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Pet Friendly Holiday Rentals in Bend

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    Travellers to Bend are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    89 Matching Rentals in BendView all 210 rentals
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Mountain Views
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    • Skiing: Property Is In A Ski Resort
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    Ramblin' Vans is a campervan rental company located in Bend, Oregon. Our vans come equipped with most everything you'll need for your camping adventure including kitchens, chairs, tables, coolers, water containers, racks, and pretty much any other equipment you’d need to help you explore the...
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    97701, Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Great two story Sunriver cabin (1100+/- sq. ft.). Located just a short distance to Meadows Golf Course, Sunriver Lodge and easy bike ride to the Village Mall. Featuring Internet access, a gas fireplace in the living room and lots of common area behind that leads to 35+ miles of paved bike paths....
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    97707, Bend, Central Oregon
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    3 Tumalo is a beautifully renovated home featuring 4 bedrooms. The perfect light & bright floor plan w/wood burning stone fireplace in the vaulted great room. The kitchen has been updated with granite tile counter tops, wood flooring and is fully stocked with all the amenities you will need while...
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    97707, Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Waterfront
    • Mountain Views
    • Ocean Views
    • DVD Player
    • Skiing: Property Is In A Ski Resort
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ramblin' Vans is a campervan rental company located in Bend, Oregon. Our vans come equipped with most everything you'll need for your camping adventure including kitchens, chairs, tables, coolers, water containers, racks, and pretty much any other equipment you’d need to help you explore the...
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    97701, Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
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    Georgia Peach If your friends and family love Bend, why not station them two blocks from downtown in this beautiful shingled two-story? The quiet neighborhood and the private, fenced patio with barbecue, dining table and hot tub will make them forget they can step out the door and access...
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    97701, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Relax in luxury with sweeping views of the Cascades in one of the best vacation rentals in Bend, Oregon - Five Peaks. This five-bedroom custom home is one of our largest vacation homes, and is ideal for family reunions or a getaway for several couples. Most of the rooms face the Cascade Mountains,...
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    97702, Bend, Central Oregon
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Stunning, brand-new, luxury vacation home nestled in the trees, on Bend's west side, minutes from Mt. Bachelor, mountain lakes, and trails. This 5 bedroom/4 bath home is the perfect spot to get away from it all while still being minutes from all the beauty and recreation Central Oregon has to...
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    97702, Bend, Central Oregon
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Three Pines Invite your family and friends to join you in this spacious contemporary home in a quiet neighborhood near Tetherow and Widgi Creek Golf courses in Bend. The wide, inviting front porch is the first sign that your stay at Three Pines will be a relaxing time to reconnect. The living room...
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    97702, Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    Cairn is our brand new, absolutely perfect, luxurious, rental home at Tetherow in Bend, Oregon. If you're expecting only the best, then this house will not disappoint. This 5 bed, 5 Bath, super modern home has plenty of room for the whole family. Situated among elegant and earthy surroundings, you...
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    97702, Bend, Central Oregon
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 13
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy incredible views of the Deschutes River during your stay at 'River Glen Retreat,' a 3-bedroom, 2.5-bathroom vacation rental house in Bend! The 2,500-square-foot home is located on the banks of the river and has large windows which provide guests with unbeatable vistas and also allow sunshine...
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    97701, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    This waterfront 3BR/2.5BA home accommodates eight in a peaceful paradise beside the Deschutes River. Large picture windows overlook an expanse of pines and the rippling river, and the private backyard offers horseshoes, an outdoor dining area, and a fire pit. Bring your pole and your waders —...
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    97703, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
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    • Waterfront
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    Pet friendly
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    Smoking allowed
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    Affectionately known as the Otterhouse, this 2BR/2BA getaway brings you close to nature, while being within easy driving distance of Sunriver Village, Bend, and Mt. Bachelor. This two-story chalet features three inviting living areas. Outside, relax on the beautiful deck and enjoy the warm...
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    97707, Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    The Nest You’ll love the pretty front porch and entry of this conveniently located Westside Bend home in a quiet neighborhood. It’s perfect for a family or for two couples wishing for time to explore Central Oregon. You’ll enjoy a comfortable living room with a gas fireplace, TV/DVD, game table...
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    97702, Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This slick Skyliner condo is the perfect home base for exploring the Bend area with access to the Pioneer Park community pool and hot tub. Located about 20 miles from Mt. Bachelor and and close to downtown Bend, this home is in an ideal location for adventure - both urban and outdoor! Elegant...
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    97701, Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    6 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Go fishing, skiing, and beer-tasting with ease when you escape to this six-bedroom Bend home, a well-appointed duplex property with a balcony and a patio, a dog-friendly living space, and easy access to the heart of downtown! This two-level home is located on the east side of Bend, one mile from...
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    97701, Bend, Central Oregon
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 13
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
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    Tall Timber You’ll love the location of this beautiful two-story nestled in a wooded cul-de-sac, where you’ll enjoy residential quiet, not to mention the charming sight of deer browsing in the yard. But its placement near many of Bend’s most sought-after activities doubles its value as a vacation...
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    97702, Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy an outdoor getaway at this quiet and dog-friendly cabin nestled in popular Sunriver! This charming retreat is located less than a mile from SHARC and also offers a private hot tub all its own. It has everything you'll need for an escape into Central Oregon (including free SHARC passes)....
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    97707, Bend, Central Oregon
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This modern Bend home is the perfect base for your next trip to Central Oregon. You'll be only moments from shopping, dining, and the area's breathtaking natural beauty. You'll be tucked away in a quiet neighborhood in Elkhorn Estates. Shopping, dining, and more await you in downtown and the...
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    97702, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Central Heating
    • Grill
    • Skiing: Property Is In A Ski Resort
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    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This classic log cabin exudes rustic country charm and offers 1,329 square feet of cozy living space. With views of the Deschutes River from all 3 bedrooms, the living room and the lofted patio, this Bend vacation rental cabin invites 7 guests to experience the essence of Oregon living. The...
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    97707, Bend, Central Oregon
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Wonderful dog-friendly condo w/ shared pool and hot tub!1 / 18
    (3)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
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    As part of the beautiful collection of Pioneer Park condos, this stylish downtown Bend vacation rental is waiting to make your family or group of friends feel right at home in Central Oregon! This adorable unit is quiet, with great amenities including WiFi and cable. There is a small,...
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    97701, Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Meadowbrook You’ll love this beautiful and luxurious home both indoors and out—recent updates have added contemporary furnishings and amenities, and the backyard with its slate patio and two dining tables and hot tub will give you excuses to enjoy birdsong with your morning coffee. Unusually...
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    97702, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Absolutely beautiful brand new townhome on corner lot. Stainless steel appliances, laminate wood flooring, Quartz counters w/under-mount sinks & much more. Home features 3 bedrooms, 2.5 baths and a loft that makes a great play room, additional living area or office. Home feels much larger than 1450...
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    97701, Bend, Central Oregon
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    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....
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    97701, Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find a neighborhood that's both quiet and close to everything at this three-bedroom Bend home, a west side retreat with a dog-friendly living space, a fenced side yard, and an ideal location within blocks of the river, downtown, restaurants, and breweries! This single-level cottage is located in...
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    97701, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Osprey You’ll enjoy mountain views, a large fenced yard complete with a barbecue and a privacy-fenced hot tub, and plenty of room for extended family or friends in this wonderful family home just across the street from Tetherow Golf Course. With four bedrooms, two dining areas, a gas fireplace,...
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    97702, Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    Watch glorious sunsets over the Cascades at this three-bedroom Bend property, where you'll enjoy a private balcony, a gas grill for summer barbecues, and wonderful access to downtown, the Deschutes River, and endless outdoor recreation. Dogs are invited with an additional fee. This second-floor...
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    97701, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Central Oregon's western charm awaits with this dog-friendly home in Bend. You'll be only minutes away from everything that makes the city great, with plenty of perks back home. A convenient location on the city's east side puts all of Bend's attractions only a quick drive away. Attractions like...
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    97702, Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    • Skiing: Property Is In A Ski Resort
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note that the homeowner lives on site, in a completely separate unit, and may be present during your stay ** 'Cricketwood Acres' is a beautiful and spacious vacation rental home in Bend located on 5 acres. Situated in a private and quiet country setting with Cascade Mountain views,...
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    97701, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make your Bend vacation special with this charming home boasting a private hot tub, fenced backyard, and close proximity to dining, shopping, and more. Dogs are also welcome for a small nightly fee. This home is located in the quiet, Historic District within walking distance to Bend's dynamic...
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    97701, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious enough for four lucky guests, this second-floor unit in the lovely Pioneer Park Condos makes a wonderful home away from home in the heart of Bend! Located just a mile away from downtown Bend, and about 22 miles away from Mt. Bachelor, this beautiful home is close to everything, including...
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    97701, Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Sauna
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this family-friendly home located just a half-mile from the Deschutes River. This rental offers a full kitchen, an upstairs bonus room, a dog-friendly attitude, and a furnished patio with your very own sauna and hot tub. This home is in a superb location making it easy to experience all that...
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    97701, Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It's always the right season to escape to this three-bedroom Bend home, a sweet, dog-friendly cottage with a quaint front porch, a fenced backyard patio and grilling area, and a wonderful location close to endless entertainment downtown! Whether you're traveling to Bend to find winter slopes or...
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    97701, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Modern dog-friendly condo w/ shared resort pool & hot tub and more!1 / 25
    (3)Average
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Sauna
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Explore Oregon's high desert in this chic condo with resort amenities and a central location in Bend! The modern space is the perfect hideaway for days spent outdoors or brewery hopping with friends. Wall Street Condo is located in Pioneer Park Condos, an inviting community near the Deschutes...
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    97701, Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy easy access to breweries, restaurants, and outdoor recreation in every season at this three-bedroom Bend home, a duplex property with a dog-friendly living space, a fenced back patio, and a gas grill for evening barbecues. This ground-floor unit is located on the east side of Bend, just one...
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    97701, Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy A-frame cabin outside of Sunriver offers a great family retreat, with scenic views out the large picture windows, and a wood stove for plenty of cabin ambiance. There is a large yard for exercising your dog, as well as books, board games, and a flatscreen TV with a DVD player for...
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    Location Information
    97707, Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Central Heating
    • DVD Player
    • Wi-Fi
    • Washer
    • Hot Tub
    • Cable/satellite TV
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Retreat to Sunriver in the Deschutes National Forest for a relaxing alpine getaway at this 4-bed, 2.5-bath vacation rental house. Gather a group of 13 to enjoy shopping & dining in The Village just 1 mile away from this home. With ample biking and hiking trails, outdoor enthusiasts are sure to...
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    Location Information
    97707, Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 13
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