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 26 properties available
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
New Listing! Bend Home ~ Hot Tub ~ Dog Friendly 2
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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 *** 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!
Furnished 30+ day rental close to Old Mill! Dog Friendly! 2
Furnished 30+ day rental close to Old Mill! Dog Friendly! 3
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Furnished 30+ day rental close to Old Mill! Dog Friendly! 5
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Furnished 30+ day rental close to Old Mill! Dog Friendly! 8
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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 (3)
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30+ day discounted rate available 11/1-4/30. Inquire within. Perched above the Deschutes River with sweeping views of the Cascade Mountains, Old Mill Lookout offers the perfect blend of modern comfort and unbeatable location. Just steps from the Hayden Homes Amphitheater and minutes from the shops and restaurants of the Old Mill District, this sty
New! Old Mill Lookout–Mountain Views, Fireplace, Dog Friendly
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New! Old Mill Lookout–Mountain Views, Fireplace, Dog Friendly Pet Friendly
Townhome   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
View Home
Fully equipped kitchen ->Cozy living room with fireplace and smart TV ->Two private balconies overlooking wooded surroundings ->Ski racks for easy gear storage –Amenities You\'ll Love– ->Two Community heated pools and hot tub ->EV charger ->Kid\'s playground ->Fire pits ->Fitness center ->Market Cafe for pastries and coffee ->Lounge and Bar: A c
New Listing! Modern Mountain Basecamp @ 7th Mountain Resort!
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New Listing! Modern Mountain Basecamp @ 7th Mountain Resort! Pet Friendly
Condo   |   Bend, OR
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 (2)
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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
**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)
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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
Custom, custom, custom! This home boasts a sophisticated, aesthetically pleasing, handcrafted décor. With live edge tables and shelving, artisanal pottery, rustic log beds, an expressive pergola, custom art pieces, and bicycle chains as stool footrests, the passion for perfection and true character of the craftsman can be felt. The Quails Nest is a
The Quails Nest! SW Bend Custom Family Friendly Home ~ Fire pit ~ Pac Man
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The Quails Nest! SW Bend Custom Family Friendly Home ~ Fire pit ~ Pac Man Pet Friendly
House   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (13)
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
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
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
Welcome to Edro Place, a charming vacation rental nestled in the scenic city of Bend, Oregon. This spacious and inviting home features 3 bedrooms, 2.5 baths, and a range of amenities to ensure a comfortable stay for you and your loved ones. Step inside to discover a cozy living room, tastefully decorated and designed for relaxation. Sink into the
Dog Friendly ~ Bonus Room ~ Fireplace ~ BBQ ~ Fenced Yard ~ Close to Park!
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Dog Friendly ~ Bonus Room ~ Fireplace ~ BBQ ~ Fenced Yard ~ Close to Park! Pet Friendly
House   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (3)
View Home

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