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 46 properties available
Pilot Butte View Retreat Queen Suite - Mt. Bachelor Village Resort, Bend, OR Relax and unwind in the Pilot Butte View Retreat Queen Suite. Located in River Ridge 2 of Mt. Bachelor Village Resort, this charming lower-level queen suite is perfect for those wanting a quiet location without the hassles of a large hotel. This cozy hotel style suite is
New Listing! Hotel style suite in Mt. Bachelor Village!
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New Listing! Hotel style suite in Mt. Bachelor Village!
Condo   |   Bend, OR
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
Rating 5 (1)
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!
House   |   Sunriver, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (6)
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! 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
Condo   |   Bend, OR
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)
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
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
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 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!
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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
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! 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
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
Don\'t miss this wonderful executive rental centrally located in Bend! Relax in the private hot tub, enjoy the firepit, and take advantage of the new comfy furniture in the living area! This is the perfect location and home to enjoy everything has to offer! New furniture throughout, new beds, hot tub, fire pit, gas fireplace, dining table for 6, b
30+ day rental in Bend w/ private hot tub ~ Fireplace! Close to Old Mill!
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30+ day rental in Bend w/ private hot tub ~ Fireplace! Close to Old Mill!
Executive Rental 30+ Day   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
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

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