Vacation Rentals By Owner In Bend, OR

Showing 1140 Of 2783 Vacation Rentals

Exceptional(131)

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Private Vacation Home

3 Mulligan - Hot Tub with Wooded Views, Wine Cellar, SHARC passes, Comfort & Style

Sunriver, Oregon, United States

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Bath

Sleeps

Exceptional(132)

$385.79

/ Nightly

Private Vacation Home

Villa 5 - Hot Tub, Golf Course Views, Large Deck, Quiet and Peaceful in Broken Top

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(74)

$293.88

/ Nightly

Private Vacation Home

7 Cedar - Gorgeous & Peaceful! Hot Tub, A/C, SHARC Passes, Bikes

Sunriver, Oregon, United States

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Bath

Sleeps

Exceptional(150)

$375.96

/ Nightly

Private Vacation Home

22 Rogue - Amazing Cabin, Hot Tub, A/C, Shuffleboard, SHARC Passes, King Suites

Sunriver, Oregon, United States

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Bath

Sleeps

Exceptional(93)

$367.95

/ Nightly

Private Vacation Home

Drake Park Villa - River Front on Mirror Pond & Drake Park, Exquisite, Gourmet Kitchen

Bend, Oregon, United States

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Bath

Sleeps

$434.44

/ Nightly

Cabin

Family Getaway with Access to Forest House

Sunriver, Oregon, United States

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Bath

Sleeps

Exceptional(139)

$500.17

/ Nightly

Private Vacation Home

11 Vine Maple - Pool Table, Bikes, Luxury Lodge, A/C, SHARC Passes, Hot Tub

Sunriver, Oregon, United States

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Bath

Sleeps

Exceptional(23)

$342.59

/ Nightly

Private Vacation Home

Diamond Peak 2 - Warm Cabin Feel, Private Hot Tub, Sauna, Pool Table

Sunriver, Oregon, United States

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Bath

Sleeps

Exceptional(2)

$367.67

/ Nightly

Private Vacation Home

New Listing! Mountain Views ~ Dog Friendly ~ Fireplace ~ Fenced Yard!

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(5)

$576.86

/ Nightly

Private Vacation Home

Perfect Sunriver Retreat, A/C, Hot Tub, Bikes, and SHARC passes

Sunriver, Oregon, United States

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Bath

Sleeps

Exceptional(15)

$283.12

/ Nightly

Private Vacation Home

Walk to River, Downtown, Concerts · Old Bend Cottage

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(46)

$242.73

/ Nightly

Condo

Bend Condo w/ Deck, Resort-Style Amenities & Views

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(6)

$310.44

/ Nightly

Private Vacation Home

RiverBend House - near Sunriver & Mt Bachelor, community dock & pool, pool table

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(2)

$1264.49

/ Nightly

Private Vacation Home

Family Fun Lodge with Access to Exclusive Golf

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(70)

$715.26

/ Nightly

Private Vacation Home

Sunriver Luxury Family Home at Caldera Springs

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(30)

$719.42

/ Nightly

Private Vacation Home

Sunriver Adventure Lodge - 4BR/3.5BA, 2 Primary suites, A/C, Bikes, & SHARC

Sunriver, Oregon, United States

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Bath

Sleeps

Exceptional(7)

$136.02

/ Nightly

Condo

1st Floor Updated Studio, incredible river access

Bend, Oregon, United States

Bath

Sleeps

Exceptional(8)

$691.59

/ Nightly

Private Vacation Home

Spacious Mt. Bachelor Retreat w/ Hot Tub + Pets OK

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(23)

$258.87

/ Nightly

Private Vacation Home

Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(1)

$124.98

/ Nightly

Hotel

Just What You Were Looking For! Enjoy Pool Access, Free Breakfast & Free Parking

Bend, Oregon, United States

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Bath

Sleeps

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Most popular vacation rentals in Bend

Exceptional(1)

$1564.92

/ Nightly

Private vacation home

Caldera Escape with Access to Exclusive Golf

Sunriver, Oregon, United States

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Bath

Sleeps

Exceptional(1)

$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(1)

$1493.71

/ Nightly

Private vacation home

Luxury Escape with Access to Exclusive Golf

Sunriver, Oregon, United States

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Bath

Sleeps

Exceptional(1)

$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(1)

$1522.17

/ Nightly

Private vacation home

Two Beautiful Lodges with Hot Tubs!

Sunriver, Oregon, United States

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Bath

Sleeps

Exceptional(1)

$1561.20

/ Nightly

Private vacation home

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

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(1)

$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(1)

$1633.11

/ Nightly

Private vacation home

Sunstone Retreat with Access to Forest House

Bend, Oregon, United States

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Bath

Sleeps

Exceptional(1)

$1633.11

/ Nightly

Private vacation home

Caldera Springs Retreat with Access to Exclusive Golf

Sunriver, Oregon, United States

Bed

Bath

Sleeps

Exceptional(1)

$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 Rentals By Owner In Bend, OR

$385.79

$293.88

$375.96

$367.95

$434.44

$500.17

$342.59

$367.67

$576.86

$283.12

$242.73

$310.44

$1264.49

$715.26

$719.42

$136.02

$691.59

$258.87

$124.98

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