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 50 properties available
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
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)
View Home
This downtown condo has great river views, easy access to the river trail and Pioneer Park, and just a short walk to downtown! This is a top floor unit (stairs required), recently renovated with cozy fireplace and deck looking out over the Deschutes! This unit is located on the 3rd floor, stairway access to unit. Bed Configuration: 3rd floor un
Beautiful River Views - Walk Downtown ~ Fireplace ~ Patio
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Beautiful River Views - Walk Downtown ~ Fireplace ~ Patio
Condo   |   Bend, OR
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (5)
View Home
Luxury vacationing in Bend! Relax and unwind amongst the giant Juniper trees on this 1/2 acre. Bring the whole family and find fun for everyone. The outdoor space is amazing! Have fun using the basketball hoop, fire pit, BBQ grill, and huge fully fenced yard. Enjoy a soak in your own private salt system hot tub under the Central Oregon sky! The Ben
New! Luxury Home ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit
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New! Luxury Home ~ Salt Water Hot Tub ~ Dog Friendly ~ Fire Pit Pet Friendly
House   |   Bend, OR
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 (1)
View Home
Pilot Butte View Retreat – 1BD/1BA Mt. Bachelor Village Resort, Bend, OR Relax at the Pilot Butte View Retreat, a cozy one-bedroom one-bath condo in Mt. Bachelor Village Resort, offering stunning views of Pilot Butte and Bend. This lower-level unit accommodates up to 4 guests with a king suite and queen sofa sleeper. The bright, open living area f
New! Mt Bachelor Village ~ Views ~ Fireplace
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New! Mt Bachelor Village ~ Views ~ Fireplace
Condo   |   Bend, OR
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (5)
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 ~ Brand New Furniture ~ Sleeps 8 ~ AC ~ Close To Trails!
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Pine House Retreat ~ Brand New Furniture ~ Sleeps 8 ~ AC ~ Close To Trails!
House   |   Bend, OR
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (8)
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! Pet Friendly
Condo   |   Bend, OR
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (7)
View Home
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
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
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
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
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
New! Walk to Old Mill/River ~ Fire pit ~ Bikes ~ Bonus Area ~ Dog Friendly
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New! 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 (7)
View Home

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