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Bend Oregon

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Top-rated vacation rentals in Bend

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

Stylish updated studio at Kitty Hawk in Sunriver
SUPERHOST
Entire condominium · 2 guests · 0 beds · 1 bath

Stylish updated studio at Kitty Hawk in SunriverNewly remodeled studio condo at Kitty Hawk. Located in the heart of Sunriver near the main lodge, bike paths and Meadows golf course. Air Conditioning. Gas Fireplace.

Bend Peaceful Retreat
SUPERHOST
Private room · 2 guests · 1 bed · 1 private bath

Bend Peaceful RetreatOur guest room is located in a quiet setting surround by tranquil forests. We are conveniently located just outside Bend city limits: 15 minutes from downtown, the Old Mill District, and the Bend/Redmond airport. Countless opportunities to enjoy Central Oregon's great outdoors are so close by. Then you can enjoy soaking in the hot tub after a day of skiing, boarding, hiking, biking, or kayaking.

Old Mill Cottage In Deschutes River Woods
Entire house · 4 guests · 3 beds · 1 bath

Old Mill Cottage In Deschutes River WoodsA little piece of Bend's history in Deschutes River Woods. This adorable Mill Home was moved and remodeled in 2014. 2 bedroom 1 bath 1040 sq ft home. Kitchen is well equipped for cooking, baking, bbq, or take-out. The back yard paver patio has generous seating, bbq, table and umbrella for enjoying summer evenings. Garage has been converted to a game room with a pool table, ping pong, darts and bar style seating. 40 minute drive to Mt Bachelor ski resort and 10 minutes to downtown Bend.

Vacation rentals for every style

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Popular amenities for Bend vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Bend

SUPERHOST
  1. Entire apartment
  2. Bend
Historic Drake Park Neighborhood .
$150 per night
SUPERHOST
  1. Private room
  2. Bend
Bend Bike Loft Retreat - no cleaning fee!
$124 per night
SUPERHOST
  1. Private room
  2. Bend
Queen Bed - Hot tub!
$56 per night
SUPERHOST
  1. Entire loft
  2. Bend
Tumalo Cozy/SunShine Studio Loft
$93 per night
  1. Entire guest suite
  2. Bend
Peaceful Mt Bachelor Village suite~ pool & hot tub
$129 per night
SUPERHOST
  1. Entire house
  2. Redmond
Tim's Tiny House #2
$69 per night
  1. Entire guesthouse
  2. Bend
Cozy Studio in the High Desert
$60 per night
SUPERHOST
  1. Entire guest suite
  2. Bend
Home on the BAYOU dr. - fenced yard with fire pit
$79 per night
SUPERHOST
  1. Private room
  2. Bend
Backyard Bunkhouse
$68 per night
SUPERHOST
  1. Private room
  2. Bend
2nd Floor King , Light Breakfast, N.E. Bend
$63 per night
SUPERHOST
  1. Entire apartment
  2. Bend
Private apartment, right in town. Your Bend Escape
$110 per night
SUPERHOST
  1. Entire bungalow
  2. Redmond
Pet Friendly Delightful Home
$86 per night

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.

How do I get around Bend?

Bend is located 175 miles southeast of Portland, a three-hour drive. If you’re coming from out of state, you can fly into the busy Portland International Airport (PDX), or search out flights to Roberts Field Airport (RDM) in nearby Redmond (17 miles away), which is served by four major airlines. There are plenty of car-rental options at both airports, and taxis, rideshares, and airport shuttles from the Redmond airport can take you to your destination.

If you’re not planning on using a car while you’re in town, several motorcoach companies cross through Central Oregon. North-south Amtrak trains stop at Chemult, and riders can then take an Amtrak bus on to Bend. In town, public bus routes are plentiful, as are bike rentals, and the Mt. Bachelor Shuttle will take you up the mountain in summer and winter.

When is the best time to book a Bend vacation rental?

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.

What are the 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.

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