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Vacation rentals in Bend

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Vacation rentals for every style

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Popular amenities for Bend vacation rentals

Self check-in
Lake access
Gym
BBQ grill
Laptop-friendly workspace

Bend fishing vacation rentals

Guest favorite
The living and dining area features warm wooden flooring and natural light from the window. A double daybed with decorative pillows sits beside a dining table and chairs. The kitchenette is equipped with wooden cabinets, a sink, and small appliances, creating a functional space.
Guest suite in River West
4.82 out of 5 average rating, 592 reviews

Cascade River Trail Retreat! river walk & downtown

Guest favorite
The round cabin is set among tall trees, featuring a spacious deck that wraps around the structure. Large windows provide views of the surrounding forest, while a pathway leads to the entryway. The natural landscape complements the unique architecture.
Cabin in Sunriver
4.97 out of 5 average rating, 143 reviews

Riverfront w/ HotTub, Dock, Bikes & Water Toys!

Superhost
A cozy living area features light wood paneling and large windows. A comfortable sectional sofa, accented with orange and gray pillows, is positioned on a plush area rug. A wood stove adds warmth, while a framed landscape artwork complements the natural tones.
Condo in Sisters
4.8 out of 5 average rating, 133 reviews

Country House Condo with a View

Top guest favorite
A cozy living area features large windows with sheer curtains allowing natural light. A stack stone gas fireplace serves as a focal point beside a TV unit. Comfortable seating options include a pair of sofas and a rustic dining table adorned with greenery.
Townhouse in Redmond
4.95 out of 5 average rating, 92 reviews

Creekside Luxury @ Eaglecrest-Dog Friendly Escape!

The exterior of the modern, detached apartment is shown, featuring a muted green facade and a sloped roof. Two garage doors are visible at the bottom, framed by flowering trees that add a touch of nature to the setting. A clear blue sky provides a bright backdrop.
Apartment in River West
4.8 out of 5 average rating, 285 reviews

Steps from downtown! Private, modern apartment

Guest favorite
A spacious living area features a stone fireplace framed by large windows, allowing natural light to illuminate the room. The furnishings include a light gray sofa and various accent chairs in neutral tones, complemented by decorative pillows and a subtle throw draped over the couch.
Cabin in Sisters
4.97 out of 5 average rating, 30 reviews

The Black Beaut Cabin

Guest favorite
The dining area features a sleek black table surrounded by six brown chairs. A light fixture hangs above, while a wall-mounted fish artwork adds a touch of nature. The open layout connects to a modern kitchen equipped with a large island and contemporary appliances.
Home in Bend
4.97 out of 5 average rating, 67 reviews

Modern Ranch House, a stone's throw to the river

Top guest favorite
The living room features a mix of cozy seating arrangements, including a plush leather couch and a contemporary striped chair. Large windows provide ample natural light and views of the surrounding trees. A coffee table holds various books, and a neutral-toned rug adds warmth to the space.
Cabin in Black Butte Ranch
5 out of 5 average rating, 13 reviews

Pet Friendly Cabin w/ AC- King Beds -Walk to Pool

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Bend house rentals

Top guest favorite
A modern mid-century ranch home is showcased from the exterior, featuring a combination of large windows and contemporary architectural elements. Surrounding landscaping includes trees and shrubs, creating a natural buffer. A clear driveway leads to a two-car garage, adding convenient access to the property.
Home in River West
4.98 out of 5 average rating, 125 reviews

Mid Century West side home-walk everywhere

Guest favorite
A cozy living area features a large mid-century couch adorned with colorful pillows, positioned facing a gas stove nestled in a gray brick fireplace. A wall-mounted flat-screen TV is visible, along with large windows that provide natural light and a view of the garden. A wooden front door adds warmth.
Home in River West
4.94 out of 5 average rating, 202 reviews

Bungalow in Bend: Center of Town

Top guest favorite
The exterior of the home features a welcoming front porch with two black Adirondack chairs and a small table. A path leads to the front door, bordered by low-maintenance landscaping and a natural stone feature. Large windows provide views of the surrounding area.
Home in Bend
4.99 out of 5 average rating, 287 reviews

Your gateway to Mt Bachelor & all that Bend offers

Top guest favorite
A welcoming outdoor fire pit area is surrounded by several wooden Adirondack chairs, inviting relaxation. Soft grass covers the yard, leading to a spacious home with large windows. Potted plants add color and life to the scene, while a clear sky transitions from daylight to evening.
Home in Orchard District
4.98 out of 5 average rating, 289 reviews

Have a Patio Barbecue at a Pet-Friendly House in Midtown

Top guest favorite
The lookout tower is framed by green trees, featuring multiple wooden decks and a spacious entryway. Steps lead up to the main entrance, and large windows provide glimpses of the interior overlooking the natural landscape.
Home in Terrebonne
4.98 out of 5 average rating, 906 reviews

Cozy Three Story Lookout Tower

Top guest favorite
The front exterior of the Craftsman style bungalow is highlighted by a well-manicured lawn and vibrant landscaping. The yellow façade is complemented by dark trim and a welcoming porch, which features ample seating. A clear blue sky and sunlight contribute to the warm ambiance.
Home in Old Bend
5 out of 5 average rating, 118 reviews

Stunning High End Craftsman located Downtown Bend!

Top guest favorite
A private hot tub bubbles invitingly on a deck surrounded by natural landscaping. Wooden railings frame the area, with two Adirondack chairs positioned nearby, offering views of the Deschutes River and lush trees in the background.
Home in Bend
4.98 out of 5 average rating, 360 reviews

Stunning River Front | Hot Tub | Old Mill | Bikes

Top guest favorite
A vibrant living area features an orange accent wall, complemented by a modern purple sofa and a sleek chair. Artwork adorns the walls, while natural light filters in through windows. A doorway leads to a separate room, enhancing the space's open feel.
Home in River West
4.99 out of 5 average rating, 174 reviews

Westside Sweet Suite - modern 1 bedroom studio...

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Bend fishing house rentals

Guest favorite
A serene view of the Deschutes River is presented, reflecting blue skies and fluffy white clouds. Lush green marsh grasses frame the riverbanks, while tall pine trees dot the landscape, creating a peaceful natural setting. The water appears calm and inviting.
Home in Bend
4.92 out of 5 average rating, 182 reviews

RiverBend House - river dock access, near Sunriver

Top guest favorite
Home in Bend
4.99 out of 5 average rating, 103 reviews

Stunning Luxury, w/Hot Tub Pvt Lake Amazing Views

Top guest favorite
A bright living area is illuminated by natural light from large windows, offering panoramic views of snow-capped mountains and the surrounding greenery. A comfortable chair is positioned beside a low coffee table, enhancing the spacious and inviting layout.
Home in Sisters
5 out of 5 average rating, 41 reviews

Newly remodeled lodge @ Pole Creek Ranch!

Top guest favorite
A sweeping view of snow-capped mountains rises in the distance, framed by serene plains and gentle shrubbery. The foreground features a grassy area with scattered wild grasses and low shrubs, creating a natural setting that highlights the stunning mountain backdrop.
Home in Bend
4.99 out of 5 average rating, 159 reviews

Guest House on Working Ranch. Close to Bend, Or

Guest favorite
A two-story wooden house is set against a clear blue sky, featuring a spacious balcony with seating. The front area includes a tidy driveway, basketball hoop, and outdoor seating. Surrounding greenery adds to the natural setting.
Home in Bend
4.94 out of 5 average rating, 133 reviews

20 acre ranch Bend Or

Top guest favorite
A well-appointed bedroom features a spacious bed draped in striped bedding. Two bedside lamps provide soft illumination on either side, while a large window offers views of the outdoor greenery. A full-length mirror adds functionality to the room's clean design.
Home in Bend
4.97 out of 5 average rating, 151 reviews

Best for Old Mill:River Trail, Views & Town

Guest favorite
A spacious game room features a foosball table in the foreground, surrounded by light-colored carpet. Two large windows allow natural light to illuminate the room, creating a bright atmosphere. A gray sofa is positioned against the wall, complemented by an indoor plant and a piece of wall art.
Home in Bend
4.91 out of 5 average rating, 203 reviews

Cinder Butte House

Guest favorite
A modern home is surrounded by snow-covered trees, showcasing large windows that reflect natural light. The wooden exterior complements the winter landscape, while steps lead from the porch to the yard blanketed in fresh snow.
Home in Sisters
4.93 out of 5 average rating, 123 reviews

Black Butte Ranch Home with THE View

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Quick stats about vacation rentals in Bend

  • Total rentals

    2K properties

  • Total number of reviews

    154K reviews

  • Family-friendly rentals

    1.2K properties are a good fit for families

  • Pet-friendly rentals

    890 properties allow pets

  • Rentals with a pool

    380 properties have a pool

  • Rentals with dedicated workspaces

    1.2K properties have a dedicated workspace

Your guide to Bend

All About Bend

Bend is arguably Oregon’s capital of outdoor sports, a four-season base for a host of activities. Hundreds of miles of hiking and single-track mountain bike trails weave around Central Oregon, and the Deschutes River flowing through Bend is filled with paddleboards and kayaks. When the snows arrive, the snowboards and snowshoes emerge, many of them headed up Mt. Bachelor. Increasingly, this fast-growing city offers more urbane pleasures as well. The Old Mill District, a former sawmill, has been turned into a complex of shops and cafes. And Bend is home to more than two dozen, from tiny brewpubs to major brands, attracting beer lovers who have no intention of hitting the trail.

The best time to stay in a vacation rental in Bend

Every story you’ve heard about rainy Oregon? They don’t apply to Bend, located in the state’s high desert. This part of Central Oregon receives fewer than 12 inches of rain a year, plus another two feet of snow in wintertime, and sunny days outnumber cloudy ones.

Bend has four distinct seasons. From June through September, temperatures in the 70s and 80s Fahrenheit are common, while the shoulder seasons of spring and autumn are more likely to be cool, with days in the 40s and nights dropping down to the 20s. Temperatures frequently drop below freezing between November and March, and the slopes are covered in dry powder. Oregon may be the most casual state in the nation, so pack seasonally appropriate activewear and don’t worry about dressing up.

Top things to do in Bend

Tumalo Falls

Viewing this spectacular 97-foot cascade, located 14 miles outside Bend, is only one reason to hike along Tumalo Creek. Many hikers use the falls as a starting point for four-to-eight-mile loops that wend past smaller but equally scenic waterfalls.

Mount Bachelor

Snowboarders and skiers from all over the West make pilgrimages to Bend for Mt. Bachelor’s 101 runs, which range in skill level from novice to expert. In the summer, mountain bikers take the same lifts up to fly along trails that descend through the trees.

Whitewater Park

Surfing in the middle of Bend? When the city parks department created a whitewater play area on the Deschutes River in 2015, short-board surfers flocked to its Green Wave feature. You can also rent an inner tube or a raft (plus lifejackets) for a leisurely two-mile float through the center of town. The bravest rafters can steer through the rocky, fast-flowing whitewater channel — dodging surfboards, of course.

Frequently Asked Questions

  • How is the weather in Bend?

    Bend experiences a dry high desert climate. Summers are warm with temperatures often reaching 82°F (28°C), while winters are cold and snowy, averaging around 23°F (-5°C). The city is recognized for its sunny days, receiving an average of 300 days of sunshine each year.

  • What are some of the best things to do in Bend?

    In Bend, outdoor activities are abundant. You can hike trails such as the Deschutes River Trail, raft on the river, or ski at Mount Bachelor. For a cultural experience, explore the Roundabout Art Route or visit the High Desert Museum.

  • What is the best time of year to visit Bend?

    The most frequented time to visit Bend is in the summer months, from June to August, when the weather is warmest. During this time, Bend hosts the annual Summer Fest featuring local music, food, and arts. The winter season also attracts visitors for skiing at Mount Bachelor.

  • What are the best places to stay in Bend?

    Downtown Bend is a vibrant area, close to shops, restaurants, and Drake Park. Old Bend, with its historic charm and proximity to the Deschutes River, is also popular. For a more suburban feel, consider the Old Mill District, a redeveloped area with a mix of residential properties and commercial spaces.

  • What are the best places to visit in Bend?

    Explore the High Desert Museum for interactive exhibits, or immerse yourself in nature at Drake Park. The Deschutes River, with its gentle rapids, is popular for rafting. For art enthusiasts, the Roundabout Art Route is a collection of over 30 public art pieces scattered throughout the city.

  • What are some hiking trails in Bend?

    Bend is a hiker's paradise with a diverse range of trails. You can explore the easy 3.5-mile (5.6 km) Deschutes River Trail for unique river views or enjoy the stunning scenery of the 10.3-mile (16.5 km) Green Lakes Trail. For a more challenging trek, the 4-mile (6.4 km) Misery Ridge Trail at Smith Rock State Park is often suggested. Always remember, safety first, so make sure to prepare accordingly.

  • What are some family activities to do in Bend?

    Families can enjoy a day at the High Desert Museum, where history and nature blend seamlessly. The Sun Mountain Fun Center, with its bumper cars and mini-golf, is another family-friendly spot. For outdoor adventures, consider a gentle rafting trip on the Deschutes River or a walk through the beautiful Drake Park.

  • What are some of the best day trip ideas in Bend?

    Consider a day trip to Smith Rock State Park, a rock climbing haven located 36 miles (58 km) north of Bend. Another option is a visit to the scenic Mount Bachelor, located 22 miles (35 km) southwest of Bend, known for skiing in the winter and hiking in the summer.

  • Are there vacation rentals with a dedicated workspace in Bend?

    Yes! Work meets play with ease at over 1,200 vacation rentals in Bend featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Bend?

    Four-legged friends are welcome in Bend. Choose from more than 890 vacation rentals for guests traveling with pets.

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