottage -Near Drake Park, Walk to Town.
Living area
Exterior
Living area
Private kitchen
Exceptional
(313 reviews)

Great Downtown Location And House

Bend

8% off
$172
$1,206 for 7 nights
All fees included
Great Downtown Location And House
Interior
Evening relaxation on the private back patio
Take the Cruiser bikes for a spin around town
Living Room
Exceptional
(16 reviews)

Mckay Getaway, between Drake Park/Miller's Landing

Bend

8% off
$187
$1,309 for 7 nights
All fees included
Mckay Getaway, between Drake Park/Miller's Landing
Comfy spacious living room. Has a sleeper sofa.
Easy access to the river from the back yard. Put in kayaks, SUP's or floats.
Steps down to the yard and water.
Love the granite we choose.
Exceptional
(198 reviews)

RIVERFRONT COTTAGE EPIC WALKABLE LOCATION ON RIVER

Bend

9% off
$850
$5,947 for 7 nights
All fees included
RIVERFRONT COTTAGE EPIC WALKABLE LOCATION ON RIVER
The kitchen is fully stocked down to the wine bottle opener.
The Bend Bungalow awaits! Set up high off street level is your quiet retreat.
Dining
Kitchen includes all you need to make a meal at home. Bon Apetite!
Exceptional
(137 reviews)

Bend Bungalow - a Walk in the Park to Downtown and River!

Bend

7% off
$152
$1,063 for 7 nights
All fees included
Bend Bungalow - a Walk in the Park to Downtown and River!
Front of House
Exterior detail
Outdoor dining
Dining
Exceptional
(164 reviews)

May special Bends Westside Kaleana's Garden Cottage

Bend

8% off
$239
$1,672 for 7 nights
All fees included
May special Bends Westside Kaleana's Garden Cottage
smart TV with cable
Westlake Cottage on a mid-summer day
Fully remodeled kitchen with new cabinets, appliances and cork flooring
washer/dryer hides away when not needed
Exceptional
(12 reviews)

Westlake Cottage - Great Weekly & Monthly Rates - walk Downtown

Bend

40% off
$174
$1,218 for 7 nights
All fees included
Westlake Cottage - Great Weekly & Monthly Rates - walk Downtown
A complete media center including Netfix and Hulu.
Wrens Nest with front yard.
Tiny dining table can still seat four.
Backyard BBQ Spot.
Exceptional
(118 reviews)

Wren's Nest Updated Historic Home In The Heart Of Bend.

Bend

6% off
$155
$1,086 for 7 nights
All fees included
Wren's Nest Updated Historic Home In The Heart Of Bend.
Room
Outdoor dining
Dining
Exterior
Exceptional
(6 reviews)

Westside Bend: Walk to Eateries & Downtown!

Bend

8% off
$221
$1,544 for 7 nights
All fees included
Westside Bend: Walk to Eateries & Downtown!

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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.

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 choice, with about 57 available throughout the area. These homes typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor spaces for enjoying the fresh air. Travelers can also find several apartments, cottages, and condos, which offer a cozier stay in this charming region. Many of these accommodations are situated near local parks and the scenic Deschutes River, making them ideal for those looking to explore the natural beauty of Bend.
Are there any beach house rentals in Old Bend?
In Old Bend, Oregon, there are several beach house rentals available, primarily located near the Deschutes River and the scenic views of the Cascade Mountains. These properties typically feature spacious living areas, fully equipped kitchens, and outdoor decks, allowing guests to enjoy the stunning natural surroundings. Many beach houses also offer amenities such as hot tubs, fire pits, and easy access to hiking trails and local parks.
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, ideal for travelers who prefer to prepare their own meals. Many rentals also feature coffee and tea makers, allowing guests to enjoy their favorite beverages at any time. Outdoor spaces such as decks or patios are common, providing a lovely area to relax and take in the scenic surroundings. Additionally, many properties come with cozy fireplaces, great for creating a warm and inviting atmosphere during cooler evenings. For pet owners, it's worth noting that a number of rentals in Old Bend permit pets, making it easier for families to include their furry companions in their getaway.
Can I find family house rentals in Old Bend?
In Old Bend, Oregon, you'll find a substantial selection of family-friendly house rentals, with around 46 options available. This charming area offers a variety of spacious homes, superb for accommodating families looking to explore the beautiful surroundings. Many properties in Old Bend come equipped with full kitchens, allowing for easy meal preparation, as well as comfortable living areas for family gatherings. Some homes feature private backyards, which provide a safe space for children to play and enjoy the outdoors.The locale is also conveniently situated near various parks and recreational spots, such as the Deschutes River, where families can indulge in activities like hiking, biking, and fishing. Additionally, the vibrant downtown area offers dining and shopping options, making it easy for visitors to immerse themselves in the local culture.
Can I rent a vacation home with a pool or hot tub in Old Bend?
In Old Bend, Oregon, travelers can find several vacation homes available for rent that feature both pools and hot tubs, with around 24 options specifically offering hot tub amenities. This area is known for its stunning natural beauty, with proximity to the Deschutes River and various outdoor activities. Many of the vacation rentals come equipped with private pools, spacious outdoor patios, and well-maintained gardens, great for relaxation or family gatherings. Additionally, travelers can expect amenities such as fully equipped kitchens for home-cooked meals, cozy living spaces, and often extra features like fire pits or game rooms, adding to the overall enjoyment of their stay.
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.
Can I book pet-friendly vacation rentals in Old Bend?
Yes, you can book pet-friendly vacation rentals in Old Bend, Oregon. This charming area is known for its outdoor recreational opportunities and proximity to picturesque landscapes. Many vacation rentals offer amenities such as fully equipped kitchens, outdoor spaces for your pets to enjoy, and cozy living areas. With 43 pet-friendly options available, you can find a property that suits your needs, whether you're looking for a quaint cabin or a spacious home.
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?
The best time to visit Old Bend for a vacation rental is during the peak season from May to July, with July being the most popular month. This vibrant period attracts outdoor enthusiasts and families eager to experience the stunning natural beauty and recreational opportunities that this charming area offers.During these months, visitors can enjoy a lot of activities, including hiking, biking, and kayaking, all under the warm sunshine and clear blue skies. Temperatures typically range from the mid-60s to the low 80s Fahrenheit, creating superb conditions for sightseeing and exploring the breathtaking landscapes around the Deschutes River and the nearby Cascade Mountains.If you're looking for a more budget-friendly option, consider planning your trip in October. This month still provides an opportunity to enjoy the unique charm of Old Bend, as the fall colors transform the landscape into a picturesque setting. October offers a quieter atmosphere, allowing for more intimate experiences in local shops, breweries, and outdoor spaces.Ultimately, your choice of when to visit Old Bend will depend on your preferences for lively summer activities or the serene beauty of autumn.
Are there any remote work vacation rentals in Old Bend?
In Old Bend, Oregon, there are numerous vacation rentals available that cater to remote work needs, with about 57 options to choose from. Many of these accommodations are equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces with desks and chairs, and printers, making it convenient for professionals to stay productive while enjoying their getaway.Travelers can expect various types of properties, from cozy cabins to modern apartments, often featuring comfortable living areas and fully stocked kitchens. The area is known for its picturesque surroundings, with access to outdoor recreational activities like hiking and biking, providing a refreshing break from work. Additionally, Old Bend is close to local cafes and parks, where remote workers can unwind or find alternative work environments. 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, Oregon, United States of America?
In Old Bend, Oregon, visitors can explore a variety of attractions that showcase the area's natural beauty and rich history. The Deschutes River runs through the heart of Bend, offering numerous opportunities for outdoor activities such as kayaking, fishing, and hiking along the scenic river trails. Nearby, the Old Mill District features a collection of shops, restaurants, and cultural venues within a picturesque setting that was once a lumber mill.The historic downtown area is filled with charming boutiques, art galleries, and breweries, making it a vibrant spot for those looking to experience local culture. The iconic Bend Ale Trail is a popular attraction for craft beer enthusiasts, guiding visitors through the many breweries that call Bend home.For nature lovers, the proximity to the Cascade Mountains provides easy access to stunning hiking and biking trails, as well as breathtaking views. Smith Rock State Park, located just a short drive away, is renowned for its dramatic rock formations and is a hotspot for rock climbing and outdoor photography.
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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