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Bend vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Bend

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

Superhost
Bungalow in Old Bend
Location! Bungalow River & Beach Access
Welcome to our Century-Old Craftsman Bungalow on Riverfront Street. This one bedroom, one bath sleeps two to three. Enjoy a fully equipped kitchen, floor to ceiling river rock gas fireplace, inviting front porch, back deck with propane BBQ, table/ chairs. The Bungalow has a peek of the river, as it is considered the "guest house" to the larger "main house" it shares the lot with. Enjoy low bank river access to launch your kayak or SUP's. Park the car and experience the best Bend has to offer.
$115 per night
Superhost
Home in Bend
Downtown Craftsman with King Bed and Private Yard
Stay at one few of the remaining homes in the core of downtown Bend. Enjoy the natural light from vaulted ceilings, charming architectural details, original hardwood floors and paintings by local artist Sheila Dunn. Choose from dozens of restaurants, breweries, coffee and shops within blocks. Cross the alley to food trucks and frequent live music at the historic Lucas House or relax in your private walled courtyard. A beautifully restored 1922 home with plants and warm wood throughout.
$90 per night
Superhost
Apartment in Old Bend
The August - riverside loft in the heart of Bend
NOTICE! : The August is receiving furniture & decor upgrades December ‘23 - Spring ‘24. Nothing will be worse! It will all be better. But please forgive me for the current photos being slightly inaccurate during that time frame. Bend means beer, the river, and the outdoors. The August couldn't be more central to it all - including being the closest vacation rental to the Hayden Homes Amphitheater. Designed for two guests to enjoy a long weekend, it's an ideal couple's getaway.
$99 per night

Stay near Bend's top sights

Old Mill District292 locals recommend
BLOCKBUSTER15 locals recommend
McMenamins158 locals recommend
Costco Wholesale50 locals recommend
Walmart Supercenter15 locals recommend
Pine Nursery Park41 locals recommend

Bend home rentals

Superhost
Home in Bend
NW Modern, River, Old Mill near Downtown
$110 per night
Superhost
Home in Bend
Home in Lodges at Bachelor View - Book Now!
$126 per night
Superhost
Home in Bend
Hot Tub Bikes Floats Firepit – Bend Adventure Base
$187 per night
Superhost
Home in Old Bend
"Urban Spruce" - Great peaceful location!!
$99 per night
Superhost
Home in Old Bend
Downtown Den
$75 per night
Superhost
Home in Old Bend
Historic Downtown Cottage* Outdoor Adventures
$129 per night
Superhost
Home in Bend
The Columbia Mill House
$110 per night
Superhost
Home in Bend
Fall Creek Suite - Awesome Westside Location
$110 per night
Superhost
Home in Bend
Cozy, Pet Friendly, Hot Tub. Garage.
$134 per night
Superhost
Home in Old Bend
Drake Park Cottage in the Heart of Bend
$229 per night
Superhost
Home in Bend
Airy Bend Oasis - Two Ensuites near Mt. Bachelor
$158 per night
Superhost
Home in Bend
Downtown with hot tub and fenced-in yard
$214 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

770 properties allow pets

Family-friendly rentals

1.2K properties are a good fit for families

Total number of reviews

131K 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.

Destinations to explore

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