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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.

SUPERHOST
  1. Entire guest suite
  2. Bend
Studio with living area & Private entrance-Suite#3

Newly remodeled unit with 75" Smart Roku TV & 60" Fireplace! We are EARLY risers and work East Coast hours. We have sound proofed well from the feedback we're receiving, but If you have any concerns over potential of noise from a family of 4, please book another place as your comfort is our priority! PLEASE ALSO READ "OTHER THINGS TO NOTE" SECTION RE: PETS & PET FEE.

$82 per night
SUPERHOST
  1. Entire guest suite
  2. Bend
NW Cozy Guest Suite with Private Entrance

Our guest suite is a great home base for your next Bend vacation or business trip. Conveniently located on Bend's westside, within walking distance of several breweries and restaurants. A spiral staircase leads to your private covered balcony and entrance. Our cozy suite includes a kitchenette stocked with our favorite local coffee/teas, a full bathroom, and queen size bed. Our TV rotates to be viewed in sitting area or in bed. Relax by the gas fire on the balcony after exploring Central OR.

$86 per night
  1. Entire guesthouse
  2. Bend
The Little House at Duck Hollow w/Hot Tub!

Jan 2023!! We start hosting again after enlarging the bathroom! Yippee! And bookings have already started, so make your reservation (30 day minimum) now! Everyday is a celebration at Duck Hollow! Our guests say the Little House is "a clean, comfortable home away from home." Other words used: a "hidden gem," a "serene hideaway," and a "private paradise." We are on-site hosts, dedicated to making your visit to Bend, and the Little House at Duck Hollow, special. *Dogs: see "other details"

$37 per night

Vacation rentals for every style

Get the amount of space that is right for you

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Bend home rentals

SUPERHOST
  1. Entire home
  2. Old Bend
Little Lava, IN Downtown Bend, AC, 100+mbps Wifi, Bikes, Walk Everywhere
$95 per night
SUPERHOST
  1. Private room
  2. Bend
Private Entry ~ Bath ~ Patio ~ Yard ~ View ~ Bend
$34 per night
SUPERHOST
  1. Private room
  2. Bend
Queen Bed - Hot tub!
$61 per night
SUPERHOST
  1. Private room
  2. Bend
Italian Room near Old Mill, Breweries & RiverTrail
$64 per night
SUPERHOST
  1. Private room
  2. Bend
Funky Queen Rm w/large Private bath near Old Mill
$56 per night
  1. Entire home
  2. Bend
One Bedroom/Bathroom w/ TV Studio & Outdoor Patio!
$119 per night
SUPERHOST
  1. Private room
  2. Bend
West Hills with City View
$79 per night
SUPERHOST
  1. Private room
  2. Bend
Edgecliff Manor - Room 3. Modern w/Queen bed
$66 per night
SUPERHOST
  1. Entire home
  2. Old Bend
RiverBend Bungalow- RIVERFRONT, River Views, Riverfront Hot Tub, AC, 100+mbps Wifi, Walkable to Food & Shops
$218 per night
SUPERHOST
  1. Entire home
  2. Bend
Perfect Location For The River & Old Mill District
$159 per night
PLUS
  1. Entire home
  2. Old Bend
Cecil House, Historic Home with Hot Tub, Electric Charger
$275 per night
SUPERHOST
  1. Entire home
  2. Bend
New Home in Lodges at Bachelor View - Book Now!
$180 per night

Cabin rentals in Bend

SUPERHOST
  1. Entire cabin
  2. Bend
Skyliners Getaway
$75 per night
SUPERHOST
  1. Entire cabin
  2. Old Bend
Mill Cabin at Deschutes Dunes River/ beach access
$166 per night
SUPERHOST
  1. Entire cabin
  2. Bend
The Drake Club, Walk to Downtown
$137 per night
SUPERHOST
  1. Entire cabin
  2. Old Bend
Amazing, unobstructed River View Downtown Bend
$193 per night
SUPERHOST
  1. Entire cabin
  2. Bend
Cabin in the Woods
$146 per night
SUPERHOST
  1. Entire cabin
  2. Bend
Log Cabin on Tumalo Creek
$166 per night
SUPERHOST
  1. Entire cabin
  2. Bend
Quaint A-Frame Cabin close to Mt Bachelor
$93 per night
  1. Entire cabin
  2. Bend
Cozy Cabin For 6, Hot Tub, Fireplace, SHARC, WiFi
$146 per night
SUPERHOST
  1. Entire cabin
  2. Bend
Stunning Luxury Cabin on Tumalo Lake
$364 per night
  1. Entire cabin
  2. Bend
Upscale Cozy Cabin AC, Fireplace, Hot Tub & SHARC!
$206 per night
SUPERHOST
  1. Entire cabin
  2. Bend
Brand New! Tumalo Lake Lodge (sleeps 16-20)
$671 per night
  1. Entire cabin
  2. Bend
🌲🍁Cozy Cabin🍁🌲w/Loft & Woodstove
$180 per night

Tiny home rentals in Bend

SUPERHOST
  1. Tiny home
  2. Bend
Forested Artistic Cozy Tiny House w/ Wildlife
$116 per night
SUPERHOST
  1. Tiny home
  2. Redmond
Cozy Tiny House @ Aspen View Farm - Mountain Views
$143 per night
  1. Tiny home
  2. Bend
Bend Tiny Haven Homestead
$80 per night
SUPERHOST
  1. Tiny home
  2. Bend
* Bend Tiny Home Hideaway - Wifi, Private Parking
$98 per night
SUPERHOST
  1. Tiny home
  2. Bend
The Big Tiny
$168 per night
SUPERHOST
  1. Private room
  2. Bend
Rajneesh Aframe/Hot Tub, 10 min from downtown Bend
$96 per night
SUPERHOST
  1. Tiny home
  2. Bend
Old Deschutes Basecamp Cottage- Waterfront
$122 per night
SUPERHOST
  1. Tiny home
  2. Sisters
Cozy Spot in the Woods - Dog Friendly
$119 per night
  1. Tiny home
  2. Bend
Crown Villa's Tiny Home
$130 per night
SUPERHOST
  1. Tiny home
  2. Bend
Old Deschutes Basecamp Cabin- Waterfront
$117 per night
SUPERHOST
  1. Tiny home
  2. Bend
Shabby Chic Shack - Minutes from Downtown Bend
$85 per night
SUPERHOST
  1. Tiny home
  2. Bend
The Bungalito - Westside Loft/Private/30+Days
$63 per night

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.


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 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.


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.