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Holiday villas in Bend, OR

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All 168 Rentals in Bend
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From
€98
Per Night
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1 / 18
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1 Bedroom, 1 Bathroom, Sleeps 4
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€103
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1 / 12
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2 Bedrooms, 1 Bathroom, Sleeps 4
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€164
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1 / 12
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3 Bedrooms, 3 Bathrooms, Sleeps 7
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€118
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1 / 27
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1 Bedroom, 1 Bathroom, Sleeps 4
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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
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 1 December 2014
Don has done a great job with the cottage. The cottage is well organized, efficient and very clean. We had everything that we needed for a week stay. Kitchen was well stocked for...
5 of 5 stars Reviewed 12 September 2014
I can honestly say that our wedding would not have been the same without the 2nd Street Cottage and the owner, Don's, hospitality. Where do I begin?!! First, Don was so...
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From
€115
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1 / 9
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Fireplace
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Jefferson Millhouse is a new vacation rental in Historic Bend, or. Two wonderfully restored 1 Bedroom / 1 Bath mill houses ideally situated between the River, the Old Mill and Downtown. Each house sleeps up to 4 people (2 in the Bedroom 2 on the sofa). Ideal for couples or young families with kids... View all property information
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5 of 5 stars Reviewed 20 August 2014
We had a flawless experience with the Restored Millhouse in Bend! It was easy to find (thanks to easy to follow instructions), located within walking distance of seemingly the...
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From
€5,334
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1 / 15
5 Bedrooms, 4 Bathrooms, Sleeps 10
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This gorgeous 2 story luxury home sits on the upper slopes of Awbrey Butte on the West side of Bend. Soaring interior archways grace the central living area allowing for light and spaciousness. Massive glass french doors lead to the secluded rear garden patio. An open floor plan seamlessly melds... View all property information
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From
€82
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1 / 8
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1 Bedroom, 1 Bathroom, Sleeps 4
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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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From
€123
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1 / 17
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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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From
€185
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1 / 30
4 Bedrooms, 3 Bathrooms, Sleeps 12
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Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Charming two story log cabin on the big Deschutes River (3000+/- sq. ft.), Just minutes from Sunriver on the road to The High Lakes. Offering a huge lot with room to play. Featuring pellet fireplace, log accents, high vault ceilings, bonus room with air hockey & foosball, plenty of tile & granite... View all property information
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5 of 5 stars Reviewed 26 July 2014
We had a party of 12 and it accommodated us fine. Perfect house for a large group with kids. It was in the 90s and the house stayed cool. Outside of the resort area but still...
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€115
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1 / 14
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2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • 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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From
€115
Per Night
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1 / 7
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1 Bedroom, 1 Bathroom, Sleeps 4
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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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From
€160
Per Night
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1 / 21
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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From
€94
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1 / 23
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1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Internet Access
  • Mountain Views
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Amazing home See Luxurylivingbend ....... c o m Views from your front yard. Quiet Cul-de-sac. Only minutes from Downtown. 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... View all property information
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5 of 5 stars Reviewed 17 December 2014
At first I was concerned since I have never booked site unseen but this was a great place for myself and my family. CLOSE to EVERYTHING. Clean Bright Roomy Luxury Living...
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From
€103
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1 / 22
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2 Bedrooms, 1 Bathroom, Sleeps 6
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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
Located on a residential street on the desirable westside, you can experience Bend like a local from the Cinder Cone Cottage. The Cinder Cone Cottage comes completely furnished and is ready for anything from your backyard BBQ, a soak in your private hot tub, to lounging around by the fireplace.... View all property information
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From
€81
Per Night
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1 / 15
1 Bedroom, 2 Bathrooms, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Nestled in the pines, located adjacent to beautiful Pioneer Park and a short 2 block walk to downtown. This newly remodeled condo is part of the Bend Riverside Inn and Suites that are located along the Deschutes River. This second floor unit is perfectly situated. A lovely river trail follows the... View all property information
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4 of 5 stars Reviewed 18 October 2014
This condo was exactly as described. The place is quiet, and very well located. Close to the river and downtown. Everything was clean, the bed was very comfortable, and having 2...
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From
€144
Per Night
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1 / 15
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2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
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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
  • ?
  • ?
About this property
May Sale $20 off per night for new reservations! Coming LAST MINUTE? Don't miss our progressive last minute rates of 10-25% off our already great nightly rates! ...come and enjoy all the charm of Bend! So close to Mirror Pond, downtown Bend, coffee, pastries and dinner! Contact us soon via... View all property information
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5 of 5 stars Reviewed 4 October 2012
This rental has 6 day weekly rates. It has a fully equipped kitchen and a hot tub. The front porch and patio have some reasonable privacy. But best is its location with Newport...
5 of 5 stars Reviewed 5 August 2012
We really enjoyed our stay at Basalt Bungalow. We actually stayed twice during the month of July. We are Bend homeowners who live overseas and have our own place rented out...
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From
€98
Per Night
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1 / 23
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1 Bedroom, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (6) Make Enquiry
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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From
€103
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1 / 10
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2 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Located within walking distance of the Old Mill district and less than a mile to downtown Bend, this contemporary home is newly constructed with green design and eco friendly materials with native landscaping. Brand new appliances, granite countertops in kitchen and finely selected, high quality... View all property information
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5 of 5 stars Reviewed 25 August 2014
This "vacation rental" was actually more about work, but the place still made it feel like a vacation. Just a short walk away from the Old Mill Shops and Restaurants, my personal...
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From
€509
Per Night
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1 / 15
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5 Bedrooms, 6 Bathrooms, Sleeps 15
Details Reviews (4) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Explore this very private, exclusive, old ranch of 300+ acres in Bend, Oregon with a spectacular large home and every possible amenity. The grounds include a fishing pond, beach and fire pit all just down the road from Bend's Old Towne where you will find Bend's pubs and restaurants. We always... View all property information
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5 of 5 stars Reviewed 4 September 2013
It has been two weeks since our family vacation at the Triple D Ranch. I still think about it many times during the day asking myself what made this vacation so utterly...
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From
€98
Per Night
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1 / 8
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2 Bedrooms, 1 Bathroom, Sleeps 6
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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 September. 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 crosses... 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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From
€205
Per Night
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1 / 16
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
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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 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...
5 of 5 stars Reviewed 16 November 2013
We rented the enviro-friendly home for our family to stay in while attending our daughter's wedding in Bend. Two couples and one single had our own rooms with ample privacy and...
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From
€89
Per Night
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1 / 2
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1 Bedroom, 1 Bathroom, Sleeps 2
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
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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From
€103
Per Night
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1 / 7
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2 Bedrooms, 1 Bathroom, Sleeps 5
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This is a completely remodeled 1920's Bungalow. The house has an old charm with modern touches. The house is surrounded by Drake Park, Deschutes River, Downtown, and Old Mill District. One bedroom has a king size bed and the other has a queen size bed. The beds are new with memory foam... View all property information
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From
€156
Per Night
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1 / 10
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • 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
Beautiful, built in 2006, 1800+ SqFt., Luxury 3 Bedroom lodge style vacation rental located 5 minutes from Sunriver. This is a home- away-from-home lodge nestled in the trees and has wonderful mountain decor furnishings with all the amenities. Everything you need and then some. Just a short... View all property information
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From
€205
Per Night
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1 / 14
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Fireplace
  • Grill
  • Internet Access
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Comfortable and cozy, Mirror Pond makes for an intimate stay in Bend. For a small family or couple, this house is on the banks of the Deschutes River near downtown, with an idyllic view of Drake Park at one of the most picturesque locations in Bend. This home is one of our most traditional... View all property information
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From
€127
Per Night
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1 / 15
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3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Internet Access
  • Mountain Views
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
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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From
€308
Per Night
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1 / 23
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4 Bedrooms, 2 Bathrooms, Sleeps 8
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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
  • ?
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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From
€103
Per Night
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1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
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Amenities & Details
  • Air Conditioning
  • 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
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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From
€103
Per Night
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1 / 5
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Cozy cabin-feel home with large balcony overlooking woods with great views of Cascade Mountains. Has all the amenities one could want, including fully stocked kitchen, laundry room, cozy and eco-friendly pellet stove, bbq and lovely furnishings. Also crib and toys for the kids available. Looking... View all property information
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From
€226
Per Night
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1 / 19
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Book this wonderful townhouse with one of it's sister units; the Harmony, Serenity or Tranquility and you have the ideal in having accommodating that offer six bedrooms plus!! All located in the wonderful Bluffs neighborhood to set you up to central location to everything Bend!! The Peaceful is soo... View all property information
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From
€119
Per Night
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1 / 9
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
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! View all property information
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From
€127
Per Night
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1 / 18
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
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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From
€144
Per Night
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1 / 16
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5 Bedrooms, 3 Bathrooms, Sleeps 12
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  • Air Conditioning
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  • Mountain Views
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
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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From
€103
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1 / 26
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2 Bedrooms, 1 Bathroom, Sleeps 6
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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
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Bernhard-Justice Bungalow is a classic 2-bed, 1-bath 1926 home with a large yard centrally located in the heart of the Bend Old Town Historic District. Listed in the Bend Register of Historic Homes and named after the original families who owned the home, this vintage bungalow maintains its... View all property information
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From
€144
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1 / 15
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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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From
€123
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1 / 6
1 Bedroom, 1 Bathroom, Sleeps 3
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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 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 space. The bedroom... View all property information
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From
€275
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1 / 26
4 Bedrooms, 3 Bathrooms, Sleeps 12
Details Reviews (9) Make Enquiry
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  • 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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From
€205
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1 / 30
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
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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From
€106
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1 / 31
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
One of the closest homes to Mt. Bachelor ski area, in a relaxing private country setting with a warm hot tub after a day of skiing or hiking. Dog friendly with a fenced 1/2 acre. Plenty of room for snowmobile trailers, boats and horses trailers. Come bring your toys to the mountains! Relax and... View all property information
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5 of 5 stars Reviewed 14 December 2014
My husband and I just got back from our stay at the Osprey Chalet. We have stayed at many different vacation rentals and base our home selection entirely on the reviews. The first...
5 of 5 stars Reviewed 30 November 2014
The Osprey Chalet is terrific. Clever, comfortable decor, close enough to activities yet in a quiet location. The place is so clean and fresh even my obsessive/compulsive wife was...
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From
€53
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1 / 28
1 Bedroom, 2 Bathrooms, Sleeps 4
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  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This updated Pioneer Park vacation rental is ready to send you on your Bend adventures in comfort and style. Enjoy all the city has to offer - this unit is just a few blocks from downtown near Drake Park. This condo has a surprisingly spacious living room, with shiny wood floors and plenty of... View all property information
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From
€254
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1 / 24
4 Bedrooms, 3 Bathrooms, Sleeps 12
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  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
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... View all property information
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5 of 5 stars Reviewed 2 August 2014
This was a special family vacation in a wonderful house on the Deschuttes river in Bend, OR. Very spacious and private, with a grill, deck and hot tub. Great views and lots to...
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From
€234
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1 / 34
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
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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From
€316
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1 / 26
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5 Bedrooms, 2 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
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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From
€119
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1 / 19
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2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Artist from Bay area offers your stay in a delightful home in SW Bend. Original art from the owner and photography from all around the world, grace the walls. Two bedrooms, 1.5 bathrooms sleeps 4 comfortably , 1750 sq.ft. King master suite, and queen bed in second bedroom with private bathroom.... View all property information
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2 of 5 stars Reviewed 19 September 2014
Not at all what we thought it would be. Nothing was clean, so we spent a lot of time cleaning and re-arranging things. She is a delightful gal, but the house did not meet our...
5 of 5 stars Reviewed 24 July 2014
It was very beautiful house! 5 mins from old mill district and 3mins from wal-mart by a car. It has everything you need to stay. Back yard was fenced so nobody can see inside. We...
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From
€123
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1 / 13
2 Bedrooms, 1 Bathroom, Sleeps 4
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
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  • Elder access
  • x
About this property
Roxie is your own cozy oasis in the heart of downtown Bend. Situated behind the Deschutes County library on a private half-acre lot, Roxie was a dental office in her former incarnation. She has been completely remodeled and restored to her original use as a two bedroom, one bath historic home with... View all property information
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From
€94
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1 / 8
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2 Bedrooms, 1 Bathroom, Sleeps 5
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  • 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 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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€53
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1 / 18
1 Bedroom, 2 Bathrooms, Sleeps 4
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  • Air Conditioning
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
As part of the beautiful collection of Pioneer Park Condos, this stylish downtown Bend vacation rental is waiting to make your family or group of friends feel right at home in Central Oregon! This adorable unit is quiet, with great amenities including Wi-Fi and cable. There is a small,... View all property information
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5 of 5 stars Reviewed 11 September 2014
I would definitely stay at Comfort Inns in other locations based on our terrific experience. Lovely room with large fridge, comfy beds with a variety of pillow hardness, clean and...
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From
€123
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1 / 13
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • 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
815 Florida Ave.Vacation Rental Bend Vacation Lodging Home sleeps 6 Downtown Bend Oregon Pet Friendly Vacation Rentals Three Bedrooms Two Bathrooms Sleeps 6 King Guest Suite with en suite bathroom Two Guest Queen Suites with off suite full bathroom Fully Equipped Kitchen gas range and oven... View all property information
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From
€164
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1 / 22
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Pet Friendly, Fenced Yard, Hot Tub, 1.5 blocks to the River, Drake Park & Downtown and Easy Walk All Over West Side! Three bedrooms Two Full Bathrooms 1350 Sq. Ft., Sleeps 8 Private Hot Tub Fenced Yard King Master Suite with Full On-Suite Bathroom located downstairs Queen Guest Suite #2 located... View all property information
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From
€369
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4 Bedrooms, 4 Bathrooms, Sleeps 10
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  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
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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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.