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Bend Holiday Rentals

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    Travellers to Bend are booking July dates now. Secure your holiday rental today, and have the perfect trip.
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    Westside Retreat with open floor plan and views1 / 16
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Second Street Cottage-secluded downtown Bend, OR1 / 27
    (44)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Second Street Bungalow--Pets, Hot Tub, Clean, Cozy1 / 14
    (3)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Washer
    • Porch
    • Grill
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 December 2016
    Our first visit to Bend did not disappoint! The house itself was cozy, tidy, and full of anything we could have wanted for our stay. The kitchen in particular was incredibly...
    Reviewed 14 October 2016
    This was our first visit to Bend and we wanted to stay downtown close and experience the neighborhood. The 2nd St. cottage was great - cozy while still roomy, terrific location...
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    About this property
    Hello! Here is your home away from home in Bend! Comfortable for a weekend or a month, our 1920's era west side 2 bedroom, 1 bath bungalow is in a quiet neighborhood just a block from the Deschutes River trail and First Street kayak rapids. Recently fully remodeled, it comfortably sleeps four in...
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    Bend, Central Oregon 97701
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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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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    Beautiful Riverfront home1 / 10
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Balcony
    • DVD Player
    • Washer
    • Internet Access
    • Waterfront
    • Grill
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 September 2015
    We loved our visit to this home; it is beautifully furnished, meticulously maintained, and ideally situated on The Deshutes River in Sunriver. The Ihle family has made every...
    Reviewed 28 October 2014
    This is an amazing rental- had everything we needed and than some. The house was very cozy and well maintained. We enjoyed lots of hiking in the area. It's a great place to...
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    About this property
    Otterhouse is a riverside, two-story chalet-style home featuring an open floor plan with natural light and vaulted cedar ceilings. In addition to the living room, it has a spacious, warm library\loft as well as a large TV entertainment room. There is a master bedroom upstairs (king) and a...
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    Bend, Central Oregon 97707
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    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
    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 97201
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    The Whispering Pine Lodge near Sunriver, OR1 / 10
    (1)Excellent
    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 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. <BR>Not available with any other specials or Thanksgiving weekend or Christmas Break or Spring Break.<BR><BR>Beautiful, built in 2006, 1800+ SqFt., Luxury 3 Bedroom lodge style <BR>vacation rental located 5...
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    Bend, Central Oregon 97707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    16539 Beaver Drive1 / 23
    (12)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Hot Tub
    • Terrace
    • Grill
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Satellite TV
    • Air Conditioning
    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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    Updated 1BR Condo close to Mt. Bachelor1 / 14
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Terrace
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Bend, Central Oregon 97702
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Luxury and Comfort at Mount Bachelor Village Condo, Views, Mountains and Lakes!1 / 42
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Air Conditioning
    • Satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 April 2017
    This vacation rental is amazing! I enjoyed breakfast every morning on the deck, watching the sunlight creep across the valley and the deer grazing on the hillside. The condo...
    Reviewed 31 March 2017
    Not that my wife and I were having problems. . .its just that I coach basketball and we don't get a ton of time together. . . .So, we went to this place. Loved eachother...
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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 97702
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Mt.Bachelor Village Resort--Comfortable living1 / 14
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Balcony
    • Patio
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2016
    This place was Nice. We enjoyed it. It had exactly what was needed.This place was clean and close to town.We had an enjoyable stay here and felt safe. The only drawback I...
    Reviewed 28 April 2016
    This place was perfect for us! Loved everything about the room. The fireplace kept us cozy and warm. I absolutely loved the porch area and how private it felt. Highly recommend...
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    About this property
    Located on Bend's westside, a short walk along the Deschutes to the Old Mill district and off the Cascade lakes road to Mt.Bachelor, this cozy, recently upgraded condo in Mount Bachelor Village is a convenient base for any recreation or vacation plans. Features a full kitchen with stainless steel...
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    Bend, Central Oregon 97702
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Mountain Views
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Available All of June 2017. Call for Month Special! Great getaway spot in the heart of Bend and close to all outdoor activities Skiing, Golf, River Rafting, Hiking and more. Front Second Floor Corner Unit with the Brickhouse Restaurant downstairs. In the heart of Downtown with restaurants,...
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    Bend, Central Oregon 97703
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    CLOSE TO DOWNTOWN  VIEW ,CATHEDRAL CEILING, RELOCATION option1 / 37
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Patio
    • Parking
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 March 2017
    What a terrific getaway. the house itself is VERY well maintained and had everything (and more) that I needed to have a great stay. Nicely furnished and spotless. Booking...
    Reviewed 7 March 2017
    Luxury Living has come through for me once again. This place is beautiful. Everything they said and more. Perfect for skiing. We will be back next year. I would recommend it...
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    About this property
    Views from your front yard. Walk the butte and be in the park in 50 yds. The home is lovely furnished with tasteful furniture, granite counter tops, fireplace and landscaped backyard. The tall cathedral ceilings throughout the home are awe inspiring. This home can sleep 6 people comfortably. 3...
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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Three Rivers Retreat near Sunriver1 / 22
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Hot Tub
    • Wi-Fi
    • Grill
    • Satellite TV
    • Washer
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 May 2014
    We really enjoyed our stay. Great location right on the river. We had a blast with the kayaks and the jacuzzi. The fire pit was great. The beds were comfortable, cabin was well...
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    About this property
    Enjoy the comfort and serenity waiting for you at this peaceful home with views to the Big Deschutes River. Watch ducks stirring the water or a heron standing nearby. Listen to geese pierce the calm as you absorb the tranquil beauty of this natural setting. With easy access to Mt. Bachelor, come...
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    Bend, Central Oregon 97707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Classic Downtown Cottage1 / 30
    (2)Excellent
    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 97701
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Downtown Riverfront Cottage1 / 8
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • 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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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Patio
    • Mountain Views
    • Washer
    • Parking
    • Wi-Fi
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blinn’s Landing Enjoyed and cherished by family and friends since 1951, this rustic log cabin, located at the confluence of Spring River and Deschutes River, adjacent to Sunriver Resort, offers a relaxing getaway with sparkling natural springs and picturesque mountain & river views. Book now and...
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    Location Information
    Bend, Central Oregon 97707
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Hot Tub
    • Air Conditioning
    • Washer
    • DVD Player
    • Internet Access
    • Satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note this is a Guest House attached to a separate main house on property that is owner occupied. Central Oregon is a recreational paradise, offering snowy mountains, sparkling rivers, alpine lakes, sagebrush plains and incredible views, not to mention over 300 days of annual sunshine....
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    Location Information
    Bend, Central Oregon 97701
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    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 97702
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • Washer
    • Terrace
    • Waterfront
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful home has undergone a major remodel and was recently completed in the Spring of 2015. The house features a comfortable open style with panoramic windows and fabulous views of the Big Deschutes River. There is access to one of our two large decks from the living room and master bedroom...
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    Bend, Central Oregon 97707
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Mt Bachelor Village -Top floor with 2 Queen beds +1 / 23
    (7)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
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    • 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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    Location Information
    Bend, Central Oregon 97702
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 5
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    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
    About this property
    This place has it all, super convenient and accessible to all of the amenities you want when you visit Bend. A stone's throw from the Deschutes River and it's miles of walking trails, a 5 minute walk to downtown, quick access to the Bend Parkway, and adjacent to restful Pioneer Park and of...
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    Location Information
    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Satellite TV
    • DVD Player
    • Patio
    • Washer
    • Mountain Views
    • Wi-Fi
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in a forest, this tranquil home has a convenient location only 5 minutes from downtown. Close to ski resorts, Pilot Butte mountain, restaurants, three gorgeous parks, many trails, dog park, skate park, shopping, winter sports and everything the region offers. Kevin’s spacious house is...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Light-filled 5BR, gameroom, hottub, ski, bike,golf1 / 31
    (4)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Mountain Views
    • 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. <BR><BR>It felt like home when we walked through the door of...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • Parking
    • Satellite TV
    • Grill
    • DVD Player
    • Patio
    • 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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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Grill
    • Patio
    • Central Heating
    • Wi-Fi
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nice home in south Bend, Oregon close to Old Mill District, Factory Outlet Mall, restaurants, and movies. The house has a jetted tub, and a dry sauna, fireplace, Jen-air range, laundry facilities, and about everything you need. Yard frequented by squirrels, blue jays, and sometimes deer. Just...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Air Conditioning
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    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New furnishings and appliances await you in this 1800 sq ft home in NE Bend. Sit back and relax in this 2 story, 3 bedroom, 2.5 bath Bend home, or get out and have some fun! It makes a perfect base for your Central Oregon activities as it is centrally located, and only 1 mile from the Deschutes...
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    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Private loft condo - Seventh Mountain Resort1 / 2
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Balcony
    • Grill
    • Wi-Fi
    • Parking
    • Sauna
    • Hot Tub
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 May 2015
    This was a great place to stay when going to a show at the amphitheater. It is an older place with a few older fixtures, but very comfortable and practical. Great value. Make...
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    About this property
    Bendgetaway is a privately owned 2 bed/2 bath loft condominium located within the Seventh Mountain Resort near the town of Bend in central Oregon. Central Oregon is known for it's nearly 300 days of sunshine per year!
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    Location Information
    Bend, Central Oregon 97702
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Patio
    • Mountain Views
    • Private Garden
    • Washer
    • Parking
    • Wi-Fi
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in a forest, this tranquil home has a convenient location only 5 minutes from downtown. Close to ski resorts, Pilot Butte mountain, restaurants, three gorgeous parks, many trails, dog park, skate park, shopping, winter sports and everything the region offers. Kevin’s large house is an...
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    Location Information
    Bend, Central Oregon 97702
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    7th Mountain Resort in Bend, Or1 / 21
    (2)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Wi-Fi
    • Washer
    • Children's Pool
    • Air Conditioning
    • Sauna
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2016
    Checking in was our first Summer Time Delight. My friend loved the Iced Tea and shared one with me. And yes it was indeed the best ice tea we ever had. Made just right not too...
    Reviewed 3 September 2015
    My adult daughter and I stayed at Karen's condo at Seventh Mountain for 2 nights and had a wonderful time. I have stayed at Seventh Mountain resort many times and in several...
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    About this property
    Very clean, light and comfortable, well furnished one bedroom two full baths/shower/tub. Sleeps 4 very comfortably. Includes all utilities, wifi, basic cable, land line and use of all amenities. Fireplace ( presto log only), balcony with Deschutes Forest views and of the Paulina's. On site you...
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    Location Information
    Bend, Central Oregon 97702
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Salmon Lodge Luxury Townhome Old Mill District1 / 39
    (27)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Washer
    • Grill
    • Wi-Fi
    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 22 September 2015
    The Owners are absolute professionals in every way. The property was outstanding and very clean with every detail looked after, you could not ask for more. Do not hesitate to...
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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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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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
    • DVD Player
    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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    Location Information
    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Tumalo Pines1 / 18
    (10)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Central Heating
    • Mountain Views
    • Hot Tub
    • Washer
    • 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 11 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.<BR><BR>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...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    An amazing new home placed in the perfect downtown spot, impressive!.1 / 27
    (4)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Air Conditioning
    • Satellite TV
    • Grill
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the Deschutes National Forest with southern exposure, you're bathed in Central Oregon light. A coffee maker and small fridge are in the room for your comfort. There's a cafe table by the window to sip your coffee and watch the world go by. A full bathroom with plenty of cushy towels. Use...
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    Location Information
    Bend, Central Oregon 97701
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Patio
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the great community of The Bridges in the Old Farm District, the Jefferson is situated among Junipers and towering Ponderosa pines.The Bridges have over 2 miles of walking/biking paths and 15.2 acres of open space. The Jefferson house is a spacious and well laid out home. In the...
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    Location Information
    Bend, Central Oregon 97701
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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
    • Internet Access
    • DVD Player
    • Patio
    • Satellite TV
    • 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 97702
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Terrace
    • Washer
    • Hot Tub
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This three bedroom, two bath with reversed living offers living/kitchen spaces upstairs, a master suite with hot tub, 800 square foot deck for outdoor living, and perfect accommodations for a family or couples sharing a vacation. Enjoy easy access to the Sunriver Village plus all access passes and...
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    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Grill
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cascade Peaks is a five-bedroom home very convenient to skiing at Mt. Bachelor Resort as well as world-class hiking and mountain bike trails. This three-level, architectural home features great views of Mt. Jefferson and an updated living room, which is open to the kitchen and dining areas. The...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    1st Street Rapids1 / 12
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Satellite TV
    • Private Garden
    • Wi-Fi
    • Parking
    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 97701
    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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    • Internet Access
    • DVD Player
    • Grill
    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tall Timber is decorated to compliment where it sits amongst tall pines and a small herd of deer. Natures colors and tones have been embraced to create a sense of why you are here: the outdoors. Tall Timbers secluded shelter offers four bedrooms, a large dining area, a fireplace, and open living...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Home Nestled In The Trees on Private 1 Acre Lot w/ a Hot Tub1 / 35
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Hot Tub
    • Internet Access
    • Satellite TV
    • Parking
    • Grill
    • DVD Player
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tucked away on a private acre within the Deschutes National Forest, this home, completely remodeled in 2012, offers a seven-person hot tub, firepit, and barbecue, as well as plenty of indoor amenities to make it ideal for a group of up to nine guests. An ideal location in the serenity of Central...
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    Location Information
    Bend, Central Oregon 97707
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The best way to enjoy your trip to Bend Oregon. The Pioneer Park Condominiums are located next to the beautiful Pioneer Park along the banks of the Deschutes River. With access to the river trail you will find hours of relaxing strolls with exciting views of the river on classic Central Oregon...
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    Bend, Central Oregon 97701
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Five Peaks1 / 25
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Grill
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2016
    Our family had a fabulous stay at the Five Peaks home we rented through Bend Vacation Rentals. The description of this home and neighborhood on the website is very accurate and...
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    About this property
    Relax in luxury with sweeping views of the Cascades in this five-bedroom custom home. Five Peaks is one of our largest vacation homes, and is ideal for family reunions or a getaway for several couples. Most of the rooms face the Cascade Mountains, and offer views of the Three Sisters, Broken Top...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful new home on Bend's Eastside. Close to Old Mill District shopping and fine dining. Minutes to downtown and access to major arteries. Enjoy real Bend living in this lovely, well appointed, home. Granite countertops throughout. A bright gourmet kitchen has a fully equipped kitchen--complete...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Private Hot Tub on deck in the Woods. Sleeps 4 ( 6 with adjoining room).1 / 35
    (12)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
    • DVD Player
    • Grill
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Balcony
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 2015
    The Vacation Rental was beautiful and well kept. Once you enter the unit, you will be instructed in writing to remove your shoes and only step into the unit barefooted. If the...
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    About this property
    Use the pool and tennis courts. Walk to Old Mill Shopping Center, fifteen minutes on foot, three minutes on wheels! Big bathroom off the bedroom. Fully stocked kitchen and it's a sunny, southern exposure, delight to cook in. A wall of windows offers the Descuhtes forest and views of it's animals...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Hill Top1 / 15
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 October 2015
    This home (and vacation) was 5 star all the way! Bend Vacation Rentals was a joy to work with and we cannot thank them enough for the beautiful upgrade to Hill Top when issues...
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    About this property
    Hill Top is a deluxe four-bedroom home on the south side of Awbrey Butte, on Bend's west side. Located in a quiet hillside neighborhood about ten blocks from Downtown Bend, it is within walking distance or a short bike ride to the Deschutes River at Drake Park. This three-story, architectural home...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    A sunny one level home designed for comfort and location, location!!1 / 24
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Grill
    • DVD Player
    • Patio
    • Air Conditioning
    Suitability
    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 97701
    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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    • Wi-Fi
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    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 outside space with landscape lighting, a stone patio and natural gas fire pit. The gourmet kitchen features beautiful cabinets, granite countertops, a...
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    Location Information
    Bend, Central Oregon 97702
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Previous
    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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