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 76 properties available
Bedroom 1: Queen bed -> Bedroom 2: Queen bed -> Bedroom 3: Queen bed This cottage comfortably sleeps 6. –Amenities You\'ll Love– -> Ductless heating and air conditioning (new 2025) -> Natural gas fireplace in living room -> Large Smart TV with streaming -> Dedicated workstation with monitor — great for remote work -> Fully equipped kitche
New! Charming Bend Cottage | 5 Min Walk to Downtown
New! Charming Bend Cottage | 5 Min Walk to Downtown 2
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New! Charming Bend Cottage | 5 Min Walk to Downtown
House   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
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
New! One-of-a-Kind Bend Retreat | Mountain Views | Walk to River 2
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New! One-of-a-Kind Bend Retreat | Mountain Views | Walk to River 9
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
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
Bedroom: Queen Bed with memory foam mattress (Main Room) -> Living Room: Leather daybed (sleeps 1) This home comfortably sleeps 3 with 1 full bathroom. –Amenities You\'ll Love– -> Community swimming pool open Memorial Day through Labor Day -> Community hot tub open year-round, nightly until 10 p.m. -> 45" Smart TV -> Dedicated WiFi -> Fu
New! Affordable Mountain Escape | Pool - Hot Tub | Near Mt. Bachelor
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New! Affordable Mountain Escape | Pool - Hot Tub | Near Mt. Bachelor
Condo   |   Bend, OR
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 3 guests
Rating 5 (2)
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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
Deschutes Nest is our thoughtfully updated modern craftsman perched two blocks from the Deschutes River, Mt Bachelor shuttle, Hayden Homes Amphitheater, and Deschutes Brewery. This ideal Westside location is a short walk to the restaurants, cafes & breweries in the Old Mill District & Galveston Avenue, walkable to downtown Bend, and easy access to
Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill!
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Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill! 9
Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill! 10
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Dog Friendly ~ Fireplace ~ Walk to the River, Amphitheatre & Old Mill! Pet Friendly
Condo   |   Bend, OR
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (8)
View Home
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)
View Home
Studio: Queen bed This studio comfortably sleeps 2. –Amenities You\'ll Love– -> Natural gas fireplace -> 32" wall-mounted Smart TV -> Fully equipped kitchen with gas stove and range -> Patio with outdoor seating and grill -> Washer and dryer -> High-speed WiFi -> Complimentary locally roasted coffee –Good to Know– -> Parking: Off-stre
New Listing! Cozy Historic Studio | Walk to Downtown Bend
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New Listing! Cozy Historic Studio | Walk to Downtown Bend Pet Friendly
House   |   Bend, OR
Studio Studio
Bathrooms 1 baths
Guests 2 guests
Rating 5 (3)
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
10-Acre Mountain Retreat | Home Theater, Sauna, Hot Tub & Gym
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10-Acre Mountain Retreat | Home Theater, Sauna, Hot Tub & Gym Pet Friendly
House   |   Bend, OR
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (6)
View Home
Newly remodeled condo -> All new flooring throughout -> Refreshed efficiency kitchen with updated finishes -> Fully renovated bathroom -> Gas fireplace -> Smart TV -> High-speed Wi-Fi -> Private patio -> Queen bed plus sofa sleeper -> Access to community pool and hot tubs -> Steps to the Deschutes River Trail -> Minutes to Old Mill District, downt
New Listing! Pineview Getaway | Mt. Bachelor Village Condo Near River Trail
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New Listing! Pineview Getaway | Mt. Bachelor Village Condo Near River Trail
Condo   |   Bend, OR
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
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
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 (1)
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