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 72 properties available
Indulge in luxury for your next stay in Bend with time at Pine Post Lodge, a newly constructed, beautifully appointed home that will impress your most discerning guests. With the great room\'s soaring ceiling, gas fireplace inset in a rock hearth, hardwood floors, large flat-screen TV and plush sectional sofas, you\'ll enjoy happy gatherings with f
Private Hot Tub ~ Luxury Home ~ Close to Bachelor~ Golf ~ Dog Friendly
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Private Hot Tub ~ Luxury Home ~ Close to Bachelor~ Golf ~ Dog Friendly Pet Friendly
House   |   Bend, OR
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (9)
View Home
Bedroom 1: King primary suite, large walk-in closet, ensuite bathroom with dual sinks and shower (Upper Level) -> Bedroom 2: Queen guest suite, ensuite full bathroom (Upper Level) -> Bedroom 3: Queen guest room full bathroom nearby (Lower Level) -> Bedroom 4: Queen guest room, access to private patio with café table and seating for 2 (Lower Lev
New! Bend River District Stay | Hot Tub | Walk to Dining & Trails
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New! Bend River District Stay | Hot Tub | Walk to Dining & Trails 10
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New! Bend River District Stay | Hot Tub | Walk to Dining & Trails Pet Friendly
House   |   Bend, OR
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.6 (3)
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
Bedroom: Queen Tempur-Pedic bed This bungalow comfortably sleeps 2. –Amenities You\'ll Love– -> Ductless heating and air conditioning -> 42" Roku Smart TV in living room -> Fenced patio with outdoor seating and gas BBQ -> Kitchen with gas range and oven, refrigerator, microwave, coffee maker and grinder, blender, pots, pans, and dinnerware f
New! Downtown Bungalow | Walk to River, Dining & Breweries
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New! Downtown Bungalow | Walk to River, Dining & Breweries Pet Friendly
House   |   Bend, OR
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
View Home
Bedroom 1 (Primary Queen Suite): Queen bed, smart TV -> Bedroom 2 (Guest Queen Suite): Queen bed This home comfortably sleeps 4. –Amenities You\'ll Love– -> Gas fireplace -> Two complimentary cruiser bikes with locks -> Fenced backyard -> Covered gazebo with outdoor dining for 6 and gas BBQ (propane provided) -> Remodeled kitchen with new
New! Historic Bend Cottage | Walk to Deschutes River & Downtown Shops
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New! Historic Bend Cottage | Walk to Deschutes River & Downtown Shops
House   |   Bend, OR
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (1)
View Home
Bedroom 1 (Primary): King suite, 44" Smart TV, panoramic Deschutes River views, ensuite with tub/shower combo, stackable washer/dryer, and Jack-and-Jill access to toilet and sink -> Bedroom 2 (Guest Suite): Queen bed, 44" Smart TV, easy chair, mini-refrigerator, and desk area — fully private -> Living Room: Queen sleeper sofa with gel foam mattr
New Listing! River Views | Hot Tub | Near Mt. Bachelor
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New Listing! River Views | Hot Tub | Near Mt. Bachelor
Condo   |   Bend, OR
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
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 (3)
View Home
Diamond Retreat: Peaceful Bend Hideaway Near Old Mill District Welcome to Diamond Retreat. This comfortable and inviting home is located in a quiet Bend neighborhood only minutes from shopping, dining, and outdoor adventure. It is the perfect home base whether you want to explore Central Oregon or simply relax and recharge. What You Will Love -Br
New! Diamond Retreat – Peaceful Bend Hideaway Near Old Mill & Trails
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New! Diamond Retreat – Peaceful Bend Hideaway Near Old Mill & Trails
House   |   Bend, OR
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (4)
View Home
Bedroom 1: King primary suite with ensuite bathroom (Upper Level) -> Bedroom 2: King guest bedroom (Lower Level) -> Bedroom 3 : Queen guest bedroom (Lower Level) -> Bedroom 4: Twin bunk room — perfect for kids (Upper Level) -> Office: Queen memory foam sleeper sofa (Lower Level) This home comfortably sleeps 10. –Amenities You\'ll Love– -> P
New! Modern Bend Retreat | Views | Hot Tub | Fenced Yard
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New! Modern Bend Retreat | Views | Hot Tub | Fenced Yard Pet Friendly
House   |   Bend, OR
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 (2)
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 (3)
View Home
Bedroom 1: King Primary Suite, ensuite bathroom with jetted tub, dual sinks, and glass shower (Upper Level) -> Bedroom 2: Queen guest suite (Lower Level) -> Bedroom 3: King guest suite (Lower Level) -> Bedroom 4: Two twin beds (one is a trundle bed), flat screen TV with DVD player, mini refrigerator, sink, and microwave (Lower Level) This home
New! Luxury Westside Home | Prime Walkable Location
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New! Luxury Westside Home | Prime Walkable Location
House   |   Bend, OR
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (3)
View Home
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
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