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Vacation rentals in Bend, OR

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All 165 Rentals in Bend
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From
$146
Per Night
1 / 12
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2 Bedrooms, 1 Bathroom, Sleeps 4
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From
$139
Per Night
1 / 18
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1 Bedroom, 1 Bathroom, Sleeps 4
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$140
Per Night
1 / 23
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1 Bedroom, 2 Bathrooms, Sleeps 5
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$163
Per Night
1 / 14
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2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden
  • Grill
  • Hot Tub
  • Housekeeping...
  • Internet Access
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
$168
Per Night
1 / 27
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1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (19) Make Enquiry
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
$262
Per Night
1 / 30
4 Bedrooms, 3 Bathrooms, Sleeps 12
Details Reviews (8) Make Enquiry
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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From
$146
Per Night
1 / 22
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2 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (1) Make Enquiry
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
$163
Per Night
1 / 7
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1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (2) Make Enquiry
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
$104
Per Night
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 condo is part of the Bend Riverside Inn and Suites that are located along the Deschutes River. This ground floor unit is perfectly situated. A lovely river trail follows the Deschutes in both... View all property information
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From
$175
Per Night
1 / 17
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3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (1) Make Enquiry
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 3 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
$233
Per Night
1 / 12
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3 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Our beautiful new Craftsman home is in the heart of the Westside on Newport Avenue. Brand new, beautifully furnished, sleeps 7 with room for more on the loft. Within walking distance of Downtown, Breweries, Restaurants and the Deschutes River! The Space This beautiful and comfortable, 3 bedroom... View all property information
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4 of 5 stars Reviewed 2 October 2014
We really enjoyed the location and the home was quite adequate. The home is comfortable enough with adequate amenities. The lower yard is spacious and well maintained. However...
5 of 5 stars Reviewed 21 August 2014
Deb was always very quick to respond and left treats for us in the fridge upon arrival. The house was very nice and everything was clean. It was a short walk to several...
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From
$227
Per Night
1 / 21
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3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details 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 30 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
$134
Per Night
1 / 21
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3 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
Details Reviews (4) Make Enquiry
Amenities & Details
  • Balcony
  • Dryer
  • Fireplace
  • Garden
  • 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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From
$204
Per Night
1 / 15
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (7) Make Enquiry
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 3 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
$169
Per Night
1 / 9
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Enquiry
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
$146
Per Night
1 / 19
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (2) 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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5 of 5 stars Reviewed 20 February 2014
We were tired when we got there and so nice to drive right into the attached garage. Only took 10 minutes longer to Mt Bachelor than from Bend or Sun River. Next time we will...
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From
$146
Per Night
1 / 10
Payment Protection
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
$722
Per Night
1 / 15
Payment Protection
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 3 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
$291
Per Night
1 / 16
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (4) Make Enquiry
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
$180
Per Night
1 / 18
Payment Protection
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
$127
Per Night
1 / 2
Payment Protection
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
$157
Per Night
1 / 15
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
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
$146
Per Night
1 / 24
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Make Enquiry
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
$175
Per Night
1 / 10
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
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
$140
Per Night
1 / 8
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (2) Make Enquiry
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
$204
Per Night
1 / 16
Payment Protection
5 Bedrooms, 3 Bathrooms, Sleeps 12
Bookings
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • 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
$437
Per Night
1 / 23
Payment Protection
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details 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
  • ?
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
$146
Per Night
1 / 5
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Make Enquiry
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
$134
Per Night
1 / 16
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden
  • 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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From
$582
Per Night
1 / 34
3 Bedrooms, 3 Bathrooms, Sleeps 12
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
A TV in every bedroom, two kitchens, a fireplace, a central music system to all rooms, a spacious deck, a Foosball table, hardwood floors, bikes and floats to use -- these are just some of the Vista View's amenities. Two king sized beds, one on each level. A kitchen downstairs and a dining area... View all property information
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From
$146
Per Night
1 / 26
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Enquiry
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
$204
Per Night
1 / 15
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
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
$175
Per Night
1 / 6
1 Bedroom, 1 Bathroom, Sleeps 3
Details Reviews (39) Make Enquiry
Amenities & Details
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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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
$361
Per Night
1 / 24
4 Bedrooms, 3 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
  • x
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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 1 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
$169
Per Night
1 / 24
1 Bedroom, 1 Bathroom, Sleeps 3
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
The Drake Park Cottages are tastefully furnished and updated 1930's vintage guest suites at the corner of NW Tumalo Ave. and NW Riverside Blvd. in the very heart of Bend. Enjoy the luxurious pillow top Queen bed and linens. Enjoy digital cable with HDTV and WiFi. All cottages are equipped with a... View all property information
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From
$104
Per Night
1 / 15
1 Bedroom, 2 Bathrooms, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Nestled in the pines, located adjacent to beautiful Pioneer Park and a short 2 block walk to downtown. This 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 17 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
$150
Per Night
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 13 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 29 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
$448
Per Night
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
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  • Wheelchair access
  • Elder access
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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
$332
Per Night
1 / 34
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (20) Make Enquiry
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
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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 26 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 23 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
$847
Per Night
1 / 17
5 Bedrooms, 4 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Fireplace
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
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About this property
This majestic home sits on an oversized cul-de-sac lot in the heart of Caldera Spring/immediate adjacent to Sunriver.  Enter through the oversized double door into the lap of luxury.  The great room concept features many sophisticated touches, including large granite counters, a huge stone... View all property information
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From
$134
Per Night
1 / 8
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
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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 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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From
$227
Per Night
1 / 10
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Otterhouse is a riverside, two-story chalet-style home featuring an open floor plan with natural light and vaulted cedar ceilings. In addition to the living room, it has a spacious, warm library\loft as well as a large TV entertainment room. There is a master bedroom upstairs (king) and a... View all property information
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5 of 5 stars Reviewed 28 October 2014
This is an amazing rental- had everything we needed and than some. The house was very cozy and well maintained. We enjoyed lots of hiking in the area. It's a great place to...
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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From
$175
Per Night
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
$291
Per Night
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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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
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  • Wheelchair access
  • Elder access
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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
$76
Per Night
1 / 18
1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • 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
$309
Per Night
1 / 17
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Private Fishing...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
  • x
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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From
$233
Per Night
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
$320
Per Night
1 / 29
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
The Bungalow Company designed this home in 2002 and it is only a stone's throw from downtown, Bend. As well as Parks, restaurants, wine bars, breweries, and boutiques. The first floor features a hardwood floor, 9 foot ceilings and an open living area. Spacious rooms with tall ceilings and plenty... View all property information
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5 of 5 stars Reviewed 5 July 2013
We had a great stay at Georgia Peach. We we're there two weeks and appreciated the house more every day. The air conditioning was great when the temperature soared to 100. We...
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From
$111
Per Night
1 / 1
Studio, 1 Bathroom, Sleeps 2
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  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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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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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.