Bend vacation rentals
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Top-rated vacation rentals in Bend
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Popular amenities for Bend vacation rentals
Bend fishing vacation rentals
Home in Bend
4.91 out of 5 average rating, 168 reviewsRiverbend House—Mt Bachelor 21mi, Sunriver 6mi
Home in Bend
4.99 out of 5 average rating, 143 reviewsModern high-end home, walk downtown
Home in Bend
5 out of 5 average rating, 6 reviewsPrivate Baker Pond w/3 Bdrms & 2 bath
Guest suite in Bend
4.81 out of 5 average rating, 561 reviewsCascade River Trail Retreat! river walk & downtown
Cabin in Sunriver
4.96 out of 5 average rating, 109 reviewsSunriver Ski Cabin Riverfront w/ HotTub & Dock!
Condo in Sisters
4.81 out of 5 average rating, 121 reviewsCountry House Condo with a View
Home in Bend
4.99 out of 5 average rating, 153 reviewsGuest House on Working Ranch. Close to Bend, Or
Rental unit in Bend
4.8 out of 5 average rating, 285 reviewsSteps from downtown! Private, modern apartment
House rentals in Bend
Home in Old Bend
4.96 out of 5 average rating, 154 reviewsFranklin Flat - House @ Downtown & Historic Dist
Home in Bend
4.97 out of 5 average rating, 220 reviewsSunshine Retreat-Luxury Hot Tub, Game Room,AC
Home in Bend
4.91 out of 5 average rating, 104 reviewsSpacious Family Retreat, 3 King Beds. DogOk
Home in Bend
4.92 out of 5 average rating, 242 reviewsSR Escape- Hot Tub, Game Room, 8SHARC, 2,800sq/ft
Home in Redmond
4.87 out of 5 average rating, 397 reviewsThe Little Red Chimney House - 3 BR 2 BA
Home in Old Bend
4.99 out of 5 average rating, 194 reviewsLucinder - Modern historic home, views, Downtown
Home in Bend
4.97 out of 5 average rating, 153 reviewsOld Mill Charm
Home in Redmond
4.97 out of 5 average rating, 254 reviewsRedmond Downtown Retreat
Lakefront house rentals in Bend
Home in Bend
5 out of 5 average rating, 6 reviewsRiverfront Sunriver Two Acre Oasis
Home in Bend
4.99 out of 5 average rating, 88 reviewsStunning Luxury, w/Hot Tub Pvt Lake Amazing Views
Home in Sunriver
4.97 out of 5 average rating, 30 reviewsRiverfront,Cali King,Hot Tub, Canoe, Paddle Boards
Home in Bend
4.86 out of 5 average rating, 402 reviewsCabin on the Big Deschutes River
Home in Bend
4.82 out of 5 average rating, 11 reviewsRare riverfront with dock on Deschutes River
Home in Bend
4.97 out of 5 average rating, 139 reviewsBest for Old Mill:River Trail, Views & Town
Home in Bend
4.92 out of 5 average rating, 179 reviewsCinder Butte House
Home in Old Bend
4.98 out of 5 average rating, 106 reviewsRiverfront LUXE A Private Waterfront Retreat
Quick stats about vacation rentals in Bend
Total rentals
2K properties
Total number of reviews
147K reviews
Family-friendly rentals
1.2K properties are a good fit for families
Pet-friendly rentals
830 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 1,170 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 830 vacation rentals for guests traveling with pets.
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