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Bend vacation rentals

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Top-rated vacation rentals in Bend

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite
Guest suite in Bend
Forested Custom Built W/Mt view, Hot Tub, Wildlife
Our custom-made studio is nestled in the woods with a country feel yet close to everything Bend has to offer. Outside,we have two large decks overlooking the wildlife with beautiful mountain views. Inside this 1100 square foot studio with a loft ,we have vaulted ceilings with open beams, a pool table, hunting trophies, and handmade woodwork throughout. You will have a private studio with no shared spaces that includes two queen beds, a kitchen, a living room, a bathrom, two decks, and a hot tub.
Apr 6 – 13
$127 per night
Guest favorite
Cabin in Bend
Quaint A-Frame Cabin close to Mt Bachelor
Cosy two story A-Frame cabin among Ponderosa trees in a quiet residential street. Only 5 minutes drive to Sunriver Village, 16 min. Mt Bachelor, 20 m Bend downtown. The living room has a comfy sectional, a single reclining armchair and TV. My cabin has a well appointed kitchen, laundry room with W/D, a Bathroom/Shower downstairs. A 2 bedrooms upstairs. Each room has a Queen size bed. There is a powder room/toilet upstairs in the hallway. NO SMOKING/NO PARTIES /MAX 4 people including children
May 15 – 22
$76 per night
Guest favorite
Guest suite in Bend
Portal to the Cascades
An attached, private guest suite in a unique lovely home. Rural, beautiful, open 5 acres with breathtaking views of the Three Sisters. On a private dead end road surrounded by thousands of acres of Forest Service and BLM land. Feels like miles from nowhere, yet just 15 minutes to Sisters and 30 minutes to downtown Bend. Very peaceful and quiet. Come and relax, explore the area by bicycle or by foot, watch birds, stargaze, and simply commune with nature. A truly special property. DCCA # 742778
Apr 28 – May 5
$94 per night

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
Walmart Supercenter15 locals recommend
Sawyer Park11 locals recommend

Bend house rentals

Superhost
Home in Bend
Fall Creek Suite - Awesome Westside Location
May 11 – 18
$111 per night
Guest favorite
Home in Bend
Bend River West Loft
Mar 10 – 17
$112 per night
Guest favorite
Home in Bend
Westside Sweet Suite - modern 1 bedroom studio...
Jul 28 – Aug 4
$104 per night
Guest favorite
Home in Terrebonne
Cozy Three Story Lookout Tower
Aug 8 – 15
$287 per night
Guest favorite
Home in Bend
Modern high-end home, walk downtown
Dec 29 – Jan 5
$265 per night
Guest favorite
Home in Terrebonne
Pointe of Blessing canyon golf course view retreat
Jul 18 – 25
$198 per night
Guest favorite
Home in Bend
Mountain Bliss: Gateway to Mt. Bachelor and More
Sep 12 – 19
$159 per night
Guest favorite
Home in Bend
Stunning River Front | Hot Tub | Old Mill | Bikes
Feb 5 – 12
$331 per night
Guest favorite
Home in Terrebonne
Stunning! Smith Rock • King Beds • Steam Shower
Nov 9 – 16
$312 per night
Guest favorite
Home in Bend
NW Modern, River, Old Mill near Downtown
Apr 29 – May 6
$172 per night
Guest favorite
Home in Bend
Downtown Bend Waterfront Escape
Sep 2 – 9
$703 per night
Guest favorite
Home in Bend
The House on the River
Oct 24 – 31
$331 per night

Other great vacation rentals in Bend

Guest favorite
Cabin in Bend
Log Cabin on Tumalo Creek
Aug 15 – 22
$130 per night
Guest favorite
Apartment in Bend
LOCATION! WALK DOWNTOWN & OLD MILL - #2
Feb 7 – 14
$89 per night
Guest favorite
Cabin in Bend
Mill Cabin at Deschutes Dunes River/ beach access
Dec 6 – 13
$131 per night
Guest favorite
Guesthouse in Bend
Quiet 1/1 near river & Old Mill
Mar 8 – 15
$133 per night
Guest favorite
Cabin in La Pine
Deschutes A-Frame Cabin close to Bend
Jan 3 – 10
$251 per night
Guest favorite
Apartment in Bend
Historic Drake Park Neighborhood .
Mar 12 – 19
$130 per night
Guest favorite
Guest suite in Bend
Cozy Apt Near Trails, Mt. Bachelor, Old Mill
Apr 10 – 17
$90 per night
Guest favorite
Guesthouse in Bend
Cozy & Convenient Downtown Cottage
Apr 19 – 26
$69 per night
Guest favorite
Guesthouse in Bend
Old Mill and River Walk Retreat
Nov 6 – 13
$125 per night
Guest favorite
Guesthouse in Bend
A Couples Getaway in Old NW Bend
Apr 11 – 18
$119 per night
Guest favorite
Dome in Bend
Dome Sweet Dome: An OMG! Experience
Jul 31 – Aug 7
$169 per night
Guest favorite
Apartment in Bend
5th Street Villa75-Bend's Perfect Midtown Location
May 9 – 16
$117 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

340 properties have a pool

Pet-friendly rentals

800 properties allow pets

Family-friendly rentals

1.2K properties are a good fit for families

Total number of reviews

133K 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.

  • 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 800 vacation rentals for guests traveling with pets.

Destinations to explore

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