Vacation Home Rentals By Owner In Bend, OR

Showing 680 Of 1926 Vacation Rentals

Exceptional(4)

$174.57

/ Nightly

Private Vacation Home

Art Collector's Sophisticated NW Crossing Home

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(4)

$184.17

/ Nightly

Private Vacation Home

Pristine Tranquil Retreat on Canal

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(3)

$187.3

/ Nightly

Private Vacation Home

Middle Sister - Sweet Bungalow, Queen bed, Parking, Walkable downtown Bend

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(157)

$189.48

/ Nightly

Private Vacation Home

New Listing! Cozy Historic Studio | Walk to Downtown Bend

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(7)

$190.49

/ Nightly

Private Vacation Home

Insta-Worthy Bend Oregon Escape

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(43)

$192.47

/ Nightly

Private Vacation Home

Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(2)

$194.38

/ Nightly

Private Vacation Home

The Sparrow Cottage

Bend, Oregon, United States

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Bath

Sleeps

$206.43

/ Nightly

Private Vacation Home

Gorgeous Westsider Near River, Beautifully Renovated

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(147)

$207.54

/ Nightly

Private Vacation Home

New Listing! Historic Cottage | Heart of Downtown Bend

Bend, Oregon, United States

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Exceptional(46)

$208.47

/ Nightly

Private Vacation Home

Downtown Craftsman with King Bed and Private Yard - Walk Everywhere

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(1)

$210.64

/ Nightly

Private Vacation Home

The Mill Cottage

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(1)

$214.27

/ Nightly

Private Vacation Home

New Townhouse, Central Bend, w/Fireplace

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(5)

$215.83

/ Nightly

Private Vacation Home

Crabapple Cottage - 2 Blocks to Mirror Pond, Water Toys, Great Location

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(1)

$217.55

/ Nightly

Private Vacation Home

Cute and Comfy Monthly Rental on the Westside of Bend

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(3)

$219.47

/ Nightly

Private Vacation Home

Pet-Friendly Bend Rental, Walk to Galveston Ave!

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(30)

$220.04

/ Nightly

Private Vacation Home

New! Downtown Bungalow | Walk to River, Dining & Breweries

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(13)

$227.16

/ Nightly

Private Vacation Home

Hello Mellow Yellow - 2 King Bed, Dog Friendly, Walkable!

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(12)

$227.16

/ Nightly

Private Vacation Home

Bluebird Day - 2 King Beds, Dog Friendly, Walkable!

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(41)

$228.29

/ Nightly

Private Vacation Home

Blue Spruce Guesthouse - Walkable to river trail and downtown Bend

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(212)

$233.5

/ Nightly

Private Vacation Home

Downtown Bungalow, Gourmet Kitchen 2BR/1.5BA, 3-5 blocks Downtown & Box Factory

Bend, Oregon, United States

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Bath

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Rent a place that suits your needs

Private vacation home

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Most popular vacation rentals in Bend

Exceptional(212)

$1564.92

/ Nightly

Private vacation home

Caldera Escape with Access to Exclusive Golf

Sunriver, Oregon, United States

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Bath

Sleeps

Exceptional(212)

$1486.61

/ Nightly

Private vacation home

24-hr staff ~ Group friendly ~ close to nature + downtown ~ wifi ~ W/D ~ Bend

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(212)

$1493.71

/ Nightly

Private vacation home

Luxury Escape with Access to Exclusive Golf

Sunriver, Oregon, United States

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Bath

Sleeps

Exceptional(212)

$1500.15

/ Nightly

Private vacation home

Caldera Springs Debut: Brand-New Golf Course Estate

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(212)

$1522.17

/ Nightly

Private vacation home

Two Beautiful Lodges with Hot Tubs!

Sunriver, Oregon, United States

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Bath

Sleeps

Exceptional(212)

$1561.20

/ Nightly

Private vacation home

Caldera Clubhouse - Award winning, custom, family-friendly Sunriver retreat

Bend, Oregon, United States

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Bath

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Exceptional(212)

$1576.41

/ Nightly

Private vacation home

Luxury Sunriver Escape with Access to Exclusive Golf

Sunriver, Oregon, United States

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Bath

Sleeps

Exceptional(212)

$1633.11

/ Nightly

Private vacation home

Sunstone Retreat with Access to Forest House

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(212)

$1633.11

/ Nightly

Private vacation home

Caldera Springs Retreat with Access to Exclusive Golf

Sunriver, Oregon, United States

Bed

Bath

Sleeps

Exceptional(212)

$1486.61

/ Nightly

Private vacation home

Bring bikes + SUP and have summer Bend fun! 24-hr staff ~ tons of room ~ resort

Bend, Oregon, United States

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Bath

Sleeps

Vacation Home Rentals By Owner In Bend, OR

$174.57

$184.17

$187.3

$189.48

$190.49

$192.47

$194.38

$206.43

$207.54

$208.47

$210.64

$214.27

$215.83

$217.55

$219.47

$220.04

$227.16

$227.16

$228.29

$233.5

Rent a place that suits your needs

Most popular vacation rentals in Bend

$1564.92

$1486.61

$1493.71

$1500.15

$1522.17

$1561.20

$1576.41

$1633.11

$1633.11

$1486.61

Most Popular Cities in Oregon