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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, 588 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, 141 reviews

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

Guest favorite
An open living area is depicted with a large gray sectional sofa facing a wooden coffee table. Natural light enters through skylights and windows, illuminating the dining area equipped with a wooden table and chairs. The warm wood accents enhance the cozy feel of the space.
Condo in Sunriver
4.9 out of 5 average rating, 102 reviews

Spacious 2 bedroom Sunriver condo + 6 SHARC passes

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, 132 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, 91 reviews

Creekside Luxury @ Eaglecrest-Dog Friendly Escape!

Guest favorite
An open living area is displayed, featuring a dark leather sofa and a wooden coffee table. A dining area with wooden chairs is seen in the background, along with a well-equipped kitchen that is partially visible. Natural light brightens the space, highlighting the warm wood flooring.
Townhouse in Redmond
4.96 out of 5 average rating, 98 reviews

Eagle Crest townhome Dog friendly-sleeps up to 6

Superhost
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 wood-burning fireplace set against a stone backdrop, complemented by a comfortable sofa and armchair. Natural light streams through large windows with shades, while a glass door leads to an outdoor seating area surrounded by trees.
Vacation home in Bend
4.87 out of 5 average rating, 23 reviews

Beautiful Resort Home- Pools, Hot Tub, Hiking, Ski

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Bend house rentals

Guest favorite
A bright bedroom is showcased, featuring a spacious bed with crisp white linens. A wooden slatted headboard adds texture, while a small shelf holds books and a decorative plant. Natural light filters in, complemented by a minimalist artwork above the bed.
Home in River West
4.95 out of 5 average rating, 317 reviews

Westside Bungalow - Heart of Bend

Guest favorite
The exterior of the home is showcased in soft evening light, with warm string lights illuminating the porch area. A landscaped yard, featuring shrubs and decorative rocks, leads to a driveway and a garage. The cozy entrance is framed by large windows.
Home in Larkspur
4.97 out of 5 average rating, 154 reviews

Close, Cute & Clean! *Hot Tub* Bend Adventure Base

Guest favorite
A classic two-story bungalow is surrounded by lush greenery and mature trees. The front porch offers a welcoming entrance, while the gravel driveway leads to a spacious private yard. Natural light enhances the inviting façade, complemented by charming architectural details.
Home in River West
4.94 out of 5 average rating, 202 reviews

Cozy Bungalow in Center of Town

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, 902 reviews

Cozy Three Story Lookout Tower

Top guest favorite
The exterior of the two-story cabin features a charming combination of wood and siding. A welcoming porch with seating is visible, framed by manicured landscaping. Above, a private balcony invites relaxation, showcasing the property’s connection to the surrounding natural beauty.
Home in Bend
5 out of 5 average rating, 263 reviews

Mountain Bliss: Gateway to Mt. Bachelor and More

Guest favorite
A modern farmhouse exterior showcases a two-story structure with a clean, white facade accented by dark windows and a covered porch. Two red chairs sit invitingly on the porch, framed by a gravel pathway and lush greenery.
Home in Terrebonne
4.96 out of 5 average rating, 182 reviews

Smith Rock Hideout - Cascade mountain views

Top guest favorite
A spacious living area features solid oak flooring and a wood-burning stove set against a stone wall. Large windows offer views of the surrounding trees and snowy landscape, while a cozy stack of firewood is arranged beside the stove.
Home in Bend
5 out of 5 average rating, 174 reviews

Lava Rock Retreat Modern Rustic Home

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, 358 reviews

Stunning River Front | Hot Tub | Old Mill | Bikes

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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
The cabin's exterior is crafted with natural wood and features large, angular windows that showcase the surrounding forest. A spacious deck with Adirondack chairs extends across the front, inviting relaxation and connection with nature.
Home in Bend
4.98 out of 5 average rating, 160 reviews

Private Luxury w/Hot Tub on 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, 40 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 wooden deck overlooks a serene river, flanked by lush greenery. Two comfortable armchairs with bright cushions are arranged around a small table, inviting relaxation and enjoyment of the peaceful environment.
Home in Bend
4.85 out of 5 average rating, 422 reviews

THE TROUT HOUSE a cabin on the River!

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, 131 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

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Quick stats about vacation rentals in Bend

  • Total rentals

    2.1K properties

  • Total number of reviews

    147K reviews

  • Family-friendly rentals

    1.3K properties are a good fit for families

  • Pet-friendly rentals

    890 properties allow pets

  • Rentals with a pool

    360 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 1,180 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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