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Central Oregon Downtown Vacation Rentals

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    Travelers to Central Oregon are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    22 Matching Rentals in Central OregonView all 1,045 rentals
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    Second Street Cottage-secluded downtown Bend, OR1 / 27
    (65)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Classic Downtown Cottage1 / 30
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Downtown Riverfront Cottage1 / 8
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Stroll the River or downtown from this Condo- In the heart of Bend1 / 15
    (5)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Patio
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 16, 2018
    This unit is a peaceful setting in the treetops next to the gorgeous Deschutes river park and an easy walk or bike ride to town. It is beautifully decorated and the bed and...
    Reviewed November 11, 2017
    Besides some issues w heat, this was a nice unit and very good communication with the owner! Nicely decorated and good layout. Within a mile of downtown, perfect. There was...
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    About this property
    This place has it all, super convenient and accessible to all of the amenities you want when you visit Bend. A stone's throw from the Deschutes River and it's miles of walking trails, a 5 minute walk to downtown, quick access to the Bend Parkway, and adjacent to restful Pioneer Park and of...
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    Location Information
    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Terrace
    • Balcony
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk to the river and Pioneer Park, or to the shops and restaurants downtown. This 1BR/2BA is convenient to all of Bend’s great amenities, and allows easy access to adventures farther afield. ABOUT THE CONDO The main living space gets lots of sunlight thanks to sliding glass doors leading to...
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    Location Information
    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Cable/satellite TV
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    • DVD Player
    • Air Conditioning
    • Internet Access
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Settle in for a fun-filled retreat to Bend with this studio condo, boasting a great location close to all the excitement in downtown plus great running and cycling on the Deschutes River Trail. Overlooking the peaceful scenery of Pioneer Park, this condo sits a couple of blocks from all the...
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    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Grill
    • Hot Tub
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    Bend, Central Oregon 97701
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Cable/satellite TV
    • Grill
    • Balcony
    • Air Conditioning
    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern and cozy, this one-bedroom, two-bath condo with sleeper sofa offers plenty of space for four guests. Spend quality time in the open-concept kitchen and living area, and get outdoors on two private balconies. Your home away from home is adjacent to beautiful Pioneer Park, where scenic...
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    Location Information
    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Mountain Views
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Firehall Condo in the heart of Bend and close to all outdoor activities Skiing, Golf, River Rafting, Hiking and more. Front Second Floor Corner Unit with the Brickhouse Restaurant downstairs. Great location walking distance to restaurants, coffee houses, bars and stores out your door. Includes...
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    Bend, Central Oregon 97703
    Condo/Apartment - 2 Bedrooms, 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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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    Bend, Central Oregon 97703
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    • DVD Player
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Patio
    • Grill
    Suitability
    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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    Bend, Central Oregon 97701
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 13
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Air Conditioning
    • Patio
    • Parking
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    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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    Bend, Central Oregon 97701
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Grill
    • Patio
    • Washer
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    • Cable/satellite TV
    Suitability
    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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    Location Information
    Bend, Central Oregon 97702
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Air Conditioning
    • Parking
    Suitability
    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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    Bend, Central Oregon 97701
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Parking
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Any season is a great time to visit Bend, especially with this condo at Pioneer Park, close to downtown, the Deschutes River Trail, and skiing on Mt. Bachelor not far away. Overlooking a scenic park near downtown Bend, this condo is within easy walking distance from many coffee shops, boutiques,...
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    Location Information
    Bend, Central Oregon 97701
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Balcony
    • Internet Access
    • Parking
    • Air Conditioning
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    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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    Location Information
    Bend, Central Oregon 97701
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Parking
    • Internet Access
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A pleasant escape to Bend is in store for you at this condo, featuring a modern design with a full kitchen, gas fireplace, with all the fun of downtown nearby. At Pioneer Park condos, you'll be just a short walk from the cafés, restaurants, bars, and boutiques of downtown Bend. When you want some...
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    Location Information
    Bend, Central Oregon 97701
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Take a trip to Sisters and enjoy a stay at this charming house right in downtown. With entertainment, a central location, and a separate studio for privacy, up to six guests will have a great time here! Located across from the Village Green City Park just a couple blocks from the main street in...
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    Location Information
    Sisters, Central Oregon 97759
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Washer
    • Internet Access
    • Parking
    Suitability
    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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    Location Information
    Bend, Central Oregon 97701
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • DVD Player
    • Parking
    • Cable/satellite TV
    • Internet Access
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    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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    Location Information
    Bend, Central Oregon 97701
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make use of every minute in Bend with this modern condo at Pioneer Park, a short walk from all the action in downtown! This condo also offers a full kitchen, views of the park, and a gas fireplace, so comfort is a guarantee. A few blocks away awaits a variety of restaurants, cafés, boutiques, and...
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    Location Information
    Bend, Central Oregon 97701
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Patio
    • Hot Tub
    • Cable/satellite TV
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Play horseshoes while burgers sizzle on the grill after a day of hiking, mountain biking, or kayaking in beautiful Bend. Sip drinks around the fire with your party of 8 while surrounded by picturesque Ponderosa Pines. This beautiful vacation rental home is newly renovated, with 3 comfy bedrooms and...
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    Location Information
    Bend, Central Oregon 97756
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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