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Cottages in Bend, OR

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    All 141 Rentals in Bend
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    From
    $151
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    1 / 13
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    $145
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    1 / 24
    Studio / 1 Bathroom / Sleeps 2
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    $332
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    3 Bedrooms / 4 Bathrooms / Sleeps 8
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Relax into this comfortable 3 bedroom 2 bath home on the westside of Bend. Only one block from the river and a charming foot bridge across to downtown Bend's vibrant restaurants and shops. Only 4 blocks to 10 Barrel and Galveston St with easy access to Century Drive and .... the Mountain!! The... View all property information
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    $423
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    1 / 13
    2 Bedrooms / Sleeps 4
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    • Suitable for children
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    About this property
    Gorgeous new home on 5 acres, quiet yet close to town. Beautiful northwest mountain views. Beautifully furnished. Beautifully finished with granite counter tops, fine cabinetry and modern, elegant decor. Extra large windows allow in the light and beauty of the natural surroundings. The living room... View all property information
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    1 / 9
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Wi-Fi
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Newly remodeled and beautifully furnished! Galveston Studio is an upstairs apartment that is private and quiet. Perfectly situated on the west side - a short walk to 10 Barrel, West Side Cafe and other eateries with easy access to Century Dr and Mt Bachelor. The studio living area boasts a queen... View all property information
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    $175
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    1 / 24
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    The Drake Park Cottages are tastefully furnished and updated 1930's vintage guest suites located 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... View all property information
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    $187
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    1 / 15
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Grill
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Located in Bend’s Historic Westside, walking distance to beautiful Drake Park and downtown with its great dining, coffee shops, bakeries, gourmet grocery stores and many other conveniences. This newly-remodeled, clean and spacious, one bedroom house sleeps up to four people in a relaxing and... View all property information
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    1 / 10
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • 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
    Pet Friendly Downtown Bend Oregon Vacation Rentals in the Old Mill Quarter Three bedrooms One bathroom 990 sq. ft. Three full sized beds (double beds) Pet friendly with prior approval Air conditioning Small fenced in area with fire pit, and a Traeger smoker/barbeque (pellet) WiFi Cable Washer and... View all property information
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    $169
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    1 / 12
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    BEND OREGON MT. BACHELOR VILLAGE RESORT, SKI HOUSE 1 CONDO, UPPER LEVEL New Listing! Two Bedrooms: One Bedroom downstairs with an open loft upstairs 840 Sq. Ft. One bathroom, downstairs Sleeps up to 7 Queen master suite, lower level Upstairs loft has twin bunks and twin bed Living room with... View all property information
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    $181
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    1 / 25
    1 Bedroom / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    (one bedroom plus/ accommodates up to four) Laverne is a one-bedroom historic cottage perched above and behind Lava Flo with incredible views of downtown and a large outdoor deck. The house was originally a parsonage for the church but now boasts a slightly less austere identity. The 1950s... View all property information
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    1 / 11
    3 Bedrooms / 2 Bathrooms / Sleeps 11
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Mountain Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Vacation Rental in NW Bend This beautiful, spacious home has a large open living room, large dining room, 3 bedrooms, 2.5 bathrooms, large jacuzzi tub in master suite, wood burning fireplace with wood included, large deck and backyard with gas barbeque. Internet WiFi access for your use. Cable... View all property information
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    1 / 20
    4 of 5 stars (1) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Fireplace
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    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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    1 / 13
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    About this property
    Just a short walk from Downtown Bend, Awbrey House is an award-winning, four-bedroom home. This well-appointed home, which is lauded for its fine craftsmanship, features a gourmet kitchen with a stainless appliances, including a Sub-Zero refrigerator and a Wolf six-burner gas range and warming... View all property information
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    1 / 27
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
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    About this property
    Surrounded by National Forest, you can't get any closer to Mt. Bachelor, golf, and the Deschutes River! Our luxury three-bedroom/three-bathroom + loft (2500 square foot) townhome sleeps up to eight adults comfortably. Each bedroom has an attached bath with master bedrooms on the first and second... View all property information
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    1 / 21
    5 Bedrooms / 4 Bathrooms / Sleeps 10
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    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
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    About this property
    Need extra space for your large group? Cascade Peaks is a five-bedroom home very convenient to skiing at Mt. Bachelor Resort as well as world-class hiking and mountain bike trails. This three-level, architectural home features great views of Mt. Jefferson and a newly updated living room, which is... View all property information
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    1 / 24
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Enquiry
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    • Air Conditioning
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Relax in luxury with sweeping views of the Cascades in this five-bedroom custom home. Five Peaks is one of our largest vacation homes, and is ideal for a large family reunion or a getaway for several couples. Most of the rooms face the Cascade Mountains, and offer views of the Three Sisters, Broken... View all property information
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    1 / 16
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
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    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    About this property
    Hill Top is a deluxe four-bedroom home on the south side of Awbrey Butte, on Bend's west side. Located in a quiet hillside neighborhood about ten blocks from Downtown Bend, it is within walking distance or a short bike ride to the Deschutes River at Drake Park. This three-story, architectural home... View all property information
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    1 / 21
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Enjoy gorgeous mountain views and sunsets from this three-level, luxury home located in desirable Westside Bend! Bachelor View features second-floor living with a well-equipped open kitchen, dining area and large living room with beautiful French doors that open onto a deck. The Master Queen Suite... View all property information
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    1 / 26
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    This private vacation home is only minutes from unlimited outdoor recreation, including the Mt. Bachelor Ski Resort, as well as all the amenities of Downtown Bend and the Old Mill District. Located in River Wild, an exclusive and secluded neighborhood in the Mt. Bachelor Village Resort, Big Eddy... View all property information
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    1 / 29
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Stay in style at Mt. Bachelor Village, a short drive or walk from Old Mill District! This unit is great for one large family or two small families traveling together, and can be combined with our Big Eddy and Big Boulder properties for larger groups attending local events. Located in the River Wild... View all property information
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    1 / 37
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
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    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    This elegant Tudor, located on the banks of the Deschutes River near historic Drake Park in Downtown Bend, is an easy walk to downtown, where you'll find lots of choices for dining, shopping and entertainment. Drake Park Villa is a new, two-story home with three bedrooms and two and a half baths.... View all property information
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    1 / 14
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Fireplace
    • Grill
    • Internet Access
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Comfortable and cozy, Mirror Pond makes for an intimate stay in Bend. For a small family or couple, this house is on the banks of the Deschutes River near downtown, with an idyllic view of Drake Park at one of the most picturesque locations in Bend. This home is one of our most traditional... View all property information
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    1 / 32
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
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    • Fireplace
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    About this property
    This home has a view that will take your breath away. You'll feel the tension leave the moment you walk in the front door. Enjoy majestic sunrises in the mornings while sipping on a cup of freshly brewed coffee. On a clear day view the weather conditions on Mt. Bachelor directly from the upper... View all property information
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    1 / 15
    3 Bedrooms / 3 Bathrooms / Sleeps 13
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    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    If lots of room and on a bit of a budget is what you are looking for, Kepler House may suit your needs perfectly. Situated directly south of the Old Mill District, it's in a new neighborhood on the southern end of Bend. This three bedroom, two and half bath home, includes an additional bonus family... View all property information
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    1 / 16
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
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    • Fireplace
    • Grill
    • Internet Access
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    Riverfront is a beautiful home located in the heart of Bend on the banks of the Deschutes River. This three-bedroom townhouse is tastefully decorated, and has a cottage-house ambience. Enjoy the view of the river from one of the three decks. Inside, the open living area features hardwood floors,... View all property information
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    1 / 9
    2 Bedrooms / 4 Bathrooms / Sleeps 7
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    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    Whether you just want to get away and relax or are in town for business, this is the perfect place to be. Bend always has plenty of great activities to keep everyone in the family busy. Widgi Creek is located next to the Deschutes River and only 15 miles from Mount Bachelor. This is a beautiful... View all property information
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    1 / 24
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Looking for a peaceful retreat in a quiet, forest setting? Big Boulder is nestled among large ponderosa trees and 15 acres of undeveloped land just off Century Drive on Bend's desirable west side. The Deschutes River Trail is just out the door, and provides access to incredible hiking and biking... View all property information
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    1 / 20
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
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    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    Westside Walkable is a 3 bedroom 2.5 bath home in fantastic location just off popular Newport Avenue! Locally-owned restaurants and shops are just outside the door, including the favorite grocery of local foodies, Newport Avenue Market. With an open floor plan, Westside Walkable is great for... View all property information
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    1 / 29
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
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    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    Located on a canal, this four-bedroom Bend-style home features airy, open living spaces inside, and outside space with landscape lighting, a stone patio and fire pit. Canal View is a beautiful home for your Bend vacation, with hardwood floors, a wrought-iron staircase and walls tastefully painted... View all property information
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    1 / 38
    4 Bedrooms / 4 Bathrooms / Sleeps 9
    Overview Make Enquiry
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    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    This spectacular, 2,300 square-foot home is a modern and peaceful retreat located on the banks of the Deschutes River. The Golden Zone has four bedrooms, three and-a-half bathrooms, and large common areas with beautiful views of the river. A large entry on the main floor leads to the open living,... View all property information
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    1 / 24
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Fireplace
    • Grill
    • Internet Access
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    You'll love this one of a kind house, located in a one of a kind spot! This town home is in a gated subdivision on the Deschutes River. Take in the seasonal rituals of wildlife on the river. Spend your mornings and evenings on the deck by watching flocks of geese, ducks and the views of the serene... View all property information
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    1 / 12
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    Enjoy the luxury of a private, gated golf community in this beautifully-furnished townhome. Villa #6 is a two-bedroom, two-bath townhouse located in the quiet community of Broken Top. Enjoy beautiful views of the 18th Fairway of the privately-operated Broken Top Golf Course from the living room and... View all property information
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    1 / 27
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Looking for a country setting convenient to Downtown Bend? Shevlin Trail is located in a quiet neighborhood near Shevlin Park, yet only a short drive to downtown shopping and dining. Relax in front of the stone, wood-burning fireplace on a chilly evening, and enjoy the spacious open living, dining... View all property information
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    1 / 26
    4 Bedrooms / 4 Bathrooms / Sleeps 9
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    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    If visiting Bend is a bucket list vacation for you, you'll appreciate staying in this inviting and luxurious home. Owls Nest features four luxury suites, each with its own attached bathroom, including a King Suite, two Queen Suites and a Twin Suite. Each bedroom features high-end linens atop Westin... View all property information
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    1 / 11
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Fireplace
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Location, Location, Location! Bend Zen is located in the 'Gold Zone' of downtown Bend situated between Bend's premier shopping, dining, and entertainment establishments; and centralized access to the outdoor recreation that makes Bend famous. Only blocks from Downtown, the idyllic Drake Park, the... View all property information
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    1 / 32
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Make Enquiry
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    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Wheelchair access
    • Elder access
    • ?
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    About this property
    Bend always has plenty of great activities to keep everyone in the family busy. Widgi Creek is located next to the Deschutes River and only 15 miles from Mount Bachelor. This is a beautiful area with one of the best golf courses in the Bend area. This townhouse offers everything needed to have a... View all property information
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    1 / 33
    3 Bedrooms / 4 Bathrooms / Sleeps 7
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    • Air Conditioning
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    The Bond Street town home is a beautiful 3,200 sq. ft. brownstone 'walk up' three bedroom, three and half bathroom town home with a private roof top terrace and breathtaking views of the Cascade Mountain Range located in the heart of the Old Mill District Quarter of downtown Bend, Oregon. Enter at... View all property information
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    1 / 18
    2 Bedrooms / 3 Bathrooms / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Looking for a modern getaway convenient to both outdoor recreation as well as the comforts of town? Urban Roundabout is a newly built, northwest contemporary home within walking distance to Newport Market, local restaurants, coffee houses and bike shops. This state-of-the-art BRAND new home... View all property information
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    1 / 21
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Located in the exclusive Broken Top Club, Villa #5 is a convenient, yet luxurious, location on Bend's Westside. This two-bedroom condo features two King Master Bedrooms, a hot tub on the large deck and a gas fireplace. Villa #5 is only minutes from shopping and dining in both Downtown Bend and the... View all property information
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    1 / 32
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Enjoy this Bend Oregon Vacation Home that offers Mountain Views! This Bend vacation rental is located in the middle of the West side of Bend, Oregon and minutes via bike to Bend's mountain biking epicenter, the Phil's Trail Head System. Bend has been rated #1 in the country for diverse single track... View all property information
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