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 28 properties available
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
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Private Hot Tub ~ Luxury Home ~ Close to Bachelor~ Golf
House   |   Bend, OR
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (8)
View Home
Bend Vacation Rental with Hot Tub, Game Room, and Indoor/Outdoor Entertainment Experience the ultimate Pacific Northwest getaway in Bend, Oregon, at this stylish and comfortable vacation home. Perfect for families, friends, and outdoor enthusiasts, this rental combines modern amenities with proximity to Central Oregon\'s top attractions. Why Yo
New! Hot Tub ~ Foosball ~ Bonus Room ~ Dog Friendly ~ AC!
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New! Hot Tub ~ Foosball ~ Bonus Room ~ Dog Friendly ~ AC! 5
New! Hot Tub ~ Foosball ~ Bonus Room ~ Dog Friendly ~ AC! 6
New! Hot Tub ~ Foosball ~ Bonus Room ~ Dog Friendly ~ AC! 7
New! Hot Tub ~ Foosball ~ Bonus Room ~ Dog Friendly ~ AC! 8
New! Hot Tub ~ Foosball ~ Bonus Room ~ Dog Friendly ~ AC! 9
New! Hot Tub ~ Foosball ~ Bonus Room ~ Dog Friendly ~ AC! 10
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New! Hot Tub ~ Foosball ~ Bonus Room ~ Dog Friendly ~ AC! Pet Friendly
House   |   Bend, OR
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (2)
View Home
Pilot Butte View Retreat – 2BD/2BA Mt. Bachelor Village Resort, Bend, OR Relax at the Pilot Butte View Retreat, a two-bedroom two-bath in Mt. Bachelor Village Resort, offering stunning views of Pilot Butte and Bend. This lower-level unit accommodates up to 6 guests with a king suite, queen suite, and queen sofa sleeper. The bright, open living are
Pilot Butte View Retreat ~ Close to Hiking, Biking and Mountain
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Pilot Butte View Retreat ~ Close to Hiking, Biking and Mountain 9
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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
New! Wildwood Manor ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit 2
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New! Wildwood Manor ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit 4
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New! Wildwood Manor ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit 9
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
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 8
New! Eagle Crest Retreat | 3BR Townhome w/ Resort Access—Pet Friendly 9
New! Eagle Crest Retreat | 3BR Townhome w/ Resort Access—Pet Friendly 10
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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
Welcome to Brightenwood Retreat, a remarkable vacation rental nestled in the serene city of Bend, Oregon. This exceptional property offers a harmonious blend of comfort, style, and natural beauty, ensuring an unforgettable vacation experience for you and your guests. Featuring four spacious bedrooms and three well-appointed bathrooms, this home co
New Listing! Hot Tub ~ 2 Living Areas ~ Pet Friendly
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New Listing! Hot Tub ~ 2 Living Areas ~ Pet Friendly 9
New Listing! Hot Tub ~ 2 Living Areas ~ Pet Friendly 10
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New Listing! Hot Tub ~ 2 Living Areas ~ Pet Friendly Pet Friendly
House   |   Bend, OR
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (1)
View Home
Please note that exterior construction will be taking place at the property between June and September as the back decks are being replaced. Work will occur on weekdays only. During this time the unit will not have a back deck available and there may be occasional construction noise during working hours. To account for this temporary inconvenience,
New Listing! Gorgeous Views ~ Fireplace
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New Listing! Gorgeous Views ~ Fireplace
Condo   |   Bend, OR
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (1)
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 6
New! Eagle Crest | Chalet | Resort Access | Golf | Game Room 7
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 (2)
View Home
Welcome to Bend, OR! Our charming Brightenwood House offers a relaxing living room, fully stocked kitchen, and amazing front and back outdoor living spaces. You can enjoy a propane BBQ and a smoker during your stay. The house can accommodate up to 4 guests in 2 beds, and there are only 2 stairs on the front porch. Please note that this is not a pa
New Listing! Bend Home ~ Dog Friendly ~ Fenced Yard ~ Hot Tub!
New Listing! Bend Home ~ Dog Friendly ~ Fenced Yard ~ Hot Tub! 2
New Listing! Bend Home ~ Dog Friendly ~ Fenced Yard ~ Hot Tub! 3
New Listing! Bend Home ~ Dog Friendly ~ Fenced Yard ~ Hot Tub! 4
New Listing! Bend Home ~ Dog Friendly ~ Fenced Yard ~ Hot Tub! 5
New Listing! Bend Home ~ Dog Friendly ~ Fenced Yard ~ Hot Tub! 6
New Listing! Bend Home ~ Dog Friendly ~ Fenced Yard ~ Hot Tub! 7
New Listing! Bend Home ~ Dog Friendly ~ Fenced Yard ~ Hot Tub! 8
New Listing! Bend Home ~ Dog Friendly ~ Fenced Yard ~ Hot Tub! 9
New Listing! Bend Home ~ Dog Friendly ~ Fenced Yard ~ Hot Tub! 10
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New Listing! Bend Home ~ Dog Friendly ~ Fenced Yard ~ Hot Tub! Pet Friendly
Townhome   |   Bend, OR
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (4)
View Home
Welcome to your dream vacation rental located in the beautiful city of Bend, Oregon! This stunning property located in River Wild in Mt. Bachelor Village, offers luxurious comfort with all-new furnishings, perfect for your ultimate relaxation. This beautiful property boasts three spacious bedrooms and two and a half bathrooms, providing ample spac
Pine House Retreat ~ New Furniture ~ Community Hot Tub ~ Close To Trails
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Pine House Retreat ~ New Furniture ~ Community Hot Tub ~ Close To Trails
House   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (9)
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
Bend Luxury Escape | Mountain Views, Sauna & Home Gym
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Bend Luxury Escape | Mountain Views, Sauna & Home Gym Pet Friendly
House   |   Bend, OR
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (6)
View Home
Cozy Condo Retreat in Mt. Bachelor Village Resort Experience the best of Bend from this inviting two-bedroom, 900 sq. ft. upstairs condo, offering the perfect blend of proximity to downtown and easy access to Central Oregon\'s outdoor adventures. Located in the desirable Mt. Bachelor Village Resort, you\'ll enjoy resort amenities and be just minut
Mt. Bachelor Village Escape: Hot Tub, Pool, Fireplace & Central Bend Location
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Mt. Bachelor Village Escape: Hot Tub, Pool, Fireplace & Central Bend Location
Condo   |   Bend, OR
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
View Home

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