Photo by Hannah Martini

Old Bend vacation rentals

We found 347 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:Dec 11 - Dec 18

Dining
Just outside these windows is a wrap around deck to play on.
Living area
Living area
Exceptional
(104 reviews)

Fantastic view of Bend with pickleball and basketball court

Bend

8% off
$388
$2,717 for 7 nights
All fees included
Fantastic view of Bend with pickleball and basketball court
Bedroom four kitchette with Keurig coffee maker, microwave, toaster oven, fridge
Beautifully appointed living spaces
New Chef's kitchen with quartz counters, high-end applicances,
Home viewed from backyard with fire pit. Hot tub is not shown, on left
Excellent
(8 reviews)

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

Bend

8% off
$690
$4,832 for 7 nights
All fees included
Location! Historical District Downtown - Walk everywhere, new 4 Bedroom, 3 Bath
Living area
Exterior
Private kitchen
Living area
Exceptional
(318 reviews)

Great Downtown Location And House

Bend

8% off
$173
$1,209 for 7 nights
All fees included
Great Downtown Location And House
Mini Split heats and cools the Great Room and bedroom. French Doors to patio
While relaxing  on the cottage patio, guests are often enticed to see more
Tranquil setting - hidden gem in the heart of Bend
Secluded, quiet, and peaceful luxury in a retreat like setting
Exceptional
(222 reviews)

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

Bend

7% off
$251
$1,759 for 7 nights
All fees included
Immaculate Downtown Cottage Retreat- EV charger. Walk downtown in 4 minutes
Steps down to the yard and water.
Easy access to the river from the back yard. Put in kayaks, SUP's or floats.
Comfy spacious living room.  Has a sleeper sofa.
Love the granite we choose.
Exceptional
(198 reviews)

RIVERFRONT COTTAGE EPIC WALKABLE LOCATION ON RIVER

Bend

9% off
$836
$5,854 for 7 nights
All fees included
RIVERFRONT COTTAGE EPIC WALKABLE LOCATION ON RIVER
New stainless appliances and fully stocked kitchen.
Property grounds
Terrace/patio
Morning coffee on the porch of this original 110-year-old Bend classic.
Exceptional
(95 reviews)

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

Bend

8% off
$218
$1,523 for 7 nights
All fees included
Historic 1917 cottage by the river, walkable to all of downtown Bend!
New fridge and vintage (awesome!) stove with oven.
The Bend Bungalow awaits! Set up high off street level is your quiet retreat.
living room to relax, play games, and watch your favorite shows
Back bedroom w/ queen bed and two closets
Exceptional
(140 reviews)

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

Bend

7% off
$153
$1,073 for 7 nights
All fees included
Bend Bungalow - a Walk in the Park to Downtown and River!
Living room
Summer on the river
Living area
Exterior
Exceptional
(197 reviews)

Riverfront Cottage -Near Drake Park, Walk to Town.

Bend

25% off
$177
$1,240 for 7 nights
All fees included
Riverfront Cottage -Near Drake Park, Walk to Town.
Living area
Interior
Private kitchen
Exterior
Exceptional
(5 reviews)

Modern Nordic Nest: Sauna & Stroll to Galveston Ave

Bend

9% off
$309
$2,162 for 7 nights
All fees included
Modern Nordic Nest: Sauna & Stroll to Galveston Ave
95A36747-1443-4A2F-91A2-1421C79A0E72.jpeg
475278F8-70B1-4570-9F9F-26ECCC39D838.jpeg
471F239B-3233-4EFC-9C1F-EC0AC5853E2A.jpeg
782E5D86-B7D6-4BE7-B9FE-B6A6A96EF4E2.jpeg
Exceptional
(44 reviews)

Downtown Craftsman with King Bed and Private Yard - Walk Everywhere

Bend

13% off
$192
$1,341 for 7 nights
All fees included
Downtown Craftsman with King Bed and Private Yard - Walk Everywhere
Private kitchen
Terrace/patio
Interior
Exterior
Exceptional
(14 reviews)

Downtown cottage with hot tub and fenced yard

Bend

8% off
$434
$3,040 for 7 nights
All fees included
Downtown cottage with hot tub and fenced yard
Living Room
Evening relaxation on the private back patio
Take the Cruiser bikes for a spin around town
Dining
Exceptional
(17 reviews)

Mckay Getaway, between Drake Park/Miller's Landing

Bend

8% off
$188
$1,317 for 7 nights
All fees included
Mckay Getaway, between Drake Park/Miller's Landing
Large kitchen with ample counter space allows group  feasts.
Wrens Nest with front yard.
A complete media center including Netfix and Hulu.
Backyard BBQ Spot.
Exceptional
(118 reviews)

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

Bend

6% off
$156
$1,095 for 7 nights
All fees included
Wren's Nest Updated Historic Home In The Heart Of Bend.
  • 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 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 accommodation in Old Bend?
The most popular types of vacation rentals in Old Bend are cottages. After something a little different? Vrbo has plenty of options to match our guests' needs, so you'll see vacation homes in lots of shapes and sizes. The perfect fit is ready and waiting for you — get hold of yours today.
How much does it cost to rent a vacation rental in Old Bend?
Different things can influence what you'll pay for a vacation rental in Old Bend, such as the type of property, season and length of stay. But, all Vrbo homes have one thing in common — unbeatable value. Simply enter your travel dates to find your home away from home.
How much does it cost to rent a beach house in Old Bend?
When you travel and the style and size of the property will determine the cost of your beachside vacation rental. Put in your Old Bend travel dates to view your options on Vrbo. Can't live without a private pool? Use our filters to pick the amenities and features you need.
Are there pet-friendly vacation rentals in Old Bend?
Yes. There are. You'll have a choice of 76 vacation rentals that cater to pets in Old Bend. Lots of our pet-friendly vacation rentals come with a backyard for your four-legged friend to have fun in, doggie beds, complimentary treats and proximity to parks and green space. Apply the "Pets allowed" filter to find your pawfect digs on Vrbo.
Can I rent a house with a pool in Old Bend?
Add a whole new level of fun to your vacation by booking your group into one of the two houses with a private pool in Old Bend. Use our search filter to find properties with pools on Vrbo, then spend carefree days splashing and playing in a swimming pool that's all your own.
What are popular rental amenities in Old Bend?
Some of the most popular rental amenities people look for in Old Bend include a garden, a water view and ski-in/ski-out facilities. Whether you're traveling with family, your besties or even pets, Vrbo vacation rentals include the best amenities for making epic memories with your loved ones.
Are there large group vacation rentals in Old Bend?
With 34 Old Bend vacation properties that can host a group of five or more people, you can bring a few extra pals or family members along. Whether you're planning an informal get-together or a birthday party, Vrbo will help you book the ideal space to match the occasion.
Are there vacation rentals in Old Bend that welcome kids?
Old Bend has 76 family-friendly vacation rentals to choose from. And tracking down a stay that welcomes kids is easy with Vrbo's "Properties good for families" filter. On top of having the whole place to yourselves, you'll get access to amenities and perks like multiple bedrooms, yards and private pools.
What are the top attractions for families in Old Bend?
Treat the kiddos to a day out at these cool family-friendly attractions in Old Bend:
  • Drake Park
  • Des Chutes Historical Museum
Are there one-bedroom vacation rentals in Old Bend?
There are 18 one-bedroom properties in Old Bend to select from. A one-bedroom vacation rental is a great option if it's just the two of you or if you're traveling solo. Add in more convenience, privacy and space than a hotel, and you've got yourself an unforgettable break.
Can I find two-bedroom vacation rentals in Old Bend?
Take off with your loved ones and experience complete comfort and privacy in one of the 33 two-bedroom vacation homes Old Bend has to offer.
Are there vacation rentals with WiFi in Old Bend?
Choose from 47 vacation rentals with WiFi in Old Bend. If you want to disconnect from the world on your trip, but still want to be connected to the internet, these properties are just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Old Bend?
Old Bend has 75 vacation rentals where you can relax in air-conditioned comfort. To book a property on Vrbo that has this amenity, choose your travel dates and use the filter tool to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in Old Bend?
The minimum required age is typically 16, 18 or 21. It can vary across properties on Vrbo, so check the rules of your chosen Old Bend vacation rental before making a booking.
How long can I rent a vacation rental in Old Bend for?
The amount of time you can rent an Old Bend vacation home for depends on each property. Simply enter your dates of travel to find available options that offer long-term stays. They come with all you need to make your extended trip more enjoyable and comfortable, like kitchens and laundries. Some Vrbo vacation rentals may also offer weekly or monthly discounted prices, so you can hang around longer for less.
Does Vrbo offer discounts for vacation homes in Old Bend?
In Old Bend, you'll find great discounts and bargains for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you're wanting a weekend escape or an extended stay, we have a host of options to suit your needs and budget.

More Vacation Ideas