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106 Houses

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Updated and Comfortable Cabin Set Among the Aspens, Walk to Lodge!

Sisters log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$476

Great Home for Quilt Show or Folk Festival Week

Sisters house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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$632

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$560

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Price per night from

$1,401

Stunning views of Black Butte in the meadow in a quiet neighborhood!

Sisters house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$448

On the 10th fairway with mountain views! Walking distance to the Lodge Pool!

Sisters apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$443

Responds fast! avg. 1 hour 5 minutes

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$127

Great rentals within 20 miles that match your search

Owner Managed & Shows! Updated throughout! Years of Happy Guests! 3 bed/1 bath

Black Butte Ranch log cabin

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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$218

Downtown Riverfront Cottage

Bend house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Tiny gem on a lovely river--and in a great town!” We've stayed in this tiny house now for three years and will be coming back. It's very small, true, but also very nicely equipped, and it gets great light. The Deschutes River out back gives the house the feel of being much larger. Downtown Bend, a ten-minute walk away, has more restaurants and watering holes than you could sample in a month, plus great shops. Mt. Bachelor is within a half hour drive for skiing vacations, and the Cascade Highway offers plenty of spectacular summer recreation choices. The house has one bedroom and a living room facing the river, plus a galley kitchen and a single bathroom. Think boxcar; the house is thin and long. No washer or dryer, but there's a very nice laundromat a few blocks away--and I'm picky about my laundry! If it weren't so efficiently laid out, it would be too small. Stay here with people you like a lot, because you won't be able to get away from them. But the river and the town will give you ample breathing room.

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Price per night from

$270

Black Butte Beauty

Black Butte Ranch house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$402

Responds fast! avg. 58 minutes

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$213

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$178

Family Friendly Cozy Eagle Crest Home

Redmond chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$229

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$259

“Cozy cottage! Great location in the heart of Bend!” Excelent location in Dowtown Bend! Walk to everything or bring your bike, kayak or skis! All ementities in cottage were first class with comfy bed and clean linens and towels! Owners are friendly and attentive but respect your privacy! Great patio and garden with BBQ for entertaining your guest. We will be back to the 2nd Street Cottage!!

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$200

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$259

Upscale Westside Craftsman close to downtown

Bend house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$345

BLISSFUL RIVERWEST BEND

Bend house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$135

Quiet, relaxing home on GM fairway #7! Walk to Glaze Meadow Recreation & Pool

Black Butte Ranch house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$476

Hot Tub ~ Riverfront ~ Dog Friendly ~ Solo Stove ~ EV Charger

Bend house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$995

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Price per night from

$1,667

New Listing! Eagle Crest ~ Private Home ~ Resort Access

Redmond house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$460

Private Hot Tub! Beautiful Townhome at Eagle Crest - Remodeled ~ Fireplace

Redmond townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$476

Beautiful River Views - Ideally Located close to Downtown Bend

Bend condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$342

New! River Access ~ Fire Pit ~ Brand New Home

Bend house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$553

New! Hot Tub ~ Westside Bend Home ~ Fireplace ~ EV CHARGER!

Bend house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$720

New Listing! Eagle Crest - Remodeled - Fireplace - Large Back Patio

Redmond townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$604

New Listing! Close to food carts ~ park ~ shopping

Bend apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$337

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Price per night from

$1,003

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$921

Hot Tub ~ Fireplace ~ Brand New Furnishings ~ Dog Friendly

Bend house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$860

Downtown ~ Steps to Drake Park ~ Dog Friendly ~ Fireplace

Bend house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$811

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Price per night from

$516

New Listing! Close to park and food truck lot! All new furnishings!

Bend apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$290

New Listing! Beautiful executive rental in Awbrey Butte!

Bend house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$192

Eagle Crest ~ Beautiful creekside townhome ~ Dog Friendly!

Redmond townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$590

Hot Tub ~ Mountain Views ~ Home Theater ~ Sauna ~ Firepit

Bend house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$2,356

Dog friendly condo with views of the Sisters, Mt Washington & the lake!

Black Butte Ranch apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$464

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