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Holiday Rentals near South Sister

Cascade Range, Bend, Oregon
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    Travellers to Bend are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 69 Rentals in Bend
    Updated 1BR Condo close to Mt. Bachelor1 / 14
    (4)Very good
    3.1 kilometres from South Sister
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Mt Bachelor Village -Top floor with 2 Queen beds +1 / 22
    (7)Excellent
    4.9 kilometres from South Sister
    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
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    Mt.Bachelor Village Resort--Comfortable living1 / 14
    (8)Very good
    5.0 kilometres from South Sister
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    5.0 kilometres from South Sister
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Porch
    • Grill
    • Parking
    • Mountain Views
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    GREAT SW Bend location near Old Mill district 5 BR1 / 16
    (1)Excellent
    5.1 kilometres from South Sister
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Washer
    • Grill
    • Mountain Views
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 August 2017
    The thing that pleased me the most was the leftover and staple food in the pantry and fridge. Thanks for being so fully stocked. I also borrowed a bicycle that was in the...
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    About this property
    This home is located on the desirable, southwest side of Bend in the heart of best recreation activities that Oregon has to offer. Easy access puts Mt. Bachelor skiing, fly fishing on remote lakes, mtn. biking, rafting, kayaking or the Old Mill District & Factory Outlet shopping, just minutes away....
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    Bend, Central Oregon
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Downtown Riverfront Cottage1 / 8
    (3)Excellent
    7.5 kilometres from South Sister
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Cable/satellite TV
    • Grill
    • Outdoor Dining Area
    • Waterfront
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2016
    My wife and I stayed at the Downtown Riverfront Cottage for a week and really enjoyed our time there. Great location to everything. Walking distance to downtown and the Old Mill...
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    About this property
    This house is right on the Deschutes River. You can walk one way to town (through Drake Park), and the other way also along the river to the Old Mill District. There really isn't a better location in Bend. One bedroom with queen bed and a really comfortable queen hide-a-bed. On the Deschutes...
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    Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Classic Downtown Cottage1 / 30
    (2)Excellent
    7.5 kilometres from South Sister
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Patio
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 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 7 June 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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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Luxury and Comfort at Mount Bachelor Village Condo, Views, Mountains and Lakes!1 / 42
    (5)Excellent
    5.1 kilometres from South Sister
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 June 2017
    We were wowed by our initial first sight of the the condo and seeing the spectacular view of the mountains. The condo was newly renovated, immaculate, large and each bedroom...
    Reviewed 7 April 2017
    This vacation rental is amazing! I enjoyed breakfast every morning on the deck, watching the sunlight creep across the valley and the deer grazing on the hillside. The condo...
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    About this property
    Located in beautiful Mount Bachelor Village offering spectacular views of downtown Bend & Old Mill District. This Condo House is 2.0 miles from downtown Bend and 20 miles from the slopes of Mount Bachelor Ski Resort. Nearby activities include downhill & cross-country skiing, ice skating,...
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    Bend, Central Oregon
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    1.7 kilometres from South Sister
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Mountain Views
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The home is located in a quiet and peaceful setting, just minutes from all the great entertainment and restaurants to be found in downtown Bend. If you like great beer, you are in the right place. At last count, there were 31 micro breweries in town. Spring is a great time to be in the house....
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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    7.4 kilometres from South Sister
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    7.4 kilometres from South Sister
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    • Parking
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the beauty of Bend in this recently remodeled riverfront 2BR/2BA home. Enjoy idyllic views of the Deschutes River from the comfort of your outdoor hot tub and patio. Hold a movie night in the charming living room, with plush seating, a 43” flat screen TV, and polished hardwood floors...
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    Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Beautiful SW Bend Home1 / 19
    (2)Very good
    3.8 kilometres from South Sister
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    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
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    6.7 kilometres from South Sister
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Patio
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    After a day of exploring scenic Bend, relax in the privacy of your own 1BR apartment, ideal for couples. Located on the second story of a larger home, the unit is spacious and comfortable, and has a private entrance. Spend your days exploring Bend’s state parks and the scenic Deschutes River....
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    Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Light-filled 5BR, gameroom, hottub, ski, bike,golf1 / 31
    (4)Excellent
    6.7 kilometres from South Sister
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Mountain Views
    • DVD Player
    • Washer
    • Air Conditioning
    • Hot Tub
    • Patio
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Tucked into a forested cul-de-sac this is a modern, 4 bedroom wooded delight!1 / 26
    (9)Very good
    3.8 kilometres from South Sister
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Cable/satellite TV
    • Patio
    • Internet Access
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Private loft condo - Seventh Mountain Resort1 / 2
    (1)Very good
    3.0 kilometres from South Sister
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Balcony
    • Grill
    • Wi-Fi
    • Parking
    • Sauna
    • Hot Tub
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 May 2015
    This was a great place to stay when going to a show at the amphitheater. It is an older place with a few older fixtures, but very comfortable and practical. Great value. Make...
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    About this property
    Bendgetaway is a privately owned 2 bed/2 bath loft condominium located within the Seventh Mountain Resort near the town of Bend in central Oregon. Central Oregon is known for it's nearly 300 days of sunshine per year!
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    Bend, Central Oregon
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    In Downtown! Modern Home Comfort with Easy Access to Everything Bend! Hot tub1 / 26
    (16)Very good
    6.4 kilometres from South Sister
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    • Patio
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Easy access to everything in Bend. This home on The Bluffs in the Old Mill District is one block away from the bustling shops and restaurants, and is walking distance to the Les Schwab Amphitheater. Walk along the Deschutes River Trail that is only steps away. Or, just relax in the backyard and...
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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5.3 kilometres from South Sister
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Washer
    • Parking
    • Terrace
    • Balcony
    • Patio
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The go-to destination for dining, shopping, and entertainment, the Old Mill District is within walking distance of this 3BR/2BA Bend house. A mix of old and new, the district offers boutique shops, art galleries, restaurants, amphitheater, and even a fly fishing course. When the weather’s warm, try...
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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    One bedroom suite steps from the Old Mill - Don't book a hotel book me!1 / 26
    (11)Very good
    5.1 kilometres from South Sister
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the Deschutes National Forest with southern exposure, you're bathed in Central Oregon light. A coffee maker and small fridge are in the room for your comfort. There's a cafe table by the window to sip your coffee and watch the world go by. A full bathroom with plenty of cushy towels. Use...
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    Bend, Central Oregon
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Central Oregon Haven- Pet friendly, quiet, cozy and spacious living1 / 31
    (3)Excellent
    4.7 kilometres from South Sister
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Private Garden
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 March 2018
    We stayed a week in February to go ski Mt Bachelor. This place is great and for a super price! Gail was so easy to work with in booking it and very sweet when we met in person...
    Reviewed 23 February 2018
    The wife and I felt very at home in this 1 bedroom semi-detached apartment. Living room easily accommodated us, with comfortable seating and plenty of room for some friends...
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    About this property
    This cute one bedroom is a fully contained but private apartment, adjacent to my home in a quiet safe neighborhood in SE Bend. It is easily accessible to Highway 97 and the Parkway, minutes to stores, pubs and 12-15 minutes drive to the Old Mill and downtown Bend. 45 Minutes to Mt Bachelor...
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    Location Information
    Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Private Hot Tub on deck in the Woods. Sleeps 4 ( 6 with adjoining room).1 / 35
    (12)Very good
    5.1 kilometres from South Sister
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Washer
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 2015
    The Vacation Rental was beautiful and well kept. Once you enter the unit, you will be instructed in writing to remove your shoes and only step into the unit barefooted. If the...
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    About this property
    Use the pool and tennis courts. Walk to Old Mill Shopping Center, fifteen minutes on foot, three minutes on wheels! Big bathroom off the bedroom. Fully stocked kitchen and it's a sunny, southern exposure, delight to cook in. A wall of windows offers the Descuhtes forest and views of it's animals...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    6.3 kilometres from South Sister
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
    • Air Conditioning
    • Internet Access
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunsets over the cascades and leisurely strolls along the Deschutes River await you at this comfortable house in Bend, which features two master suites and scenic mountain and river views to greet you every morning. Located within easy walking distance of the shops and restaurants in the Old Mill...
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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Westside favorite with a hot tub - Perfect for skiing, biking and golf!1 / 17
    (5)Very good
    3.6 kilometres from South Sister
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Grill
    • Internet Access
    • Cable/satellite TV
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Trailhead sits in the perfect spot; positioned to view the Cascade Range, and walk your mountain bike across the street to Phil's Trail, thus the name of this awesome home! Century Drive is one half block from this home -- Get to Mt. Bachelor in 24 minutes, downtown and the Old Mill in four...
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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    A sunny one level home designed for comfort and location, location!!1 / 24
    (1)Excellent
    6.0 kilometres from South Sister
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
    • DVD Player
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2015
    We thoroughly enjoyed this stay in Bend and the accommodations were a big part of this enjoyment. It was close to everything in and around Bend and within 100 miles of many...
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    About this property
    Want a home that is close to it all -- this is your answer in fine form, the 'River Farewell'. The master bedroom is located on one side with an attached full bathroom. The other two bedrooms and guest bath are on the other side of the home. Located right in the middle is a delightful dining (6+)...
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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5.5 kilometres from South Sister
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This piece of country in town at the Old Mill has 2400 sq feet of upscale comfort in a quiet, peaceful, beautiful setting and great location. Bike to the Old Mill, hang out in the Tipi on the 1/4 acre yard, luxuriate in the comfort of this well appointed and spacious home. What more do you want?...
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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Osprey open and bright! Right across from Tethrow and Phils Trail, wow!1 / 32
    (12)Very good
    3.7 kilometres from South Sister
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The perfect large family home that makes you all feel at home. Situated in one of the nicer west side neighborhoods, you will find the Osprey. Right by Phil's Trail and Tetherow is across the street, and just up the street is Widgi Golf course and spa. A hiking trail to downtown is just steps away....
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Convenient Mt. Bachelor condo w/ shared hot tub & swimming pool1 / 25
    (8)Very good
    5.1 kilometres from South Sister
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Cable/satellite TV
    • Hot Tub
    • Grill
    • DVD Player
    • Air Conditioning
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 March 2015
    Great location and also great to be near the pool, office and tennis courts and playground. We had a total of 4 people and only 3 could fit comfortably in the living room. The...
    Reviewed 28 March 2015
    As I write this review there is a noise like an audible EMP coming through the walls, which is the only time we've been bothered by neighbors, There it stopped. lovely place...
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    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...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    6.7 kilometres from South Sister
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Grill
    • Mountain Views
    • Parking
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy Central Oregon while enjoying the authentic charm of this Old Mill home with mountain views perched above the Old Mill District. You're within biking distance to all the shops, restaurants and theater in the Old Mill District. There are three well appointed bedrooms and...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    7.3 kilometres from South Sister
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Internet Access
    • Patio
    • Washer
    • Balcony
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Central Oregon getaway of your dreams starts with this conveniently located Bend vacation rental! Modern and comfortable, with a private washer/dryer, a lovely deck, and updates throughout, this two-bedroom townhouse is an excellent home base for everything from an adrenaline-fueled outdoor...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5.7 kilometres from South Sister
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    Wonderfully furnished brand new home just brought into the vacation rental pool. Fully set up for your stay, just bring in your suit case and be ready for an awesome visit. A bright and well-loved home just off of Reed Market road. Tucked in a quiet neighborhood on Bend's west side by the Old Mill....
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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Really a great new home - two blocks from core downtown - who needs the car!!1 / 28
    (21)Very good
    7.8 kilometres from South Sister
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2013
    We had a great stay at Georgia Peach. We we're there two weeks and appreciated the house more every day. The air conditioning was great when the temperature soared to 100. We...
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    About this property
    The Bungalow Company designed this home in 2002 and it is only a stone's throw from downtown Bend, as well as parks, restaurants, wine bars, breweries, and boutiques. The first floor features a hardwood floor, 9 foot ceilings and an open living area. The bedrooms upstairs are spacious with tall...
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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    6.3 kilometres from South Sister
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get ready to live like a local in this gorgeous Deschutes Landing townhome with a lovely interior and great views! Located in the middle of Bend's historic Old Mill District, enjoy Bend from its very heart and leave your worries behind you. Close to everything, with access to all the urban and...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    6.8 kilometres from South Sister
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5.0 kilometres from South Sister
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home called 'Peaceful' is well named. A comfortable, one level home located in one of Bend's nicest neighborhoods, The Parks. Right across the street is a large common Park and a Community swimming pool for summer use. Numerous windows bring in warm light to show the craftsmanship in this well...
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    Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.7 kilometres from South Sister
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Terrace
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come to Bend and have a waterfront property! Water Reflections gives you the best in views and serenity in a beautiful envirorment. Just in front of the 16th hole. If you have a family reunion or larger group, use the Widgi Elkie at the same time, just down the street. Boasting two Master suites on...
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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    7.7 kilometres from South Sister
    6 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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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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    Bend, Central Oregon
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 13
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    7.7 kilometres from South Sister
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This bright cottage is located in Bend's desirable Westside neighborhood and offers a full kitchen, a gas fireplace, and a furnished patio. Walk to Mirror Pond on the Deschutes River as well as Drake Park (and keep your eyes out for Great Horned Owls). Downtown Bend offers fantastic restaurants,...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    7.2 kilometres from South Sister
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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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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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    7.8 kilometres from South Sister
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk to breweries, cafes, live music performances, and the Deschutes River from this three-bedroom (plus a loft) Bend home, a wonderful family retreat with a private hot tub, a deck among the pines, and an ideal location close to downtown! This 2,357-square-foot home sits on the west side of Bend,...
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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4.5 kilometres from South Sister
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Sauna
    • Internet Access
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    Suitability
    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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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    7.7 kilometres from South Sister
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    7.8 kilometres from South Sister
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
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    Suitability
    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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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    6.0 kilometres from South Sister
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An ideal summer retreat awaits at this conveniently located home in Bend. Cozy and recently updated, you'll have plenty of space to relax and entertain throughout the house and the spacious backyard that boasts views of the Cascade Mountains on the horizon. Located in the quiet neighborhood of...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    6.7 kilometres from South Sister
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to beautiful Bend at this three-bedroom home in a quiet, residential neighborhood. This rental features a full kitchen, furnished patio, and an enclosed backyard, all just minutes from downtown. You don't have to travel far to stroll along the Deschutes River Trail located just a few blocks...
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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    6.7 kilometres from South Sister
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
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    • Hot Tub
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming cottage is the perfect place to rest up for your next hiking excursion, admire the sunset from your patio, or settle in during a soothing Central Oregon summer rainstorm. You'll have all the comforts of home during your stay, including a full kitchen. The cottage's enviable location...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4.8 kilometres from South Sister
    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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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    7.7 kilometres from South Sister
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
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    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    7.7 kilometres from South Sister
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    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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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    7.4 kilometres from South Sister
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Mountain Views
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There's no wrong time for a retreat to Bend and this comfortable townhouse is the perfect home base. Whether you come for the food, the beer, or an outdoor adventure, you'll have easy access to everything the city offers. Sitting in a central location between downtown and the Old Mill District,...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    7.3 kilometres from South Sister
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From skiing and rafting to shopping and dining, you'll have easy access to everything Bend has to offer when you stay at this centrally located three-bedroom townhouse. In addition, you'll enjoy river and mountain views, a private deck, and other home conveniences guaranteed to make your trip a...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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