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Holiday Rentals and Homes in Bend, OR

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    All 141 Rentals in Bend
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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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    €112
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    1 / 10
    5 of 5 stars (2) Excellent
    2 Bedrooms / 3 Bathrooms / Sleeps 7
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    €718
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    1 / 15
    5 of 5 stars (4) Excellent
    5 Bedrooms / 6 Bathrooms / Sleeps 15
    Overview Reviews (4) Make Enquiry
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    €130
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    1 / 9
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    1 / 16
    5 of 5 stars (5) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Construction on this house began in 2007 with designs to gain LEED platinum certification. The program was never completed due to builder financing problems, but the house is perfect for those who want a Green place to stay. No VOC paints, finishes, and certified nontoxic products were used in... View all property information
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    5 of 5 stars Reviewed 8 February 2015
    My husband and I spent five days here over our anniversary in October. We've stayed in 4-5 house rentals in Bend and this has been the BEST, hands down. The location can't be...
    5 of 5 stars Reviewed 2 December 2013
    First of all I wanted to say how easy and great it was dealing with Brian who is the owner. He was very helpful and met us at the house to let us in and answer any questions we...
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    €345
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    1 / 31
    5 of 5 stars (4) Excellent
    5 Bedrooms / 2 Bathrooms / Sleeps 12
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Ping Pong Table
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Our corner home sits on a tree-lined block within a family neighborhood with two private parks and walking paths. While Snow-capped peaks can be enjoyed from our windows, the home is conveniently located in town on the desirable Westside. It felt like home when we walked through the door of this... View all property information
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    1 / 12
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • ?
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    About this property
    Escape to the country in this gorgeous luxury 1 bedroom town house apartment on Old Bend Redmond Highway. Located on the 2nd floor, newly built. Queen Bedroom, high vaulted ceilings, lots of light. An extra large deck for private sun bathing and star gazing. The kitchenette has all new appliances... View all property information
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    1 / 8
    5 of 5 stars (15) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    Amenities & Details
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Welcome to the FEDERAL STREET REFUGIO: Your vacation home in Bend, Oregon! This 2 bed/1 bath 1920s bungalow is known for its modern flair and great location on Bend's popular Westside. Clean, pet-friendly, and affordable, we are a great urban base to get out and explore Central Oregon. We... View all property information
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    4 of 5 stars Reviewed 6 March 2015
    Fun place. Great amenities. Awesome Trip. I have already recommended this place and will continue to do so!
    4 of 5 stars Reviewed 2 June 2012
    What a wonderful house and an ideal location! Can't say enough good about this house. Nicely decorated and clean. Great fenced backyard was an extra with our dog. Had a wonderful...
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    1 / 8
    5 of 5 stars (6) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    720 square foot studio apartment with kitchenette, 3/4 bath with one double bed and one double futon couch. Sleeps two adults and two small children or three adults comfortably. Pets are welcome but cannot be left in the studio alone except in a kennel. Our 15 acres are good for off leash walks... View all property information
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    5 of 5 stars Reviewed 1 August 2014
    The property was quiet, clean, secluded, and the hosts were very generous, friendly and kind. They made you feel right at home. There were plenty of things to do close by, and...
    5 of 5 stars Reviewed 23 August 2013
    We stayed in the Sunriver Studio for 2 nights and loved our stay. The studio is located on a beautiful property with trails and opportunity to see local wildlife. The hosts are...
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    €301
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    1 / 26
    4.5 of 5 stars (9) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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... View all property information
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    €116
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    1 / 27
    5 of 5 stars (23) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (23) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Secluded and quite 1 bedroom cottage just a 4 minute walk across Newport Ave bridge to numerous activities and businesses in downtown Bend. ~Immaculate, professionally decorated Cottage. ~Large Bathroom with deep tub, tiled walls and multiple shower heads. Tankless water heater provides all the... View all property information
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    5 of 5 stars Reviewed 5 May 2015
    The Cottage was perfect in every respect. Upon arrival, everything was as the innkeeper stated: immaculately clean, kitchen was well stocked with all condiments and cooking...
    5 of 5 stars Reviewed 30 April 2015
    2nd Street Cottage was perfect for my family of three! We loved the location: while one family had the car, the other family member could walk into town (5-6 mins.). The space...
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    1 / 23
    5 of 5 stars (6) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 5
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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... View all property information
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    5 of 5 stars 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...
    5 of 5 stars Reviewed 18 May 2013
    My husband and I spent 2 nights at this property with my daughter and son-in-law. The condo was clean, comfortable, and attractively furnished. The kitchen was supplied with...
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    €224
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    1 / 18
    5 of 5 stars (7) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    travellers have booked this property
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Private country setting with mountain views just 5 miles northwest of Bend. This 12 year old home sits on 20 acres of open juniper and pine forest, surrounded by other large, open tracks of land. The setting is lovely and private - like your own, private park with a house in the middle of it!... View all property information
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    5 of 5 stars Reviewed 14 November 2011
    We had such a great time here! You feel like you are in the middle of nowhere, but just a few minutes from town. The outdoor fireplace and hot tub are ideal! This house is...
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    4.5 of 5 stars (2) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 5
    travellers have booked this property
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    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Special rate: $100/night for 3 or more nights starting in February through May. Location! Location! Location! Nestled in the desirable NorthWest neighborhood, this charming vacation rental cottage offers the quintessential Bend experience. One block away from Harmon Park, the walking bridge that... View all property information
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    4 of 5 stars Reviewed 24 March 2013
    We stayed here for about 4-5 nights in May of 2012. We had a lovely time. The location was great- it's just a few blocks form downtown Bend and lost of great restaurants. It's a...
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    €126
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    1 / 7
    5 of 5 stars (2) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    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... View all property information
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    €310
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    1 / 38
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Welcome to 'THE HIGH DESERT ARK' - This home has curved exterior walls resembling a ships hull! Insulated concrete form construction. Designer cherry wood cabinets, granite kitchen counters, paperstone bath counters, vessel sinks, oversized free-standing tub, tiled showers, bamboo and marmoleum... View all property information
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    €175
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    1 / 22
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    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... View all property information
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    5 of 5 stars 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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    1 / 19
    5 of 5 stars (4) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Newly Constructed three bedroom home is situated on three country acres. This 1700 square foot retreat is a beautiful year-round get away. These three wooded acres is nearly surrounded by the Little Deschutes River. The home features a large open floor plan, with living room windows and glass door... View all property information
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    4 of 5 stars Reviewed 24 February 2015
    The lay out of the house was perfect for us with lots of room. We met our son, his wife and our new grandson there. The house was very clean and comfortable and the...
    5 of 5 stars Reviewed 21 January 2015
    We loved staying at the River Bend house! It was almost as close to Mt. Bachelor as Sun River and in a quiet little street in the country right on the river. The home is neat...
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    1 / 21
    5 of 5 stars (4) Excellent
    3 Bedrooms / 1 Bathroom / Sleeps 7
    travellers have booked this property
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    Amenities & Details
    • Balcony
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Safe
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Best location! 3 bedroom/1 bath house Walking distance to downtown, the Old Mill District, restaurants, cafes, gear shops, and the Mount Bachelor Park and Ride 1 block from 2 riverfront parks! All the comforts of home Basic toiletries included in our fully-stocked bathroom Fully-stocked... View all property information
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    5 of 5 stars Reviewed 5 January 2014
    This is a lovely cottage and we were very comfortable during our stay. It had a restful ambience and was very well located within walking distance of the the river and town...
    5 of 5 stars Reviewed 29 August 2013
    We stayed at the red house for three nights. The house was very cute and clean. The location couldn't have been better. We walked or biked everywhere... Our car didn't move for...
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    4 of 5 stars (1) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Quiet vacation home near the Deschutes River with access to the neighborhood boat launch. Great home for a vacation! Large fenced yard with Hot tub and fire pit. Just off of the Cascades Lakes Highway, close to Mt. Bachelor, Sunriver, and plenty of lakes. Large paved driveway to park a... View all property information
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    4 of 5 stars Reviewed 4 January 2014
    This home is a great value and pet friendly! It was very clean (except for the inside of the microwave). It is close enough to Sunriver that we could run to the grocery store...
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    4.5 of 5 stars (39) Very good
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Reviews (39) Make Enquiry
    Amenities & Details
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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... View all property information
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    1 / 13
    5 of 5 stars (2) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Located in beautiful Bend, Oregon, our cottage is located on the westside of town within minutes walking or driving distance of the historic Drake Park, downtown Bend, the Old Mill Shopping District, Les Schwab Amphitheater, restaurants, delis, numerous pubs, grocery shopping, coffee shops and... View all property information
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    5 of 5 stars Reviewed 21 January 2015
    My husband,son (22 months), and I stayed here for a week with our dog Harper. It was absolutely perfect for us! About a mile walk to Drake park (my fave place), and far less of a...
    5 of 5 stars Reviewed 22 May 2013
    Great little cottage. Pleasant walk to Drake Park and downtown. Clean and quiet. Good value for sure.
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    1 / 10
    5 of 5 stars (11) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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... View all property information
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    5 of 5 stars Reviewed 29 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...
    5 of 5 stars Reviewed 18 October 2014
    I wanted to express how much we enjoyed our stay in the Otterhouse. From the moment we walked in the home we could see how well appointed and organized everything was. Much more...
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    4 of 5 stars (1) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    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... View all property information
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    4 of 5 stars Reviewed 12 November 2013
    Enjoyed our stay... Walking distance to river and into down town....near a wonderful market (Newport) which made shopping for meals easy. Would definitely stay again,
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    1 / 34
    5 of 5 stars (23) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 9
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    West Bend Luxury 3 BR 3 Bath Townhome - The Bluffs neighborhood of the 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, Oregon -... View all property information
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    5 of 5 stars Reviewed 8 April 2015
    awesome rental. would stay there again! the beds are so very soft and comfortable. there is plenty of space and everything you need. but, remember to bring your own shampoo. great...
    5 of 5 stars Reviewed 6 April 2015
    We went to Bend for a family wedding. Didn't have time for sight seeing or beer tasting! We have been to the area many times, so did not feel like we were missing the sights. It...
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    5 of 5 stars (2) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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... View all property information
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    5 of 5 stars Reviewed 23 March 2015
    I fully agree with the prior reviewer: Really a perfect rental. Lovely and spacious lodging, with spectacular views of the mountains ringing Bend. Quiet street, but a stone's...
    5 of 5 stars Reviewed 24 December 2014
    We rent 4-6 vacation homes per year. This place was one of the best. There was nothing rinky dink about it. Everything worked and place was clean. Loved the fireplace. Had quality...
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    1 / 16
    2 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Housekeeping...
    • Internet Access
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Large, comfortable home with 2 bedrooms and 2 bathrooms. Also has 2 extra beds in living area - 1 queen size futon bed and 1 full size couch fold-over bed. Nice wood burning stove. BBQ on balcony. Fully equipped kitchen. BEND, OREGON. THE MOUNTAIN TOWN THAT HAS IT ALL. A warm, inviting... View all property information
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    3 Bedrooms / 6 Bathrooms / Sleeps 10
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    About this property
    Beautiful 3 bedroom 2.5 bath home 1 mile from Shevlin Park, in upscale summit west. Large 2100 sq foot cozy home with lots of family appeal. Near trails, fishing, skiing and restaurants. Kids play structure, large back yard, Jacuzzi, BBQ, Foosball, Fun... Downstairs: Living room with fireplace... View all property information
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    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Dishwasher
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    • Mountain Views
    • Satellite TV
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    About this property
    This home was built for the Hired Hand and family on this 300+ acre ranch just down the street from Old Town Bend. It has been fully remodeled and now is a charming farmhouse that sleeps 6 to 8. Two full baths and a garage add to the convenience. There is a back pond for the use of our guests... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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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... View all property information
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    4 of 5 stars (11) Very good
    Studio / 1 Bathroom / Sleeps 2
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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... View all property information
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    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Balcony
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    • Mountain Views
    • Shared Outdoor Pool...
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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 home base for any recreation or vacation plans. Full kitchen with stainless steel appliances, new... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Mountain Views
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    • x
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    About this property
    This is a wonderful 3 bedroom 2.5 bath home. 1900 square feet Vaulted Ceilings VIEWS of PILOT BUTTE in your front yard! Cathedral Ceilings make this home light and bright Landscaped with enclosed back yard High speed internet Washer Dryer Quiet Cul-de-sac Close to Wholefoods/Costco /Barnes and... View all property information
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
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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 and... View all property information
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Safe
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    About this property
    1237 square foot, single story, 2 bedroom, 2 bathroom, 2 car garage, town home with high ceilings, fireplace, comfortable furnishings, patio, and grill off the kitchen. Sleeps 4 in beds. The 5th person could sleep on a inflatable air mattress we can provide. Wi-Fi included. High chair &... View all property information
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    3 of 5 stars (3) Average
    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Gym
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    About this property
    This beautiful home is on the Big Deschutes River with fabulous river views. Located approximately 7 miles southwest of Sunriver, in the River Meadows subdivision, this property has a private boat launch just two lots away and you can enjoy fishing and boating right at your back door. The expansive... View all property information
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    5 of 5 stars Reviewed 5 August 2014
    When we opened the door to this magnificent house, our jaws dropped. So beautifully appointed and new. The home is spacious, plenty of room for our two families with kids. Every...
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    1 Bedroom / 1 Bathroom / Sleeps 2
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    About this property
    The Caliwillow is a newly renovated pet-friendly cozy cottage located in lovely Bend, Oregon. Here you will be greeted by the quiet peacefulness of the Bend countryside. The Caliwillow welcomes you with its own private entrance next to the main house on 5 acres. The property is fully fenced... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
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    • Suitable for children
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    LOCATION, LOCATION, LOCATION. THE BEND URBAN CABIN' is centrally located on the West Side of Bend. We are 18 Miles to Mt. Bachelor. 2 miles to Downtown Bend and Old Mill District There are over 25 Golf Courses within 25 miles of our home. Our home is 1550. sq ft with three bedrooms two... View all property information
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Mountain Views
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    • Pets allowed
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    • Suitable for children
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    About this property
    Charming three bedroom, two-bath ranch style home, 7-10 minute walk from the Old Mill & Deschutes River Trail & 5 min drive/cycle from downtown. Spacious master suite w/ King Tempurpedic mattress, 2 big HDTVs, Netflix & great patio/yard for BBQs. Fully equipped home, not a sterile vacation rental!... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Mountain Views
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    • ?
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    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... View all property information
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    4.5 of 5 stars (2) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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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... View all property information
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    5 of 5 stars 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...
    4 of 5 stars 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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    5 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Air Conditioning
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    • Mountain Views
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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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.... View all property information
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    Studio / 1 Bathroom / Sleeps 2
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    • x
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    About this property
    The CaliWillow Cottage is 552 sq ft studio style rental on 5 acres of property just NE of downtown Bend. We are a pet friendly rental so bring along your 4 legged friends they will enjoy the vacation as much as you. The Cottage has everything you might need if you choose to eat in or invite friends... View all property information
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    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • Balcony
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    • x
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    About this property
    This two bedroom home has both an amazing location as well as amazing design details. A gorgeous kitchen, hardwood floors with radiant floor heat, a private court yard with hot tub, deck with bbq, and storage for outdoor toys provides one of the most comfortable and well appointed homes in Bend.... View all property information
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    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! View all property information
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    1 / 30
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Pets allowed
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    • Suitable for children
    • x
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    • x
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    About this property
    Beautiful brand new Deschutes Landing townhome located steps from the Old Mill, the Deschutes River, shopping, dining, Les Schwab Amphitheater, trails and much more! Gorgeous views of the mountains, river and the Old Mill. Unit features large chefs kitchen, spacious living and dining rooms as well... View all property information
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    5 of 5 stars Reviewed 28 July 2014
    This was the nicest place we have ever stayed. Beautiful next to river location. Perfectly located access to everything. Amazing mountain views. Brand new and in perfect...
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    5 of 5 stars (20) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • x
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    About this property
    AWARDED FLIPKEY'S 'TOP VACATION RENTAL - BEND'! Enjoy an eco-conscious, solar-powered getaway without sacrificing luxury. Stay with Helios Eco-House, Oregon's 1st LEED® for Homes™ Gold certified vacation home & experience all Bend has to offer. Helios' LEED® status can be verified with the U.S.... View all property information
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    5 of 5 stars Reviewed 27 February 2013
    A group of three couples and our 3 dogs visited over President's Day weekend and were thrilled with our accommodations - from the location to the decor, all was steller! The house...
    5 of 5 stars Reviewed 24 January 2013
    Our family used Helios House as a base for a long winter weekend getaway and loved it. It is a handsome house, tastefully decorated, and perfect for our six people. The...
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    5 of 5 stars (4) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Private Fishing...
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    About this property
    RIVER FRONT AND RIVER ACCESS VACATION RENTAL IN BEND OREGON River front vacation rental with river views with river access in Bend Oregon Three bedrooms Two bathrooms 1700 sq. Feet Sleeps 6 comfortably River views River access Beautifully landscaped Fully equipped kitchen with river views King... View all property information
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    4 of 5 stars Reviewed 2 January 2012
    well furnished cooking/kitchen facilities, gas stove top. lovely wood floors in common areas. an outside hot tub/spa would make the place perfect for tired skiers/boarders...
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    4.5 of 5 stars (16) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Satellite TV
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    • Suitable for children
    • x
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    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... View all property information
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    4 of 5 stars (10) Very good
    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Dishwasher
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    • Gym
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    • Internet Access
    • Satellite TV
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Downtown and acreage, sounds amazing because it is. Perched at the base of Awbrey Butte sits the one level home called Portlandia. Mid-century furniture continues the open feel in this big home. The numerous windows flood light in the whole house. A spacious and modern four bedroom home, with a... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Pets allowed
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    • x
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    About this property
    Walk to downtown! This two level home is located in the ideal spot for your vacation experience, close to everything! Farewell Bend is located right by the river, popular walking trails and parks, The Old Mill, Les Schwab Amphitheater, and downtown. Bring your tubes, mountain bikes or skis...... View all property information
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    Bend Vacation 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 vacation 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.

    Vacation rentals for families

    From rustic cabins and cozy cottages to amenity-loaded condos and vacation 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 vacation 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 vacation 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. Vacation 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.