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100 Houses

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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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Price per night from

$448

Responds fast! avg. 1 hour 5 minutes

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Price per night from

$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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Price per night from

$218

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Price per night from

$258

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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Price per night from

$213

Family Friendly Cozy Eagle Crest Home

Redmond chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$229

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Price per night from

$178

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Price per night from

$258

Upscale Westside Craftsman close to downtown

Bend house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$344

BLISSFUL RIVERWEST BEND

Bend house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$135

“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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Price per night from

$200

Lovely home w/ 2 masters & views of Glaze Meadow's 10th Fairway!

Black Butte Ranch house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$651

Secluded and Quiet Home with Views of Black Butte!

Black Butte Ranch house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$448

A dog friendly, 2 living room home on the 6th fairway with a hot tub!

Black Butte Ranch house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

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Price per night from

$589

Quiet and Charming Upgraded Cabin with Lake Views!

Black Butte Ranch log cabin

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$448

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

Spacious home w/ two living areas and game room! Walk to Golf & Clubhouse.

Black Butte Ranch house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$841

Lovely modern home with views of the 5th fairway of Big Meadow!

Black Butte Ranch house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$592

Beautiful high end kitchen, 4 master bathrooms & views of the 18th fairway!

Black Butte Ranch house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$813

Newly Remodeled, Light and Spacious with a Gourmet's Kitchen.

Black Butte Ranch house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$824

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

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Price per night from

$516

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Price per night from

$1,622

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

Bend house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$969

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Price per night from

$976

Downtown ~ Steps to Drake Park ~ Dog Friendly ~ Fireplace

Bend house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$809

New Listing! Close to food carts ~ park ~ shopping

Bend apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$326

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

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

Bend house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$2,281

New! River Access ~ Fire Pit ~ Brand New Home

Bend house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$538

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

$338

Hot Tub ~ Fireplace ~ Brand New Furnishings ~ Dog Friendly

Bend house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$828

Bend West Side Cottage ~ Dog Friendly ~ Fireplace

Bend house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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Price per night from

$724

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

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