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Holiday rentals in Bend

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Top-rated holiday rentals in Bend

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

Bungalow in 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.
₹8,526 per night
SUPERHOST
Home in Bend
New Home in Lodges at Bachelor View - Book Now!
Enjoy Bend’s newest west-side neighborhood nestled beside Century Drive, the gateway to Mt. Bachelor and the Cascade Lakes. Our unique location puts you right on the connector trails to the popular Phil's Trail System for mountain biking or casually strolling along the Deschutes river trail. With access to the National Forest in just steps and breweries mere minutes down the road, Pinehaven is as 'Bend' as it gets. Thank you for considering Pinehaven for your stay. We think you’ll love it here!
₹7,698 per night
SUPERHOST
Bungalow 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.
₹7,315 per night
SUPERHOST

Holiday rentals for every style

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Stay near Bend's top sights

Photo of Pilot Butte State Scenic Viewpoint
Pilot Butte State Scenic Viewpoint24 locals recommend
Photo of Mt. Bachelor Ski Resort
Mt. Bachelor Ski Resort28 locals recommend
Photo of BLOCKBUSTER
BLOCKBUSTER15 locals recommend
Photo of 10 Barrel Brewery
10 Barrel Brewery211 locals recommend
Photo of Monkless Belgian Ales
Monkless Belgian Ales35 locals recommend
Photo of Deschutes River Trail
Deschutes River Trail64 locals recommend

Other great holiday rentals in Bend

Guest suite in Bend
Bend, Oregon Private Suite; Perfect for 1 or 2
₹4,878 per night
SUPERHOST
Guest suite in Bend
Private entry to suite, deep cleaned, quiet, safer
₹5,099 per night
SUPERHOST
Dome in Bend
Dome Sweet Dome: An OMG! Experience
₹11,871 per night
SUPERHOST
Apartment in Bend
Beautifully Remodeled top floor condo with two balconies, a fireplace and BBQ!
₹4,867 per night
Private room in Bend
Bend Ski Loft Retreat - no cleaning fee!
₹3,368 per night
SUPERHOST
Home in Bend
Bend Adventure Base - hot tub/firepit/bikes/floats
₹14,758 per night
SUPERHOST
Guest suite in Bend
Forested Custom Built W/Mt view, Hot Tub, Wildlife
₹7,782 per night
SUPERHOST
Cabin in Bend
Amazing, unobstructed River View Downtown Bend
₹9,362 per night
SUPERHOST
Apartment in Bend
Downtown area upscale condo near river trail
₹4,855 per night
Hotel room in Bend
Tudor Inn Cottage - Downtown Bend
₹7,925 per night
SUPERHOST
Cabin in Bend
The Drake Club, Walk to Downtown
₹5,052 per night
SUPERHOST
Rental unit in Bend
Private apartment, right in town. Your Bend Escape
₹6,307 per night
SUPERHOST
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