Bend vacation rentals

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Popular amenities for Bend vacation rentals

Stay near Bend's top sights

Old Mill District292 locals recommend
BLOCKBUSTER15 locals recommend
McMenamins158 locals recommend
Pine Nursery Park41 locals recommend
Sawyer Park11 locals recommend
Walmart Supercenter15 locals recommend

Other great vacation rentals in Bend

Guest favorite

Home in Bend

5.0 out of 5 average rating, 182 reviews

Mountain Bliss: Gateway to Mt. Bachelor and More

Nov 6 – 13

G$32,782 GYD per night
Guest favorite

Home in Terrebonne

4.98 out of 5 average rating, 163 reviews

Pointe of Blessing with hot tub and canyon views

Oct 7 – 14

G$39,680 GYD per night
Superhost

Home in Bend

4.81 out of 5 average rating, 349 reviews

Fall Creek Suite - Awesome Westside Location

Dec 4 – 11

G$24,820 GYD per night
Guest favorite

Home in Bend

4.95 out of 5 average rating, 145 reviews

Bend River West Loft

G$29,254 GYD per night
Guest favorite

Home in Bend

4.99 out of 5 average rating, 137 reviews

Westside Sweet Suite - modern 1 bedroom studio...

Sep 6 – 13

G$25,221 GYD per night
Guest favorite

Home in Terrebonne

4.99 out of 5 average rating, 135 reviews

Smith Rock Hideout - Cascade mountain views

Nov 25 – Dec 2

G$30,295 GYD per night
Guest favorite

Home in Old Bend

4.91 out of 5 average rating, 169 reviews

Laverne - Historic Home in Downtown (new hot tub!)

Oct 9 – 16

G$37,873 GYD per night
Guest favorite

Home in Bend

4.86 out of 5 average rating, 466 reviews

Bend Casita - On the Westside - 2BD

Nov 14 – 21

G$31,060 GYD per night

Cottage rentals in Bend

Guest favorite

Cottage in Old Bend

4.95 out of 5 average rating, 206 reviews

Contemporary Chic, Walk Downtown, Gourmet Kitchen

Apr 27 – May 4

G$43,084 GYD per night
Guest favorite

Cottage in Bend

4.9 out of 5 average rating, 277 reviews

The Blackberry Cottage

Mar 6 – 13

G$38,729 GYD per night
Guest favorite

Cottage in Terrebonne

4.91 out of 5 average rating, 258 reviews

Quiet central Oregon desert retreat with a view!

Feb 4 – 11

G$30,281 GYD per night
Guest favorite

Cottage in Old Bend

4.89 out of 5 average rating, 102 reviews

The Sparrow Cottage in the Old Mill

Oct 5 – 12

G$45,728 GYD per night
Guest favorite

Cottage in Bend

4.94 out of 5 average rating, 388 reviews

An Urban Base to Bend's Adventures!

Sep 26 – Oct 3

G$51,477 GYD per night
Guest favorite

Cottage in Bend

4.91 out of 5 average rating, 431 reviews

Downtown, Modern Nostalgia--walk to shops, cafes

Nov 11 – 18

G$38,850 GYD per night
Guest favorite

Cottage in Bend

4.94 out of 5 average rating, 235 reviews

5 star! Hot Tub+Big Porch w/ Enclosed Yard+Pets OK

Mar 29 – Apr 5

G$60,120 GYD per night
Guest favorite

Cottage in Bend

4.96 out of 5 average rating, 155 reviews

Galveston Getaway to all the fun in Bend Oregon

Apr 22 – 29

G$42,797 GYD per night

Other great vacation rentals in Bend

Guest favorite

Guest suite in Bend

4.98 out of 5 average rating, 120 reviews

Bend, Oregon Private Suite; Perfect for 1 or 2

May 19 – 24

G$13,478 GYD per night
Guest favorite

Guesthouse in Bend

5.0 out of 5 average rating, 208 reviews

Private country escape with mountain views!

May 10 – 17

G$24,625 GYD per night
Guest favorite

Tiny home in Redmond

4.99 out of 5 average rating, 185 reviews

Tranquil Views, Country Cozy, Close to Smith Rock

Sep 10 – 17

G$29,369 GYD per night
Guest favorite

Guest suite in Bend

4.9 out of 5 average rating, 134 reviews

New Modern and Cozy Private Studio In The Woods

Apr 30 – May 7

G$17,207 GYD per night
Guest favorite

Apartment in Bend

4.98 out of 5 average rating, 236 reviews

5th Street Villa75-Bend's Perfect Midtown Location

Oct 4 – 11

G$28,491 GYD per night
Guest favorite

Condo in Bend

5.0 out of 5 average rating, 128 reviews

Sunriver Studio with Pool and Hot Tub

Jun 2 – 9

G$22,708 GYD per night
Guest favorite

Guest suite in Bend

4.99 out of 5 average rating, 173 reviews

Private Apartment, Separate Entrance, Spacious

Jun 5 – 12

G$26,336 GYD per night
Superhost

Guest suite in Bend

4.82 out of 5 average rating, 454 reviews

Cozy Courtyard w/ Hot Tub

Jan 31 – Feb 7

G$15,833 GYD per night

Quick stats about vacation rentals in Bend

  • Total rentals

    2K properties

  • Rentals with dedicated workspaces

    1.2K properties have a dedicated workspace

  • Rentals with a pool

    350 properties have a pool

  • Pet-friendly rentals

    790 properties allow pets

  • Family-friendly rentals

    1.2K properties are a good fit for families

  • Total number of reviews

    134K reviews

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.

  • What types of vacation rentals are available in Bend?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Bend. From over 1,180 house rentals to over 30 cottage rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • 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.

Destinations to explore

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  2. United States
  3. Oregon
  4. Deschutes County
  5. Bend