Bend vacation rentals
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Top-rated vacation rentals in Bend
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Guest suite in Bend
4.98 out of 5 average rating, 106 reviews800 sf Sunny Private Suite on Road to Mt. Bachelor
Newly remodeled 1bd guest unit (within a main house) in quiet, private community just 20 minutes from Mt. Bachelor. Surrounded by pine trees, bluejays & herds of deer, and located next to hundreds of miles of mountain biking / hiking trails + bike path to downtown. Prime location for all the outdoor adventures Bend offers, just off Century Dr. which is the road to Mt. Bachelor, Tumalo Mtn, Elk Lake, and hikes galore! We're also 10 mins away from downtown + a short hike to the Deschutes River.
Apr 24 – May 1
Condo in Bend
5.0 out of 5 average rating, 123 reviewsSunriver Studio with Pool and Hot Tub
This stylish studio in the heart of Sunriver is newly remodeled with a King bed. You have access to the seasonal pool and year round hot tub. Fast WiFi, a new Samsung 50” tv signed into Netflix, Hulu, HBO Max and Pluto. Nearby access to the Deschutes River (Harper Bridge) for kayaking or floating the river. 25 minutes to Mt. Bachelor. 25 minutes to downtown Bend. Free parking just a few feet from your door. This clean and cozy condo is a perfect home base to explore all of Central Oregon.
Apr 14 – 21
Guest suite in Bend
4.99 out of 5 average rating, 290 reviewsOld Mill Studio, Easy to Mt B, Near all the fun!
Your own private studio behind our home is in the quiet, quaint neighborhood on the bluff above the Old Mill District and Deschutes River. Short walk to restaurants, coffee, breweries and concerts. Close to the river for floating, SUP, River Trail. Easy access to Mt Bachelor, Cascade Lakes, and mountain fun. Safe gear storage! Private entrance and sliding doors out to a private patio for your morning coffee or end-of-day beverage. A fire pit is available to top off a cozy evening (see notes.)
Apr 3 – 10
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Bend vacation rentals
Bend house rentals
Home in Bend
4.92 out of 5 average rating, 311 reviews3rd Street Chalet
Apr 15 – 22
Home in Bend
4.99 out of 5 average rating, 433 reviewsNW Modern, River, Old Mill near Downtown
Oct 18 – 25
Home in Bend
4.95 out of 5 average rating, 143 reviewsBend River West Loft
May 6 – 13
Home in Bend
4.81 out of 5 average rating, 346 reviewsFall Creek Suite - Awesome Westside Location
Feb 13 – 20
Home in Bend
4.99 out of 5 average rating, 137 reviewsWestside Sweet Suite - modern 1 bedroom studio...
Aug 17 – 24
Home in Old Bend
4.9 out of 5 average rating, 165 reviewsLaverne - Historic Home in Downtown
Apr 18 – 25
Home in Bend
4.92 out of 5 average rating, 151 reviewsMtn Ready Getaway to Bend! Fire Pit & Deck
Feb 5 – 12
Home in Terrebonne
4.98 out of 5 average rating, 131 reviewsSmith Rock Hideout - Cascade mountain views
Nov 4 – 11
Home in Redmond
4.81 out of 5 average rating, 512 reviewsImmaculate, Cozy Home in the Heart of Downtown
Feb 2 – 9
Home in Bend
4.99 out of 5 average rating, 111 reviewsButler Corner - New, Clean & Minutes From Downtown
Sep 10 – 17
Home in Bend
5.0 out of 5 average rating, 109 reviewsModern high-end home, walk downtown
Nov 10 – 17
Home in Bend
4.95 out of 5 average rating, 135 reviewsSeparate Apt in Beautiful Westside Bend
May 1 – 8
Cottage rentals in Bend
Cottage in Bend
4.88 out of 5 average rating, 294 reviewsIn the Heart of Tumalo Two
May 5 – 12
Cottage in Bend
4.9 out of 5 average rating, 276 reviewsThe Blackberry Cottage
Dec 28 – Jan 4
Cottage in Old Bend
4.95 out of 5 average rating, 203 reviewsContemporary Chic, Walk Downtown, Gourmet Kitchen
Apr 27 – May 4
Cottage in Bend
4.89 out of 5 average rating, 101 reviewsThe Sparrow Cottage in the Old Mill
Apr 24 – May 1
Cottage in Bend
4.91 out of 5 average rating, 430 reviewsDowntown, Modern Nostalgia--walk to shops, cafes
Nov 20 – 27
Cottage in Bend
4.94 out of 5 average rating, 387 reviewsAn Urban Base to Bend's Adventures!
Apr 30 – May 7
Cottage in Terrebonne
4.91 out of 5 average rating, 257 reviewsQuiet central Oregon desert retreat with a view!
Oct 22 – 29
Cottage in Bend
4.94 out of 5 average rating, 296 reviewsAdorable West Side Cottage, Great Location!
Aug 30 – Sep 6
Cottage in Bend
4.94 out of 5 average rating, 231 reviews5 star! Hot Tub+Big Porch w/ Enclosed Yard+Pets OK
Dec 26 – Jan 2
Cottage in Bend
4.96 out of 5 average rating, 155 reviewsGalveston Getaway to all the fun in Bend Oregon
Apr 10 – 17
Cottage in Bend
4.87 out of 5 average rating, 411 reviewsDowntown Bend Cottage! Walk Anywhere!
Oct 17 – 24
Cottage in Bend
4.92 out of 5 average rating, 159 reviewsAmazing Location! | Charming, Cozy Cottage
Aug 20 – 27
Other great vacation rentals in Bend
Cabin in Bend
4.95 out of 5 average rating, 498 reviewsLog Cabin on Tumalo Creek
Oct 6 – 13
Condo in Sunriver
4.9 out of 5 average rating, 173 reviewsCozy Condo-Pool/Hot Tub. Minutes from Mt Bachelor
Mar 7 – 14
Apartment in Old Bend
4.96 out of 5 average rating, 168 reviewsLOCATION! WALK DOWNTOWN & OLD MILL - #2
Dec 11 – 18
Apartment in Bend
4.95 out of 5 average rating, 234 reviewsLarkspur Garden Guesthouse
May 8 – 15
Apartment in Bend
4.97 out of 5 average rating, 134 reviewsVilla77-Cozy Bend Getaway
May 4 – 11
Guesthouse in Bend
4.96 out of 5 average rating, 699 reviewsA Couples Getaway in Old NW Bend
Sep 13 – 20
Guest suite in Bend
4.99 out of 5 average rating, 193 reviewsParks Bunkhouse
Apr 14 – 21
Guest suite in Bend
4.91 out of 5 average rating, 306 reviewsMidtown Getaway- Private entrance and bathroom!
Apr 4 – 11
Guesthouse in Bend
4.97 out of 5 average rating, 311 reviewsOld Mill and River Walk Retreat
Nov 5 – 12
Guesthouse in Bend
4.79 out of 5 average rating, 381 reviewsClose to everything! Oasis on edge of west Bend
Apr 20 – 27
Apartment in Redmond
4.98 out of 5 average rating, 423 reviewsSmith Rock View Contemporary
Dec 5 – 12
Guest suite in Bend
4.82 out of 5 average rating, 449 reviewsCozy Courtyard w/ Hot Tub
Mar 22 – 29
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.
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 1,210 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 1,200 vacation rentals in Bend featuring dedicated workspaces. Stay connected and productive in your home away from home.
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