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 40 properties available
King main with private bath, lower level -> King guest with private bath, upper level -> Queen guest with Jack n Jill bath, upper level -> Bunk room with two sets of twin bunks, upper level This home comfortably sleeps 10. –Amenities You\'ll Love– -> Private hot tub -> Natural gas fire pit with seating -> Natural gas BBQ -> Outdoor dining
New Listing! Gorgeous Home | Hot Tub | Minutes to Mt. Bachelor
New Listing! Gorgeous Home | Hot Tub | Minutes to Mt. Bachelor 2
New Listing! Gorgeous Home | Hot Tub | Minutes to Mt. Bachelor 3
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New Listing! Gorgeous Home | Hot Tub | Minutes to Mt. Bachelor 7
New Listing! Gorgeous Home | Hot Tub | Minutes to Mt. Bachelor 8
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New Listing! Gorgeous Home | Hot Tub | Minutes to Mt. Bachelor 10
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New Listing! Gorgeous Home | Hot Tub | Minutes to Mt. Bachelor Pet Friendly
House   |   Bend, OR
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (2)
View Home
Bedroom 1 (King Primary Suite): King bed, flat screen TV, private entrance to backyard (Lower Level) -> Bedroom 2 (King Guest Suite): King bed, 50" Smart TV (Upper Level) -> Bedroom 3 (Queen Guest Suite 1): Queen bed and full-sized futon (Upper Level) -> Bedroom 4 (Queen Guest Suite 2): Queen bed (Upper Level) -> Living Room: Queen sleeper sof
New! Charming West Bend Home | Hot Tub | Near Mt. Bachelor
New! Charming West Bend Home | Hot Tub | Near Mt. Bachelor 2
New! Charming West Bend Home | Hot Tub | Near Mt. Bachelor 3
New! Charming West Bend Home | Hot Tub | Near Mt. Bachelor 4
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New! Charming West Bend Home | Hot Tub | Near Mt. Bachelor 7
New! Charming West Bend Home | Hot Tub | Near Mt. Bachelor 8
New! Charming West Bend Home | Hot Tub | Near Mt. Bachelor 9
New! Charming West Bend Home | Hot Tub | Near Mt. Bachelor 10
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New! Charming West Bend Home | Hot Tub | Near Mt. Bachelor Pet Friendly
House   |   Bend, OR
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 guests
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
Discover the perfect getaway at Ye Old Mill Haus, ideally situated just moments away from the vibrant Old Mill District, bustling with premier shopping and dining options. Nestled mere minutes from the picturesque Deschutes Trail, our retreat serves as an idyllic launchpad to explore the wonders of Bend. Step into the inviting living room adorned
Walk to Old Mill/River ~ Fire pit ~ Bikes ~ Bonus Area ~ Dog Friendly
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Walk to Old Mill/River ~ Fire pit ~ Bikes ~ Bonus Area ~ Dog Friendly 10
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Walk to Old Mill/River ~ Fire pit ~ Bikes ~ Bonus Area ~ Dog Friendly Pet Friendly
House   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (8)
View Home
Bedroom 1 (King Primary): King bed -> Bedroom 2 (Queen Guest): Queen bed -> Bedroom 3 (Twin Guest): Two twin beds This home comfortably sleeps 6, with 1 full bathroom. –Amenities You\'ll Love– -> Private hot tub in fenced backyard -> Hardwood floors throughout -> 55" Smart TV in living room -> Fully equipped kitchen -> Formal dining table wit
New! Pet Friendly Basecamp | Hot Tub | Walk to Downtown
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New! Pet Friendly Basecamp | Hot Tub | Walk to Downtown Pet Friendly
House   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (1)
View Home
Bedroom 1: Primary Queen Suite, ensuite bathroom with soaking tub, large tiled walk-in shower -> Bedroom 2: Queen guest room, private entrance to deck -> Bedroom 3: Queen guest room, dedicated workspace with desk and chair This home comfortably sleeps 6. –Amenities You\'ll Love– -> Twisted juniper tree wet bar -> Ping pong table -> Gas stov
New! One-of-a-Kind Bend Retreat | Mountain Views | Walk to River
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New! One-of-a-Kind Bend Retreat | Mountain Views | Walk to River 10
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New! One-of-a-Kind Bend Retreat | Mountain Views | Walk to River Pet Friendly
House   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.5 (2)
View Home
This Bend Westside home is the perfect home base for all your adventures! Relax in the hot tub after a day of activities, take advantage of the well stocked kitchen or ride the bikes to one of many restaurants and coffee shops within a mile of the home! Bedding Configuration: Primary Suite: King bed w/ ensuite bath 2nd bedroom: Queen bed 3rd bed
Hot Tub ~ Fireplace ~ Brand New Furnishings ~ Dog Friendly
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Hot Tub ~ Fireplace ~ Brand New Furnishings ~ Dog Friendly Pet Friendly
House   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (16)
View Home
Bedroom 1 (King Primary Suite): King bed, walk-in closet, ensuite bathroom with dual sinks and shower (Main Level) -> Bedroom 2 (King Guest Suite 1): King bed, Jack-and-Jill bathroom (Upper Level) -> Bedroom 3 (King Guest Suite 2): King bed, Jack-and-Jill bathroom (Upper Level) -> Bedroom 4 (Queen Guest Suite): Queen bed and two sets of twin bu
New! Huge Bend Vacation Home | Near Downtown & Ski Resort
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New! Huge Bend Vacation Home | Near Downtown & Ski Resort Pet Friendly
House   |   Bend, OR
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (3)
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
Bedroom 1: Queen main suite bed, full bathroom, main level -> Bedroom 2: Queen bed, upper level, shared full bathroom with tub/shower -> Bedroom 3 Queen bed, upper level, shared full bathroom with tub/shower -> Bedroom 4 (Private Queen Studio): Queen bed, kitchenette with breakfast bar for 2, private bathroom with shower, private deck access (Lowe
New! Trenton Treehouse | Large Yard | Ping Pong | Pet Friendly
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New! Trenton Treehouse | Large Yard | Ping Pong | 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 (5)
View Home
Bedroom 1 (King Primary Suite): King bed, 55" Smart TV, ensuite full bathroom with tub/shower and dual vanities, large walk-in closet (Upper Level) -> Bedroom 2 (King Guest Suite): King bed, full shared bathroom nearby (Upper Level) -> Bedroom 3 (Queen Guest Suite): Queen bed, full shared bathroom nearby (Upper Level) -> Bedroom 4 (Queen Guest
New! NW Bend Home | Private Hot Tub | Walk to Downtown
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New! NW Bend Home | Private Hot Tub | Walk to Downtown Pet Friendly
House   |   Bend, OR
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 guests
View Home

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