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
Welcome to Juniper River Retreat, a lavish single-level riverfront residence in Bend, Oregon, where modern luxury effortlessly merges with the natural beauty of the surroundings. This distinguished home invites you to experience the epitome of comfort and sophistication with its brand new furnishings and thoughtful design. As you step inside, you\
New! Luxury Home ~River View/Access~Hot Tub~Fireplace~Brand New Furnishings!
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New! Luxury Home ~River View/Access~Hot Tub~Fireplace~Brand New Furnishings!
House   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (4)
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**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
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
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
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! Pet Friendly
House   |   Bend, OR
Bedrooms 2 bedrooms with loft
Bathrooms 2 baths
Guests 8 guests
Rating 5 (5)
View Home
Discounted 30+ day rate available! Please inquire! **Book Today for Only $300 Down at the Time of Booking *** This is the perfect spot to relax, spend time with family and take advantage of all Bend has to offer. Enjoy the open floor plan, cozy fireplace, modern accents and brand new furniture throughout the home. Conveniently located close to
Modern home in Bend! Close to Shopping & Food Carts ~ Pet Friendly!
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Modern home in Bend! Close to Shopping & Food Carts ~ Pet Friendly! Pet Friendly
House   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (13)
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, and the renowned 10 Barrel Brewing.
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 our stunning vacation condo at Mt Bachelor Village, where comfort meets convenience in the heart of nature. Here are the features that make this property a unique and delightful retreat: Outdoor Living: Step onto the balcony to breathe in the crisp mountain air and take in the views ! The patio is furnished with outdoor furniture and a
New Listing! Mt. Bachelor Village Condo ~ Views
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New Listing! Mt. Bachelor Village Condo ~ Views
Condo   |   Bend, OR
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
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
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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
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
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!
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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
**Chic Hideaway Retreat: A Serene Bend, Oregon Vacation Rental** This newly remodeled, single-level ranch home is the perfect Bend getaway! The Hideaway Retreat offers a large hot tub, a bright, airy kitchen, and a beautifully landscaped yard. Enjoy privacy in a peaceful neighborhood near the Deschutes River, yet only minutes from the Old Mill Dis
New! Chic Hideaway ~ Hot Tub ~ Ping Pong Table ~ Close to Old Mill
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New! Chic Hideaway ~ Hot Tub ~ Ping Pong Table ~ Close to Old Mill
House   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (3)
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