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Bend Holiday Rentals

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    Travellers to Bend are booking December dates now. Secure your holiday rental today, and have the perfect trip.
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    Second Street Cottage-secluded downtown Bend, OR1 / 27
    (58)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Downtown Riverfront Cottage1 / 8
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Luxury and Comfort at Mount Bachelor Village Condo, Views, Mountains and Lakes!1 / 42
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Westside Retreat with open floor plan and views1 / 16
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Satellite TV
    • DVD Player
    • Patio
    • Air Conditioning
    • Washer
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 April 2017
    This house is close to the action, especially by bike. The owners had bikes in the garage that we could use. We also loved the thoughtful extras like handpicked restaurant...
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    About this property
    Ideally located to enjoy Bend’s Westside attractions, the Quincy House is just 3 blocks above Newport Avenue, home to many of Bend’s favorite restaurants and hangouts including Backporch Coffee Roasters, Chow and Spork. Built in 2000 by one of Bend’s most sought after builders, this architectural...
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    Bend, Central Oregon 97701
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Stroll the River or downtown from this Condo- In the heart of Bend1 / 17
    (2)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Indoor Pool
    • Air Conditioning
    • Satellite TV
    • Patio
    • Internet Access
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 August 2017
    Everything in the apartment was super comfortable and convenient. I hope to stay there again on my trip to Bend.
    Reviewed 28 June 2017
    The location is amazing - within minutes of everything Bend has to offer. Just minutes away from the Old Mill District, Deschutes River, Restaurants, Shopping, Biking, and more!
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    About this property
    This place has it all, super convenient and accessible to all of the amenities you want when you visit Bend. A stone's throw from the Deschutes River and it's miles of walking trails, a 5 minute walk to downtown, quick access to the Bend Parkway, and adjacent to restful Pioneer Park and of...
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    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Updated 1BR Condo close to Mt. Bachelor1 / 14
    (3)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 2017
    My comments are almost identical to the reviewer from a year ago - the owner Vern was accessible and responsive, the resort was in a beautiful setting with lots of amenities...
    Reviewed 29 July 2016
    We had an excellent stay here last week. The owner was very friendly and accessible with questions. The Seventh Mountain Resort is in a great location--only a few miles from...
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    About this property
    This beautiful family vacation resort is located near Mount Bachelor, a premier Oregon ski areas and a multitude of outdoor Oregon activities, including golf, rafting, hiking, and rock climbing. Seventh Mountain Resort offers unparalleled views of the Deschutes National Forest and Mt. Bachelor and...
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    Bend, Central Oregon 97702
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for a modern getaway convenient to both outdoor recreation as well as the comforts of town? Urban Roundabout is a newly built, northwest contemporary home within walking distance to Newport Market, local restaurants, coffee houses and bike shops. This state-of-the-art BRAND new home...
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    Bend, Central Oregon 97702
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Beaver Drive 165391 / 23
    (12)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located 7.5 miles southwest of Sunriver, this home naturally provides the peace and quiet you have been longing for. You will enjoy the splendid hardwood floors and expansive living space with log accents. The spacious living room provides plenty of room for your friends and family to get cozy and...
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    Bend, Central Oregon 97707
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Bunk+Brew Historic Lucas House1 / 32
    (2)Excellent
    7 Bedrooms, 2 Bathrooms, Sleeps 24 Quick View
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    • Housekeeping Included
    • Patio
    • Wi-Fi
    • Air Conditioning
    • 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 downtown destination for the adventure traveler in Bend, Oregon. 2.5 blocks from downtown shops, restaurants, and breweries, the Lucas House (1910) is Bend’s first and oldest brick building and perfect place to relax with a local...
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    Bend, Central Oregon 97703
    Holiday Rental House - 7 Bedrooms, 2 Bathrooms, Sleeps 24
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine watching sunsets over the Cascades looking across the Deschutes River. Walking to the Shops at the Old Mill. A mile from down town Bend. This spacious town home has two master suites. The first floor Queen Master has a large walk in closet and a gorgeous bathroom with a double vanity and...
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    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Salmon Lodge Luxury Townhome Old Mill District1 / 39
    (28)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Patio
    • Wi-Fi
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Outstanding accommodations, excellent location, wonderful furnishings. I would highly recommend this Townhome......we caught fish as well!
    Reviewed 19 February 2017
    2 friends and I stayed for 4 nights, visiting Bend for the skiing and the breweries. The property was excellent: spacious, warm, extremely clean and well appointed. Would be...
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    About this property
    The Salmon Lodge is a West Bend luxury 3 BR 3 Bath townhome in the exciting Old Mill District. Close to Downtown, Mt Bachelor & Deschutes. Pet friendly. Stunning mountain view from upstairs deck with attached bar. Two canoes and four sets snowshoes for your use. Location: Bend, Central Oregon,...
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    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Dog-friendly condo with shared hot tub & swimming pool - great location1 / 24
    (1)Average
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Grill
    • Air Conditioning
    • Patio
    • Hot Tub
    • Internet Access
    • Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 September 2014
    My wife and I rented the 1 bedroom, 2 bath w extra fold down bed to share with my mother for a family visit in Bend. We like the idea of the kitchen amenities to avoid eating...
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    About this property
    Situated comfortably on the first floor of the lovely Pioneer Park Condos, this full-sized unit has plenty of space for up to four guests. With the largest outdoor patios in the community, and gorgeous views of the park and common area gardens, this is the perfect space for friends or a few couples...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Balcony
    • Internet Access
    • Parking
    • Air Conditioning
    • Grill
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious enough for four lucky guests, this second-floor unit in the lovely Pioneer Park Condos makes a wonderful home away from home in the heart of Bend! Located just a mile away from downtown Bend, and about 22 miles away from Mt. Bachelor, this beautiful home is close to everything, including a...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    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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    Bend, Central Oregon 97701
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Wonderful dog-friendly condo w/ shared pool and hot tub!1 / 18
    (3)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Grill
    • Hot Tub
    • Washer
    • Parking
    • Air Conditioning
    • Balcony
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 April 2016
    We had a great stay. This place has every thing you could need. It was warm and comfy. Beth and her dogs were very friendly.
    Reviewed 16 December 2015
    My travel companion and I liked the two separate rooms and two bathrooms. The place is just off the main highway , so easy to get too. Also it is connected to the urban trail...
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    About this property
    As part of the beautiful collection of Pioneer Park condos, this stylish downtown Bend vacation rental is waiting to make your family or group of friends feel right at home in Central Oregon! This adorable unit is quiet, with great amenities including WiFi and cable. There is a small,...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Hot Tub
    • Grill
    • Parking
    • Washer
    • Air Conditioning
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect for a quick romantic weekend or a solo retreat to beautiful Bend, this studio will help you feel right at home in sunny Central Oregon! Located about a mile away from downtown Bend, and within walking distance of Pioneer Park for the morning or evening workout, this charming condo keeps you...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bathroom, Sleeps 2
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Internet Access
    • Balcony
    • Hot Tub
    • Satellite TV
    • Grill
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This slick Skyliner condo is the perfect home base for exploring the Bend area with access to the Pioneer Park community pool and hot tub. Located about 20 miles from Mt. Bachelor and and close to downtown Bend, this home is in an ideal location for adventure - both urban and outdoor! Elegant...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Convenient Mt. Bachelor condo w/ shared hot tub & swimming pool1 / 25
    (8)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Satellite TV
    • Hot Tub
    • Grill
    • DVD Player
    • Air Conditioning
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 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 97702
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Internet Access
    • Grill
    • Satellite TV
    • Patio
    • Washer
    • Mountain Views
    • DVD Player
    Suitability
    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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    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Sauna
    • Washer
    • Hot Tub
    • Grill
    • Internet Access
    • Satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you're looking for an intimate setting for your next Central Oregon, check out this little Bend vacation rental with access to a nearby pool and hot tub. Only a mile from downtown Bend and within easy reach of Pioneer Park, this home is close to urban delights as well as outdoor options like Mt....
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Modern dog-friendly condo w/ shared resort pool & hot tub and more!1 / 25
    (3)Average
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Sauna
    • Patio
    • Satellite TV
    • Washer
    • Air Conditioning
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 December 2015
    This is a cute well put together condo....The draw back is there is no view. However it's tucked in the corner and it was quite...I have stayed in a few of these unit and this...
    Reviewed 13 October 2015
    Basic, clean, all necessities there. No sheets or blankets for the hide-a-bed couch - only for the murphy bed. View of the wall of the building next door.
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    About this property
    Explore Oregon's high desert in this chic condo with resort amenities and a central location in Bend! The modern space is the perfect hideaway for days spent outdoors or brewery hopping with friends. Wall Street Condo is located in Pioneer Park Condos, an inviting community near the Deschutes...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Balcony
    • Satellite TV
    • Air Conditioning
    • Parking
    • Internet Access
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Next time you take a trip to Central Oregon, stay here at this lovely Bend vacation rental and have amazing access to all things Bend has to offer - great views, beautiful weather, and delicious food! Located just a block from downtown Bend, and close to Pioneer Park for jogs and dog walks. Upscale...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    River West Loft Near Drake Park1 / 13
    (32)Excellent
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
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    Bend, Central Oregon 97703
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    • Satellite TV
    • Grill
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    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 97701
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    The Whispering Pine Lodge near Sunriver, OR1 / 10
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Mountain Views
    • Internet Access
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2017
    Our stay at Whispering Pine Lodge was one of the most peaceful and relaxing vacations we have had in a long time. The Cabin was beautiful and the location was quiet. We loved...
    Reviewed 10 January 2017
    Close to Sunriver, easily able to get where you want to go. Very comfortable and well kept. Would highly recommend!
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    About this property
    *FALL/WINTER/SPRING SPECIAL* Normally $150 a night now $125 a night. 4 night minimum. Not available with any other specials or Thanksgiving weekend or Christmas Break or Spring Break. Beautiful, built in 2006, 1800+ SqFt., Luxury 3 Bedroom lodge style vacation rental located 5 minutes from...
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    Location Information
    Bend, Central Oregon 97707
    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
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    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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    Location Information
    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    Nestled in the pines, located adjacent to beautiful Pioneer Park and a short 2 block walk to downtown. This remodeled condo is part of the Pioneer Park Condos that are located along the Deschutes River. This second floor unit is perfectly situated. A lovely river trail follows the Deschutes in both...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
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    • Wi-Fi
    Suitability
    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 97701
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the exclusive Broken Top Club, Villa #5 is a convenient, yet luxurious, location on Bend's Westside. This two-bedroom condo features two King Master Bedrooms, a hot tub on the large deck and a gas fireplace. Villa #5 is only minutes from shopping and dining in both Downtown Bend and the...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    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 features beautiful cabinets, granite countertops, stainless...
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    Bend, Central Oregon 97702
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    About this property
    This newly remodeled 1 bedroom/1 bath is ideally located close to St. Charles hospital, shops and restaurants. Perfect for long term stays. Professionally decorated, fully furnished and completely stocked. Complex has beautifully maintained green spaces, dog friendly stations, picnic areas and...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    A Bright Writer's Loft Five Blocks from Downtown. Perfect for the Hip Couple!1 / 12
    (40)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Internet Access
    • Satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2016
    This is a wonderful place to stay! Bright, book-filled, and close to town (walking distance). Very quiet. Good restaurants nearby (definately the best meal we had was at Hola...
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    About this property
    Tuck away in this studio loft that is just a 5-minute walk from downtown! Bend's finest architects and artists had a hand in creating this inspiring loft for the author, who created several books here. Thus the name 'Writer's Retreat.” A couple or small family will adore this bright, cheerful...
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    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Fun Guest Quarter With Bathroom Available For Rent Close To Downtown Bend.1 / 12
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Central Heating
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    Location Information
    Bend, Central Oregon 97703
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    An amazing new home placed in the perfect downtown spot, impressive!.1 / 27
    (5)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Air Conditioning
    • Satellite TV
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2017
    The house had beautiful bones but bedding and towels felt and looked dirty, crumbs in drawers, Found a pair of used sweat pants between the couch and coffee table. Tried to use...
    Reviewed 27 December 2013
    This house is great. Comfortable beds, well supplied kitchen, and in a terrific location. Blocks from the Mt Bachelor shuttle and an easy walk to the old mill. Hope to stay here...
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    About this property
    This is a FAMILY home only and no gatherings or parties are tolerated. Guests will be asked to leave should they not adhere to this rule. It does not get any better then the Elgin Escape. It is also just two blocks away from the popular Galveston Avenue area with its fantastic bakeries, outdoor...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3BR Condo ... Sleeps 8 ... close to Mt. Bachelor1 / 12
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • DVD Player
    • Mountain Views
    • Wi-Fi
    • Satellite TV
    • Children's Pool
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2017
    This place is the best and the free amenities are wonderful. Swimming, hot tubs, putput golf and so much more. Short horse rides and 1 hour horse rides.
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    About this property
    Our 3BR/3BA condo suite sleep up to 8 people, and is located directly across from 2 heated outdoor pools, 3 hot tubs, sauna, mini golf, and a small convenience shop. This beautiful family vacation resort is located near Mount Bachelor, a premier Oregon ski areas and a multitude of outdoor Oregon...
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    Location Information
    Bend, Central Oregon 97702
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    GREAT SW Bend location near Old Mill district 5 BR1 / 16
    (1)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Washer
    • Grill
    • Mountain Views
    • Patio
    • 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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    Location Information
    Bend, Central Oregon 97201
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Newer Home in Old Mill District! Great Location, Quiet Neighborhood1 / 15
    (2)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Reviewed 9 August 2014
    The perfect house with all the amenities including AC :)Beds were comfy, kitchen had everything we needed and it was very clean!Would recommend to family and friends and stay...
    Reviewed 10 June 2014
    I have rented through flip-key and vrbo several times in the past. This home is in a great location and close to everything you need. I wish there was better cooking...
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    About this property
    McKinley House is a newer 2 story home in a quiet neighborhood. It's a short walk to the river trail, shops, restaurants and theaters of the Old Mill District. Les Schwab amphitheater is just on the other side of the Deschutes River, again within walking distance. Minutes from downtown and easy...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    On the Old MIll Bluff -  Zen of luxury & design in downtown Bend w/a hot tub!1 / 32
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk into Serenity on the Bluffs and look around- you'll find a treasure in each corner. Luxury chandeliers playing the light to show off treasures in alcoves and walls. Sleep in 600 thread-count sheets, that feel like silk; dry off from your showers with bamboo towels, then use the provided...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    • Balcony
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    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 97702
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Bend Centrally located. 3 BR, 2 BA. Upstairs unit. Heyburn Street #21 / 13
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Reviewed 30 August 2016
    When we drove in, we were surprised by the neighborhood. I thought the house was at Old Mill neighborhood but it's not, though Bend is small and thus everything not a far drive...
    Reviewed 31 July 2016
    We had a great stay at this place in Bend. We were so close to restaurants and shops, and had easy access to the main roads to get to the sights we wanted to visit. The kitchen...
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    About this property
    This upstairs unit offers convenient access to all of Bend. Down town is less than a mile and the Shops at the Old Mill even closer. Spacious living area with the living, dining and kitchen open. Small deck off the living room provides fantastic sunsets over the Cascade Mountain Range. There is a...
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    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    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 97702
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Widgi Creek #15 Bend always has plenty of great activities to keep everyone in the family busy. Widgi Creek is located next to the Deschutes River and only 15 miles from Mount Bachelor. This is a beautiful area with one of the best golf courses in the Bend area. This townhouse offers everything...
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    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Enjoy the luxury of a private, gated golf community in this beautifully-furnished townhome. Villa #6 is a two-bedroom, two-bath townhouse located in the quiet community of Broken Top. Enjoy beautiful views of the 18th Fairway of the privately-operated Broken Top Golf Course from the living room and...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 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
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
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    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 97702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Big Boulder is a gorgeous 3 bedroom, 2.5 bath home, in the River Wild Development of Mount Bachelor Village. Looking for a peaceful retreat in a quiet, forest setting? This home is nestled among large Ponderosa Pines and 15 in Bend's desirable Westside. The Deschutes River Trail is just out the...
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    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Exquisite newer home with a floor plan to hold large groups. Two levels with the master bedroom on the main level and three additional bedrooms on the second level. All beds are queen beds. The master has a he/she sink set and a deep jacuzzi tub, as well as a walk in shower. There is an office...
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    Bend, Central Oregon 97702
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Newer home in Old Mill District with back yard trail down to the river. Private backyard with mature foliage. This one story home in Elkhorn Estates boasts high vaulted ceilings, lots of natural light and easy access to the river, downtown, the Old Mill and Mt Bachelor! An open floor plan...
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    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Just a short walk from Downtown Bend, is this gorgeous award-winning, 4 bedroom, 2.5 bath home. Awbrey House is applauded for its fine craftsmanship! This well appointed home features a gourmet kitchen with stainless steel appliances, including a Sub-Zero refrigerator and a Wolf six-burner gas...
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    Bend, Central Oregon 97701
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Really cute 1 bedroom unit on the NE side of town. Nice hardwood floors. Fenced yard in rear for a well behaved pet. Really cute patio area with outdoor seating. Kitchen has sink and good counter space. Stainless fridge and micro. Perfect place for someone seeking housing instead of paying for a...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Westside favorite with a hot tub - Perfect for skiing, biking and golf!1 / 17
    (5)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    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 97702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Bend Holiday Rentals

    Surrounded by the stunning snowcapped peaks of the Cascade Mountains and the largest juniper forest in the western U.S., Bend is an outdoor recreation enthusiast’s paradise. Known for its cycling, hiking, kayaking, fishing and golfing, Bend, in the central part of the state, gets your adrenaline flowing in a variety of ways.

    Following a full day of intense activities, you’ll need a comfortable place to relax and recharge. Consider a spacious holiday rental where you can spread out and prepare your own meals rather than small hotel room. Whether you want to stay near downtown, in the Old Mill District, or near the Mt Bachelor ski resort, we have lots of villas, multi-bedroom homes, cabins, condos and other choices that are a better value than a hotel.

    Bend attractions and activities

    Bend is a phenomenal outdoor environment to leave the computers and televisions behind for a few hours or days. Family activities abound starting with the Lava Lands Visitors Center, about 15 minutes from downtown, where you’ll see the Lava Butte, a 7,000-year-old cinder cone lava formation that rises 500 feet. For thrill seekers, raft or kayak the white waters of the Deschutes River, take a panoramic chairlift ride up Mt. Bachelor, hike along Tumalo Creek or fish for trout at a well-stocked pond at Shevlin Park.

    Golfers have ten picturesque and challenging golf courses to play in the Bend area, including the Jack Nicklaus designed Pronghorn Golf Club, Crosswater at Sunriver Resort, a Bob Cupp design, and the affordable, family-owned Aspen Lakes Golf Club, where you’ll find lots of local residents.

    Downtown Bend is brimming with shops, galleries, restaurants, microbreweries and bars, which will enhance your visit to this former logging town.

    Holiday rentals for families

    From rustic cabins and cozy cottages to amenity-loaded condos and holiday homes with high-speed Internet, swimming pools, fireplaces and hot tubs, we can provide you with an extensive list of options in Bend. A great money-saving feature in all holiday rentals is the fully equipped kitchen, which allows you to provide delicious meals and snacks for your family instead of dining at pricey restaurants that’ll quickly destroy your budget.

    Deals on Bend holiday rentals

    When you visit Bend, your goal is to free your mind in the wondrous natural surroundings and the last thing you want to do is anguish about how much you paid for a cramped hotel room. Holiday rentals are a great value and we have special deals and discounts on a wide variety of properties in different areas of Bend in every price range.

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