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Private Pickleball Court + Riverfront Bend Retreat

Photo gallery for Private Pickleball Court + Riverfront Bend Retreat

A spacious living room with a fireplace, wicker furniture, and a large painting of a boat on the wall. - Private Pickleball Court + Riverfront Bend Retreat (Bend)
A kitchen with white cabinets, a marble countertop, and a hanging light fixture. - Private Pickleball Court + Riverfront Bend Retreat (Bend)
A spacious room with a high ceiling, wooden beams, wicker furniture, and a kitchen area. - Private Pickleball Court + Riverfront Bend Retreat (Bend)
A covered patio with outdoor furniture, a pool, and a stone pathway. - Private Pickleball Court + Riverfront Bend Retreat (Bend)
A spacious living area with a high ceiling, a zebra-patterned rug, a black leather sofa, and a glass coffee table. - Private Pickleball Court + Riverfront Bend Retreat (Bend)
Close to Hayden Homes Amphitheater and Old Mill District, Private Pickleball Court + Riverfront Bend Retreat provides a garden, a hot tub, and more. Adventurous travelers may like the kayaking at this vacation home. Stay connected with in-room WiFi.

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning

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About this property

Private Pickleball Court + Riverfront Bend Retreat

  • Summary:

    Riverfront Court & Cottage

    A rare opportunity! This is quite simply one of the most fun and unique homes on the river in Bend. Offered fully furnished for monthly stays from May through next April, this one-of-a-kind retreat features a private dock, full pickleball court, and hot tub—all just steps from the Columbia walking bridge and minutes to everything Bend has to offer.



    Rich in history, the home was originally built from railway cars used by early lumbermen and their families as they moved through the forests of the Pacific Northwest. Lovingly held by the same family for over 30 years, it now opens its doors for a limited time. If you’ve been looking for something truly special—this is your chance to experience it.



    The Space:

    This 2-bedroom, 2-bath riverfront cottage, offers a comfortable and inviting place to settle in and enjoy Bend.



    The front porch captures beautiful morning sun—perfect for coffee and slow starts to the day. Inside, the home has a cozy, relaxed feel with everything needed for an easy extended stay.



    The primary suite offers a full river view, private access to the hot tub, its own bathroom, and a spacious walk-in closet—creating a peaceful, tucked-away retreat. The kitchen is fully equipped with all appliances and cookware needed for cooking at home, along with an indoor dining area for gathering.



    The living room features a smart TV and cable for easy evenings in, while a dedicated desk space makes working remotely simple. There’s also an art table for creative moments during your stay.



    The guest bedroom is thoughtfully positioned on the opposite end of the home for added privacy and includes its own nearby bathroom. A washer and dryer are also available for convenience during longer stays.



    Outdoors is where this property truly shines. The back patio features an open sunroom with stunning river views, creating the perfect setting for dining, relaxing, or entertaining. Multiple seating areas throughout the yard invite you to gather, unwind, and take in the peaceful riverfront setting.



    The property also includes a full pickleball court, private hot tub, BBQ, and outdoor kitchen—making it an ideal place to enjoy long summer days and evenings by the water.



    Guest Access:

    Guests have full access to the home, outdoor living areas, pickleball court, and riverfront space. The property is entirely set up for extended stays, offering both privacy and comfort.



    The front shed and upstairs loft are reserved for owner use and are not accessible to guests.



    The Neighborhood:

    Perfectly positioned in one of Bend’s most desirable locations, this home sits along the Deschutes River next to the Columbia walking bridge and directly across from the Columbia bridge. You are just moments from Miller’s Landing, the Old Mill District, and downtown Bend.



    This is a highly walkable, scenic area where you can enjoy river trails, dining, shopping, and entertainment all within minutes—while still feeling tucked away in a peaceful riverfront setting.



    Getting Around:

    With its central location, getting around is effortless. Walk or bike to downtown Bend, the Old Mill District, and nearby parks and trails. A car is convenient for exploring beyond town, including quick access to Mt. Bachelor for year-round recreation.



    Other Things to Note:

    • Fully furnished and move-in ready

    • Available for up to one year

    • Outdoor spaces are a highlight of the home—perfect for entertaining or relaxing

    • A truly unique Bend property with historic character and modern amenities

    • Riverfront Property

    • Pickleball Court

    • Retreats Welcome

    • Pickleball Tournaments

    • Backyard BBQ



    Booking & Stay Policy Notice



    To comply with local regulations in Bend, this home is offered with a minimum stay structure that aligns with a 30-night occupancy requirement. While the calendar may reflect availability for shorter stays (such as 7 nights), please note that any confirmed reservation will block the full 30-day period in accordance with city policy.



    The advertised 7-night rate is thoughtfully structured to reflect a full 30-night stay. Guests are welcome—and encouraged—to extend their stay up to the full 30 days (or longer) at no additional nightly increase.



    This approach allows for greater flexibility in booking while remaining fully compliant with local guidelines.



    Please feel free to reach out with any questions—we’re happy to walk you through how this works.



    Interaction with Guests:

    We are available as much or as little as needed throughout your stay. Our goal is to ensure a seamless, comfortable experience while giving you space to enjoy the home and everything Bend has to offer.

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About the area

Located on the waterfront, this vacation home is in Old Bend, a neighborhood in Bend. Hayden Homes Amphitheater and Des Chutes Historical Museum are cultural highlights, and some of the area's activities can be experienced at Deschutes Brewery and Regal Old Mill. Bend Rock Gym and Sun Mountain Fun Center are also worth visiting. Fishing offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling, mountain climbing, and horse riding nearby. Visit our Bend travel guide
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Map
Bend, OR

What's nearby

  • A river flowing through a town with a bridge, buildings, and a flag on a tall tower.
    Deschutes River
    1 min walk - 0.1 km
  • A park with a wooden bridge over a calm lake, surrounded by trees with yellow leaves.
    Drake Park
    6 min walk - 0.6 km
  • A glass mug with 'Bend Brewfest' written on it.
    Hayden Homes Amphitheater
    12 min walk - 1.1 km
  • A winter scene with a river, a bridge, buildings, and a tall tower with an American flag.
    Old Mill District
    14 min walk - 1.2 km
  • Deschutes Brewery
    12 min walk - 1.1 km

Getting around

  • Sunriver Station
    23 min drive
  • Redmond Municipal Airport (RDM)
    28 min drive

Restaurants

  • Cheba Hut “Toasted” Subs
    11 min walk
  • Taco Salsa
    13 min walk
  • Willieburger
    12 min walk
  • 10 Barrel Brewing Company
    10 min walk
  • Monkless Brasserie
    9 min walk

Frequently asked questions

Is Private Pickleball Court + Riverfront Bend Retreat pet-friendly?

Yes, pets are allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Private Pickleball Court + Riverfront Bend Retreat?

Check-in begins at 4:00 PM.

What time is check-out at Private Pickleball Court + Riverfront Bend Retreat?

Check-out is at 11:00 AM.

Where is Private Pickleball Court + Riverfront Bend Retreat located?

Located in Old Bend, this vacation home is within a 15-minute walk of Deschutes River, Old Mill District, and Hayden Homes Amphitheater. Drake Park and Bend Whitewater Park are also within 10 minutes.

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