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Holiday Rentals near Drake Park

777 NW Riverside Blvd, Bend, Oregon 97703
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    Travellers to Bend are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 67 Rentals in Bend
    Second Street Cottage-secluded downtown Bend, OR1 / 27
    (64)Excellent
    0.5 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Mt.Bachelor Village Resort--Comfortable living1 / 14
    (8)Very good
    3.1 kilometres from Drake Park
    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
    1.1 kilometres from Drake Park
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Luxury and Comfort at Mount Bachelor Village Condo, Views, Mountains and Lakes!1 / 42
    (6)Excellent
    2.9 kilometres from Drake Park
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This is a great location to relax and escape the everyday hustle. It was great to have a big enough space to enjoy the family,cooking and playing together. The grand-kids loved...
    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...
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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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    Mt Bachelor Village -Top floor with 2 Queen beds +1 / 22
    (7)Excellent
    3.1 kilometres from Drake Park
    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Parking
    • DVD Player
    • Grill
    • Hot Tub
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2016
    The condo was as advertised: nice place with ample room and great location❗️ Kitchen a bit small but good for stays of a week or less. The owners (Tim and Nicole) were very nice...
    Reviewed 28 August 2014
    I stayed with my partner and his two teenage boys for three nights. We found everything was just as described with the rental, and it was a good amount of space for four people...
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    About this property
    Exceptional value @ Mt Bachelor Village Resort this upstairs unit (no elevator) with 2 REAL queen beds. No sofabeds here but there are 2 queen beds and an additional small roll-away single bed. This is a tastefully updated and exceptionally clean unit in a resort setting. Much better than a...
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    Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 5
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    Tumalo Pines1 / 18
    (10)Excellent
    7.6 kilometres from Drake Park
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Central Heating
    • Mountain Views
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 November 2016
    This house was beyond perfect for our 2 families (4 adults & 3 kids). It's remote but not too remote, and you feel instant serenity upon arrival. We had a blast wandering...
    Reviewed 12 March 2016
    We plan an annual trip with friends every year, spanning from the East Coast to the West Coast. I can honestly say that this was hands down the best spot we have stayed. If you...
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    About this property
    Private country setting with mountain views just 5 miles northwest of Bend. This 12 year old home sits on 20 acres of open juniper and pine forest, surrounded by other large, open tracks of land. The setting is lovely and private - like your own, private park with a house in the middle of it!...
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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    0.6 kilometres from Drake Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'll find the comforts of home at the Milwaukee Cottage, an updated vintage Bend cottage meticulously maintained and perfectly situated in Bend's popular westside. (updates to come November 1, 2017 new paint inside/out from ceilings to trim, all new furnishings/furniture including bedding,...
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    Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Downtown Riverfront Cottage1 / 8
    (3)Excellent
    0.6 kilometres from Drake Park
    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 10 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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    3.3 kilometres from Drake Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • 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
    3.2 kilometres from Drake Park
    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 26 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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    Classic Downtown Cottage1 / 30
    (2)Excellent
    0.5 kilometres from Drake Park
    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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    1st Street Rapids1 / 12
    (1)Excellent
    1.3 kilometres from Drake Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cute and cozy cottage on the west side of Bend. A short stroll to First Street Rapids foot bridge and the river trail. 10 minute walk to downtown Bend with an assortment of restaurants, night life, and activities throughout the year. Convenient access to the parkway for the old mill or the...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.7 kilometres from Drake Park
    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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    2.5 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Patio
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    • 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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    0.4 kilometres from Drake Park
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Private Garden
    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two bedroom, one bath apartment above a horse barn in Alfalfa. Alfalfa is Centrally located between Bend, Redmond, and Prineville. We are 20 min East of Bend, 35 min South East of Redmond and same for Prineville. Apartment has beautiful views of the Cascade Mountains as you sit on back porch on...
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    Bend, Central Oregon
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Bunk+Brew Historic Lucas House1 / 34
    (2)Excellent
    1.0 kilometres from Drake Park
    7 Bedrooms, 2 Bathrooms, Sleeps 28 Quick View
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    • Housekeeping Included
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 March 2017
    From the moment you walk in, Bunk + Brew lives up to its name! Whoever checks you in, Frankie or Jay, immediately gives you a tour of the wonderful historic building and offers...
    Reviewed 23 January 2017
    This place was awesome! The owners were super friendly and knowledgeable about activities to do in Bend. The house was cozy and clean. It was 1/4 mile from downtown and 35...
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    About this property
    The Bunk+Brew Historic Lucas House is the newest and ONLY affordable destination for the adventure traveler in downtown Bend, Oregon. 2.5 blocks from the Bend Ale Trail, the Lucas House (1910) is also Bend’s first and oldest brick building. Book a room (or bunk), grab a free check-in beer, and...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 7 Bedrooms, 2 Bathrooms, Sleeps 28
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    3.2 kilometres from Drake Park
    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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    8.0 kilometres from Drake Park
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Mountain Views
    • Grill
    • Washer
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    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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    Light-filled 5BR, gameroom, hottub, ski, bike,golf1 / 31
    (4)Excellent
    2.6 kilometres from Drake Park
    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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    Beautiful SW Bend Home1 / 19
    (2)Very good
    4.3 kilometres from Drake Park
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 May 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
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.1 kilometres from Drake Park
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Balcony
    • Grill
    • Terrace
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a laid-back vacation in an idyllic countryside location at this 1BR/2BA condo in Bend. With a spot next to beautiful Pioneer Park on the banks of the Deschutes River, you can take scenic riverside strolls whenever the mood strikes. The condo is also within walking distance of downtown...
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    Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Tucked into a forested cul-de-sac this is a modern, 4 bedroom wooded delight!1 / 26
    (9)Very good
    4.4 kilometres from Drake Park
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    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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    1.0 kilometres from Drake Park
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Patio
    • Hot Tub
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Portlandia Imagine having your own half-acre private nature reserve with a hot tub and visiting deer. Imagine that your home is in a quiet neighborhood. To top it off, you’re an easy, walkable mile to downtown Bend, and there’s a market, coffee shop and spa within two blocks. That’s the magic of...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.1 kilometres from Drake Park
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Balcony
    • Cable/satellite TV
    • Wi-Fi
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    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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    Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    A sunny one level home designed for comfort and location, location!!1 / 24
    (1)Excellent
    2.2 kilometres from Drake Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
    • DVD Player
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 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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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.3 kilometres from Drake Park
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Note: We are new to Tripadvisor so we don't have any reviews yet. However, on one of the other big booking sites we are Superhosts and have hundreds of 5 star reviews. Here's a couple of examples: Megan - March 2017 We stayed here for our 5th anniversary and it was perfect! the cottage was really...
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    Location Information
    Bend, Central Oregon
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    1.1 kilometres from Drake Park
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Parking
    • Washer
    • Terrace
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    • Balcony
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 1BR/2BA Wall Street Condo accommodates up to four guests. Enjoy home-cooked meals from the full kitchen with sleek appliances and center island seating, or fire up the grill for an al fresco barbecue on either of the two private patios. Situated next to beautiful Pioneer Park, the condo...
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    Location Information
    Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    2.2 kilometres from Drake Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    River Farewell This charming one-story home is a wonderful haven for your stay in Bend. Its location across the street from Riverbed Park and the Deschutes River puts you within walking distance of many activities, from restaurants, shopping and even Les Schwab Amphitheater events! The park has a...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Westside favorite with a hot tub - Perfect for skiing, biking and golf!1 / 17
    (5)Very good
    4.6 kilometres from Drake Park
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
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    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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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    7.2 kilometres from Drake Park
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    In Downtown! Modern Home Comfort with Easy Access to Everything Bend! Hot tub1 / 26
    (16)Very good
    2.1 kilometres from Drake Park
    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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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3.0 kilometres from Drake Park
    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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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3.2 kilometres from Drake Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Air Conditioning
    • Patio
    • Washer
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peaceful in the Parks You’ll enjoy peace and quiet in this desirable Westside home in The Parks, an exclusive neighborhood with its own community park and pool. But you’ll also love its proximity to all the activities you want to access in your visit to Bend: rafting the Deschutes River, golf at...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3.2 kilometres from Drake Park
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Patio
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make the most of your mountain getaway when you stay at this 3-bedroom, 2-bathroom vacation rental house in Bend. Up to 7 guests can spread out in over 1,500 square feet of well-appointed living space. Breathe in the fresh air on the back deck as you take in the picturesque views of Pilot Butte....
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Central Oregon Haven- Pet friendly, quiet, cozy and spacious living1 / 31
    (3)Excellent
    6.6 kilometres from Drake Park
    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 9 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 22 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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    0.5 kilometres from Drake Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Washer
    • Hot Tub
    • Wi-Fi
    • Grill
    • Parking
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Bend’s Magnolia House! Circa 1925, this immaculate home combines Old World charm with all of the modern amenities, including gorgeous flooring and trendy furnishings. Situated in the best of Westside locations, the Magnolia House is lovingly cared for and offers you a world class...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4.0 kilometres from Drake Park
    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
    Suitability
    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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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Really a great new home - two blocks from core downtown - who needs the car!!1 / 28
    (21)Very good
    0.6 kilometres from Drake Park
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Patio
    • Grill
    • Washer
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 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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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2.8 kilometres from Drake Park
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Patio
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4.5 kilometres from Drake Park
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Hot Tub
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Situated on a tranquil half-acre of land, this 3BR/3BA Westside Bend home boasts quick and convenient access to breathtaking natural beauty. Hop on the provided bicycles and explore the nearby hiking/biking trails and the river -- all within a half-mile of your front door. Mt....
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    4.6 kilometres from Drake Park
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    • Hot Tub
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Trainhead Relax like a local in this clean and modern craftsman style home located in Bend’s Century West neighborhood. Just off Century Drive, it’s easy to explore both downtown and the slopes of Mount Bachelor. ‘The Trailhead’ is also aptly named because it is located across the street from...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    4.4 kilometres from Drake Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.6 kilometres from Drake Park
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Grill
    • Hot Tub
    • Wi-Fi
    • Washer
    • 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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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.1 kilometres from Drake Park
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Cable/satellite TV
    • Terrace
    • Patio
    • Wi-Fi
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Contemporary design complements the open-concept layout of this 1BR/2BA condo beside Pioneer Park. Whether you're in town to ski Mount Bachelor, kayak the Deschutes River, or just experience Bend’s natural beauty, this all-season condo for up to four guests is sure to please. The living room...
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    Location Information
    Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    4.4 kilometres from Drake Park
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Osprey open and bright! Right across from Tethrow and Phils Trail, wow!1 / 32
    (12)Very good
    4.5 kilometres from Drake Park
    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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    Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Location and Comfort Make Portlandia a Favorite - Yes, the Hot Tub Helps!1 / 27
    (10)Very good
    1.0 kilometres from Drake Park
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Internet Access
    • Grill
    • Hot Tub
    • Parking
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Downtown and acreage, sounds amazing because it is. Perched at the base of Awbrey Butte sits the one level home called Portlandia. Mid-century furniture continues the open feel in this big home. The numerous windows flood light in the whole house. A spacious and modern four bedroom home, with a...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    2.1 kilometres from Drake Park
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Grill
    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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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3.2 kilometres from Drake Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Patio
    • Washer
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    • Internet Access
    Suitability
    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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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4.0 kilometres from Drake Park
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Mountain Views
    • Waterfront
    • Ocean Views
    • Skiing: Property Is In A Ski Resort
    Suitability
    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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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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