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 48 properties available
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! 3
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Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill! 6
Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill! 7
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 (7)
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! 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
King suite (upper level, sleep number bed) -> King suite (upper level) -> Queen bedroom (lower level) -> King bed in lower-(level flex space) -> Bunk room with 2 twin-over-twin bunk beds (lower level) -> Queen Murphy Bed- (lower level office) Entertainment on Every Level -> Main living room with 56" Smart TV, surround sound & cozy gas fireplace -
New! Hot Tub ~ Bonus Room ~ Games Tables ~ 4 Bedrooms ~ 10 SHARC passes ~ AC!
New! Hot Tub ~ Bonus Room ~ Games Tables ~ 4 Bedrooms ~ 10 SHARC passes ~ AC! 2
New! Hot Tub ~ Bonus Room ~ Games Tables ~ 4 Bedrooms ~ 10 SHARC passes ~ AC! 3
New! Hot Tub ~ Bonus Room ~ Games Tables ~ 4 Bedrooms ~ 10 SHARC passes ~ AC! 4
New! Hot Tub ~ Bonus Room ~ Games Tables ~ 4 Bedrooms ~ 10 SHARC passes ~ AC! 5
New! Hot Tub ~ Bonus Room ~ Games Tables ~ 4 Bedrooms ~ 10 SHARC passes ~ AC! 6
New! Hot Tub ~ Bonus Room ~ Games Tables ~ 4 Bedrooms ~ 10 SHARC passes ~ AC! 7
New! Hot Tub ~ Bonus Room ~ Games Tables ~ 4 Bedrooms ~ 10 SHARC passes ~ AC! 8
New! Hot Tub ~ Bonus Room ~ Games Tables ~ 4 Bedrooms ~ 10 SHARC passes ~ AC! 9
New! Hot Tub ~ Bonus Room ~ Games Tables ~ 4 Bedrooms ~ 10 SHARC passes ~ AC! 10
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New! Hot Tub ~ Bonus Room ~ Games Tables ~ 4 Bedrooms ~ 10 SHARC passes ~ AC!
House   |   Sunriver, OR
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.7 (4)
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
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
Popular Popular 83
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 3
New! Eagle Crest Retreat | 3BR Townhome w/ Resort Access—Pet Friendly 4
New! Eagle Crest Retreat | 3BR Townhome w/ Resort Access—Pet Friendly 5
New! Eagle Crest Retreat | 3BR Townhome w/ Resort Access—Pet Friendly 6
New! Eagle Crest Retreat | 3BR Townhome w/ Resort Access—Pet Friendly 7
New! Eagle Crest Retreat | 3BR Townhome w/ Resort Access—Pet Friendly 8
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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
Access to resort amenities! Year round heated pools, hot tubs, ice skating, fire pits, playgrounds and more! Welcome to our charming one-bedroom, one-bath condo at 7th Mountain Inn in scenic Bend, Oregon. Nestled in the heart of nature, this vacation rental offers a peaceful retreat with enchanting forest views. Step inside and feel instantly at
New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor!
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New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor! 3
New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor! 4
New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor! 5
New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor! 6
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New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor! 8
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New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor! 10
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New! Condo at 7th Mtn Resort ~ Year Round Heated Pools ~ Close to Bachelor!
Condo   |   Bend, OR
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 3 guests
Rating 4.8 (8)
View Home
Welcome to Riverview Oasis -This new construction, stunning Bend home is right across from Farewell Bend Park on the Deschutes River, close to the Old Mill and Downtown Bend. The Deschutes River Trail is right behind the house! Hop on the river trail and walk or ride the provided bikes to town, or hang out and relax by the river. Your family and f
Stunning Views of Farewell Bend Park at Alderwood Circle! 30 day+ exec rental
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Stunning Views of Farewell Bend Park at Alderwood Circle! 30 day+ exec rental Pet Friendly
Executive Rental 30+ Day   |   Bend, OR
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
View Home
This downtown condo has great river views, easy access to the river trail and Pioneer Park, and just a short walk to downtown! This is a top floor unit (stairs required), recently renovated with cozy fireplace and deck looking out over the Deschutes! This unit is located on the 3rd floor, stairway access to unit. Bed Configuration: 3rd floor un
Beautiful River Views - Walk Downtown ~ Fireplace ~ Patio
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Beautiful River Views - Walk Downtown ~ Fireplace ~ Patio
Condo   |   Bend, OR
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (5)
View Home
Escape to the tranquil beauty of Sunriver, Oregon, and experience the ultimate relaxation at our spacious split-level vacation rental, Red Alder Retreat. This lovely home seamlessly blends rustic charm with modern comforts, providing the perfect setting for a memorable vacation experience. 8 SHARC passes included with the home! Living and Dining
Hot Tub ~ SHARC Passes ~ Fireplace ~ BBQ ~ Patio ~ Ping Pong!
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Hot Tub ~ SHARC Passes ~ Fireplace ~ BBQ ~ Patio ~ Ping Pong! 10
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Hot Tub ~ SHARC Passes ~ Fireplace ~ BBQ ~ Patio ~ Ping Pong!
House   |   Sunriver, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (6)
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 Pet Friendly
House   |   Bend, OR
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (1)
View Home
**Book Today for Only $300 Down at the Time of Booking *** Special 30+ day rate available! Please inquire. Relax and enjoy this beautifully updated home at the base of Pilot Butte! This home is located at the end of a quiet cul-de-sac, minutes from Whole Foods, food cart lots and great restaurants. With access to Pilot Butte trail just next door
Private Hot Tub ~ Dog Friendly ~ Trail access to Pilot Butte ~ Fireplace
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Private Hot Tub ~ Dog Friendly ~ Trail access to Pilot Butte ~ Fireplace Pet Friendly
House   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (15)
View Home
Welcome to Brookhollow in Bend, Oregon! Enjoy a relaxing stay in this 3-bedroom, 2-bathroom home with all the amenities you need for a memorable getaway. Highlights: Private hot tub for soaking under the stars Fire pit perfect for s\'mores and stories Indoor gas fireplace for cozy evenings Air conditioning to keep cool in summer Pet-friendly
Hot Tub ~ Lovely Bend home ~ Fireplace ~ Dog Friendly ~ Fenced Yard!
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Hot Tub ~ Lovely Bend home ~ Fireplace ~ Dog Friendly ~ Fenced Yard! Pet Friendly
House   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (5)
View Home

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