Bend holiday lettings

We found 2,119 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Bend by choosing from 2482 houses, 126 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:2 Oct - 9 Oct

Image gallery for Edradour Estates: Bend group home for 14

View of the House + Seasonal Canal
9.6 out of 10, Exceptional, (15 reviews)
Exceptional
(15 reviews)

Edradour Estates: Bend group home for 14

Bend

7% off
Price is £4,865
for 7 nights, 1 home
£695 per night
includes taxes & fees
Edradour Estates: Bend group home for 14

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Bend

  • Stunning natural beauty: Bend is surrounded by breathtaking landscapes, ideal for outdoor activities like hiking and cycling.
  • Vibrant downtown: The city boasts charming shops and delightful eateries, creating a lively atmosphere for visitors.
  • Adventure sports: Thrilling recreational opportunities abound, from mountain biking to white-water rafting.
  • Relaxation spots: Enjoy tranquil moments in scenic parks and hot tubs, perfect for unwinding after a day of adventure.
  • Family-friendly activities: Bend offers diverse experiences suitable for all ages, ensuring memorable moments for everyone.

Popular types of accommodation in Bend

Welcome to Bend, Oregon, a captivating city nestled in the heart of the Pacific Northwest. Known for its stunning natural beauty, Bend offers a range of breathtaking vacation rentals, including private homes, cosy cabins, and stylish condos. Enjoy easy access to outdoor adventures, from hiking and mountain biking to relaxing in hot tubs. With transparent pricing and enticing vacation packages, Bend promises an unforgettable getaway for every traveller.

  • Houses: The most sought-after option in Bend, offering spacious living and home-like amenities for families and groups.
  • Condos: A popular choice for those seeking modern conveniences, often located in vibrant areas with easy access to attractions.
  • Cabins: Ideal for a rustic retreat amidst nature, these charming dwellings provide a warm and cosy atmosphere.
  • Cottages: Quaint and inviting, perfect for a romantic getaway or a peaceful escape in Bend's picturesque surroundings.
  • Apartments: Conveniently located for solo travellers or couples, offering a comfortable stay close to city amenities.**

Top attractions in Bend

Bend, Oregon, is a stunning destination perfect for outdoor enthusiasts and adventure seekers. Visitors can explore beautiful state parks, enjoy urban parks, and delve into the fascinating exhibits at the natural history museum. The city's scenic landscapes provide an ideal backdrop for family-friendly activities and thrilling experiences, making it a delightful place to create lasting memories. Whether you're hiking, cycling, or simply soaking in the views, Bend offers something for everyone.

  • High Desert Museum: Immerse yourself in the rich history and culture of the high desert. This engaging museum features interactive exhibits, live animal displays, and showcases the region's Native American heritage, making it perfect for families and culture enthusiasts.
  • Pilot Butte State Park: Enjoy stunning panoramic views of Bend and the surrounding mountains from this extinct volcanic cinder cone. Ideal for outdoor enthusiasts, the park offers hiking and biking trails amidst beautiful natural scenery.
  • Drake Park: A picturesque urban park along the Deschutes River, perfect for family picnics and leisurely strolls. With its lush greenery and serene atmosphere, it's a lovely spot for relaxation and outdoor activities.

Things to do recommended for couples

Seeking romance in Bend? Explore the stunning landscapes with a scenic hike at Smith Rock or enjoy a sunset at Mirror Pond. Don't miss a wine tasting at a local vineyard, and indulge in a couples' spa day for ultimate relaxation.

Things to do recommended for families

Families visiting Bend can explore the stunning High Desert Museum, where kids can learn about local wildlife and history. Enjoy outdoor adventures at the Deschutes River, perfect for rafting and kayaking, and don’t miss the delightful Sunriver Resort with its fun activities for all ages.

Things to do recommended for groups

Discover the stunning landscapes on a group hike at Smith Rock State Park or enjoy a craft beer tasting at one of Bend's famous breweries. For a unique experience, try paddleboarding on the Deschutes River, perfect for bonding with friends in a beautiful setting.

*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 in Bend

If you’re travelling with a group, family, pets, or planning an extended stay, it’s essential to filter your options based on your specific priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Bend with a group: Think about how many bedrooms you'll require, as well as amenities like a fully-equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Bend with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable amenities such as a private swimming pool. Additionally, it's wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Bend: For many, a family holiday wouldn’t be the same without their four-legged companion by their side. If that resonates with you, explore 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 with great offers for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include additional features in your search, such as a parking space, a well-equipped kitchen, or a private pool.

Where to stay in Bend

Bend, Oregon, is a vibrant destination perfect for outdoor enthusiasts and adventure seekers. With stunning landscapes, exciting recreational activities, and a lively downtown, visitors can explore charming shops and delightful eateries. The city offers a perfect blend of relaxation and adventure, making it an ideal getaway. Enjoy scenic trails, picturesque rivers, and the warmth of a welcoming community, ensuring an unforgettable trip to Bend.

  • Sunriver: Nestled just south of Bend, Sunriver is a picturesque neighbourhood renowned for its outdoor adventures and sports activities. Visitors flock to this scenic area for its exceptional golf courses and nearby ski fields, making it a haven for sports enthusiasts year-round. The charming community centre serves as a hub for events and conferences, while the tranquil surrounding lakes and rivers offer opportunities for relaxation and recreation. Whether you're biking along the extensive trail system or enjoying a family picnic by the river, Sunriver is a perfect blend of adventure and leisure.
  • Southern Crossing: Located in close proximity to Bend, Southern Crossing is a vibrant neighbourhood ideal for families seeking entertainment and city-themed experiences. The area is home to a bustling shopping centre and a popular shopping mall, providing visitors with a plethora of retail options. For those looking for entertainment, the local arena hosts various events throughout the year. Southern Crossing is also conveniently located near stunning lakes and the breathtaking landscapes of national and state parks, making it an excellent base for exploring the natural beauty of the region.
  • River West: River West is a family-friendly neighbourhood situated near the heart of Bend, offering a delightful mix of urban and outdoor experiences. Visitors can explore an array of shopping centres and malls or venture to the nearby ski fields for winter sports fun. The beautiful lakes and scenic national state parks enhance the area's charm, providing ample opportunities for hiking, fishing, and enjoying nature. River West's vibrant atmosphere makes it a wonderful place to unwind after a day of exploration in the stunning landscapes of Central Oregon.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 holiday? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you could enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, make use of our filters to sort by price, location, and type of accommodation.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new journeys, manage your existing arrangements, or review your reservations. Your saved or booked properties are neatly categorised into Potential, Upcoming, or Current Trips for easy access. To discover 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)
  • Eagle Crest Golf Courses (14.2 mi / 22.9 km)
  • Sunriver Resort Golf Course (14.3 mi / 23 km)
  • Aspen Lakes Golf Course (18.7 mi / 30 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)
  • Redmond Caves Recreation Area (14.8 mi / 23.9 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 a holiday rental in Bend, Oregon, a popular area to stay is the historic downtown district. This vibrant neighbourhood is brimming with a delightful mix of shops, restaurants, and breweries, making it an excellent base for exploring the local culture. You'll find a variety of properties available, from charming cottages to modern apartments, all within walking distance of the downtown attractions.

One of the top highlights in this area is the Deschutes River, where you can enjoy scenic walks or rent a kayak for a leisurely paddle. Additionally, the Tower Theatre, a beautifully restored historic venue, often hosts live performances and events, adding to the lively option of the district.

Another fantastic option is the Old Bend neighbourhood, known for its picturesque tree-lined streets and a sense of historic charm. Here, you can enjoy proximity to the iconic Drake Park, a lovely spot for picnics or outdoor activities, and the nearby High Desert Museum, which provides fascinating insights into the region's natural history and Native American culture. Properties in this area are typically well-maintained and offer a unique blend of comfort and character.
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 Bend ski resort rentals?
For the best ski resort rentals in Bend, Oregon, the area around Mount Bachelor is ideal for those looking to hit the slopes. Many visitors choose to stay in the Sunriver community, which is located just a short drive from the mountain. Here, travellers can find a variety of rental properties, including spacious cabins and modern condos that often come equipped with amenities such as hot tubs, fireplaces, and fully equipped kitchens, great for unwinding after a day on the mountain.

In addition to Sunriver, the Old Mill District in Bend itself offers a unique blend of urban convenience and access to outdoor activities. Rentals in this vibrant area typically feature contemporary designs and may include amenities like fitness centres and rooftop decks with stunning views of the Deschutes River. The district is also home to a selection of restaurants, shops, and entertainment options, making it a lively base for both skiing and exploring the local culture.

For those preferring a more rustic experience, the nearby Sisters area provides charming cabins and lodges surrounded by the natural beauty of the Cascade Mountains. These properties often highlight the region's picturesque landscapes and may offer amenities such as fire pits, outdoor decks, and easy access to hiking trails.
What is the most popular type of holiday rental accomodation in Bend?
In Bend, holiday houses are the most popular type of holiday rental, with approximately 8,900 available throughout the area. These spacious homes can be found in various neighbourhoods, often with stunning views of the Deschutes River or the surrounding mountains. Most holiday houses come equipped with multiple bedrooms, fully stocked kitchens, and outdoor areas like decks or patios, ideal for enjoying the beautiful Oregon landscape.

Condominiums are also a popular choice, numbering around 1,856, often located closer to the downtown area or near key attractions like the Old Mill District. These typically offer modern amenities including pools, fitness centres, and sometimes even hot tubs.

For those seeking a more rustic experience, there are about 700 cabins available, which provide a charming getaway with woodsy interiors and proximity to outdoor activities like hiking and skiing in the winter months. Additionally, around 420 cottages and 392 apartments offer unique stays, suiting different preferences and budgets.
Are there any family house rentals in Bend?
In Bend, Oregon, families will find a substantial selection of holiday rentals, with approximately 2,044 options available. This vibrant area offers a variety of neighbourhoods ideal for family stays, such as the popular Old Bend and the scenic Northwest Crossing. Properties in these locales often feature spacious living areas, fully equipped kitchens, and outdoor patios great for barbecues or relaxing after a day of adventures.

Visitors can enjoy amenities like game rooms for entertainment, hot tubs for unwinding, and easy access to local parks and outdoor activities. The Old Mill District, with its shops and restaurants along the Deschutes River, is also nearby, providing plenty of options for family outings.

For those interested in outdoor recreation, Bend is famous for its proximity to stunning landscapes, including the Cascade Mountains, where hiking, biking, and river sports abound.
Can I rent a holiday home with a pool or hot tub in Bend?
In Bend, Oregon, there are numerous holiday homes available for rent that feature pools and hot tubs, with around 1,219 options to choose from. This picturesque city is known for its stunning landscapes, outdoor activities, and vibrant downtown area. You can find properties in various neighbourhoods, including the scenic River West, which offers proximity to the Deschutes River, and the tranquil Awbrey Butte, known for its upscale homes and breathtaking views.

Travellers can expect a range of amenities in these rentals, such as private pools and hot tubs, spacious outdoor decks, and fully equipped kitchens, superb for both relaxation and entertaining. Many properties also include features like fire pits, barbecue grills, and access to nearby hiking and biking trails, enhancing the overall holiday 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, there is a wealth of pet-friendly house rentals available, with approximately 1,392 options. The city offers a variety of holiday homes equipped with modern amenities such as spacious living areas, fully stocked kitchens, and outdoor spaces for relaxation. Many properties also feature cosy fireplaces, hot tubs, and private yards, making them superb for families or groups travelling with pets.

The Old Mill District is a popular area to consider, known for its scenic views along the Deschutes River and proximity to shopping and dining. Here, you'll find holiday rentals that provide easy access to parks and walking trails, allowing for enjoyable outings with your furry friends.

Another great neighbourhood is the River West area, which features charming homes close to the river and local parks, ideal for pet walks and outdoor adventures. Additionally, nearby parks such as Drake Park and Shevlin Park offer expansive green spaces and trails for both you and your pet to explore.
Are there any remote work holiday rentals in Bend?
In Bend, Oregon, there are numerous options for remote work holiday rentals, with around 11,544 properties available. The city is well-equipped for remote workers, offering a variety of accommodations that cater to both comfort and productivity. Many of these rentals feature amenities such as free Wi-Fi, dedicated workspaces, and high-speed internet access, ensuring that guests can work efficiently while enjoying their stay.

The downtown area is particularly appealing, with a vibrant setting and proximity to local cafes, restaurants, and shops, providing ample opportunities for breaks and leisure activities. Additionally, properties in neighbourhoods like Old Bend and the River West area often feature charming interiors, outdoor spaces, and easy access to scenic spots, ideal for unwinding after a day's work. 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, popular rental amenities include well-equipped kitchens, inviting fireplaces, and outdoor decks or patios that allow guests to enjoy the scenic surroundings. Many properties also feature coffee and tea makers for a comforting morning brew, alongside convenient onsite parking.
When is the best time to visit Bend for a holiday rental?
The peak season in Bend spans from May to July, making it the most popular time for holiday rentals as visitors flock to this outdoor paradise. During these months, the region comes alive with adventure seekers eager to explore the stunning landscapes that surround the city. Whether you're hiking, biking, or simply soaking in the views, Bend offers a lot of outdoor activities that cater to all preferences.

July stands out as the peak month, with warm temperatures typically ranging from 15 to 30 degrees Celsius, providing the superb climate for outdoor exploration. Visitors can enjoy the vibrant setting filled with festivals, farmers' markets, and the irresistible charm of the Deschutes River, ideal for kayaking or picnicking with friends and family.

For those looking to save a bit on accommodation, October presents a wonderful opportunity. This shoulder month offers a quieter experience, where you can still appreciate the beauty of autumn foliage while enjoying fewer crowds. With temperatures often hovering around 5 to 15 degrees Celsius, it's a comfortable time for scenic hikes or leisurely strolls through the picturesque streets of Bend.

Ultimately, the best time to visit Bend for a holiday rental largely depends on your travel style—whether you prefer the bustling energy of summer or the tranquil beauty of autumn.
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 vibrant culture. The Old Mill District is a lively area where travellers can find shops, restaurants, and beautiful views of the Deschutes River. This neighbourhood is great for those who enjoy outdoor activities, with access to walking and biking trails along the river.

For nature enthusiasts, Smith Rock State Park is a must-see, offering stunning rock formations and excellent opportunities for hiking and rock climbing. The park is a bit of a drive from the city centre but well worth the trip for its breathtaking scenery.

Another highlight is the High Desert Museum, located just a short distance from central Bend. This museum offers fascinating exhibits on the region's natural and cultural history, including wildlife displays and interactive experiences.

For those looking to unwind, the breweries in the downtown area are a significant draw, with many offering tastings and tours that celebrate Bend's craft beer scene.
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 cabin or a beach house, 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 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.
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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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.

More holiday ideas