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Bend Luxury Rentals

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    Travelers to Bend are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    32 Matching Rentals in BendView all 215 rentals
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Bunk+Brew Historic Lucas House1 / 34
    (2)Excellent
    7 Bedrooms, 2 Bathrooms, Sleeps 28 Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    About this property
    Welcome to Canyon Ranch! This incredible home was the winner of the 2014 Best Architectural Design & Interior Finishes Award. With 5 Bedrooms, 3 Full Baths and 2 Half Baths, an attached 2 car garage, and more amenities than you can count, this luxurious, modern home will take your breath away. From...
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    Bend, Central Oregon 97702
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    • Air Conditioning
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    • Private Outdoor Pool (Heated)
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    About this property
    With an ultra-spacious floor plan and crowd-pleasing perks, this 5BR/5.5BA Sunriver home is perfect for a big group getaway! The house overlooks the second fairway at Woodlands Golf Course, and boasts an array of amenities, including a pool table, ping-pong, and private hot tub. An upscale...
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    Bend, Central Oregon 97707
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 14
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
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    About this property
    Vacation in luxury with all of your friends and loved ones when you book this gorgeous Sunriver lodge. There's plenty of room for everyone between the five bedrooms, not to mention spacious common areas and top-of-the-line amenities including a private hot tub, a private washer/dryer, and access to...
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    Bend, Central Oregon 97707
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Mountain Views
    • DVD Player
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    About this property
    This beautiful custom home with 5,000 square feet of living space features a gourmet kitchen, a game room, Jacuzzi tubs, and a well-appointed deck with a spectacular view of six Cascade peaks. This home offers four bedrooms (including two master suites), three full baths, two half-baths, and...
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    Bend, Central Oregon 97703
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    This home, one of our most popular Bend, Oregon vacation home rentals, has a view that will take your breath away. You'll feel the tension leave the moment you walk in the front door. Enjoy majestic sunrises in the mornings while sipping a cup of freshly brewed coffee. On a clear day view the...
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    Bend, Central Oregon 97702
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Light-filled 5BR, gameroom, hottub, ski, bike,golf1 / 31
    (4)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Mountain Views
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    Pet friendly
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    About this property
    Our corner home sits on a tree-lined block within a family neighborhood with two private parks and walking paths. While Snow-capped peaks can be enjoyed from our windows, the home is conveniently located in town on the desirable Westside. It felt like home when we walked through the door of this...
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    Bend, Central Oregon 97701
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    About this property
    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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    Bend, Central Oregon 97702
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 13
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Skiing: Property Is In A Ski Resort
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    ** 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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    Bend, Central Oregon 97701
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Private Yard
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    About this property
    Escape the hustle and bustle of normal life by retreating to this beautiful 3-bedroom, 3-bathroom vacation rental house that sleeps 12 in Bend. Nestled on 2 private acres, this home boasts a large deck with an in-ground pool and outdoor fireplace, perfect for relaxing outside and enjoying the...
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    Bend, Central Oregon 97701
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Steps from the Deschutes River and Cardinal Landing Bridge, this exceptional 4BR/3.5BA home boasts a private hot tub, two decks, an inviting Great Room. Enjoy access to Sunriver's Aquatics Center, complete with multiple pools and a lazy river. Additional recreational activities include a disc golf...
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    Bend, Central Oregon 97707
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
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    About this property
    Grab your getaway by the reins and venture to this 4-bedroom, 2-bathroom vacation rental home for 8! Tucked away on the 70-acre Tailwind Farm, this property guarantees a peaceful atmosphere - where racehorses graze in the pasture below and the mountains tower above in the distance. With a private...
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    Bend, Central Oregon 97703
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    • Waterfront
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    Pet friendly
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    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...
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    Bend, Central Oregon 97707
    Cabin - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Feel at ease in this 2 story 2550 sq.ft. Sunriver home. Located just a short distance to the Market Place grocery store. This tastefully decorated executive home provides two master suites. It is perfect for your family or large group. Providing 5 bedrooms and 3.5 bathrooms with excellent...
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    Bend, Central Oregon 97707
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Skiing: Property Is In A Ski Resort
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    • Waterfront
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    Kid friendly
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    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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    Bend, Central Oregon 97701
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    About this property
    This 2517 sq. ft. Sunriver home features 4 huge bedrooms, 2.5 baths with an upper and lower deck. Each bedroom has its own 42' flat screen TV with built in DVD player and HD cable TV. An additional flat screen is wall mounted in the gas fireplace equipped living room for easy viewing. The upper...
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    Bend, Central Oregon 97707
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This elegant 3BR/4BA cabin has expansive living space, a gas fireplace, and private en-suite baths accompanying each bedroom. Whip up vacation meals in the spacious kitchen before heading to the back patio for al fresco dining. A hot tub invites you to take a sunset soak beside Caldera Links Golf...
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    Bend, Central Oregon 97707
    Cabin - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the amenity-rich community of Caldera Springs, this luxurious 3BR/4BA modern cabin boasts hardwood floors, vaulted ceilings, and a private open-air hot tub. Enjoy gorgeous views of Caldera Links Golf Course. Each of the bedrooms has an en-suite bathroom. Enjoy complimentary access to...
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    Bend, Central Oregon 97707
    Cabin - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    This spectacular, 2,300 square-foot home is a modern and peaceful retreat located on the banks of the Deschutes River. The Golden Zone has four bedrooms, three and-a-half bathrooms, and large common areas with beautiful views of the river, but no river access. A large entry on the main floor...
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    Bend, Central Oregon 97703
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    One of the nicest Bend, Oregon vacation rentals around, Canal view, is a beautiful home located on the canal near the Old Mill District. This four-bedroom home features airy, open living spaces inside, and landscape lighting, a stone patio and natural gas fire pit outside. The gourmet kitchen...
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    Bend, Central Oregon 97702
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    About this property
    3 Blue Grouse is easily one of the most beautiful vacation rentals in Sunriver, Oregon we offer. This lovely log home is 2600 sq. ft and has 5 bedrooms, 3 beautifully remodeled baths, and a family room with game table. The home has A/C. The living and dining areas feature vaulted wood tongue and...
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    Bend, Central Oregon 97707
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Porch
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    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our 3 bedroom 2 bath house, located right near the Old Mill district, is the perfect basecamp for your adventure in Central Oregon. You'll find comfort with 2 Queen beds, 1 California King, an open kitchen & living area, a garage and a fenced yard. Our home is great for kids and pets are...
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    Bend, Central Oregon 97702
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Central Heating
    • Terrace
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    Pet friendly
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    Smoking allowed
    About this property
    Brand New 5 Bedroom Home! Located within the Deschutes National Forest, these are the closest homes to Mt. Bachelor and just 5 minutes to Town. Hot Tub and Brand New Everything. Steps to some of the best hiking and biking trails in Bend. The Deschutes River Trailhead is only a few steps from the...
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    Bend, Central Oregon 97702
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    This new, custom built log home, located just eight minutes from the resort community of Sunriver, and 25 minutes from Mt. Bachelor Ski Area, provides and ideal 'base camp' for access to skiing, snowmobiling, sledding, hiking, mountain biking, fishing (right from the back yard!), restaurants,...
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    Bend, Central Oregon 97707
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
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    • Sauna
    • Patio
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This appealing 4BR/2BA home sits in a quiet Sunriver neighborhood minutes from Fort Rock Park. Enjoy complimentary passes to the Sunriver Aquatic & Recreation Center, an all-season center that offers indoor and outdoor aquatics, a disc golf course, winter tubing hill, as well as basketball and...
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    Bend, Central Oregon 97707
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Beautiful SW Bend Home1 / 19
    (2)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Reviewed May 27, 2018
    We were in town with our kids for a couple of days, all of us from out of town. This house is very nice and clean, it's in a quiet neighborhood and close to downtown. If we had...
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    About this property
    Fantastic location in a quiet residential neighborhood, close to river trail access point, minutes from The Old Mill with lots of shopping and restaurants. An easy bike ride to the Deschutes River and downtown Bend. On site management available for anything you need during your stay, concierge...
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    Bend, Central Oregon 97702
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Introduce your group to the luxury of this 5,000-square-foot home, situated on Fireglass Lake's edge. This home's private hot tub and access to resort amenities add magic to any family vacation, corporate retreat, or couples' trip, and dogs are welcome for a small nightly fee. From the lower...
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    Bend, Central Oregon 97707
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 16
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Feel at home in this split level 1900 sq.ft. Sunriver charmer. Located just a short distance to the SHARC & Fort Rock Park. This tastefully decorated Sunriver vacation home will leave you wanting for nothing. It is a perfect gathering place for your family and friends. Providing 4 bedrooms in which...
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    Bend, Central Oregon 97707
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    This elegant Tudor, one of the nicest Bend luxury vacation rentals we offer, is located on the banks of the Deschutes River near historic Drake Park in Downtown Bend, and is an easy walk to downtown, where you'll find lots of choices for dining, shopping and entertainment. Drake Park Villa is a...
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    Bend, Central Oregon 97702
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Classic Downtown Cottage1 / 30
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Reviewed August 23, 2016
    This was a perfect house for our 2 families of 4. The four kids (cousins) stayed upstairs in the loft, and the 4 adults slept downstairs. The house was very clean and we...
    Reviewed June 6, 2016
    My family (me,wife,daughter,mother,sister,brother,brother's friend) all needed a place to stay for Memorial Day. We couldn't have found a better place. Big spacious rooms. Very...
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    About this property
    The Space This house is 2 bedrooms with a secluded loft. The master bedroom has a Queen sized bed, walk in closet, and a full sized bathroom. The second bedroom has a Queen sized bed and has access to the second bathroom. Both bathrooms have custom concrete counters and tiled walk in showers. The...
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    Location Information
    Bend, Central Oregon 97701
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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