Bend holiday lettings

We found 2,189 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Bend by choosing from 2562 houses, 120 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:10 Oct - 17 Oct
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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.

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.

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

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.

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)
  • Juniper Golf Course (13.6 mi / 21.9 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)

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)
  • Sunriver Nature Center (13.7 mi / 22 km)
  • Mt Bachelor (19.3 mi / 31.1 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?
River West is among the most sought-after locations for a holiday property in Bend. Spend your time here and delight in the convenience and privacy that comes with having a whole place to yourself.
What is the most popular type of holiday rental accommodation in Bend?
Based on our data, houses are the most in-demand type of property in Bend. But of course, everyone's idea of the perfect stay will differ. Vrbo has holiday homes of all shapes and sizes, and we'll help you find the perfect match.
How much does it cost to rent a holiday rental in Bend?
Property type, length of stay and time of year are some of the things that can affect the price of a holiday home. Simply enter your travel dates to find your ideal match. From cosy cabins to sprawling villas, all Vrbo holiday rentals provide incredible value.
How much does it cost to rent a beach house in Bend?
The average price for a holiday home close to the beach in Bend will depend on when you'll be there and the type and size of property you're searching for. You can easily and quickly find prices on Vrbo by entering your travel dates and destination. Then make use of the filter tool to choose the number of bedrooms and amenities important to you, like air conditioning, WiFi and a pool.
Are there pet-friendly holiday rentals in Bend?
Good news! Yes. You'll have a choice of 1,272 holiday rentals that allow pets in Bend. Some of our pet-friendly holiday rentals even have an outdoor area for your four-legged friend to play around in, complimentary treats, special dog beds and proximity to parks or green space. Apply the "Pets allowed" filter to find a pad that'll set tails wagging on Vrbo.
Can I rent a house with a pool in Bend?
Check the "pool" box in our filter tool and choose from 351 houses with private pools in Bend on Vrbo. Lazy soak or races and ball games? How you spend your leisure time is up to you when your Vrbo holiday home has a swimming pool.
What are popular rental amenities in Bend?
The most popular rental amenities guests are looking for in Bend are a garden, an electric car charging station and nearby museums. Whether you're on the road with pals, family or even pets, Vrbo holiday properties come with the best amenities for hanging out with the people you cherish the most.
Are there large group holiday rentals in Bend?
With 202 holiday rentals that can sleep 10 or more people in Bend, you don't have to cross anyone off the invite list. From fun family get-togethers to events like birthday parties and weddings, Vrbo will help you find a large group rental to match the occasion.
Are there holiday rentals in Bend that welcome kids?
With 1,271 family-friendly holiday homes available in Bend, there's never been a better time to introduce your little ones to the joys of travel. Just check our "Properties good for families" filter to discover stays that feature conveniences ideal for families on the move, like full kitchens, swimming pools, entertainment areas and hot tubs.
What are the top attractions for families in Bend?
You'll find lots of amazing things to see and do with the family in Bend, such as:

  • High Desert Museum
  • Sun Mountain Fun Centre
  • Des Chutes Historical Museum

Are there one-bedroom holiday rentals in Bend?
Bend has 202 one-bedroom rentals available. Often located in sought-after areas due to their smaller size, a one-bedroom property is perfect if you're getting away with a buddy or your partner. And with plenty of home comforts like wireless internet and more privacy than a standard hotel, you'll be able to chill out while discovering this incredible destination.
Can I find two-bedroom holiday rentals in Bend?
Take your pick of 350 two-bedroom properties in Bend. Settle the kids into the second room or maybe fill it with a couple of your best friends. There's a spot for whoever's fortunate enough to be coming along.
Are there holiday rentals with WiFi in Bend?
Whether you'd like to keep up with world events, look over emails or update your social media, there are 304 holiday homes with WiFi in Bend. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Bend?
Bend has 1,022 holiday rentals where you'll be able to wind down in air-conditioned comfort. To find a property on Vrbo featuring this amenity, enter your desired travel dates and use the handy filters to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Bend?
The minimum age is generally 16, 18 or 21. It can change from one property to another on Vrbo, so check the rules of your preferred Bend holiday home before booking your stay.
How long can I rent a holiday rental in Bend for?
It's up to the Bend property. To look over a list of options offering extended stays, simply type your dates and guest number into the Vrbo search page. You can enjoy having the whole place to yourself, along with home comforts such as air conditioning, a fully-equipped kitchen and a yard where the kids can burn off energy. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.

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