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Cottages in Bend, OR

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    Travellers to Bend are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 25
    3.5 of 5 bubbles (2) Average
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    4.5 of 5 bubbles (21) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 27
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    River views, a private hot tub, and premium amenities combine to make this Mt. Bachelor getaway a must for those looking enjoy everything Oregon's great outdoors has to offer. Situated in the Mt. Bachelor Village Resort, and just a short walk from the Deschutes River, this unit provides the perfect... View all property information
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    Bend, Central Oregon 97701
    1 / 27
    4 of 5 bubbles (10) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Downtown and acreage, sounds amazing because it is. Perched at the base of Awbrey Butte sits the one level home called Portlandia. Mid-century furniture continues the open feel in this big home. The numerous windows flood light in the whole house. A spacious and modern four bedroom home, with a... View all property information
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    Bend, Central Oregon 97702
    1 / 26
    4.5 of 5 bubbles (9) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Tall Timber is decorated to compliment where it sits amongst tall pines and a small herd of deer. Natures colors and tones have been embraced to create a sense of why you are here: the outdoors. Tall Timbers secluded shelter offers four bedrooms, a large dining area, a fireplace, and open living... View all property information
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    Bend, Central Oregon 97702
    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Beautifully, updated home with so much light and space. A stone's throw from the Deschutes River and the river trail, this classic downtown house is perfect for a romantic getaway, or a small family vacation. Both the front yard and back yard are open with a nice lawn, making each a great place to... View all property information
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    Bend, Central Oregon 97701
    1 / 32
    4.5 of 5 bubbles (6) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Walk into Serenity on the Bluffs and look around- you'll find a treasure in each corner. Luxury chandeliers playing the light to show off treasures in alcoves and walls. Sleep in 600 thread-count sheets, that feel like silk; dry off from your showers with bamboo towels, then use the provided... View all property information
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    Bend, Central Oregon 97702
    1 / 15
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Nestled in the pines, located adjacent to beautiful Pioneer Park and a short 2 block walk to downtown. This newly remodeled condo is part of the Pioneer Park Condos that are located along the Deschutes River. This ground floor unit is perfectly situated. A lovely river trail follows the Deschutes... View all property information
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    Bend, Central Oregon
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Explore Central Oregon year round in this charming Mt. Bachelor Ski Resort condo with luxury amenities and mountain views! Plan a family ski holiday or summertime escape with great friends in this comfortable unit. This Oregon high desert vacation rental offers resort access, including tennis... View all property information
    Location Information
    Bend, Central Oregon 97702
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    1 / 21
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Next time you take a trip to Central Oregon, stay here at this lovely Bend vacation rental and have amazing access to all things Bend has to offer - great views, beautiful weather, and delicious food! Located just a block from downtown Bend, and close to Pioneer Park for jogs and dog walks. Upscale... View all property information
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    Bend, Central Oregon 97701
    1 / 27
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Walk to all that Bend offers in it's charming downtown. A wall fireplace that is remote controlled, nice comfy and modern furnishings,stainless steel appliances. It is all here on a second story condo that offers two balconies one from the master bedroom and the other from the main . Two full... View all property information
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    Bend, Central Oregon 97703
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Patio
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    • Mountain Views
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    • Pet-friendly
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    • x
    About this property
    *Please note this is a Guest House attached to a separate main house on property that is owner occupied. Central Oregon is a recreational paradise, offering snowy mountains, sparkling rivers, alpine lakes, sagebrush plains and incredible views, not to mention over 300 days of annual sunshine.... View all property information
    Location Information
    Bend, Central Oregon 97701
    1 / 36
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    This riverfront Bend home on the Deschutes River offers views of the water from the comfort of a private hot tub and sleek, stylish home interior. This home is within walking and biking distance of downtown Bend and the Old Mill District, making it a great rental for the urbanite in your group.... View all property information
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    Bend, Central Oregon 97701
    1 / 23
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    A three bedroom and 2.5 bath in this newly built home five blocks from Wall street to place you in the core of Bend. Experience modern living in a design from America's pioneer of modern American homes, designed a century ago! An airy downstairs area; with the living room, kitchen and dining room... View all property information
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    Bend, Central Oregon 97701
    1 / 24
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
    About this property
    The perfect spot for an outdoor adventurer or a romantic getaway, this Bend vacation rental is a great place to curl up with your favorite someone, or simply relax after a long day on the trails. Hosting up to two vacationers, this studio vacation condo will have plenty of space for you spread out... View all property information
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    Bend, Central Oregon 97701
    1 / 25
    4.5 of 5 bubbles (8) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Plan a snowy holiday in this one-bedroom home with a loft and luxury resort attractions at Mt. Bachelor Village. The inviting space is perfect for six guests (four adults) wishing to explore Oregon by river or mountain top! This condo is surrounded by nature. The Deschutes River Trail is outside... View all property information
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    Bend, Central Oregon 97702
    1 / 28
    2 of 5 bubbles (1) Poor
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    If you're looking for an intimate setting for your next Central Oregon, check out this little Bend vacation rental with access to a nearby pool and hot tub. Only a mile from downtown Bend and within easy reach of Pioneer Park, this home is close to urban delights as well as outdoor options like Mt.... View all property information
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    Bend, Central Oregon 97701
    1 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    You'll love this one of a kind house, located in a one of a kind spot! This town home is in a gated subdivision on the Deschutes River. Take in the seasonal rituals of wildlife on the river. Spend your mornings and evenings on the deck by watching flocks of geese, ducks and the views of the serene... View all property information
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    Bend, Central Oregon 97701
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    This handsome Bend getaway is perfectly situated for skiers and shoppers alike! Just 20 minutes from the slopes of Mt. Bachelor and 10 minutes from downtown shopping and dining, this two-bedroom condo sits just off the Cascade Lakes Scenic Byway in the highly desirable Mt. Bachelor Village... View all property information
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    Bend, Central Oregon 97702
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    1 / 40
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • x
    About this property
    This is a FAMILY home only and no gatherings or parties are tolerated. Guests will be asked to leave should they not adhere to this rule. Welcome to "THE HIGH DESERT ARK" - This home has curved exterior walls resembling a ships hull! Insulated concrete form construction. Designer cherry wood... View all property information
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    Bend, Central Oregon 97701
    1 / 28
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
    About this property
    Blinn’s Landing Enjoyed and cherished by family and friends since 1951, this rustic log cabin, located at the confluence of Spring River and Deschutes River, adjacent to Sunriver Resort, offers a relaxing getaway with sparkling natural springs and picturesque mountain & river views. Book now and... View all property information
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    Bend, Central Oregon 97707
    1 / 23
    3 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Grill
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    • x
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    • x
    About this property
    Classic 2 story bungalow with a large private yard. The home features a large master suite upstairs with a queen size bed, light and bright with skylights. Downstairs, there is a second bedroom with a queen size bed, and a third bedroom with a double bed. There is also a built in daybed upstairs... View all property information
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    Bend, Central Oregon 97701
    1 / 14
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Fantastic balcony overlooking the green space at the coveted Pioneer Park Condominiums. Moments from a trail that follows along the banks of the Deschutes River; follow it to the beautiful Pioneer Park. Only a few blocks away you can find music, food and unique shopping in downtown Bend. If you... View all property information
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    Bend, Central Oregon
    1 / 11
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    A premier location at the beautiful Pioneer Park Condominiums. Located moments from the river trail that meanders along the banks of the Deschutes. You can follow this trail through to beautiful Pioneer Park; and on to the downtown core to enjoy fine music, food and unique shopping. You may even... View all property information
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    Bend, Central Oregon
    1 / 8
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Minimum stay:2 nights Internet:Yes Pets considered:No Wheel chair accessible:N/A Located in Bend’s desirable Westside, 'Columbia Street Retreat' is walking distance to Drake Park, downtown, great dining, coffee shops and bakeries, gourmet grocery stores and many other conveniences. This clean and... View all property information
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    Bend, Central Oregon
    1 / 13
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    LOCATION ! Near all stores, grocery, and 5 min. to downtown CATHEDRAL Ceiling 2 story 3 bd/2.5 bth Quiet Cul-de-sac No smoking no pets Yard Near Hospital Fabulous home minutes from downtown. Take the shuttle in town up the mountain. This is a 3 bedroom 2.5 bath home. The beds are king and... View all property information
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    Bend, Central Oregon 97701
    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Skiing: Property Is...
    • Terrace
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    • Balcony
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    • Pet-friendly
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    • x
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    • x
    About this property
    This three bedroom, two bath with reversed living offers living/kitchen spaces upstairs, a master suite with hot tub, 800 square foot deck for outdoor living, and perfect accommodations for a family or couples sharing a vacation. Enjoy easy access to the Sunriver Village plus all access passes and... View all property information
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    Bend, Central Oregon 97707
    1 / 32
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Patio
    • Mountain Views
    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Nestled in a forest, this tranquil home has a convenient location only 5 minutes from downtown. Close to ski resorts, Pilot Butte mountain, restaurants, three gorgeous parks, many trails, dog park, skate park, shopping, winter sports and everything the region offers. Kevin’s large house is an... View all property information
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    Bend, Central Oregon 97702
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Drake Park Cottages are in a premiere location. The Drake Park Cottage #307 features 1 bedroom, 1 full bath, kitchen with approx. 500 sq. ft. of living space. This cottage includes a pillow-top queen bed in the bedroom and comfy Air Bed/Sleeper sofa in the living room. The cottage ideally... View all property information
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    Bend, Central Oregon 97703
    1 / 12
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • ?
    About this property
    Fantastic balcony overlooking the green space at the coveted Pioneer Park Condominiums. Moments from a trail that follows along the banks of the Deschutes River; follow it to the beautiful Pioneer Park. Only a few blocks away you can find music, food and unique shopping in downtown Bend. If you... View all property information
    Location Information
    Bend, Central Oregon
    1 / 20
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Mountain Views
    • Central Heating
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Nestled in a forest, this tranquil home has a convenient location only 5 minutes from downtown. Close to ski resorts, Pilot Butte mountain, restaurants, three gorgeous parks, many trails, dog park, skate park, shopping, winter sports and everything the region offers. Kevin’s large house is an... View all property information
    Location Information
    Bend, Central Oregon 97702
    1 / 26
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • x
    About this property
    Located in the great community of The Bridges in the Old Farm District, the Jefferson is situated among Junipers and towering Ponderosa pines.The Bridges have over 2 miles of walking/biking paths and 15.2 acres of open space. The Jefferson house is a spacious and well laid out home. In the... View all property information
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    Bend, Central Oregon 97701
    1 / 24
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • ?
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    • x
    About this property
    A very spacious and open apartment with a complete kitchen and bath that offers a shower/tub as well. A flat screen TV offering dish menu for your viewing. Open beam ceilings with three ceiling fans as well as A/C make your visit so comfortable. A super comfy bed and as well as a blow-up mattress... View all property information
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    Bend, Central Oregon 97702
    1 / 25
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • x
    About this property
    This home was built with your every comfort in mind. An open living area or the whole family to play in; TV, games, cooking and dining. Three master bedrooms. An open gas fire pit in the fenced back patio. A patio and dining table in the front porch as well. Plank flooring in the downstairs and... View all property information
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    Bend, Central Oregon 97701
    1 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Juniper Hill is a darling home surrounded by almost 1/3 of an acre of grass and loads of CO's sunshine. The updated, well-stocked kitchen is sure to please anyone who loves to create meals at home…and the lucky group who sits at the large dining table that will seat all. With a living room and a... View all property information
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    Bend, Central Oregon 97702
    1 / 28
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
    About this property
    This updated Bend vacation rental is ready to send you on your Central Oregon adventures in comfort and style. Enjoy all the city has to offer - this unit is just a few blocks from downtown near Drake Park. This condo has a surprisingly spacious living room, with shiny wood floors and plenty of... View all property information
    Location Information
    Bend, Central Oregon 97701