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 49 properties available
Escape to this charming vacation rental in Sunriver, Oregon, where a delightful 2-bedroom cabin plus loft awaits you. Nestled amidst the natural beauty of the area, this property offers a tranquil retreat complete with 4 queen beds, a loft area, a fun kids\' foosball table and a private hot tub! Stay cool this summer with brand new AC! 6 SHARC p
New! Hot Tub ~ Heart of Sunriver ~ Fireplace ~ Updated Home ~ SHARC passes!
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New! Hot Tub ~ Heart of Sunriver ~ Fireplace ~ Updated Home ~ SHARC passes! 9
New! Hot Tub ~ Heart of Sunriver ~ Fireplace ~ Updated Home ~ SHARC passes! 10
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New! Hot Tub ~ Heart of Sunriver ~ Fireplace ~ Updated Home ~ SHARC passes! Pet Friendly
House   |   Bend, OR
Bedrooms 2 bedrooms with loft
Bathrooms 2 baths
Guests 8 guests
Rating 5 (5)
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This King suite at Mt Bachelor Village is stocked with everything you need for your Bend stay! This condo has a king bed, coffee maker, mini fridge, printer, dishes, microwave and more! The complex has a seasonal pool and two year round hot tubs to relax after a day of fun. The condo is a short walk to the river trail and walking distance to Old
New! Mt Bachelor Village ~ King Suite ~ 1st level
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New! Mt Bachelor Village ~ King Suite ~ 1st level
Condo   |   Bend, OR
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
View Home
Bedroom 1 – Queen Bed -> Living Room – Full-size Sofa Sleeper –Amenities You\'ll Love– -> Private patio with forest views -> Gas fireplace + Smart TV -> Equipped kitchenette (fridge, microwave, stovetop, dishwasher) -> Access to pool, hot tub -> High-speed Wi-Fi –Location– -> Deschutes River Trail – Steps away -> Old Mill District – 1.5 mi -> D
New Listing! Pineview Getaway | Mt. Bachelor Village Condo Near River Trail
New Listing! Pineview Getaway | Mt. Bachelor Village Condo Near River Trail 2
New Listing! Pineview Getaway | Mt. Bachelor Village Condo Near River Trail 3
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New Listing! Pineview Getaway | Mt. Bachelor Village Condo Near River Trail
Condo   |   Bend, OR
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
View Home
Location, Location, Location! The BE kiND Cottage, located in the heart of Bend\'s vibrant west side, offers an authentic Bend experience. This chic vacation rental is surrounded by popular eateries, breweries, and bakeries. You\'ll be just steps away from The Victorian Café, Brother Jon\'s Public House, Parilla, El Sancho Taco Shop, and the renown
Westside Bungalow ~ Hot Tub ~ Fire Pit ~ Dog Friendly ~ Fenced Yard!
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Westside Bungalow ~ Hot Tub ~ Fire Pit ~ Dog Friendly ~ Fenced Yard! Pet Friendly
House   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (14)
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
Private Hot Tub will be out of operation as of 9/15/2025-Resort Hot Tub is available for guest use! 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 accommodat
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
**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 our serene vacation rental just on the outskirts of Bend, where you can enjoy the best of both worlds – minutes away from the vibrant city life while reveling in the tranquility of our quiet retreat. The rental encompasses the west half of the house, ensuring complete privacy as it is separated by a locked door. Inside, you\'ll find a w
New Listing! Bend Home ~ Hot Tub ~ Dog Friendly
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New Listing! Bend Home ~ Hot Tub ~ Dog Friendly Pet Friendly
Townhome   |   Bend, OR
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
View Home
*** Book Today for Only $300 Down at the Time of Booking *** Indulge in luxury for your next stay in Bend at Kangaroo Loop, a newly constructed, beautifully appointed home on Widgi Creek Golf Course. Walking to the Deschutes River Trail and being close to Bachelor will impress your most discerning guests. With the great room\'s soaring ceiling, be
New Listing! Luxury Home - Close to Bachelor - Widgi Creek Golf Course
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New Listing! Luxury Home - Close to Bachelor - Widgi Creek Golf Course
Townhome   |   Bend, OR
Bedrooms 3 bedrooms with loft
Bathrooms 3 baths
Guests 7 guests
Rating 5 (1)
View Home
**Book Today for Only $300 Down at the Time of Booking *** This rental is available for 30+ days at a time! Great single level home, newly furnished with office, fenced yard and storage shed. Perfect location on the SW side, close to Old Mill and easy access to the parkway. Enjoy the comfortable living area, work from the full size office or re
Furnished 30+ day rental close to Old Mill! Dog Friendly!
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Furnished 30+ day rental close to Old Mill! Dog Friendly! Pet Friendly
Executive Rental 30+ Day   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 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 Pet Friendly
House   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (2)
View Home
Escape to this spacious 2,357-square-foot vacation home in the heart of Bend\'s west side, where modern comfort meets outdoor adventure. Perfect for families and friends, this retreat offers an unbeatable location close to breweries, cafes, live music, and the stunning Deschutes River. Walkable and Convenient: Enjoy a short stroll to Bend\'s iconi
New! Westside Home ~ Hot Tub ~ Dog Friendly ~ Location, Location, Location!
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New! Westside Home ~ Hot Tub ~ Dog Friendly ~ Location, Location, Location! Pet Friendly
House   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
View Home

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