Nestled along the Deschutes River, Bend, OR is surrounded by majestic, volcanic peaks such as Three Sisters and Mount Bachelor. With an often-quoted 300 days of sunshine, access to the outdoors is practically year-round. Explore our Bend vacation rentals and find great places to stay. 

Properties Available 72 properties available
Bedroom 1: King primary suite, large walk-in closet, ensuite bathroom with dual sinks and shower (Upper Level) -> Bedroom 2: Queen guest suite, ensuite full bathroom (Upper Level) -> Bedroom 3: Queen guest room full bathroom nearby (Lower Level) -> Bedroom 4: Queen guest room, access to private patio with café table and seating for 2 (Lower Lev
New! Bend River District Stay | Hot Tub | Walk to Dining & Trails
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New! Bend River District Stay | Hot Tub | Walk to Dining & Trails Pet Friendly
House   |   Bend, OR
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.5 (2)
View Home
Bedroom 1: King bed, ensuite bathroom with dual sinks, glass shower, and large walk-in closet, Smart TV (Upper Level) -> Bedroom 2: King bed, guest bathroom nearby (Upper Level) -> Bedroom 3: Queen bed, guest bathroom nearby (Upper Level) -> Bedroom 4: Two sets of twin-over-full bunks, Smart TV, foosball table -> Bedroom 5: Full bed, dedicate
New! Beautiful 5 Bedroom Retreat | Hot Tub | Backyard
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New! Beautiful 5 Bedroom Retreat | Hot Tub | Backyard Pet Friendly
House   |   Bend, OR
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
View Home
Make your next getaway unforgettable at the Bend Luxury Escape. Situated on a private 10-acre estate, only 15 minutes from Downtown Bend this high-desert retreat delivers captivating experiences both inside and outside within the surrounding mountain haven of Bend, Oregon. Uninterrupted views of the nearby Cascade Mountains paired with resort-like
10-Acre Mountain Retreat | Home Theater, Sauna, Hot Tub & Gym
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10-Acre Mountain Retreat | Home Theater, Sauna, Hot Tub & Gym Pet Friendly
House   |   Bend, OR
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (6)
View Home
Deschutes Nest is our thoughtfully updated modern craftsman perched two blocks from the Deschutes River, Mt Bachelor shuttle, Hayden Homes Amphitheater, and Deschutes Brewery. This ideal Westside location is a short walk to the restaurants, cafes & breweries in the Old Mill District & Galveston Avenue, walkable to downtown Bend, and easy access to
Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill!
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Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill! 8
Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill! 9
Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill! 10
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Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill! Pet Friendly
Condo   |   Bend, OR
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (8)
View Home
Discover all Redmond has to offer when you stay at this beautifully appointed 3 bedroom, 2 bath chalet home, sleeping eight! The wood interior, fireplace with river rock mantel, vaulted ceilings, and floor-to-ceiling windows make this home a welcoming environment. Situated in Eagle Crest Resort, this cozy getaway offers access to an array of commun
New! Eagle Crest | Chalet | Resort Access | Golf | Game Room
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New! Eagle Crest | Chalet | Resort Access | Golf | Game Room 8
New! Eagle Crest | Chalet | Resort Access | Golf | Game Room 9
New! Eagle Crest | Chalet | Resort Access | Golf | Game Room 10
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New! Eagle Crest | Chalet | Resort Access | Golf | Game Room Pet Friendly
House   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (3)
View Home
Indulge in luxury for your next stay in Bend with time at Pine Post Lodge, a newly constructed, beautifully appointed home that will impress your most discerning guests. With the great room\'s soaring ceiling, gas fireplace inset in a rock hearth, hardwood floors, large flat-screen TV and plush sectional sofas, you\'ll enjoy happy gatherings with f
Private Hot Tub ~ Luxury Home ~ Close to Bachelor~ Golf ~ Dog Friendly
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Private Hot Tub ~ Luxury Home ~ Close to Bachelor~ Golf ~ Dog Friendly Pet Friendly
House   |   Bend, OR
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (9)
View Home
Bedroom 1 (King Primary): King bed -> Bedroom 2 (Queen Guest): Queen bed -> Bedroom 3 (Twin Guest): Two twin beds This home comfortably sleeps 6, with 1 full bathroom. –Amenities You\'ll Love– -> Private hot tub in fenced backyard -> Hardwood floors throughout -> 55" Smart TV in living room -> Fully equipped kitchen -> Formal dining table wit
New! Pet Friendly Basecamp | Hot Tub | Walk to Downtown
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New! Pet Friendly Basecamp | Hot Tub | Walk to Downtown Pet Friendly
House   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (1)
View Home
Locally owned & operated service with a personal touch and insider knowledge of the area -> 24/7 guest communication if anything arises during your stay -> Lightning-fast response times whenever you need assistance -> Professionally cleaned and maintained properties for comfort and peace of mind -> Inspected before each arrival to ensure every d
New! Eagle Crest Retreat | 3BR Townhome w/ Resort Access—Pet Friendly
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New! Eagle Crest Retreat | 3BR Townhome w/ Resort Access—Pet Friendly Pet Friendly
Townhome   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
View Home
Bedroom 1: King Primary Suite with Smart TV, private bathroom, small balcony with forest views -> Bedroom 2: Queen Guest Suite -> Living Room: Queen sleeper sofa This condo comfortably sleeps 6. –Amenities You\'ll Love– -> Community hot tub (open year-round until 10 p.m.) -> Community swimming pool (Memorial Day through Labor Day, until 10 p
New! Cozy Bend Escape | Hot Tub | Forest Views
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New! Cozy Bend Escape | Hot Tub | Forest Views
Condo   |   Bend, OR
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
View Home
Pilot Butte View Retreat – 2BD/2BA Mt. Bachelor Village Resort, Bend, OR Relax at the Pilot Butte View Retreat, a beautifully updated two-bedroom, two-bathroom condo in Mt. Bachelor Village Resort. This lower-level retreat offers stunning views of Pilot Butte and Bend and comfortably accommodates up to six guests with two king suites and a queen s
Pilot Butte View Retreat ~Close to Hiking, Biking and Mountain
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Pilot Butte View Retreat ~Close to Hiking, Biking and Mountain
Condo   |   Bend, OR
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)
View Home
Luxury vacationing in Bend! Relax and unwind amongst the giant Juniper trees on this 1/2 acre. Bring the whole family and find fun for everyone. The outdoor space is amazing! Have fun using the basketball hoop, fire pit, BBQ grill, and huge fully fenced yard. Enjoy a soak in your own private salt system hot tub under the Central Oregon sky! The Ben
New! Wildwood Manor ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit
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New! Wildwood Manor ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit 10
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New! Wildwood Manor ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit Pet Friendly
House   |   Bend, OR
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 (2)
View Home
Bedroom 1: King Primary Suite, ensuite bathroom with dual sinks and large walk-in shower, walk-in closet, private deck access to hot tub (Main Level) -> Bedroom 2: (King Guest Suite 1, ensuite bathroom with dual sinks and walk-in shower, private deck access (Upper Level) -> Bedroom 3: King Guest Suite 2, dedicated workspace, full bathroom with d
New! Luxury Bend Escape | Hot Tub | Golf Course Views
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New! Luxury Bend Escape | Hot Tub | Golf Course Views
House   |   Bend, OR
Bedrooms 3 bedrooms with loft
Bathrooms 3 baths
Guests 8 guests
View Home

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