Bend holiday lettings

We found 2,027 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Bend by choosing from 2416 houses, 121 apartments and other holiday rentals. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a hot tub. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Bend

Showing deals for:13 Feb - 20 Feb

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9.8 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)

Amazing New Home in Bend...with hot tub!

Bend, OR

15% off
Price is £2,954
for 7 nights, 1 home
£422 per night
includes taxes & fees
Amazing New Home in Bend...with hot tub!

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Why visit Bend

  • Stunning natural beauty: Bend is surrounded by breathtaking landscapes, offering a perfect backdrop for outdoor activities like hiking and biking.
  • Outdoor adventures: From skiing in winter to river sports in summer, there's an abundance of thrilling activities for all ages.
  • Charming historic district: Explore Bend's unique architecture and vibrant atmosphere, with quaint shops and delightful cafes.
  • Variety of accommodation: Choose from private holiday homes, stylish condos, or cosy cabins to suit your needs.
  • Family-friendly activities: Bend offers numerous attractions and events that cater to families, ensuring a memorable holiday for all.

Popular types of accommodation in Bend

Bend offers a delightful array of vacation rentals, including private holiday homes, stylish condos, and charming cabins. Whether you're seeking a spacious house rental for the whole family or a cosy retreat for a romantic getaway, there's something for everyone. Explore our selection of rental homes in Bend and discover the perfect base for your adventures, ensuring both transparency and savings throughout your stay.

  • Houses: The top choice for visitors in Bend, these homes offer spacious and comfortable living, ideal for families or groups.
  • Condos: A popular option for couples and small families, condos provide convenient amenities and often stunning views.
  • Cabins: Perfect for those seeking a rustic experience, cabins in the woods offer a cosy retreat from the hustle and bustle.
  • Cottages: Charming and quaint, cottages provide a delightful stay with a touch of character.
  • Apartments: A practical choice for solo travellers or couples, apartments offer flexibility and a home-like atmosphere.**

Top attractions in Bend

Bend, Oregon, is an idyllic destination for outdoor enthusiasts and families alike, offering a wealth of adventure and stunning scenery. Visitors can explore various points of interest, including national parks, entertainment arenas, and urban parks, all tailored for those seeking memorable outdoor experiences. Whether you’re looking for thrilling activities or leisurely strolls, Bend promises a delightful holiday filled with exploration and enjoyment.

  • Hayden Homes Amphitheater: This vibrant entertainment venue hosts a variety of concerts and events, creating a lively atmosphere perfect for families. The amphitheatre's design ensures great acoustics and views, making it a fantastic spot for enjoying live performances under the stars.
  • Downtown Bend Business Association: This area is a hub for outdoor adventures, with charming shops and eateries. Family-friendly activities abound, inviting visitors to explore the local culture while basking in the adventurous spirit that defines Bend.
  • Drake Park: A picturesque urban park nestled alongside the Deschutes River, Drake Park is ideal for family picnics and leisurely strolls. With its lush greenery and scenic views, it offers a serene escape in the heart of the city.

Things to do recommended for couples

Planning a romantic getaway in Bend? Start with skiing at Mt. Bachelor Ski Resort, then savour exquisite wines at Faith, Hope & Charity Vineyards. For a delightful dinner, visit Cork Cellars, where you can indulge in a lovely meal amidst charming surroundings. Enjoy your couple's adventure!

Things to do recommended for families

Families visiting Bend can dive into fun at the Sunriver Homeowners Aquatic & Recreation Center, unwind at the Sunriver Nature Center, and challenge themselves at the Bend Rock Gym, all offering fantastic family-friendly experiences in a vibrant atmosphere.

Things to do recommended for groups

Explore the vibrant Old Mill District for shopping and entertainment, indulge in craft beers at Deschutes Brewery, and enjoy a round of golf at Tetherow Golf Club amidst stunning outdoor scenery. These experiences are perfect for a memorable group getaway in Bend.

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

If you're planning a trip with friends, family, pets, or if you're seeking extended stays, be sure to narrow down your options based on your key priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Bend with a group: Think about how many bedrooms you require, along with facilities like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Bend with young kids: Embarking on a journey with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable facilities, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Bend: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If you can relate, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Bend: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right destination. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. It might also be worth considering the addition of amenities such as a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Bend

Bend, Oregon, is a haven for outdoor enthusiasts, offering stunning scenery and a vibrant atmosphere. Whether you're exploring the historic district, enjoying family-friendly activities, or discovering desirable neighbourhoods, there's something for everyone. Don't miss the opportunity to experience the unique charm of Bend's best houses and the surrounding areas, perfect for romantic getaways or adventurous excursions. Your vacation in Bend promises unforgettable adventures amidst breathtaking landscapes.

  • Sunriver: Nestled just south of Bend, Sunriver is a picturesque neighbourhood renowned for its outdoor adventures and recreational activities. This charming area offers a plethora of opportunities for golf enthusiasts, with several well-maintained golf courses amidst stunning landscapes. In the winter months, visitors can revel in skiing at nearby ski fields, while the warm seasons invite exploration of scenic lakes and lush trails. Sunriver is also close to the breathtaking Deschutes National Forest, making it a perfect base for those seeking both relaxation and adventure.
  • Southern Crossing: Located to the southwest of Bend, Southern Crossing is a vibrant neighbourhood ideal for family-friendly fun and entertainment. The area boasts an array of shopping centres and malls, providing ample opportunities for retail therapy. In addition to diverse shopping options, visitors can enjoy a night out at local theatres showcasing films and performances. With its proximity to scenic lakes and national parks, Southern Crossing seamlessly blends urban excitement with the natural beauty of Oregon, making it a delightful stop for all ages.
  • Old Bend: Old Bend, the historic heart of the city, offers a unique blend of old-world charm and modern amenities. This family-oriented neighbourhood features inviting shopping centres and a variety of outdoor activities, including access to ski fields for winter sports enthusiasts. Visitors can immerse themselves in local history at the visitor centre, explore the stunning landscapes of nearby national parks, or unwind by the serene lakes. Old Bend is perfect for those looking to experience the rich culture and natural beauty of the region.

Best time to go to Bend

If you're planning a trip to 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 simple

Are you hoping to save on your next holiday? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you might enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply use our filters to organise by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, manage your existing arrangements, or review your bookings. The properties you've saved or reserved are neatly categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Delight in the riverfront landscape of Bend

The riverfront, lake and desert are the perfect backdrop to your holiday home in Bend. Renowned for its hiking, cycling and skiing, this city welcomes all visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Bend

Do you want to find attractions to visit in the area? Travellers enjoy Bend for its hiking, cycling and skiing. Venture out of your cosy holiday rental and check out everything that makes Bend a fun spot to go on holiday. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Pronghorn Golf Club (11.3 mi / 18.2 km)
  • Sunriver Homeowners Aquatic & Recreation Center (13.7 mi / 22 km)
  • Eagle Crest Golf Courses (14.2 mi / 22.9 km)
  • Sunriver Resort Golf Course (14.3 mi / 23 km)
  • Mt. Bachelor Ski Resort (18.9 mi / 30.4 km)
  • Crooked River Ranch Golf Course (25.8 mi / 41.5 km)

Exploring the mountains and other natural features in Bend

Travellers enjoy Bend for its riverfront, lakeside setting and desert. Whether you're looking for fun outdoor activities or just want to take in the scenery, Bend is a great place to get out in nature. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Deschutes River (0.1 mi / 0.2 km)
  • Drake Park (0.3 mi / 0.4 km)
  • Tumalo State Park (4.9 mi / 7.9 km)
  • Deschutes National Forest (11.8 mi / 18.9 km)
  • Mt Bachelor (19.3 mi / 31.1 km)
  • Newberry National Volcanic Monument (24.2 mi / 38.9 km)

Seasonal weather averages in Bend

Bend is well known for its skiing. If you're interested in winter sports, you might consider visiting in January, March, February or April, when snowfall averages 14 cm and temperatures average 0°C.

Transport to and around Bend

The nearest airport is in Redmond, OR (RDM-Robert's Field), located 15.6 mi (25.1 km) from the city centre.

If you'd prefer to travel by train, the main station serving the city is Sunriver Station.

Frequently asked questions

What is the best area to stay in Bend when booking a holiday rental?
When considering the best area to stay in Bend, Oregon for a holiday rental, the Old Mill District stands out as an excellent choice. This vibrant neighbourhood is situated along the Deschutes River and offers a delightful blend of shopping, dining, and outdoor activities. You can easily explore the picturesque riverfront, which is great for leisurely walks or bike rides. The area also hosts the popular Les Schwab Amphitheater, where you can enjoy live music during the summer months.

Another fantastic option is the downtown area, which is known for its charming streets lined with unique boutiques, art galleries, and an array of eateries. Staying in downtown Bend places you within walking distance of the iconic Drake Park, where you can relish the serene beauty of the river and the surrounding landscape. This area features a substantial number of holiday rental properties, suiting various preferences, from quaint cottages to modern apartments.

For those seeking a more tranquil experience, the Westside is a lovely neighbourhood with a strong community feel. Here, you'll find access to the stunning trails of the Deschutes National Forest, making it an ideal spot for outdoor enthusiasts. The Westside is also home to several craft breweries and local eateries, allowing you to savour Bend's renowned food and drink scene.
How much does it cost to rent a holiday home in Bend?
Prices for holiday rentals in 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 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 Bend holiday house rentals?
You can find great discounts on house rentals in 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.
Where are the best areas for renting a beach house in Bend?
For renting a beach house in Bend, Oregon, travellers might want to consider properties along the scenic banks of the Deschutes River, which offers a unique blend of riverfront access and stunning natural beauty. The areas near Riverbend Park and the Old Mill District are particularly appealing, as they provide easy access to both sandy spots by the river and vibrant local shops, restaurants, and breweries. Many holiday rentals in this vicinity feature desirable amenities such as outdoor decks, fire pits, and spacious living areas, superb for entertaining or enjoying a quiet evening while taking in the views.

Another attractive option is the vicinity of the Cascade Lakes, where visitors can find charming cabins and lodges. These rentals often boast features like private docks, BBQ grills, and fully equipped kitchens, allowing guests to enjoy leisurely days by the water. The area is also ideal for outdoor enthusiasts, with opportunities for hiking, fishing, and kayaking readily available.
Where are the best Bend ski resort rentals?
For the best ski resort rentals in Bend, Oregon, travellers should focus on areas close to Mount Bachelor, which is renowned for its vast ski terrain and excellent snow conditions. The Sunriver neighbourhood, located just south of Bend, offers a variety of rental options, from spacious lodges to modern cabins. Many of these properties come with amenities such as hot tubs, large decks, and fully equipped kitchens, making them ideal for families or groups looking to unwind after a day on the slopes.

Additionally, the downtown Bend area provides a vibrant atmosphere with easy access to shops, restaurants, and breweries. Here, visitors can find charming condos and townhouses that often feature amenities like fireplaces, balconies with views of the mountains, and proximity to local entertainment. Staying in this area allows for a delightful blend of skiing and exploring the local culture.
What is the most popular type of holiday rental accomodation in Bend?
In Bend, holiday houses are the most popular type of rental, with around 2,270 available throughout the city. These homes are typically located in various neighbourhoods, providing easy access to the stunning natural landscapes, including the Deschutes River and nearby Smith Rock State Park. Most holiday houses feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces like decks or patios ideal for enjoying the beautiful surroundings.
Are there any family house rentals in Bend?
In Bend, Oregon, there is an impressive selection of family-friendly house rentals, with around 2,263 options available. The city's diverse neighbourhoods, such as the Old Bend area and the highly sought-after Northwest Crossing, offer various homes suitable for families. Properties in Old Bend often feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor patios where children can play and adults can relax.

Nearby, visitors can enjoy local attractions like the scenic Deschutes River and the charming downtown area, which boasts a variety of shops and eateries. In Northwest Crossing, families may find modern homes with amenities such as game rooms, private backyards, and access to community parks where outdoor activities abound.
Can I rent a holiday home with a pool or hot tub in Bend?
In Bend, Oregon, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 1,273 options to choose from. This picturesque city is known for its stunning natural beauty and outdoor activities, making it an excellent destination for travellers seeking relaxation and adventure.

Many of the properties are located in various neighbourhoods, including the desirable River West area, which provides convenient access to the Deschutes River and nearby hiking trails. Travellers can expect a range of amenities in these rentals, such as private pools, relaxing hot tubs, spacious outdoor decks, and fully equipped kitchens, which are superb for entertaining or unwinding after a day of exploring. Some homes may also offer fire pits, barbecue grills, and lush gardens, enhancing the outdoor experience.
Can I find long-stay holiday rentals in Bend?
A long-stay holiday rental in Bend is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Bend?
In Bend, Oregon, there are numerous pet-friendly house rentals available, providing a comfortable base for travellers with pets. Many of these holiday homes come equipped with amenities such as fully fitted kitchens, spacious living areas, and outdoor spaces like patios or decks, great for relaxing after a day of exploring.

The area offers a variety of neighbourhoods, each with its unique charm. For instance, the Old Bend neighbourhood features quaint houses within walking distance to the Deschutes River, where you can enjoy scenic walks with your pet. Additionally, the Northwest Crossing district is a vibrant area with boutique shops, restaurants, and parks that welcome pets, making it ideal for those looking to enjoy local amenities.
Are there any remote work holiday rentals in Bend?
In Bend, Oregon, there are numerous options for remote work holiday rentals, with around 3,047 available throughout the area. This vibrant city offers a variety of accommodations suitable for those needing a productive environment while enjoying their holiday. Many properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated desks, and comfortable office spaces, allowing guests to work efficiently during their stay.

The downtown area features modern apartments and condos that are conveniently located near cafes and co-working spaces, ideal for a change of scenery if desired. Additionally, some rentals include features like computer monitors, ergonomic desk chairs, and even business centres for meetings, ensuring that guests have everything they need to balance work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Bend holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Bend with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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.
What are popular rental amenities in Bend?
In Bend, Oregon, popular holiday rentals typically feature a range of amenities that enhance the guest experience. Most properties come equipped with a kitchen, allowing visitors to prepare their own meals, which is particularly convenient for families or groups. Additionally, many rentals include a patio, providing a lovely outdoor space to relax and enjoy the scenic views of the surrounding nature. Essential cookware, dishware, and utensils are commonly available, along with conveniences like microwaves and dishwashers to streamline the cooking process.
When is the best time to visit Bend for a holiday rental?
The best time to visit Bend for a holiday rental is during the peak season from May to July, with July standing out as the most popular month for travellers. This vibrant period attracts outdoor enthusiasts eager to take advantage of the warm weather and the stunning landscapes that Bend has to offer. With temperatures typically in the mid-20s Celsius, it's great for hiking, river rafting, and exploring the local craft breweries.

Bend is renowned for its outdoor activities, and the peak season provides ample opportunities to enjoy scenic trails in the Deschutes National Forest or to relax at the picturesque Smith Rock State Park. The lively atmosphere during these months means you can also partake in various local events and festivals, making it an exciting time to visit.

For those considering a more budget-friendly option, October presents a wonderful opportunity to experience the beauty of Bend with fewer crowds. The fall foliage creates a stunning backdrop for outdoor activities, and the milder temperatures, typically around 15 Celsius, are great for hiking and sightseeing without the hustle and bustle of peak season.
How early should I book a Bend holiday rental?
Book your Bend holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Bend?
In Bend, Oregon, visitors can enjoy a variety of attractions that showcase the area's natural beauty and outdoor activities. The Old Mill District is a vibrant area featuring shops, restaurants, and scenic views of the Deschutes River. Holiday rentals in this neighbourhood often provide easy access to walking paths along the river and proximity to the historic outdoor amphitheatre.

For those who love the outdoors, the nearby Deschutes National Forest offers endless opportunities for hiking, mountain biking, and fishing. Properties in the River West neighbourhood are particularly appealing, as they are close to the river and have access to several parks and trails.

Another popular area is the northwest section of Bend, where visitors can find rentals near the beautiful Smith Rock State Park, renowned for its stunning rock formations and climbing routes. This area is ideal for adventurous travellers looking for a mix of relaxation and outdoor exploration.
Can I change or cancel my Bend home rental booking on Vrbo?
To find Bend holiday 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 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 travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Bend holiday 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.

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