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Vacation Rentals in Bend, OR

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$140
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1 / 7
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1 Bedroom, 1 Bathroom, Sleeps 4
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$140
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2 Bedrooms, 1 Bathroom, Sleeps 5
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2 Bedrooms, 3 Bathrooms, Sleeps 7
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$190
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1 / 10
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Hot Tub
  • TV
  • DVD Player
  • Microwave
  • Washer
  • Refrigerator
  • Parking
  • Fireplace
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • 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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$155
Per Night
1 / 18
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Parking
  • Safe
  • Hot Tub
  • Fireplace
  • Dishwasher
  • DVD Player
  • Grill
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • 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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$135
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1 / 13
3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Number Of Bedrooms
  • # Of Bathrooms
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
This upstairs unit offers convenient access to all of Bend. Down town is less than a mile and the Shops at the Old Mill even closer. Spacious living area with the living, dining and kitchen open. Small deck off the living room provides fantastic sunsets over the Cascade Mountain Range. There is a... View all property information
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$125
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1 / 5
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Parking
  • Grill
  • Washer
  • Microwave
  • Refrigerator
  • Dishwasher
  • Fireplace
  • Garage
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • 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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$125
Per Night
1 / 22
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2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Garage
  • Washer
  • TV
  • Grill
  • DVD Player
  • Microwave
  • Refrigerator
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
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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$175
Per Night
1 / 15
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • 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 August 9, 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 June 10, 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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$175
Per Night
1 / 15
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2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Microwave
  • Refrigerator
  • Dryer
  • Dishwasher
  • Stereo System
  • Washer
  • Internet Access
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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 October 3, 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 August 5, 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
$125
Per Night
1 / 26
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2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Grill
  • Patio
  • Dishwasher
  • Hot Tub
  • Washer
  • Parking
  • DVD Player
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • 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
Per Night
1 / 27
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1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Dryer
  • Stove
  • Stereo System
  • Patio
  • DVD Player
  • Grill
  • TV
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • 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 December 1, 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 September 12, 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
$195
Per Night
1 / 21
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Microwave
  • Refrigerator
  • Parking
  • Dishwasher
  • Garage
  • Hot Tub
  • Washer
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • 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 May 30, 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
$250
Per Night
1 / 16
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Grill
  • Washer
  • Safe
  • TV
  • Refrigerator
  • DVD Player
  • Patio
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • 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 December 2, 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 November 16, 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
1 / 15
1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Number Of Bedrooms
  • # Of Bathrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • 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 October 17, 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
$175
Per Night
1 / 16
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5 Bedrooms, 3 Bathrooms, Sleeps 12
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Amenities & Details
  • Washer
  • DVD Player
  • Fireplace
  • Dishwasher
  • Grill
  • Microwave
  • Refrigerator
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • 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
$125
Per Night
1 / 12
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2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Parking
  • Refrigerator
  • Hot Tub
  • Microwave
  • Garage
  • Washer
  • DVD Player
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Located in beautiful Bend, Oregon, our cottage is located on the westside of town within minutes walking or driving distance of the historic Drake Park, downtown Bend, the Old Mill Shopping District, Les Schwab Amphitheater, restaurants, delis, numerous pubs, grocery shopping, coffee shops and... View all property information
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5 of 5 stars Reviewed May 21, 2013
Great little cottage. Pleasant walk to Drake Park and downtown. Clean and quiet. Good value for sure.
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From
$620
Per Night
1 / 15
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5 Bedrooms, 6 Bathrooms, Sleeps 15
Details Reviews (4) Make Inquiry
Amenities & Details
  • Refrigerator
  • TV
  • Dishwasher
  • Parking
  • Washer
  • Patio
  • Garage
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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 September 3, 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
$375
Per Night
1 / 23
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4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • DVD Player
  • Parking
  • Dishwasher
  • Grill
  • Washer
  • Stove
  • Microwave
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
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
$275
Per Night
1 / 20
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Number Of Bedrooms
  • Guest Count
  • Fireplace
  • Internet Access
  • # Of Bathrooms
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Stay near beautiful Downtown Bend in this recently renovated, cozy cottage! Albany is a well-furnished, three-bedroom, two-bath home located in a charming residential neighborhood only minutes from Downtown Bend and the Old Mill District. Albany features a Queen Bedroom and full bathroom on the... View all property information
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From
$125
Per Night
1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Make Inquiry
Amenities & Details
  • DVD Player
  • Fireplace
  • Microwave
  • Patio
  • Safe
  • Garage
  • Grill
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • 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
$200
Per Night
1 / 12
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3 Bedrooms, 3 Bathrooms, Sleeps 7
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Details Reviews (2) Make Inquiry
Amenities & Details
  • Microwave
  • Patio
  • Dishwasher
  • Fireplace
  • Garage
  • Refrigerator
  • VCR
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
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 October 2, 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 August 21, 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
$150
Per Night
1 / 17
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3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Hot Tub
  • Dishwasher
  • Parking
  • Washer
  • Fireplace
  • Microwave
  • Grill
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
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 January 3, 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
$109
Per Night
1 / 2
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1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • 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
$120
Per Night
1 / 8
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2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • TV
  • Refrigerator
  • DVD Player
  • Grill
  • Safe
  • Garage
  • Microwave
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • 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 March 24, 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
$119
Per Night
1 / 18
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1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Inquiry
Amenities & Details
  • Refrigerator
  • Microwave
  • Dryer
  • Grill
  • DVD Player
  • TV
  • Stove
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
The Shasta Loft is a favorite for its downtown location in Bend, Oregon. A one bedroom and one bathroom 650 square foot 'loft' situated above a two car garage with a washer and dryer and private access is a fully equipped Bend vacation rental. The Loft is very open, light and bright with vaulted... View all property information
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5 of 5 stars Reviewed November 16, 2014
My husband and I celebrated our 25th anniversary this past weekend at the Shasta Loft. The loft is airy, sunny, kitchen well stocked, comfortable bed, and a short walk to Drake...
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From
$140
Per Night
1 / 9
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • TV
  • Internet Access
  • Microwave
  • Refrigerator
  • Air Conditioning
  • Stove
  • Parking
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • 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 August 20, 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
$100
Per Night
1 / 8
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
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Amenities & Details
  • TV
  • DVD Player
  • Air Conditioning
  • Deck
  • Grill
  • Fax
  • Ceiling Fans
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • 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 August 1, 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 August 22, 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
$120
Per Night
1 / 23
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (6) Make Inquiry
Amenities & Details
  • Grill
  • Stove
  • Parking
  • Fireplace
  • Dishwasher
  • Microwave
  • Hot Tub
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • 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 August 28, 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 May 18, 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
$135
Per Night
1 / 15
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Central Heating
  • Dishwasher
  • Refrigerator
  • Stove
  • Washer
  • Linens Provided
  • Mountain Views
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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
$145
Per Night
1 / 9
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • 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
$125
Per Night
1 / 7
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 5
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Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • 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
$285
Per Night
1 / 34
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Fireplace
  • Refrigerator
  • DVD Player
  • Dishwasher
  • Grill
  • TV
  • Patio
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
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  • Smoking allowed
  • 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 February 26, 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 January 23, 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
$115
Per Night
1 / 21
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3 Bedrooms, 1 Bathroom, Sleeps 7
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Amenities & Details
  • Grill
  • Stove
  • Refrigerator
  • Garage
  • Washer
  • TV
  • Patio
  • Safe
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
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  • Smoking allowed
  • Elder access
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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 January 5, 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 August 29, 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
$300
Per Night
1 / 16
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Refrigerator
  • Hot Tub
  • Grill
  • Dishwasher
  • DVD Player
  • Patio
  • Satellite TV
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
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  • Smoking allowed
  • Elder access
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About this property
Walk into Serenity on the Bluffs and look around- you'll find a treasure in each corner. Luxury chandeliers playing the light to show off treasures in alcoves and walls. Sleep in 600 thread-count sheets, that feel like silks; dry off from your showers with bamboo towels, then use the provided... View all property information
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From
$115
Per Night
1 / 23
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1 Bedroom, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Patio
  • Dishwasher
  • Stove
  • Dryer
  • Microwave
  • Garage
  • Parking
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
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  • Elder access
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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 December 17, 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
$265
Per Night
1 / 17
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Patio
  • Fireplace
  • Parking
  • Garage
  • Dishwasher
  • Refrigerator
  • Microwave
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
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  • Smoking allowed
  • Elder access
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About this property
RIVER FRONT AND RIVER ACCESS VACATION RENTAL IN BEND OREGON River front vacation rental with river views with river access in Bend Oregon Three bedrooms Two bathrooms 1700 sq. Feet Sleeps 6 comfortably River views River access Beautifully landscaped Fully equipped kitchen with river views King... View all property information
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4 of 5 stars Reviewed January 2, 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
$107
Per Night
1 / 11
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Refrigerator
  • Dishwasher
  • Microwave
  • Air Conditioning
  • Grill
  • DVD Player
  • Parking
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
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  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Downtown Bend Oregon Vacation Rental, Easily Walk Everywhere! One Bedroom One Bathroom 500 Sq. Ft., with vaulted ceilings Sleeps up to 4 One Queen Bed One Queen Futon in living room Flat Screen LCD in living room Air Conditioning WiFi Basic Cable Small Table with Seating for two Outdoor Patio... View all property information
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5 of 5 stars Reviewed June 23, 2014
Great location in quiet heritage neighbourhood near downtown Bend. Walking distance to the river, breweries, the Mill District, and more. For trips further afield there was easy...
5 of 5 stars Reviewed June 2, 2014
This house worked great for us. It was very comfortable and the yard for the dogs was just perfect. The beds are quite soft, which is not our preference, but other than that it...
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From
$250
Per Night
1 / 30
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Patio
  • DVD Player
  • Stove
  • Refrigerator
  • Washer
  • Grill
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
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  • Smoking allowed
  • Elder access
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About this property
Located in the heart of the Westside, Sherman is another fine example of modern craftsmanship steeped in a tradition of environmental stewardship. Built with reclaimed and salvages materials including old telephone poles, corrugated metal from kiln sheds, and FSC recycled antique timber vertical... View all property information
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From
$70
Per Night
1 / 28
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Parking
  • Dishwasher
  • Patio
  • Refrigerator
  • Air Conditioning
  • Fireplace
  • Grill
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
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  • Smoking allowed
  • Elder access
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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
$200
Per Night
1 / 22
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Garage
  • Stove
  • Patio
  • Parking
  • Refrigerator
  • Dishwasher
  • DVD Player
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • 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
$300
Per Night
1 / 44
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Satellite TV
  • Dishwasher
  • Fireplace
  • Porch
  • Washer
  • Stove
  • Dryer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
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  • Smoking allowed
  • Elder access
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About this property
4 bedroom/ 3 bathroom Introducing Cascadia, a four bedroom, three bath home on the banks of the Deschutes River and centrally located in Downtown Bend. From the front porch you can watch early morning fly-fishing at Drake Park, the crown jewel of Bend’s park system, and by mid summer’s day you... View all property information
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From
$250
Per Night
1 / 25
2 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Microwave
  • Patio
  • Washer
  • DVD Player
  • Grill
  • Dishwasher
  • Hot Tub
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
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  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
2 bedroom/2 bathroom (up to 6 people) Caldera is a historic two story, two-bedroom, two-bath that, likes it’s volcanic namesake, has gone through a period of destruction and rebirth resulting in a completely remodeled, detail-driven home that is both authentic and luxurious. Caldera boasts... View all property information
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From
$155
Per Night
1 / 32
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3 Bedrooms, 3 Bathrooms, Sleeps 9
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Amenities & Details
  • Patio
  • TV
  • Hot Tub
  • Washer
  • Garage
  • Refrigerator
  • Fireplace
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
West Bend Luxury 3 BR 3 Bath Townhome - The Bluffs neighborhood of the Old Mill District. Close to Downtown, Mt Bachelor & Deschutes. Pet friendly. Stunning mountain view from upstairs deck with attached bar. Two canoes and four sets snowshoes for your use. Location: Bend, Central Oregon, Oregon -... View all property information
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4 of 5 stars Reviewed October 25, 2014
The Salmon Lodge is well appointed, very comfortable, spacious. The outdoor areas in the yard and upstairs deck is a big plus for dining or cocktails. The location is within...
5 of 5 stars Reviewed October 1, 2014
Great stay and brought our small dogs along. The place was very clean, orgainzed, and felt really comfortable. We were ale to walk to Ol Mill area with dogs. Easy location to...
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From
$335
Per Night
1 / 26
4 Bedrooms, 3 Bathrooms, Sleeps 12
Details Reviews (9) Make Inquiry
Amenities & Details
  • Microwave
  • Deck
  • Fireplace
  • Dishwasher
  • Refrigerator
  • Grill
  • VCR
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
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  • ?
  • Smoking allowed
  • Elder access
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About this property
Tall Timber is decorated to compliment where it sits amongst tall pines and a small herd of deer. Natures colors and tones have been embraced to create a sense of why you are here: the outdoors. Tall Timbers secluded shelter offers four bedrooms, a large dining area, a fireplace, and open living... View all property information
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From
$150
Per Night
1 / 13
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Microwave
  • Patio
  • DVD Player
  • TV
  • Dishwasher
  • Refrigerator
  • Grill
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • 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
$250
Per Night
1 / 19
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (6) Make Inquiry
Amenities & Details
  • Hot Tub
  • Fireplace
  • Dishwasher
  • Refrigerator
  • Washer
  • Patio
  • Microwave
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Please see our video of the town home at the end of the photos! Sleeps 8 Four bedrooms Three bathrooms 2,650 sq. ft. Sleeps 8 comfortably Private hot tub off of den Pet friendly with prior approval Air Conditioning Two fireplaces Three flat screen LCD's Foosball Stacks of board games Large book... View all property information
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From
$200
Per Night
1 / 25
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (6) Make Inquiry
Amenities & Details
  • Dishwasher
  • Refrigerator
  • Microwave
  • Patio
  • Grill
  • Stove
  • Washer
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
two bedroom accommodating up to six people If you are looking for the amenities of a new house in a historic shell, Lucinder is your Belle. This house is the product of an eighteen-month long radical remodel that focused meticulous attention to the reinvigoration of an old design with an emphasis... View all property information
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5 of 5 stars Reviewed October 14, 2014
My husband and I stayed here with our young child and had a great time. It is a short walk into downtown and to the park along the Deschutes. We cooked in most nights. The kitchen...
5 of 5 stars Reviewed September 2, 2013
We are seasoned vacation rental travelers, traveling with 2 active kids. This house impressed us as probably the best house we've have rented and we found it on TripAdvisor...
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From
$225
Per Night
1 / 28
3 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (1) Make Inquiry
Amenities & Details
  • VCR
  • Porch
  • Deck
  • Dryer
  • Microwave
  • Stove
  • Satellite TV
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
3 bedroom, 1 bath original Craftsman on historic Delaware Avenue Like a breath of fresh mountain air this house will take you away from the frantic pace of the modern world and back to a time when board games and homemade pies were a staple of the lazy weekend. The Homer house is one of Bend's... View all property information
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5 of 5 stars Reviewed August 18, 2014
I am someone who is very cautious about renting houses because there is so little standardization. This his the fourth time I used this management company in Bend and I have...
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From
$450
Per Night
1 / 24
4 Bedrooms, 4 Bathrooms, Sleeps 10
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Amenities & Details
  • Grill
  • Garage
  • Dishwasher
  • Fireplace
  • Microwave
  • DVD Player
  • Washer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
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  • ?
  • Smoking allowed
  • 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 August 5, 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.