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Holiday Homes near Drake Park

777 NW Riverside Blvd, Bend, Oregon 97703
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    Travellers to Bend are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    421 Matching Rentals in BendView all 420 rentals
    Stroll the River or downtown from this Condo- In the heart of Bend1 / 22
    (6)Very good
    1.0 kilometres from Drake Park
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Immaculate & Secluded downtown Bend Cottage-5 night stays Feb, March and May.1 / 28
    (83)Excellent
    0.5 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    1.0 kilometres from Drake Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    0.2 kilometres from Drake Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfortable and cozy 'Mirror Pond' sits on the banks of the Deschutes River at Mirror Pond and Drake Park in the heart of downtown. It is located in one of the most picturesque locations in Bend. This home has a mountain cabin and cottage feel inside and outside. Relax on the backyard deck and...
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    Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    0.9 kilometres from Drake Park
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for a modern getaway convenient to both outdoor recreation as well as the comforts of town? Urban Roundabout has a private hot tub and is a modern northwest contemporary home within walking distance to Newport Market, local restaurants, coffee houses and bike shops. This state-of-the-art...
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    Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    HOT TUB & POOL TABLE Gorgeous Home, Perfect Tourist Location & Close 2 Bachelor!1 / 21
    (1)Excellent
    0.5 kilometres from Drake Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
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    Pet friendly
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    Smoking allowed
    Reviewed 6 September 2019
    What a great place to stay!!! Had a little bit too much traffic noise tho. I would book this home again.
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    About this property
    Welcome to Bend’s Magnolia House! Circa 1925, this immaculate home combines Old World charm with all of the modern amenities, including gorgeous flooring and trendy furnishings. Situated in the best of Westside locations, the Magnolia House is lovingly cared for and offers you a world class...
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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    0.4 kilometres from Drake Park
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Just a short walk from Downtown Bend, is this gorgeous award-winning, 4 bedroom, 2.5 bath home. Awbrey House is applauded for its fine craftsmanship! This well appointed home features a gourmet kitchen with stainless steel appliances, including a Sub-Zero refrigerator and a Wolf six-burner gas...
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    Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    0.6 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Absolutely the best location in Bend! In the heart of downtown - just steps to cozy, hidden fire pits and food, live bands and brews, art and charm. The Downtowner Apartment is a fantastic 2 bedroom/1 bath upstairs hideaway. Surrounded by all that downtown Bend has to offer, this loft style...
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    Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    0.7 kilometres from Drake Park
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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, but no river access. A large entry on the main floor...
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    Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    0.8 kilometres from Drake Park
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Suitability
    Pet friendly
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    Smoking allowed
    About this property
    This 3 bedroom / 2.5 bath home has an open Living Room / Dining Room and Kitchen. Off the Kitchen is a small deck with Gas BBQ and patio furniture and access to a de attached 2 car garage. The bedding is: up - king in master, queen, 2 twins. The home is walking distance to down town Bend and a...
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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    0.4 kilometres from Drake Park
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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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 beautiful two-story home with three bedrooms and two and a half...
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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    0.3 kilometres from Drake Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    River West Cottage Find a neighborhood that's both quiet and close to everything at this three-bedroom Bend home, a west side retreat with a dog-friendly living space, a fenced side yard, and an ideal location within blocks of the river, downtown, restaurants, and breweries! This single-level...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Downtown Riverfront Cottage1 / 8
    (3)Excellent
    0.6 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    • Grill
    • Outdoor Dining Area
    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2016
    My wife and I stayed at the Downtown Riverfront Cottage for a week and really enjoyed our time there. Great location to everything. Walking distance to downtown and the Old Mill...
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    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...
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    Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Bunk+Brew Historic Lucas House1 / 34
    (2)Excellent
    1.0 kilometres from Drake Park
    7 Bedrooms, 2 Bathrooms, Sleeps 28 Quick View
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    • Housekeeping Included
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 March 2017
    From the moment you walk in, Bunk + Brew lives up to its name! Whoever checks you in, Frankie or Jay, immediately gives you a tour of the wonderful historic building and offers...
    Reviewed 24 January 2017
    This place was awesome! The owners were super friendly and knowledgeable about activities to do in Bend. The house was cozy and clean. It was 1/4 mile from downtown and 35...
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    About this property
    The Bunk+Brew Historic Lucas House is the newest and ONLY affordable destination for the adventure traveler in downtown Bend, Oregon. 2.5 blocks from the Bend Ale Trail, the Lucas House (1910) is also Bend’s first and oldest brick building. Book a room (or bunk), grab a free check-in beer, and...
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    Location Information
    Bend, Central Oregon
    Holiday Rental House - 7 Bedrooms, 2 Bathrooms, Sleeps 28
    HOME DESIGNED FOR COUPLES TRAVELING TOGETHER1 / 26
    (3)Excellent
    2.2 kilometres from Drake Park
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
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    Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Enjoy Soaring Deschutes River Views from this Beautifully Appointed One-Bedroom1 / 45
    (1)Excellent
    3.2 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Historic home near downtown Bend and Drake Park1 / 13
    (1)Very good
    0.2 kilometres from Drake Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    3.2 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    3.2 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    3.2 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3.2 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    3.2 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    3.2 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    3.2 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    3.2 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    3.2 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    3.2 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    3.2 kilometres from Drake Park
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Bend, Central Oregon
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    3.2 kilometres from Drake Park
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Bend, Central Oregon
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 7
    Location and Privacy in This Upper-Level Condo with Mt. Bachelor Village Ameniti1 / 50
    (4)Excellent
    3.2 kilometres from Drake Park
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Bend, Central Oregon
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    3.2 kilometres from Drake Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Bend, Central Oregon
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    3.2 kilometres from Drake Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Bend, Central Oregon
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    3.2 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    3.2 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    3.2 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    3.2 kilometres from Drake Park
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Bend, Central Oregon
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 9
    25.6 kilometres from Drake Park
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    24.9 kilometres from Drake Park
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Bend, Central Oregon
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    24.9 kilometres from Drake Park
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    3.2 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Location Information
    Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    3.2 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
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    Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Location, Access and Affordability in This Ground-Level Condo with All the Ameni1 / 45
    (1)Very good
    3.2 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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    • Terrace
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    Pet friendly
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    Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Location, Access and Affordability in This Ground-Level Condo with All the Ameni1 / 44
    (1)Excellent
    3.2 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    24.9 kilometres from Drake Park
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Bend, Central Oregon
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    3.2 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Bend, Central Oregon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Luxury getaway for the whole family! Featuring a private hot tub, A/C, and WIFI1 / 25
    (2)Excellent
    24.8 kilometres from Drake Park
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    Cozy Calerda Springs home the whole family can enjoy!1 / 35
    (2)Average
    24.9 kilometres from Drake Park
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    • Washer
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    Pet friendly
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    Bend, Central Oregon
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Luxury getaway for the whole family! Private hot tub, A/C, and WIFI1 / 36
    (1)Excellent
    25.8 kilometres from Drake Park
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Parking
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    Bend, Central Oregon
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
    Luxurious Caldera Springs home the family can enjoy! Hot tub and A/C!1 / 36
    (2)Excellent
    24.8 kilometres from Drake Park
    7 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Washer
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    • Patio
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    Pet friendly
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    Bend, Central Oregon
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 16
    Cottage on a private pond with Hot Tub  perfect couples get away.1 / 36
    (3)Excellent
    8.0 kilometres from Drake Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Smoking allowed
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    Bend, Central Oregon
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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